Structure

Physi-Chem Properties

Molecular Weight:  244.18
Volume:  295.56
LogP:  4.616
LogD:  3.839
LogS:  -4.137
# Rotatable Bonds:  8
TPSA:  20.23
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  0
# Heavy Atoms:  1

MedChem Properties

QED Drug-Likeness Score:  0.391
Synthetic Accessibility Score:  3.77
Fsp3:  0.529
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:  -4.42
MDCK Permeability:  2.589549512777012e-05
Pgp-inhibitor:  0.002
Pgp-substrate:  0.001
Human Intestinal Absorption (HIA):  0.051
20% Bioavailability (F20%):  0.985
30% Bioavailability (F30%):  1.0

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.008
Plasma Protein Binding (PPB):  101.1822738647461%
Volume Distribution (VD):  1.777
Pgp-substrate:  1.2561216354370117%

ADMET: Metabolism

CYP1A2-inhibitor:  0.928
CYP1A2-substrate:  0.426
CYP2C19-inhibitor:  0.916
CYP2C19-substrate:  0.566
CYP2C9-inhibitor:  0.855
CYP2C9-substrate:  0.988
CYP2D6-inhibitor:  0.29
CYP2D6-substrate:  0.632
CYP3A4-inhibitor:  0.818
CYP3A4-substrate:  0.136

ADMET: Excretion

Clearance (CL):  4.256
Half-life (T1/2):  0.683

ADMET: Toxicity

hERG Blockers:  0.001
Human Hepatotoxicity (H-HT):  0.12
Drug-inuced Liver Injury (DILI):  0.926
AMES Toxicity:  0.737
Rat Oral Acute Toxicity:  0.905
Maximum Recommended Daily Dose:  0.991
Skin Sensitization:  0.957
Carcinogencity:  0.24
Eye Corrosion:  0.957
Eye Irritation:  0.984
Respiratory Toxicity:  0.968

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC55063

Natural Product ID:  NPC55063
Common Name*:   (3R,9Z)-Heptadeca-1,9-Dien-4,6-Diyn-3-Ol
IUPAC Name:   (3R,9Z)-heptadeca-1,9-dien-4,6-diyn-3-ol
Synonyms:  
Standard InCHIKey:  UGJAEDFOKNAMQD-QXPKXGMISA-N
Standard InCHI:  InChI=1S/C17H24O/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17(18)4-2/h4,10-11,17-18H,2-3,5-9,12H2,1H3/b11-10-/t17-/m1/s1
SMILES:  CCCCCCC/C=CCC#CC#C[C@@H](C=C)O
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL71260
PubChem CID:   5281149
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0001334] Fatty alcohols
          • [CHEMONTID:0002951] Long-chain fatty alcohols

*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
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. DOI[10.1016/0045-6535(91)90110-Y]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2004.07.004]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jfca.2005.08.001]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. retail stores, supermarkets and market stalls in Forssa and in the Helsinki area 2003–2005 DOI[10.1016/j.jfca.2006.05.007]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. leaf n.a. DOI[10.1016/S0031-9422(00)94055-X]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. flower n.a. DOI[10.3390/70200245]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. 1996-Sep PMID[10352947]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. callus n.a. PMID[10552648]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. fruit n.a. PMID[10606547]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[11374978]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Flower buds n.a. n.a. PMID[12880307]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15679317]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[15877880]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota roots purchased from Kiu Shun Trading Ltd., Vancouver, Canada 2000 PMID[16643021]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. leaf n.a. PMID[17125224]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Stems n.a. n.a. PMID[17663584]
NPO16755 Saposhnikovia divaricata Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[17703773]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. root n.a. PMID[17997069]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Roots n.a. n.a. PMID[18186611]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. leaf n.a. PMID[18214349]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[18460139]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. Northeastern Regional Plant Introduction Station at Geneva 1966, 1967, and 1968 crop seasons PMID[18460139]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[19778086]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO25695 Oplopanax horridus Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[20218656]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. seed n.a. PMID[21049975]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO28005.2 Panax japonicus var. major (burk.) wu et feng Varieties Araliaceae Eukaryota Roots n.a. n.a. PMID[21417387]
NPO28005.2 Panax japonicus var. major (burk.) wu et feng Varieties Araliaceae Eukaryota n.a. root n.a. PMID[21417387]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. root n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. exocarp n.a. PMID[21800857]
NPO163.2 Daucus carota subsp. sativus Varieties Apiaceae Eukaryota n.a. root n.a. PMID[21800857]
NPO163.2 Daucus carota subsp. sativus Varieties Apiaceae Eukaryota n.a. periderm n.a. PMID[21800857]
NPO163.2 Daucus carota subsp. sativus Varieties Apiaceae Eukaryota n.a. phloem n.a. PMID[21800857]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO163.2 Daucus carota subsp. sativus Varieties Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21800857]
NPO25695 Oplopanax horridus Species Araliaceae Eukaryota Tubers n.a. n.a. PMID[23356207]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24617303]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[24813739]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[24968750]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[25152999]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota leaves and stems n.a. n.a. PMID[25442304]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25538068]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota Steamed Roots n.a. n.a. PMID[26200131]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27400088]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota leaves n.a. n.a. PMID[27400231]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[2831703]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO25695 Oplopanax horridus Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO40831 Desmanthodium guatemalense Species n.a. n.a. n.a. n.a. n.a. PMID[33021790]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[6821187]
NPO25695 Oplopanax horridus Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[9392889]
NPO3509 Angelica furcijuga Species Apiaceae Eukaryota roots Miyazaki prefecture, Japan n.a. PMID[9873511]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. root n.a. PMID[9987830]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Root Essent. Oil n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Roots n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Seed Essent. Oil n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Shoot n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Tissue Culture n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Leaf Wax n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO26721 Apium graveolens Species Apiaceae Eukaryota Pt n.a. n.a. Database[FooDB]
NPO163 Daucus carota Species Apiaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO28005.2 Panax japonicus var. major (burk.) wu et feng Varieties Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3509 Angelica furcijuga Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO16755 Saposhnikovia divaricata Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO16755 Saposhnikovia divaricata Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3509 Angelica furcijuga Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28005.2 Panax japonicus var. major (burk.) wu et feng Varieties Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO163.2 Daucus carota subsp. sativus Varieties Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO16755 Saposhnikovia divaricata Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26721 Apium graveolens Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11872 Eleutherococcus senticosus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15462 Angelica sinensis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO20712 Panax quinquefolius Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21891 Panax notoginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8874 Glehnia littoralis Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11438 Angelica gigas Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13642 Pastinaca sativa Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO163 Daucus carota Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10082 Citrus unshiu Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO28295 Foeniculum vulgare Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25695 Oplopanax horridus Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO5954 Petroselinum crispum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8583 Angelica japonica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2921 Angelica acutiloba Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3509 Angelica furcijuga Species Apiaceae 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
NPT71 Cell Line HEK293 Homo sapiens Activity > 70.0 % PMID[548206]
NPT82 Cell Line MDA-MB-231 Homo sapiens TGI = 6000.0 nM PMID[548207]
NPT457 Cell Line BT-549 Homo sapiens TGI = 9000.0 nM PMID[548207]
NPT29 Organism Rattus norvegicus Rattus norvegicus IC50 > 100000.0 nM PMID[548205]
NPT29 Organism Rattus norvegicus Rattus norvegicus Inhibition = -0.6 % PMID[548205]
NPT32 Organism Mus musculus Mus musculus IC50 = 4800.0 nM PMID[548205]
NPT2 Others Unspecified Selectivity Index = 1.5 n.a. PMID[548207]

☑ 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 NPC55063 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 NPC19834
0.9556 High Similarity NPC85079
0.9556 High Similarity NPC248884
0.9556 High Similarity NPC31194
0.9535 High Similarity NPC101616
0.9348 High Similarity NPC249670
0.9348 High Similarity NPC72699
0.9348 High Similarity NPC474642
0.9348 High Similarity NPC473913
0.9318 High Similarity NPC269074
0.9149 High Similarity NPC151782
0.913 High Similarity NPC471280
0.913 High Similarity NPC125122
0.913 High Similarity NPC153538
0.913 High Similarity NPC471275
0.913 High Similarity NPC471276
0.9111 High Similarity NPC35141
0.9111 High Similarity NPC124183
0.8936 High Similarity NPC477727
0.8936 High Similarity NPC471281
0.8936 High Similarity NPC199286
0.875 High Similarity NPC165447
0.875 High Similarity NPC55383
0.875 High Similarity NPC471959
0.875 High Similarity NPC329608
0.875 High Similarity NPC224148
0.875 High Similarity NPC170776
0.875 High Similarity NPC76198
0.875 High Similarity NPC294278
0.875 High Similarity NPC93639
0.875 High Similarity NPC9273
0.875 High Similarity NPC89824
0.875 High Similarity NPC475477
0.875 High Similarity NPC197272
0.875 High Similarity NPC256656
0.875 High Similarity NPC477723
0.8696 High Similarity NPC180575
0.8667 High Similarity NPC108195
0.8636 High Similarity NPC304151
0.8636 High Similarity NPC149668
0.86 High Similarity NPC49059
0.86 High Similarity NPC256209
0.8571 High Similarity NPC142092
0.8431 Intermediate Similarity NPC474644
0.8367 Intermediate Similarity NPC71053
0.8367 Intermediate Similarity NPC59408
0.8333 Intermediate Similarity NPC302310
0.8269 Intermediate Similarity NPC473865
0.8269 Intermediate Similarity NPC474643
0.8235 Intermediate Similarity NPC110732
0.8235 Intermediate Similarity NPC48058
0.8235 Intermediate Similarity NPC473532
0.8182 Intermediate Similarity NPC103236
0.8182 Intermediate Similarity NPC329762
0.8182 Intermediate Similarity NPC27444
0.8163 Intermediate Similarity NPC328784
0.8163 Intermediate Similarity NPC291437
0.8113 Intermediate Similarity NPC193975
0.8085 Intermediate Similarity NPC276825
0.8077 Intermediate Similarity NPC471239
0.8077 Intermediate Similarity NPC473735
0.8077 Intermediate Similarity NPC475353
0.8077 Intermediate Similarity NPC146551
0.8077 Intermediate Similarity NPC477726
0.8077 Intermediate Similarity NPC473910
0.8077 Intermediate Similarity NPC473896
0.8077 Intermediate Similarity NPC473721
0.8077 Intermediate Similarity NPC473725
0.8077 Intermediate Similarity NPC470963
0.8077 Intermediate Similarity NPC477725
0.8077 Intermediate Similarity NPC474513
0.8 Intermediate Similarity NPC129263
0.7955 Intermediate Similarity NPC15934
0.7925 Intermediate Similarity NPC161838
0.7925 Intermediate Similarity NPC311648
0.7925 Intermediate Similarity NPC475384
0.7925 Intermediate Similarity NPC470966
0.7925 Intermediate Similarity NPC470964
0.7925 Intermediate Similarity NPC470969
0.7925 Intermediate Similarity NPC470967
0.7925 Intermediate Similarity NPC470968
0.7925 Intermediate Similarity NPC473847
0.7925 Intermediate Similarity NPC477661
0.7925 Intermediate Similarity NPC471960
0.7917 Intermediate Similarity NPC157096
0.7907 Intermediate Similarity NPC216416
0.7826 Intermediate Similarity NPC206906
0.7778 Intermediate Similarity NPC594
0.7778 Intermediate Similarity NPC470970
0.7778 Intermediate Similarity NPC212730
0.7778 Intermediate Similarity NPC48968
0.7778 Intermediate Similarity NPC265551
0.7736 Intermediate Similarity NPC152668
0.7692 Intermediate Similarity NPC187361
0.7692 Intermediate Similarity NPC61177
0.7692 Intermediate Similarity NPC26102
0.7692 Intermediate Similarity NPC34577
0.7692 Intermediate Similarity NPC477724
0.7679 Intermediate Similarity NPC471278
0.7674 Intermediate Similarity NPC213767
0.7647 Intermediate Similarity NPC474495
0.7647 Intermediate Similarity NPC473672
0.7544 Intermediate Similarity NPC66460
0.7544 Intermediate Similarity NPC271282
0.7544 Intermediate Similarity NPC325929
0.75 Intermediate Similarity NPC473652
0.7455 Intermediate Similarity NPC44542
0.7451 Intermediate Similarity NPC475071
0.7451 Intermediate Similarity NPC473768
0.7447 Intermediate Similarity NPC46248
0.7447 Intermediate Similarity NPC249801
0.7414 Intermediate Similarity NPC29697
0.7358 Intermediate Similarity NPC284224
0.7347 Intermediate Similarity NPC76976
0.7308 Intermediate Similarity NPC29234
0.7292 Intermediate Similarity NPC252978
0.7255 Intermediate Similarity NPC475153
0.7241 Intermediate Similarity NPC475984
0.7241 Intermediate Similarity NPC168407
0.7234 Intermediate Similarity NPC269823
0.7174 Intermediate Similarity NPC182840
0.7174 Intermediate Similarity NPC29091
0.7174 Intermediate Similarity NPC255042
0.7174 Intermediate Similarity NPC103213
0.717 Intermediate Similarity NPC473705
0.7143 Intermediate Similarity NPC138935
0.7143 Intermediate Similarity NPC145755
0.7143 Intermediate Similarity NPC472445
0.7143 Intermediate Similarity NPC267514
0.7119 Intermediate Similarity NPC470965
0.7115 Intermediate Similarity NPC26960
0.7115 Intermediate Similarity NPC182102
0.7083 Intermediate Similarity NPC256766
0.7083 Intermediate Similarity NPC213538
0.7045 Intermediate Similarity NPC58957
0.7037 Intermediate Similarity NPC474496
0.7037 Intermediate Similarity NPC217188
0.7 Intermediate Similarity NPC474202
0.7 Intermediate Similarity NPC226592
0.7 Intermediate Similarity NPC470320
0.7 Intermediate Similarity NPC474362
0.6957 Remote Similarity NPC34873
0.6957 Remote Similarity NPC40434
0.6939 Remote Similarity NPC116934
0.6897 Remote Similarity NPC473866
0.6897 Remote Similarity NPC222852
0.6889 Remote Similarity NPC79544
0.6852 Remote Similarity NPC35756
0.6842 Remote Similarity NPC474577
0.6842 Remote Similarity NPC471279
0.6842 Remote Similarity NPC121034
0.6842 Remote Similarity NPC471277
0.6818 Remote Similarity NPC250734
0.6818 Remote Similarity NPC62779
0.6818 Remote Similarity NPC81989
0.6809 Remote Similarity NPC306850
0.6792 Remote Similarity NPC473487
0.6792 Remote Similarity NPC474460
0.6792 Remote Similarity NPC20934
0.6792 Remote Similarity NPC288381
0.6786 Remote Similarity NPC329686
0.6786 Remote Similarity NPC317899
0.6786 Remote Similarity NPC227135
0.6735 Remote Similarity NPC31121
0.6727 Remote Similarity NPC475723
0.6724 Remote Similarity NPC469373
0.6724 Remote Similarity NPC181872
0.6667 Remote Similarity NPC55412
0.6667 Remote Similarity NPC473752
0.6667 Remote Similarity NPC140501
0.6667 Remote Similarity NPC249645
0.6667 Remote Similarity NPC160628
0.6667 Remote Similarity NPC244038
0.6667 Remote Similarity NPC182392
0.661 Remote Similarity NPC329424
0.661 Remote Similarity NPC474267
0.661 Remote Similarity NPC122239
0.6607 Remote Similarity NPC300121
0.6607 Remote Similarity NPC269615
0.6604 Remote Similarity NPC267110
0.6557 Remote Similarity NPC55068
0.6531 Remote Similarity NPC7754
0.6531 Remote Similarity NPC270170
0.65 Remote Similarity NPC471081
0.65 Remote Similarity NPC327112
0.6491 Remote Similarity NPC251666
0.6491 Remote Similarity NPC232247
0.6471 Remote Similarity NPC474413
0.6471 Remote Similarity NPC473539
0.6441 Remote Similarity NPC226848
0.6415 Remote Similarity NPC471958
0.64 Remote Similarity NPC194586
0.64 Remote Similarity NPC51758
0.64 Remote Similarity NPC67761
0.64 Remote Similarity NPC88079
0.64 Remote Similarity NPC108494
0.64 Remote Similarity NPC67920
0.64 Remote Similarity NPC298710
0.64 Remote Similarity NPC287397
0.64 Remote Similarity NPC209279

  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 NPC55063 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
0.6667 Remote Similarity NPD4265 Approved
0.6667 Remote Similarity NPD4219 Approved
0.6557 Remote Similarity NPD3210 Clinical (unspecified phase)
0.65 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6207 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5938 Remote Similarity NPD3197 Phase 1
0.5932 Remote Similarity NPD342 Phase 1
0.5902 Remote Similarity NPD585 Clinical (unspecified phase)
0.5882 Remote Similarity NPD3212 Clinical (unspecified phase)
0.5873 Remote Similarity NPD368 Approved
0.5741 Remote Similarity NPD39 Approved
0.5714 Remote Similarity NPD4220 Pre-registration
0.5672 Remote Similarity NPD4247 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