Structure

Physi-Chem Properties

Molecular Weight:  238.19
Volume:  259.907
LogP:  2.512
LogD:  2.608
LogS:  -2.139
# Rotatable Bonds:  0
TPSA:  40.46
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  2

MedChem Properties

QED Drug-Likeness Score:  0.681
Synthetic Accessibility Score:  5.577
Fsp3:  1.0
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Accepted
BMS Rule:  0
Golden Triangle Rule:  Accepted
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -4.704
MDCK Permeability:  1.7733931599650532e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.659
Human Intestinal Absorption (HIA):  0.004
20% Bioavailability (F20%):  0.633
30% Bioavailability (F30%):  0.931

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.424
Plasma Protein Binding (PPB):  66.74592590332031%
Volume Distribution (VD):  1.275
Pgp-substrate:  35.8133659362793%

ADMET: Metabolism

CYP1A2-inhibitor:  0.022
CYP1A2-substrate:  0.192
CYP2C19-inhibitor:  0.021
CYP2C19-substrate:  0.827
CYP2C9-inhibitor:  0.042
CYP2C9-substrate:  0.369
CYP2D6-inhibitor:  0.01
CYP2D6-substrate:  0.502
CYP3A4-inhibitor:  0.133
CYP3A4-substrate:  0.169

ADMET: Excretion

Clearance (CL):  9.098
Half-life (T1/2):  0.539

ADMET: Toxicity

hERG Blockers:  0.036
Human Hepatotoxicity (H-HT):  0.517
Drug-inuced Liver Injury (DILI):  0.029
AMES Toxicity:  0.021
Rat Oral Acute Toxicity:  0.965
Maximum Recommended Daily Dose:  0.921
Skin Sensitization:  0.574
Carcinogencity:  0.672
Eye Corrosion:  0.191
Eye Irritation:  0.337
Respiratory Toxicity:  0.969

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  Natural Product: NPC249078

Natural Product ID:  NPC249078
Common Name*:   (1S,4R,5R,8S,9S)-Clovane-5,9-Diol
IUPAC Name:   (3S,3aS,6R,7R,9aS)-1,1,7-trimethyl-3,4,5,6,8,9,9a,10-octahydro-2H-tricyclo[6.3.1.0^{1,5}]dodecane-3,6-diol
Synonyms:  
Standard InCHIKey:  BWXJQHJHGMZLBT-OEMOEHNSSA-N
Standard InCHI:  InChI=1S/C15H26O2/c1-13(2)8-12(17)15-7-5-11(16)14(3,9-15)6-4-10(13)15/h10-12,16-17H,4-9H2,1-3H3/t10-,11+,12-,14+,15-/m0/s1
SMILES:  CC1(C)C[C@@H]([C@@]23CC[C@H]([C@](C)(CC[C@@H]13)C2)O)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL465622
PubChem CID:   15599878
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
NPO19965 Helenium alternifolium Species Asteraceae Eukaryota n.a. aerial part n.a. DOI[10.1021/jo01271a036]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. DOI[10.5897/JMPR.9000078]
NPO21850 Paeonia delavayi Species Paeoniaceae Eukaryota n.a. root n.a. PMID[10945272]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. flower n.a. PMID[12130858]
NPO23006 Moringa stenopetala Species Moringaceae Eukaryota n.a. n.a. n.a. PMID[12709911]
NPO17119 Dalea versicolor Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[15043439]
NPO22820 Sarcophyton glaucum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[15332846]
NPO18606 Achyrocline bogotensis Species Asteraceae Eukaryota n.a. Colombian n.a. PMID[15844937]
NPO22820 Sarcophyton glaucum Species Alcyoniidae Eukaryota n.a. Amami Oshima, Kagoshima Prefecture, Japan n.a. PMID[16933862]
NPO3291 Cynanchum auriculatum Species Apocynaceae Eukaryota n.a. root n.a. PMID[18401845]
NPO22820 Sarcophyton glaucum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[19331379]
NPO17362 Alstonia yunnanensis Species Apocynaceae Eukaryota n.a. n.a. n.a. PMID[19775092]
NPO18055 Isodon adenolomus Species Lamiaceae Eukaryota n.a. aerial part n.a. PMID[21534539]
NPO18055 Isodon adenolomus Species Lamiaceae Eukaryota aerial parts Shangrila, Yunnan Province, China 2008-AUG PMID[21534539]
NPO22820 Sarcophyton glaucum Species Alcyoniidae Eukaryota n.a. n.a. n.a. PMID[21563811]
NPO20835 Medicago truncatula Species Fabaceae Eukaryota n.a. root n.a. PMID[21615146]
NPO21278 Lysimachia clethroides Species Primulaceae Eukaryota n.a. aerial part n.a. PMID[21928797]
NPO791 Laburnum anagyroides Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[23022271]
NPO21850 Paeonia delavayi Species Paeoniaceae Eukaryota n.a. seed n.a. PMID[23497864]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[26099993]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Flowers n.a. n.a. PMID[28156114]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. PMID[29400471]
NPO22372 Callicarpa bodinieri Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[29578342]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota Aerial Parts n.a. n.a. PMID[30726671]
NPO12148.2 Acer pictum subsp. okamotoanum Subspecies Sapindaceae Eukaryota n.a. n.a. n.a. PMID[9461665]
NPO14240 Justicia ghiesbreghtiana Species Acanthaceae Eukaryota n.a. n.a. n.a. PMID[9748395]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO21343 Eupatorium fortunei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17362 Alstonia yunnanensis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21221 Trapa bispinosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO791 Laburnum anagyroides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3291 Cynanchum auriculatum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18435 Tylophora atrofolliculata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18356 Stachys tuberifera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21850 Paeonia delavayi Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO18435 Tylophora atrofolliculata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO18356 Stachys tuberifera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3291 Cynanchum auriculatum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15763 Huperzia lucidula Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO60 Neoshirakia japonica Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21278 Lysimachia clethroides Species Primulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21850 Paeonia delavayi Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17362 Alstonia yunnanensis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15478 Senna sophera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21343 Eupatorium fortunei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO6696 Chukrasia tabularis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22438 Asclepias speciosa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO791 Laburnum anagyroides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21221 Trapa bispinosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21343 Eupatorium fortunei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17362 Alstonia yunnanensis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3291 Cynanchum auriculatum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21221 Trapa bispinosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO791 Laburnum anagyroides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO22698 Achillea pannonica Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21032 Manilkara hexandra Species Sapotaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20896 Mimosa tenuiflora Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21725 Uncaria glabrata Species Rubiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20707 Stillingia sanguinolenta Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22308 Stevia satureiaefolia Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8115 Polyopes affinis Species Halymeniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17362 Alstonia yunnanensis Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21343 Eupatorium fortunei Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18123 Dichapetalum madagascariense Species Dichapetalaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO6696 Chukrasia tabularis Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22372 Callicarpa bodinieri Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20522 Pyura sacciformis Species Pyuridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20835 Medicago truncatula Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20771 Thalictrum fortunei Species Ranunculaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18356 Stachys tuberifera Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20203 Syringa komarowi Species Oleaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26325 Annulusmagnus triseptatus Species Annulatascaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22258 Chrysanthemum indicum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4984 Salvia cana Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21221 Trapa bispinosa Species Lythraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16567 Doriopsilla areolata Species Dendrodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13414 Senecio fuertesii Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20261 Teucrium trifidum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22499 Corydalis flabellata Species Papaveraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22113 Anthocercis genistoides Species Solanaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19118 Hippeastrum vittatum Species Amaryllidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27489 Alloascoidea hylecoeti Species Alloascoideaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16997 Talaromyces aculeatus Species Trichocomaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28103 Erica carnea Species Ericaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12807 Citrus aurantiifolia Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4048 Inga longispica Species Oecophoridae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22887 Scutellaria violacea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4478 Parmelia pseudoreticulata Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22048 Pteris palmiformis Species Pteridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22953 Eupatorium pauciflorum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22438 Asclepias speciosa Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15763 Huperzia lucidula Species Lycopodiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20583 Phaulopsis imbricata Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20457 Spirastrella inconstans Species Spirastrellidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO60 Neoshirakia japonica Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17911 Blepharisma japonicum Species Blepharismidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21158 Viburnum fur Species Adoxaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21850 Paeonia delavayi Species Paeoniaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20088 Piper sintenense Species Piperaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19891 Diospyros crassiflora Species Ebenaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO12148.2 Acer pictum subsp. okamotoanum Subspecies Sapindaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15497 Caria ino Species Riodinidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19638 Scutellaria albida Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10852 Felimare midatlantica Species Chromodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18435 Tylophora atrofolliculata Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19580 Chamaemelum fuscatum Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17643 Penicillium pedemontanum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17119 Dalea versicolor Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14262 Eucalyptus polyanthemos Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4230 Protoparmeliopsis peltata Species Lecanoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18055 Isodon adenolomus Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO16990 Verbesina virgata Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21413 Armillaria tabescens Species Physalacriaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13832 Aspilia hispida Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2377 Cetraria ciliaris Species Parmeliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO27929 Aphanamixis polystachya Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13409 Crocus asturicus Species Iridaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18606 Achyrocline bogotensis Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21278 Lysimachia clethroides Species Primulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20967 Doriopsilla albopunctata Species Dendrodorididae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23006 Moringa stenopetala Species Moringaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19522 Arthropsis truncata Species n.a. Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO791 Laburnum anagyroides Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13974 Hygrophorus pustulatus Species Hygrophoraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19965 Helenium alternifolium Species Asteraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26131 Cliona chilensis Species Clionaidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21654 Cyerce cristallina Species Caliphyllidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19777 Pholiota adiposa Species Strophariaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21089 Mourera fluviatilis Species Podostemaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20021 Physcia aegialita Species Physciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO14240 Justicia ghiesbreghtiana Species Acanthaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19311 Dasymaschalon blumei Species Annonaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15478 Senna sophera Species Fabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20381 Echites hirsuta Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21599 Ricciocarpos natans Species Ricciaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22820 Sarcophyton glaucum Species Alcyoniidae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22756 Epimedium versicolor Species Berberidaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17783 Sideritis cystosiphon Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3291 Cynanchum auriculatum Species Apocynaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1826 Teucrium barbeyanum Species Lamiaceae 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
NPT34 Cell Line BV-2 Mus musculus IC50 = 62200.0 nM PMID[475471]
NPT67 Individual Protein Cholinesterase Equus caballus IC50 = 455800.0 nM PMID[475470]

☑ 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 NPC249078 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
1.0 High Similarity NPC236099
1.0 High Similarity NPC209686
0.9206 High Similarity NPC474756
0.9062 High Similarity NPC477820
0.8923 High Similarity NPC232925
0.8923 High Similarity NPC63588
0.8923 High Similarity NPC251201
0.8657 High Similarity NPC470610
0.8657 High Similarity NPC153719
0.8594 High Similarity NPC44122
0.8571 High Similarity NPC159654
0.8571 High Similarity NPC167995
0.8571 High Similarity NPC281540
0.8571 High Similarity NPC118937
0.8529 High Similarity NPC48795
0.8529 High Similarity NPC475458
0.8529 High Similarity NPC304499
0.8485 Intermediate Similarity NPC129829
0.8485 Intermediate Similarity NPC66407
0.8485 Intermediate Similarity NPC254037
0.8413 Intermediate Similarity NPC114891
0.8406 Intermediate Similarity NPC317242
0.8358 Intermediate Similarity NPC192192
0.8333 Intermediate Similarity NPC3025
0.8308 Intermediate Similarity NPC142712
0.8286 Intermediate Similarity NPC163597
0.8254 Intermediate Similarity NPC71460
0.8254 Intermediate Similarity NPC95804
0.8254 Intermediate Similarity NPC185547
0.8254 Intermediate Similarity NPC218585
0.8254 Intermediate Similarity NPC148174
0.8235 Intermediate Similarity NPC1340
0.8235 Intermediate Similarity NPC252182
0.8235 Intermediate Similarity NPC187471
0.8235 Intermediate Similarity NPC127094
0.8235 Intermediate Similarity NPC470071
0.8197 Intermediate Similarity NPC29976
0.8197 Intermediate Similarity NPC150713
0.8182 Intermediate Similarity NPC473230
0.8182 Intermediate Similarity NPC48079
0.8182 Intermediate Similarity NPC475884
0.8182 Intermediate Similarity NPC63190
0.8169 Intermediate Similarity NPC128951
0.8169 Intermediate Similarity NPC185915
0.8169 Intermediate Similarity NPC302578
0.8169 Intermediate Similarity NPC105208
0.8169 Intermediate Similarity NPC192046
0.8169 Intermediate Similarity NPC477227
0.8169 Intermediate Similarity NPC476233
0.8154 Intermediate Similarity NPC243469
0.8154 Intermediate Similarity NPC474380
0.8154 Intermediate Similarity NPC41577
0.8154 Intermediate Similarity NPC473276
0.8154 Intermediate Similarity NPC475943
0.8154 Intermediate Similarity NPC190827
0.8065 Intermediate Similarity NPC476735
0.806 Intermediate Similarity NPC472741
0.8056 Intermediate Similarity NPC477817
0.8056 Intermediate Similarity NPC67657
0.8056 Intermediate Similarity NPC18857
0.8056 Intermediate Similarity NPC477819
0.8 Intermediate Similarity NPC228994
0.8 Intermediate Similarity NPC69149
0.8 Intermediate Similarity NPC192501
0.8 Intermediate Similarity NPC477508
0.8 Intermediate Similarity NPC10476
0.7945 Intermediate Similarity NPC287452
0.7945 Intermediate Similarity NPC269333
0.7941 Intermediate Similarity NPC241085
0.7941 Intermediate Similarity NPC107919
0.7941 Intermediate Similarity NPC299948
0.7941 Intermediate Similarity NPC470830
0.7903 Intermediate Similarity NPC236588
0.7903 Intermediate Similarity NPC135438
0.7887 Intermediate Similarity NPC231680
0.7887 Intermediate Similarity NPC243027
0.7887 Intermediate Similarity NPC196136
0.7887 Intermediate Similarity NPC91387
0.7887 Intermediate Similarity NPC270306
0.7887 Intermediate Similarity NPC158208
0.7879 Intermediate Similarity NPC472946
0.7869 Intermediate Similarity NPC277917
0.7869 Intermediate Similarity NPC89069
0.7869 Intermediate Similarity NPC283655
0.7869 Intermediate Similarity NPC178223
0.7869 Intermediate Similarity NPC166894
0.7838 Intermediate Similarity NPC78545
0.7838 Intermediate Similarity NPC71535
0.7833 Intermediate Similarity NPC36002
0.7833 Intermediate Similarity NPC102336
0.7826 Intermediate Similarity NPC231945
0.7826 Intermediate Similarity NPC282454
0.7808 Intermediate Similarity NPC472499
0.7808 Intermediate Similarity NPC471045
0.7808 Intermediate Similarity NPC472500
0.7778 Intermediate Similarity NPC477602
0.7778 Intermediate Similarity NPC470145
0.7778 Intermediate Similarity NPC473916
0.7778 Intermediate Similarity NPC477601
0.7746 Intermediate Similarity NPC472503
0.7746 Intermediate Similarity NPC308440
0.7733 Intermediate Similarity NPC469745
0.7714 Intermediate Similarity NPC157422
0.7714 Intermediate Similarity NPC100586
0.7714 Intermediate Similarity NPC195530
0.7714 Intermediate Similarity NPC157777
0.7714 Intermediate Similarity NPC473279
0.7714 Intermediate Similarity NPC131506
0.7714 Intermediate Similarity NPC478103
0.7714 Intermediate Similarity NPC109457
0.7705 Intermediate Similarity NPC53209
0.7705 Intermediate Similarity NPC202146
0.7705 Intermediate Similarity NPC32222
0.7703 Intermediate Similarity NPC24504
0.7703 Intermediate Similarity NPC476176
0.7703 Intermediate Similarity NPC476316
0.7681 Intermediate Similarity NPC324607
0.7681 Intermediate Similarity NPC321732
0.7671 Intermediate Similarity NPC474574
0.7671 Intermediate Similarity NPC133596
0.7671 Intermediate Similarity NPC202540
0.7671 Intermediate Similarity NPC11907
0.7671 Intermediate Similarity NPC64081
0.7656 Intermediate Similarity NPC475968
0.7656 Intermediate Similarity NPC95958
0.7647 Intermediate Similarity NPC253303
0.7647 Intermediate Similarity NPC269077
0.7639 Intermediate Similarity NPC131584
0.7639 Intermediate Similarity NPC139765
0.7639 Intermediate Similarity NPC103822
0.7639 Intermediate Similarity NPC186851
0.7639 Intermediate Similarity NPC159789
0.7632 Intermediate Similarity NPC296734
0.7632 Intermediate Similarity NPC470611
0.7632 Intermediate Similarity NPC475388
0.7612 Intermediate Similarity NPC300442
0.7606 Intermediate Similarity NPC473238
0.7606 Intermediate Similarity NPC232112
0.7606 Intermediate Similarity NPC472341
0.7606 Intermediate Similarity NPC310766
0.76 Intermediate Similarity NPC7479
0.76 Intermediate Similarity NPC474714
0.76 Intermediate Similarity NPC470609
0.76 Intermediate Similarity NPC26117
0.76 Intermediate Similarity NPC47149
0.76 Intermediate Similarity NPC248944
0.76 Intermediate Similarity NPC257296
0.7581 Intermediate Similarity NPC471269
0.7568 Intermediate Similarity NPC31828
0.7568 Intermediate Similarity NPC171426
0.7568 Intermediate Similarity NPC475
0.7568 Intermediate Similarity NPC471769
0.7568 Intermediate Similarity NPC34046
0.7568 Intermediate Similarity NPC472502
0.7568 Intermediate Similarity NPC324700
0.7568 Intermediate Similarity NPC147993
0.7568 Intermediate Similarity NPC42853
0.7568 Intermediate Similarity NPC80089
0.7568 Intermediate Similarity NPC224802
0.7536 Intermediate Similarity NPC469987
0.7532 Intermediate Similarity NPC477818
0.7532 Intermediate Similarity NPC193870
0.7532 Intermediate Similarity NPC232023
0.7532 Intermediate Similarity NPC141941
0.7532 Intermediate Similarity NPC110778
0.7532 Intermediate Similarity NPC478054
0.75 Intermediate Similarity NPC47663
0.75 Intermediate Similarity NPC478130
0.7467 Intermediate Similarity NPC477282
0.7467 Intermediate Similarity NPC49627
0.7467 Intermediate Similarity NPC1319
0.7467 Intermediate Similarity NPC80297
0.7467 Intermediate Similarity NPC116119
0.7467 Intermediate Similarity NPC201276
0.7467 Intermediate Similarity NPC475727
0.7467 Intermediate Similarity NPC329871
0.7467 Intermediate Similarity NPC49599
0.7467 Intermediate Similarity NPC80891
0.7467 Intermediate Similarity NPC472742
0.7467 Intermediate Similarity NPC220379
0.7467 Intermediate Similarity NPC81074
0.7465 Intermediate Similarity NPC151018
0.7465 Intermediate Similarity NPC127283
0.7465 Intermediate Similarity NPC320549
0.7465 Intermediate Similarity NPC58057
0.7465 Intermediate Similarity NPC156277
0.7465 Intermediate Similarity NPC89310
0.7465 Intermediate Similarity NPC111234
0.7465 Intermediate Similarity NPC8004
0.7463 Intermediate Similarity NPC94897
0.7436 Intermediate Similarity NPC209802
0.7436 Intermediate Similarity NPC124172
0.7436 Intermediate Similarity NPC255882
0.7436 Intermediate Similarity NPC475798
0.7436 Intermediate Similarity NPC127606
0.7432 Intermediate Similarity NPC138502
0.7432 Intermediate Similarity NPC212453
0.7432 Intermediate Similarity NPC307336
0.7432 Intermediate Similarity NPC260301
0.7429 Intermediate Similarity NPC99264

  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 NPC249078 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
0.8088 Intermediate Similarity NPD4787 Phase 1
0.7941 Intermediate Similarity NPD4267 Clinical (unspecified phase)
0.7681 Intermediate Similarity NPD3698 Phase 2
0.7639 Intermediate Similarity NPD3703 Phase 2
0.7612 Intermediate Similarity NPD3171 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD6928 Phase 2
0.7571 Intermediate Similarity NPD4245 Approved
0.7571 Intermediate Similarity NPD4244 Approved
0.7568 Intermediate Similarity NPD6118 Approved
0.7568 Intermediate Similarity NPD6114 Approved
0.7568 Intermediate Similarity NPD6115 Approved
0.7568 Intermediate Similarity NPD6697 Approved
0.7465 Intermediate Similarity NPD4808 Clinical (unspecified phase)
0.7465 Intermediate Similarity NPD4809 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD3700 Clinical (unspecified phase)
0.7429 Intermediate Similarity NPD3699 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD6117 Approved
0.7297 Intermediate Similarity NPD3701 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD6113 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD6116 Phase 1
0.7119 Intermediate Similarity NPD385 Approved
0.7119 Intermediate Similarity NPD384 Approved
0.7083 Intermediate Similarity NPD4789 Approved
0.7042 Intermediate Similarity NPD6705 Phase 1
0.6951 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6949 Remote Similarity NPD386 Approved
0.6949 Remote Similarity NPD388 Approved
0.6933 Remote Similarity NPD3702 Approved
0.6933 Remote Similarity NPD6942 Approved
0.6933 Remote Similarity NPD7339 Approved
0.6923 Remote Similarity NPD7525 Registered
0.6923 Remote Similarity NPD4748 Discontinued
0.6806 Remote Similarity NPD5360 Phase 3
0.6806 Remote Similarity NPD5361 Clinical (unspecified phase)
0.6714 Remote Similarity NPD371 Approved
0.6667 Remote Similarity NPD3671 Phase 1
0.6582 Remote Similarity NPD6929 Approved
0.6579 Remote Similarity NPD6924 Approved
0.6579 Remote Similarity NPD6926 Approved
0.6552 Remote Similarity NPD8171 Discontinued
0.6533 Remote Similarity NPD4758 Discontinued
0.6533 Remote Similarity NPD4243 Approved
0.6533 Remote Similarity NPD5777 Approved
0.6528 Remote Similarity NPD4224 Phase 2
0.6512 Remote Similarity NPD6700 Approved
0.6512 Remote Similarity NPD6701 Clinical (unspecified phase)
0.6506 Remote Similarity NPD7520 Clinical (unspecified phase)
0.65 Remote Similarity NPD6930 Phase 2
0.65 Remote Similarity NPD6931 Approved
0.6463 Remote Similarity NPD4788 Approved
0.6437 Remote Similarity NPD6702 Approved
0.6437 Remote Similarity NPD6703 Approved
0.641 Remote Similarity NPD6933 Approved
0.6386 Remote Similarity NPD3666 Approved
0.6386 Remote Similarity NPD4786 Approved
0.6386 Remote Similarity NPD3665 Phase 1
0.6386 Remote Similarity NPD3133 Approved
0.6364 Remote Similarity NPD4785 Approved
0.6364 Remote Similarity NPD4202 Approved
0.6364 Remote Similarity NPD4784 Approved
0.6341 Remote Similarity NPD3667 Approved
0.6329 Remote Similarity NPD6925 Approved
0.6329 Remote Similarity NPD5776 Phase 2
0.6329 Remote Similarity NPD6932 Approved
0.6316 Remote Similarity NPD6081 Approved
0.6316 Remote Similarity NPD7151 Approved
0.6316 Remote Similarity NPD7150 Approved
0.6316 Remote Similarity NPD7152 Approved
0.6282 Remote Similarity NPD4190 Phase 3
0.6282 Remote Similarity NPD5275 Approved
0.6267 Remote Similarity NPD6922 Approved
0.6267 Remote Similarity NPD6923 Approved
0.6265 Remote Similarity NPD6695 Phase 3
0.625 Remote Similarity NPD7145 Approved
0.6235 Remote Similarity NPD3618 Phase 1
0.6222 Remote Similarity NPD7991 Discontinued
0.6207 Remote Similarity NPD5328 Approved
0.619 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6184 Remote Similarity NPD7144 Approved
0.6184 Remote Similarity NPD7143 Approved
0.6176 Remote Similarity NPD586 Phase 1
0.6173 Remote Similarity NPD4195 Approved
0.6173 Remote Similarity NPD6683 Phase 2
0.6173 Remote Similarity NPD7645 Phase 2
0.6143 Remote Similarity NPD3198 Approved
0.6118 Remote Similarity NPD6893 Approved
0.6098 Remote Similarity NPD7514 Phase 3
0.6087 Remote Similarity NPD4755 Approved
0.6067 Remote Similarity NPD6079 Approved
0.6049 Remote Similarity NPD5364 Discontinued
0.6047 Remote Similarity NPD8308 Discontinued
0.6024 Remote Similarity NPD6902 Approved
0.6023 Remote Similarity NPD4753 Phase 2
0.6022 Remote Similarity NPD7638 Approved
0.5977 Remote Similarity NPD7750 Discontinued
0.5977 Remote Similarity NPD7524 Approved
0.5957 Remote Similarity NPD7640 Approved
0.5957 Remote Similarity NPD5285 Approved
0.5957 Remote Similarity NPD4700 Approved
0.5957 Remote Similarity NPD5286 Approved
0.5957 Remote Similarity NPD4696 Approved
0.5957 Remote Similarity NPD8418 Phase 2
0.5957 Remote Similarity NPD7639 Approved
0.5952 Remote Similarity NPD4221 Approved
0.5952 Remote Similarity NPD4223 Phase 3
0.5949 Remote Similarity NPD1811 Approved
0.5949 Remote Similarity NPD1810 Approved
0.5904 Remote Similarity NPD7509 Discontinued
0.5904 Remote Similarity NPD7332 Phase 2
0.5895 Remote Similarity NPD5223 Approved
0.5889 Remote Similarity NPD8034 Phase 2
0.5889 Remote Similarity NPD8035 Phase 2
0.5876 Remote Similarity NPD8170 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4139 Approved
0.5833 Remote Similarity NPD7632 Discontinued
0.5833 Remote Similarity NPD5226 Approved
0.5833 Remote Similarity NPD6898 Phase 1
0.5833 Remote Similarity NPD5225 Approved
0.5833 Remote Similarity NPD4692 Approved
0.5833 Remote Similarity NPD5224 Approved
0.5833 Remote Similarity NPD5211 Phase 2
0.5833 Remote Similarity NPD4633 Approved
0.5814 Remote Similarity NPD4197 Approved
0.5806 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5806 Remote Similarity NPD5221 Approved
0.5806 Remote Similarity NPD5222 Approved
0.5806 Remote Similarity NPD4697 Phase 3
0.5773 Remote Similarity NPD5174 Approved
0.5773 Remote Similarity NPD4754 Approved
0.5773 Remote Similarity NPD5175 Approved
0.5747 Remote Similarity NPD5329 Approved
0.5745 Remote Similarity NPD5173 Approved
0.5745 Remote Similarity NPD7920 Phase 3
0.5745 Remote Similarity NPD7919 Phase 3
0.5743 Remote Similarity NPD4634 Approved
0.5729 Remote Similarity NPD4159 Approved
0.5729 Remote Similarity NPD1700 Approved
0.5714 Remote Similarity NPD5141 Approved
0.5714 Remote Similarity NPD7087 Discontinued
0.5699 Remote Similarity NPD4629 Approved
0.5699 Remote Similarity NPD5210 Approved
0.5684 Remote Similarity NPD8088 Phase 1
0.5682 Remote Similarity NPD4693 Phase 3
0.5682 Remote Similarity NPD4690 Approved
0.5682 Remote Similarity NPD5279 Phase 3
0.5682 Remote Similarity NPD4688 Approved
0.5682 Remote Similarity NPD5205 Approved
0.5682 Remote Similarity NPD4689 Approved
0.5682 Remote Similarity NPD4138 Approved
0.5663 Remote Similarity NPD3617 Approved
0.5663 Remote Similarity NPD7322 Clinical (unspecified phase)
0.5657 Remote Similarity NPD7128 Approved
0.5657 Remote Similarity NPD4767 Approved
0.5657 Remote Similarity NPD6675 Approved
0.5657 Remote Similarity NPD5739 Approved
0.5657 Remote Similarity NPD4768 Approved
0.5657 Remote Similarity NPD6402 Approved
0.5652 Remote Similarity NPD6399 Phase 3
0.5632 Remote Similarity NPD3668 Phase 3
0.56 Remote Similarity NPD5697 Approved
0.56 Remote Similarity NPD5701 Approved

  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