Natural Product: NPC94758

Natural Product IDNPC94758
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 QBEWCMMAKJOMQU-IZZDOVSWSA-N
IUPAC Name n.a.
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier n.a.
PubChem CID 13846662
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000261] Phenylpropanoids and polyketides
      • [CHEMONTID:0002507] Homoisoflavonoids

The Chemical Classification was calculated by Classyfire, a software for chemical taxonomy calculation. Reference: DOI:10.1186/s13321-016-0174-y.

  Chemical Representations

Standard InCHIKey QBEWCMMAKJOMQU-IZZDOVSWSA-N
Standard InCHI InChI=1S/C17H14O5/c1-21-15-5-2-10(7-14(15)19)6-11-9-22-16-8-12(18)3-4-13(16)17(11)20/h2-8,18-19H,9H2,1H3/b11-6+
SMILES COc1ccc(/C=C/2COc3cc(ccc3C2=O)O)cc1O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   298.08 Volume:   299.778
?
Van der Waals volume.
Dense:   0.994 LogP:   2.462
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.534
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -4.091
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   2.0 Rigid Bonds:   19.0
TPSA:   75.99
?
Topological Polar Surface Area.
 H-Bond Acceptor:   5.0
H-Bond Donor:   2.0 Rings:   3.0
Heavy Atoms:   5.0

MedChem Properties

QED Drug-Likeness Score:   0.834 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   2.382 Fsp3:   0.118
MCE-18:   35.789
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Rejected BMS Rule:   0
Chelating Alert:   1 PAINS Alert:   0
Colloidal aggregators:   0.596 Fluc inhibitor:   0.995
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.76
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.657
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.385 Promiscuous compounds:   0.43

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.941 MDCK Permeability:   -4.802
Pgp-inhibitor:   0.047 Pgp-substrate:   0.036
PAMPA:   0.162
?
The experimental data for Peff was logarithmically transformed (logPeff). Molecules with log Peff values below 2.0 were classified as low-permeability (Category 0), while those with log Peff values exceeding 2.5 were classified as high-permeability (Category 1).
 Human Intestinal Absorption (HIA):   0.012
20% Bioavailability (F20%):   0.443 30% Bioavailability (F30%):   0.587
50% Bioavailability (F50%):   0.978

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.009 MRP1:   0.32
Plasma Protein Binding (PPB):   94.45% Volume Distribution (VD):   -0.461
Fu: 5.27%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.974
OATP1B3 inhibitor:   0.996 BCRP inhibitor:   0.604
BSEP inhibitor:   0.514

ADMET: Metabolism

CYP1A2-inhibitor:   0.999 CYP1A2-substrate:   0.197
CYP2C19-inhibitor:   0.077 CYP2C19-substrate:   0.121
CYP2C9-inhibitor:   0.498 CYP2C9-substrate:   0.408
CYP2D6-inhibitor:   0.846 CYP2D6-substrate:   0.93
CYP3A4-inhibitor:   0.79 CYP3A4-substrate:   0.936
CYP2B6-substrate:   0.007 CYP2C8-inhibitor:   0.997
HLM stability:   0.566
?
Human liver microsomal (HLM) stability. Category 0: stable+ (HLM > 30 min); Category 1: unstable- (HLM ≤ 30 min). The output value is the probability of human liver microsomal instability, where a value closer to 1 indicates a higher likelihood of instability.

ADMET: Excretion

Clearance (CL):  2.501 Half-life (T1/2):  1.579

ADMET: Toxicity

hERG Blockers:  0.332 hERG Blockers (10um):  0.466
Human Hepatotoxicity (H-HT):  0.75 Drug-induced Liver Injury (DILI):  0.601
AMES Toxicity:  0.72 Rat Oral Acute Toxicity:  0.774
Maximum Recommended Daily Dose:  0.941 Skin Sensitization:  0.937
Carcinogencity:  0.884 Eye Corrosion:  0.0
Eye Irritation:  0.509 Respiratory Toxicity:  0.567
Drug-induced Neurotoxicity:  0.52 Ototoxicity:  0.466
Hematotoxicity:  0.212 Drug-induced Nephrotoxicity:  0.639
Genotoxicity:  0.978 RPMI-8226 Immunitoxicity:  0.435
A549 Cytotoxicity:  0.665 Hek293 Cytotoxicity:  0.928
BCF:   1.187
?
Bioconcentration factors are used for considering secondary poisoning potential and assessing risks to human health via the food chain. The unit is -log10[(mg/L)/(1000*MW)].
 IGC50:   3.911
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.824
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.472
?
96 hour fathead minnow LC50. The unit of LC50FM is -log10[(mg/L)/(1000*MW)].

  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]
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]
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]
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]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. stem n.a. PMID[2380715]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. 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]
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]
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. n.a. n.a. PMID[38202695]
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. n.a. n.a. Database[Article]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. root n.a. Database[Article]
NPO11763 Cyperus capitatus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6570 Cinnamomum philippinense Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO9142 Aeschynanthus parvifolius Species Gesneriaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13245 Agelas longissima Species Agelasidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18824 Alpinia pulcherrima Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18986 Betula papyrifera Species Betulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19495 Bignonia unguiscati Species Bignoniaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1560 Boronia alata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18747 Bufo bankorensis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19285 Chromodoris cavae Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10957 Cladosiphon okamuranus Species Chordariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19554 Coronilla hyrcana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18653 Cyathus intermedius Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2351 Echinocardium cordatum Species Loveniidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19350 Ephedra altissima Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18326 Eria siamensis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17050 Haemanthus albiflos Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16256 Helleborus viridis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17565 Hordeum bulbosum Species Poaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16727 Iris sibirica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4171 Isolona pilosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18899 Keyserlingia koreensis n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16034 Lecanora sulphurata Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO12464 Litsea nitida Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO15709 Lobelia langeana Species Campanulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17876 Magnolia henryi Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO6642 Mocis latipes Species Noctuidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19222 Mycale tenuis Species Mycalidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17987 Mycosphaerella nawae Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17433 Peltophorum dubium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20618 Penicilliopsis clavariiformis Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1457 Phoma asparagi Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19683 Pycnothymus rigidus n.a. n.a. n.a. n.a. n.a. n.a. Database[COCONUT]
NPO25549 Rhizophagus intraradices Species Glomeraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO7328 Salvia miniata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19416 Streptomyces sakaiensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[COCONUT]
NPO15370 Tamarix dioica Species Tamaricaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO19069 Thelepus setosus Species Terebellidae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18576 Vernonia aurea Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
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]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
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]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19614 Erica cinerea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17333 Valeriana officinalis Species Caprifoliaceae 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]
NPO18653 Cyathus intermedius Species Nidulariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9142 Aeschynanthus parvifolius Species Gesneriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13661 Tripterygium wilfordii Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14941 Delphinium tricorne Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19069 Thelepus setosus Species Terebellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18747 Bufo bankorensis Species Bufonidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18131 Micromelum falcatum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16481 Xanthium canadense Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17050 Haemanthus albiflos Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16034 Lecanora sulphurata Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17433 Peltophorum dubium Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16256 Helleborus viridis Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4171 Isolona pilosa Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19554 Coronilla hyrcana Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6642 Mocis latipes Species Noctuidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1457 Phoma asparagi Species Didymellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19747 Maytenus emarginata Species Celastraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19222 Mycale tenuis Species Mycalidae 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]
NPO7328 Salvia miniata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2351 Echinocardium cordatum Species Loveniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19416 Streptomyces sakaiensis Species Streptomycetaceae Bacteria n.a. n.a. n.a. Database[UNPD]
NPO15709 Lobelia langeana Species Campanulaceae Eukaryota 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]
NPO20618 Penicilliopsis clavariiformis Species Aspergillaceae 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]
NPO17186 Sibiraea angustata Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18824 Alpinia pulcherrima Species Staphylinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17565 Hordeum bulbosum Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25549 Rhizophagus intraradices Species Glomeraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18326 Eria siamensis Species Orchidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18492 Prunus pseudocerasus Species Rosaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18986 Betula papyrifera Species Betulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17333 Valeriana officinalis Species Caprifoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1560 Boronia alata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17876 Magnolia henryi Species Magnoliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19350 Ephedra altissima Species Ephedraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19285 Chromodoris cavae Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13245 Agelas longissima Species Agelasidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16727 Iris sibirica Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12464 Litsea nitida Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14595 Lactarius torminosus Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6570 Cinnamomum philippinense Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17987 Mycosphaerella nawae Species Mycosphaerellaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11763 Cyperus capitatus Species Cyperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1534 Jatropha gossypiifolia Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10957 Cladosiphon okamuranus Species Chordariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19495 Bignonia unguiscati Species Bignoniaceae 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 Organism Name 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

Molecular-level activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT28833 No target No relevant target n.a. Activity n.a. n.a. n.a. PMID[37150057]
NPT29668 Protein family Phosphodiesterase 4 Homo sapiens Inhibition = 47.6 % PMID[37150057]

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference





 Experimental ADME

Experiment Model Experiment Tissue ADME Type ADME Relation ADME Value ADME Unit Reference





 Experimental Toxicity

Quantitative toxicity

Experiment Model Experiment Organism Toxicity Type Toxicity Relation Toxicity Value Toxicity Unit Reference

Common Abbreviations:
LC: Lethal Concentration; LD: Lethal Dose; LT:Lethal Time; NOAEL: No-observed-adverse-effect Level; BMDL: Benchmark Dose Lower Confidence Limit; BMD: Benchmark Dose; BMC:Benchmark Concentration; LOAEL: Lowest Observed Adverse Effect Level; RfD:Reference Dose; RfC:Reference Concentration; MRL: Minimal Risk Level; MEG: Maximum Exposure Guideline; PAC: Protective Action Criteria

Categorical toxicity labels

Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption
Hepatotoxicity Carcinogenicity Mutagenicity Cardiotoxicity Respiratory Toxicity Eye Irritation Endocrine Disruption

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 toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes approximately 50,000 NPs with experimentally-derived bioactivity available in NPASS)

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.

●  The left chart: Distribution of similarity level between NPC94758 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.5 or Top200).

Similarity Score Similarity Level Natural Product ID
0.7885 Intermediate Similarity NPC188947
0.7547 Intermediate Similarity NPC95864
0.7451 Intermediate Similarity NPC290291
0.6441 Remote Similarity NPC482965
0.6271 Remote Similarity NPC482971
0.6167 Remote Similarity NPC482975
0.6034 Remote Similarity NPC280284
0.6032 Remote Similarity NPC482964
0.5932 Remote Similarity NPC170892
0.55 Remote Similarity NPC257648
0.541 Remote Similarity NPC91236
0.541 Remote Similarity NPC99333
0.5397 Remote Similarity NPC117387
0.5333 Remote Similarity NPC275055
0.5333 Remote Similarity NPC469550
0.5323 Remote Similarity NPC54347
0.5263 Remote Similarity NPC125269
0.5246 Remote Similarity NPC472915
0.5246 Remote Similarity NPC31363
0.5161 Remote Similarity NPC3188
0.5156 Remote Similarity NPC482956
0.5082 Remote Similarity NPC477231
0.5079 Remote Similarity NPC472916

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC94758 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.5 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
NPD

Bioactivity similarity

  Bioactivity similarity

Similar Natural Products in NPASS

Similarity level is defined by 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