Structure

Physi-Chem Properties

Molecular Weight:  214.14
Volume:  246.491
LogP:  4.704
LogD:  4.158
LogS:  -5.019
# Rotatable Bonds:  1
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.751
Synthetic Accessibility Score:  2.197
Fsp3:  0.333
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Rejected
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.743
MDCK Permeability:  1.8826094674295746e-05
Pgp-inhibitor:  0.354
Pgp-substrate:  0.037
Human Intestinal Absorption (HIA):  0.015
20% Bioavailability (F20%):  0.992
30% Bioavailability (F30%):  0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.741
Plasma Protein Binding (PPB):  97.4936294555664%
Volume Distribution (VD):  1.331
Pgp-substrate:  1.5204445123672485%

ADMET: Metabolism

CYP1A2-inhibitor:  0.941
CYP1A2-substrate:  0.954
CYP2C19-inhibitor:  0.765
CYP2C19-substrate:  0.682
CYP2C9-inhibitor:  0.598
CYP2C9-substrate:  0.895
CYP2D6-inhibitor:  0.915
CYP2D6-substrate:  0.927
CYP3A4-inhibitor:  0.478
CYP3A4-substrate:  0.456

ADMET: Excretion

Clearance (CL):  7.893
Half-life (T1/2):  0.222

ADMET: Toxicity

hERG Blockers:  0.02
Human Hepatotoxicity (H-HT):  0.056
Drug-inuced Liver Injury (DILI):  0.599
AMES Toxicity:  0.632
Rat Oral Acute Toxicity:  0.249
Maximum Recommended Daily Dose:  0.946
Skin Sensitization:  0.764
Carcinogencity:  0.668
Eye Corrosion:  0.091
Eye Irritation:  0.986
Respiratory Toxicity:  0.846

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General Info & Identifiers & Properties  
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Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC58865

Natural Product ID:  NPC58865
Common Name*:   7-Hydroxycadalin
IUPAC Name:   3,8-dimethyl-5-propan-2-ylnaphthalen-2-ol
Synonyms:   7-Hydroxycadalene
Standard InCHIKey:  RIWNMJBJRPCUBX-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C15H18O/c1-9(2)12-6-5-10(3)13-8-15(16)11(4)7-14(12)13/h5-9,16H,1-4H3
SMILES:  CC(C)c1ccc(C)c2cc(c(C)cc12)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL451475
PubChem CID:   608115
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001550] Sesquiterpenoids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. DOI[10.1016/0031-9422(90)85349-K]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. DOI[10.1186/1471-2202-6-1]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10579865]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[10716597]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[10757718]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11374948]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[11473412]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[11561442]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota roots n.a. n.a. PMID[12398547]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[12579877]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1375626]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1602302]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[16864458]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota roots n.a. n.a. PMID[16989518]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[17250858]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[17265278]
NPO29953 Bombax malabaricum Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[17764148]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. root n.a. PMID[18164718]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[1823717]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. leaf n.a. PMID[1823717]
NPO19367 Thespesia populnea Species Malvaceae Eukaryota n.a. n.a. n.a. PMID[18553924]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[18554602]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[18996177]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. aerial part n.a. PMID[19252323]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[20853876]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota root n.a. n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[21486005]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[21514608]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota dried roots purchased from Sichuan Neautus Traditional Chinese Medicine Co. Ltd. (Chengdu, P.R. China) n.a. PMID[22148431]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota leaves n.a. n.a. PMID[23268606]
NPO15986 Alangium chinense Species Cornaceae Eukaryota Roots n.a. n.a. PMID[23734721]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[2380715]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. stem n.a. PMID[2380715]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[23852638]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24549173]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[24963543]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota Whole plant n.a. n.a. PMID[25127164]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[25176187]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[25237706]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. bark n.a. PMID[2534610]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26566007]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26696523]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. PMID[2816380]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. PMID[28485933]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[29355322]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[30106289]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota Leaves n.a. n.a. PMID[31556299]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. root n.a. PMID[547813]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7102323]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[7304185]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8176403]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8699928]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. PMID[8722541]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19367 Thespesia populnea Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15986 Alangium chinense Species Cornaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29953 Bombax malabaricum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15986 Alangium chinense Species Cornaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22505 Bombax ceiba Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11004 Cornus capitata Species Cornaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19367 Thespesia populnea Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17206 Dipsacus japonicus Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29953 Bombax malabaricum Species Malvaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO7328 Salvia miniata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12464 Litsea nitida Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18986 Betula papyrifera Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2351 Echinocardium cordatum Species Loveniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25769 Heterotheca inuloides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17206 Dipsacus japonicus Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10779 Lychnophora ericoides Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19416 Streptomyces sakaiensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO6570 Cinnamomum philippinense Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17050 Haemanthus albiflos Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15709 Lobelia langeana Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17987 Mycosphaerella nawae Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18622 Carlina salicifolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16022 Streptomyces aureomonopodiales Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19683 Pycnothymus rigidus n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO26236 Artocarpus incisus Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16034 Lecanora sulphurata Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1560 Boronia alata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20618 Penicilliopsis clavariiformis Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11763 Cyperus capitatus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17433 Peltophorum dubium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11004 Cornus capitata Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17876 Magnolia henryi Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28721 Symplocos glomerata Species Symplocaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18899 Keyserlingia koreensis n.a. n.a. n.a. n.a. n.a. n.a. Database[UNPD]
NPO16256 Helleborus viridis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6833 Crotalaria aridicola Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10411 Bauhinia uruguayensis Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4171 Isolona pilosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19350 Ephedra altissima Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18653 Cyathus intermedius Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19367 Thespesia populnea Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22505 Bombax ceiba Species Malvaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9026 Streptoalloteichus tenebrarius Species Pseudonocardiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO19554 Coronilla hyrcana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9142 Aeschynanthus parvifolius Species Gesneriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18824 Alpinia pulcherrima Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6642 Mocis latipes Species 0ctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17565 Hordeum bulbosum Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19781 Nissolia fruticosa Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1457 Phoma asparagi Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25549 Rhizophagus intraradices Species Glomeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1458 Burkholderia gladioli Species Burkholderiaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO18326 Eria siamensis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10957 Cladosiphon okamuranus Species Chordariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19285 Chromodoris cavae Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19069 Thelepus setosus Species Terebellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19495 Bignonia unguiscati Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19222 Mycale tenuis Species Mycalidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15986 Alangium chinense Species Cornaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13245 Agelas longissima Species Agelasidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6227 Umbilicaria papulosa Species Umbilicariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18747 Bufo bankorensis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7268 Ipomoea violacea Species Convolvulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12728 Artemisia rupestris Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15370 Tamarix dioica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16727 Iris sibirica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18576 Vernonia aurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT83 Cell Line MCF7 Homo sapiens IC50 > 5.0 ug.mL-1 PMID[496436]
NPT165 Cell Line HeLa Homo sapiens IC50 > 5.0 ug.mL-1 PMID[496436]
NPT139 Cell Line HT-29 Homo sapiens IC50 > 5.0 ug.mL-1 PMID[496436]
NPT91 Cell Line KB Homo sapiens IC50 > 5.0 ug.mL-1 PMID[496436]
NPT152 Individual Protein Nuclear factor erythroid 2-related factor 2 Homo sapiens FC = 1.7 n.a. PMID[496439]
NPT38 Individual Protein Signal transducer and activator of transcription 3 Homo sapiens Inhibition = 3.5 % PMID[496439]
NPT32 Organism Mus musculus Mus musculus Inhibition = 46.31 % PMID[496435]
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 0.59 ug.mL-1 PMID[496436]
NPT1084 Subcellular Liver microsomes Rattus norvegicus IC50 = 4300.0 nM PMID[496437]
NPT3494 Organism Coxsackievirus Coxsackievirus IC50 = 5300.0 nM PMID[496437]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. GI50 = 54010.0 nM PMID[496438]
NPT2 Others Unspecified Inhibition = 61.5 % PMID[496439]
NPT2 Others Unspecified IC50 = 16500.0 nM PMID[496439]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC58865 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9619 High Similarity NPC715
0.9615 High Similarity NPC151537
0.9608 High Similarity NPC151477
0.9528 High Similarity NPC195922
0.9524 High Similarity NPC46940
0.951 High Similarity NPC21594
0.9505 High Similarity NPC238696
0.9429 High Similarity NPC95716
0.9423 High Similarity NPC314187
0.9412 High Similarity NPC117115
0.934 High Similarity NPC250323
0.9245 High Similarity NPC176279
0.9245 High Similarity NPC260323
0.9151 High Similarity NPC141782
0.9151 High Similarity NPC13482
0.9143 High Similarity NPC11554
0.9074 High Similarity NPC322239
0.9038 High Similarity NPC138942
0.9029 High Similarity NPC168829
0.901 High Similarity NPC77492
0.901 High Similarity NPC6597
0.901 High Similarity NPC79241
0.901 High Similarity NPC32674
0.901 High Similarity NPC156313
0.8981 High Similarity NPC471179
0.8972 High Similarity NPC296683
0.8972 High Similarity NPC132720
0.8952 High Similarity NPC54765
0.8952 High Similarity NPC271274
0.8942 High Similarity NPC288411
0.8929 High Similarity NPC151197
0.8919 High Similarity NPC477136
0.8919 High Similarity NPC299180
0.8911 High Similarity NPC259512
0.8911 High Similarity NPC312132
0.8909 High Similarity NPC35797
0.8909 High Similarity NPC192948
0.8835 High Similarity NPC211885
0.8835 High Similarity NPC72729
0.8829 High Similarity NPC471668
0.8829 High Similarity NPC219112
0.8829 High Similarity NPC308311
0.8829 High Similarity NPC38893
0.8829 High Similarity NPC477137
0.8818 High Similarity NPC268160
0.8818 High Similarity NPC249270
0.8818 High Similarity NPC107240
0.8812 High Similarity NPC8392
0.8785 High Similarity NPC95344
0.8762 High Similarity NPC272029
0.8762 High Similarity NPC254965
0.8762 High Similarity NPC327811
0.8761 High Similarity NPC176893
0.875 High Similarity NPC172219
0.875 High Similarity NPC304510
0.8739 High Similarity NPC147179
0.8738 High Similarity NPC122005
0.8738 High Similarity NPC33675
0.8738 High Similarity NPC252821
0.8738 High Similarity NPC299762
0.8727 High Similarity NPC117846
0.8727 High Similarity NPC321589
0.8716 High Similarity NPC322753
0.8713 High Similarity NPC245187
0.8673 High Similarity NPC471671
0.8673 High Similarity NPC328694
0.8667 High Similarity NPC233827
0.8667 High Similarity NPC168393
0.8661 High Similarity NPC308828
0.8661 High Similarity NPC92
0.8661 High Similarity NPC469663
0.8654 High Similarity NPC225506
0.8641 High Similarity NPC225464
0.8636 High Similarity NPC228425
0.8627 High Similarity NPC274678
0.8624 High Similarity NPC224870
0.8621 High Similarity NPC297057
0.8621 High Similarity NPC176208
0.8614 High Similarity NPC271440
0.8611 High Similarity NPC262365
0.8611 High Similarity NPC233835
0.8609 High Similarity NPC241001
0.8609 High Similarity NPC259703
0.8609 High Similarity NPC129176
0.8609 High Similarity NPC32322
0.8596 High Similarity NPC126002
0.8596 High Similarity NPC93071
0.8596 High Similarity NPC469644
0.8585 High Similarity NPC475225
0.8584 High Similarity NPC470760
0.8584 High Similarity NPC16030
0.8571 High Similarity NPC469719
0.8571 High Similarity NPC51015
0.8571 High Similarity NPC252105
0.8571 High Similarity NPC246760
0.8571 High Similarity NPC12221
0.8571 High Similarity NPC84999
0.8559 High Similarity NPC317869
0.8559 High Similarity NPC263753
0.8558 High Similarity NPC92730
0.8545 High Similarity NPC77772
0.8545 High Similarity NPC224527
0.8545 High Similarity NPC225679
0.8545 High Similarity NPC165770
0.8545 High Similarity NPC469912
0.8545 High Similarity NPC476632
0.8545 High Similarity NPC266937
0.8545 High Similarity NPC470770
0.8545 High Similarity NPC4493
0.8544 High Similarity NPC216520
0.8544 High Similarity NPC132271
0.8544 High Similarity NPC473388
0.8544 High Similarity NPC292730
0.8544 High Similarity NPC82664
0.8532 High Similarity NPC202647
0.8529 High Similarity NPC76938
0.8529 High Similarity NPC128062
0.8522 High Similarity NPC103916
0.8522 High Similarity NPC478121
0.8519 High Similarity NPC320439
0.8515 High Similarity NPC304541
0.8515 High Similarity NPC204210
0.8515 High Similarity NPC231150
0.8509 High Similarity NPC154030
0.8509 High Similarity NPC469609
0.8509 High Similarity NPC63010
0.8496 Intermediate Similarity NPC261973
0.8496 Intermediate Similarity NPC115808
0.8491 Intermediate Similarity NPC471228
0.8491 Intermediate Similarity NPC235762
0.8468 Intermediate Similarity NPC302371
0.8468 Intermediate Similarity NPC62867
0.8468 Intermediate Similarity NPC43525
0.8468 Intermediate Similarity NPC166995
0.8468 Intermediate Similarity NPC177962
0.8462 Intermediate Similarity NPC121168
0.8462 Intermediate Similarity NPC71094
0.8455 Intermediate Similarity NPC44732
0.8447 Intermediate Similarity NPC222146
0.8447 Intermediate Similarity NPC26244
0.8447 Intermediate Similarity NPC144682
0.8447 Intermediate Similarity NPC32714
0.844 Intermediate Similarity NPC174981
0.844 Intermediate Similarity NPC64586
0.8426 Intermediate Similarity NPC67250
0.8421 Intermediate Similarity NPC25648
0.8411 Intermediate Similarity NPC475580
0.8393 Intermediate Similarity NPC141003
0.8393 Intermediate Similarity NPC35344
0.8381 Intermediate Similarity NPC128723
0.8378 Intermediate Similarity NPC308689
0.8376 Intermediate Similarity NPC249340
0.8376 Intermediate Similarity NPC162935
0.8376 Intermediate Similarity NPC154696
0.8365 Intermediate Similarity NPC202986
0.8364 Intermediate Similarity NPC19808
0.8364 Intermediate Similarity NPC33728
0.8364 Intermediate Similarity NPC228343
0.8364 Intermediate Similarity NPC254833
0.8362 Intermediate Similarity NPC260832
0.8362 Intermediate Similarity NPC135467
0.835 Intermediate Similarity NPC151715
0.835 Intermediate Similarity NPC27323
0.835 Intermediate Similarity NPC316301
0.835 Intermediate Similarity NPC152415
0.835 Intermediate Similarity NPC289769
0.8349 Intermediate Similarity NPC66834
0.8347 Intermediate Similarity NPC96024
0.8333 Intermediate Similarity NPC257540
0.8333 Intermediate Similarity NPC474358
0.8333 Intermediate Similarity NPC141001
0.8333 Intermediate Similarity NPC47284
0.8333 Intermediate Similarity NPC247858
0.8333 Intermediate Similarity NPC137496
0.8333 Intermediate Similarity NPC99557
0.8333 Intermediate Similarity NPC154511
0.8333 Intermediate Similarity NPC239291
0.8333 Intermediate Similarity NPC45040
0.8333 Intermediate Similarity NPC219286
0.8333 Intermediate Similarity NPC474387
0.8319 Intermediate Similarity NPC224342
0.8319 Intermediate Similarity NPC12656
0.8319 Intermediate Similarity NPC471534
0.8318 Intermediate Similarity NPC108497
0.8318 Intermediate Similarity NPC269212
0.8317 Intermediate Similarity NPC242240
0.8317 Intermediate Similarity NPC318325
0.8317 Intermediate Similarity NPC258219
0.8317 Intermediate Similarity NPC123273
0.8317 Intermediate Similarity NPC70436
0.8305 Intermediate Similarity NPC11250
0.8304 Intermediate Similarity NPC228988
0.8304 Intermediate Similarity NPC286222
0.8302 Intermediate Similarity NPC174911
0.8291 Intermediate Similarity NPC100108
0.8291 Intermediate Similarity NPC277798
0.8279 Intermediate Similarity NPC276238
0.8273 Intermediate Similarity NPC61885
0.8273 Intermediate Similarity NPC63698
0.8257 Intermediate Similarity NPC248904

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC58865 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.9159 High Similarity NPD7635 Approved
0.9048 High Similarity NPD2342 Discontinued
0.8911 High Similarity NPD288 Approved
0.8812 High Similarity NPD844 Approved
0.8738 High Similarity NPD3020 Approved
0.8614 High Similarity NPD845 Approved
0.8447 Intermediate Similarity NPD2860 Approved
0.8447 Intermediate Similarity NPD1809 Phase 2
0.8447 Intermediate Similarity NPD2859 Approved
0.8364 Intermediate Similarity NPD3021 Approved
0.8364 Intermediate Similarity NPD3022 Approved
0.835 Intermediate Similarity NPD2934 Approved
0.835 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.835 Intermediate Similarity NPD2933 Approved
0.8235 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.8205 Intermediate Similarity NPD2286 Discontinued
0.8198 Intermediate Similarity NPD4750 Phase 3
0.819 Intermediate Similarity NPD3091 Approved
0.8158 Intermediate Similarity NPD497 Approved
0.8131 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.812 Intermediate Similarity NPD4093 Discontinued
0.807 Intermediate Similarity NPD495 Approved
0.807 Intermediate Similarity NPD498 Approved
0.807 Intermediate Similarity NPD496 Approved
0.8051 Intermediate Similarity NPD3019 Approved
0.8051 Intermediate Similarity NPD2932 Approved
0.8051 Intermediate Similarity NPD4059 Approved
0.8051 Intermediate Similarity NPD1751 Approved
0.8036 Intermediate Similarity NPD1792 Phase 2
0.8017 Intermediate Similarity NPD7325 Clinical (unspecified phase)
0.7982 Intermediate Similarity NPD5700 Clinical (unspecified phase)
0.7917 Intermediate Similarity NPD3092 Approved
0.7899 Intermediate Similarity NPD4626 Approved
0.789 Intermediate Similarity NPD846 Approved
0.789 Intermediate Similarity NPD940 Approved
0.7881 Intermediate Similarity NPD5304 Approved
0.7881 Intermediate Similarity NPD5303 Approved
0.7869 Intermediate Similarity NPD1283 Approved
0.784 Intermediate Similarity NPD4625 Phase 3
0.7822 Intermediate Similarity NPD111 Approved
0.7815 Intermediate Similarity NPD1651 Approved
0.7798 Intermediate Similarity NPD1242 Phase 1
0.7768 Intermediate Similarity NPD1444 Approved
0.7768 Intermediate Similarity NPD1445 Approved
0.775 Intermediate Similarity NPD4589 Approved
0.775 Intermediate Similarity NPD3095 Discontinued
0.7661 Intermediate Similarity NPD3094 Phase 2
0.7656 Intermediate Similarity NPD4060 Phase 1
0.7623 Intermediate Similarity NPD1281 Approved
0.7623 Intermediate Similarity NPD1201 Approved
0.7607 Intermediate Similarity NPD2234 Approved
0.7607 Intermediate Similarity NPD2228 Approved
0.7607 Intermediate Similarity NPD2229 Approved
0.76 Intermediate Similarity NPD2195 Approved
0.76 Intermediate Similarity NPD2194 Approved
0.7583 Intermediate Similarity NPD2226 Clinical (unspecified phase)
0.7559 Intermediate Similarity NPD5155 Approved
0.7559 Intermediate Similarity NPD5156 Approved
0.754 Intermediate Similarity NPD5736 Approved
0.754 Intermediate Similarity NPD3635 Approved
0.754 Intermediate Similarity NPD3637 Approved
0.754 Intermediate Similarity NPD3636 Approved
0.7538 Intermediate Similarity NPD4097 Suspended
0.7521 Intermediate Similarity NPD5691 Approved
0.75 Intermediate Similarity NPD1669 Approved
0.748 Intermediate Similarity NPD2605 Approved
0.748 Intermediate Similarity NPD2606 Approved
0.748 Intermediate Similarity NPD1611 Approved
0.7479 Intermediate Similarity NPD709 Approved
0.7458 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7458 Intermediate Similarity NPD1398 Phase 1
0.7436 Intermediate Similarity NPD6124 Clinical (unspecified phase)
0.7417 Intermediate Similarity NPD7340 Approved
0.7398 Intermediate Similarity NPD3023 Approved
0.7398 Intermediate Similarity NPD3026 Approved
0.7381 Intermediate Similarity NPD4339 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1470 Approved
0.7377 Intermediate Similarity NPD3025 Approved
0.7377 Intermediate Similarity NPD3024 Approved
0.7368 Intermediate Similarity NPD5408 Approved
0.7368 Intermediate Similarity NPD5404 Approved
0.7368 Intermediate Similarity NPD5405 Approved
0.7368 Intermediate Similarity NPD5406 Approved
0.7345 Intermediate Similarity NPD9500 Approved
0.7344 Intermediate Similarity NPD3595 Approved
0.7344 Intermediate Similarity NPD3594 Approved
0.7333 Intermediate Similarity NPD6671 Approved
0.7323 Intermediate Similarity NPD4624 Approved
0.7321 Intermediate Similarity NPD3028 Approved
0.7311 Intermediate Similarity NPD7159 Clinical (unspecified phase)
0.7311 Intermediate Similarity NPD5283 Phase 1
0.7308 Intermediate Similarity NPD6663 Approved
0.7302 Intermediate Similarity NPD6696 Suspended
0.7293 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7266 Intermediate Similarity NPD2861 Phase 2
0.725 Intermediate Similarity NPD1476 Clinical (unspecified phase)
0.7244 Intermediate Similarity NPD1164 Approved
0.7231 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD4749 Approved
0.7218 Intermediate Similarity NPD7718 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD1610 Phase 2
0.7188 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD1616 Discontinued
0.7154 Intermediate Similarity NPD7330 Discontinued
0.7153 Intermediate Similarity NPD7003 Approved
0.7143 Intermediate Similarity NPD2232 Approved
0.7143 Intermediate Similarity NPD228 Approved
0.7143 Intermediate Similarity NPD2233 Approved
0.7143 Intermediate Similarity NPD2230 Approved
0.7131 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD9608 Approved
0.713 Intermediate Similarity NPD9610 Approved
0.7122 Intermediate Similarity NPD2420 Approved
0.7122 Intermediate Similarity NPD2421 Approved
0.7122 Intermediate Similarity NPD7390 Discontinued
0.7121 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.7121 Intermediate Similarity NPD2979 Phase 3
0.7121 Intermediate Similarity NPD3620 Phase 2
0.712 Intermediate Similarity NPD1981 Approved
0.712 Intermediate Similarity NPD1980 Approved
0.712 Intermediate Similarity NPD1983 Approved
0.7107 Intermediate Similarity NPD1793 Approved
0.7107 Intermediate Similarity NPD1791 Approved
0.7099 Intermediate Similarity NPD2028 Clinical (unspecified phase)
0.7099 Intermediate Similarity NPD6812 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5327 Phase 3
0.708 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7077 Intermediate Similarity NPD4908 Phase 1
0.7071 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD5350 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD5351 Clinical (unspecified phase)
0.704 Intermediate Similarity NPD5238 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD7743 Approved
0.7037 Intermediate Similarity NPD7742 Approved
0.7 Intermediate Similarity NPD7041 Phase 2
0.7 Intermediate Similarity NPD7040 Clinical (unspecified phase)
0.6992 Remote Similarity NPD4140 Approved
0.697 Remote Similarity NPD6410 Clinical (unspecified phase)
0.696 Remote Similarity NPD4196 Clinical (unspecified phase)
0.696 Remote Similarity NPD4235 Clinical (unspecified phase)
0.6942 Remote Similarity NPD9377 Approved
0.6942 Remote Similarity NPD9379 Approved
0.694 Remote Similarity NPD5735 Approved
0.6934 Remote Similarity NPD4726 Approved
0.6934 Remote Similarity NPD4721 Approved
0.6934 Remote Similarity NPD4725 Approved
0.6923 Remote Similarity NPD6584 Phase 3
0.6912 Remote Similarity NPD4108 Discontinued
0.6911 Remote Similarity NPD6387 Discontinued
0.6905 Remote Similarity NPD2667 Approved
0.6905 Remote Similarity NPD2668 Approved
0.6889 Remote Similarity NPD6353 Approved
0.6889 Remote Similarity NPD2157 Approved
0.6889 Remote Similarity NPD4579 Clinical (unspecified phase)
0.6884 Remote Similarity NPD4257 Approved
0.6884 Remote Similarity NPD7037 Approved
0.6884 Remote Similarity NPD4256 Phase 2
0.688 Remote Similarity NPD1548 Phase 1
0.6864 Remote Similarity NPD968 Approved
0.6861 Remote Similarity NPD2935 Discontinued
0.6861 Remote Similarity NPD1632 Clinical (unspecified phase)
0.6861 Remote Similarity NPD2531 Phase 2
0.6861 Remote Similarity NPD2438 Suspended
0.685 Remote Similarity NPD2688 Clinical (unspecified phase)
0.685 Remote Similarity NPD3143 Discontinued
0.6846 Remote Similarity NPD3055 Approved
0.6846 Remote Similarity NPD3053 Approved
0.6842 Remote Similarity NPD9273 Approved
0.6835 Remote Similarity NPD3638 Discontinued
0.6833 Remote Similarity NPD5451 Approved
0.6829 Remote Similarity NPD5951 Approved
0.6829 Remote Similarity NPD475 Phase 2
0.6825 Remote Similarity NPD3443 Approved
0.6825 Remote Similarity NPD1710 Approved
0.6825 Remote Similarity NPD3445 Approved
0.6825 Remote Similarity NPD3444 Approved
0.6822 Remote Similarity NPD4659 Approved
0.6818 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6812 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6803 Remote Similarity NPD1138 Approved
0.6791 Remote Similarity NPD6407 Approved
0.6791 Remote Similarity NPD6405 Approved
0.6783 Remote Similarity NPD6090 Discontinued
0.6769 Remote Similarity NPD5311 Approved
0.6769 Remote Similarity NPD5310 Approved
0.6767 Remote Similarity NPD3027 Phase 3
0.675 Remote Similarity NPD2684 Approved
0.6744 Remote Similarity NPD3070 Discontinued
0.6744 Remote Similarity NPD1608 Approved
0.6742 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6742 Remote Similarity NPD1712 Approved
0.6741 Remote Similarity NPD2238 Phase 2
0.6739 Remote Similarity NPD6099 Approved
0.6739 Remote Similarity NPD6100 Approved
0.6739 Remote Similarity NPD4476 Approved
0.6739 Remote Similarity NPD4477 Approved
0.6738 Remote Similarity NPD7910 Clinical (unspecified phase)
0.6733 Remote Similarity NPD9087 Approved
0.6726 Remote Similarity NPD688 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data