Natural Product: NPC14227

Natural Product IDNPC14227
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Undecanoate
IUPAC Name undecanoic acid
Synonyms Undecanoate
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL108030
PubChem CID 8180
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000262] Fatty acids and conjugates
          • [CHEMONTID:0003086] Medium-chain fatty acids

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 ZDPHROOEEOARMN-UHFFFAOYSA-N
Standard InCHI InChI=1S/C11H22O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2-10H2,1H3,(H,12,13)
SMILES CCCCCCCCCCC(=O)O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   186.16 Volume:   213.756
?
Van der Waals volume.
Dense:   0.871 LogP:   4.328
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.964
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -3.567
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   9.0 Rigid Bonds:   1.0
TPSA:   37.3
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   1.0 Rings:   0.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.558 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.558 Fsp3:   0.909
MCE-18:   0.0
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Accepted GSK Rule:   Accepted
Golden Triangle Rule:   Accepted BMS Rule:   1
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.009 Fluc inhibitor:   0.001
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.004
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.002
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.999 Promiscuous compounds:   0.72

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.098 MDCK Permeability:   -4.771
Pgp-inhibitor:   0.0 Pgp-substrate:   0.035
PAMPA:   0.737
?
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):   0.522
20% Bioavailability (F20%):   0.381 30% Bioavailability (F30%):   0.532
50% Bioavailability (F50%):   0.203

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.081 MRP1:   0.976
Plasma Protein Binding (PPB):   96.563% Volume Distribution (VD):   0.208
Fu: 3.011%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.258
OATP1B3 inhibitor:   0.997 BCRP inhibitor:   0.065
BSEP inhibitor:   0.068

ADMET: Metabolism

CYP1A2-inhibitor:   0.0 CYP1A2-substrate:   0.033
CYP2C19-inhibitor:   0.059 CYP2C19-substrate:   0.085
CYP2C9-inhibitor:   1.0 CYP2C9-substrate:   0.073
CYP2D6-inhibitor:   0.282 CYP2D6-substrate:   0.0
CYP3A4-inhibitor:   0.0 CYP3A4-substrate:   0.975
CYP2B6-substrate:   0.999 CYP2C8-inhibitor:   0.942
HLM stability:   0.002
?
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):  3.443 Half-life (T1/2):  0.801

ADMET: Toxicity

hERG Blockers:  0.084 hERG Blockers (10um):  0.29
Human Hepatotoxicity (H-HT):  0.41 Drug-induced Liver Injury (DILI):  0.216
AMES Toxicity:  0.096 Rat Oral Acute Toxicity:  0.15
Maximum Recommended Daily Dose:  0.156 Skin Sensitization:  0.749
Carcinogencity:  0.334 Eye Corrosion:  0.984
Eye Irritation:  0.997 Respiratory Toxicity:  0.849
Drug-induced Neurotoxicity:  0.082 Ototoxicity:  0.335
Hematotoxicity:  0.329 Drug-induced Nephrotoxicity:  0.299
Genotoxicity:  0.0 RPMI-8226 Immunitoxicity:  0.033
A549 Cytotoxicity:  0.033 Hek293 Cytotoxicity:  0.03
BCF:   1.177
?
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:   3.825
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.074
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   2.786
?
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
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Boghar, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Bougtob, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Djemaa Ouled Chikh, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Maarif, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Metlili, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Mougheul, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Oued Nougued, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Ouled Ziad, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Tidda, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Boghar, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Bougtob, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Djemaa Ouled Chikh, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Maarif, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Metlili, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Mougheul, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Oued Nougued, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Ouled Ziad, Algeria DOI[10.2139/ssrn.4105036]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Tidda, Algeria DOI[10.2139/ssrn.4105036]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. DOI[10.3390/plants9101397]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. DOI[10.5897/AJB11.1524]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. fruit n.a. PMID[10606547]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. PMID[16499335]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota rhizomes n.a. n.a. PMID[18177011]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[19271742]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[20590154]
NPO30645 Poria cocos Species Coriolaceae Eukaryota n.a. sclerotium n.a. PMID[21250700]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[25333853]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[29099182]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[32456033]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[32872604]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota Aerial Parts n.a. n.a. PMID[32991171]
NPO43854 Ononis alba Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[33096945]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[34771092]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Leaves Beni Mellal, Morocco Between 2016-Sep and 2016-Oct PMID[35056798]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Seeds Beni Mellal, Morocco Between 2016-Sep and 2016-Oct PMID[35056798]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota Roots Beni Mellal, Morocco Between 2016-Sep and 2016-Oct PMID[35056798]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. Beni Mellal, Morocco Between 2016-Sep and 2016-Oct PMID[35056798]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[36352904]
NPO30614 Forsythia koreana Species Oleaceae Eukaryota n.a. n.a. n.a. PMID[37354439]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[38786901]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[39679248]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[39680258]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. rhizome n.a. PMID[7714541]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. PMID[7760071]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. rhizome n.a. PMID[7798964]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. PMID[7964801]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. rhizome n.a. PMID[8064299]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. PMID[8064299]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO3808 Elaeagnus angustifolia Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO26378 Bistorta manshuriensis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23213 Bistorta officinalis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO31286 Dolichos lablab Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO2953 Ostericum grosseserratum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30645 Poria cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30614 Forsythia koreana Species Oleaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO42044 Anredera scandens Genus Basellaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Resin, Exudate, Sap n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Rhizome n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota Root n.a. n.a. Database[FooDB]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. Database[FooDB]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO3808 Elaeagnus angustifolia Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30645 Poria cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30614 Forsythia koreana Species Oleaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO20553 Zingiber officinale Species Zingiberaceae 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]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO3808 Elaeagnus angustifolia Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24644 Hansenia forbesii 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]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23213 Bistorta officinalis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO31286 Dolichos lablab Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO20553 Zingiber officinale Species Zingiberaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1436 Houttuynia cordata Species Saururaceae 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]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30645 Poria cocos Species Coriolaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO3808 Elaeagnus angustifolia Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO2953 Ostericum grosseserratum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO20553 Zingiber officinale Species Zingiberaceae 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]
NPO2392 Hansenia weberbaueriana Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO26378 Bistorta manshuriensis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23213 Bistorta officinalis Species Polygonaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23628 Imperata cylindrica Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25443 Citrus reticulata Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3808 Elaeagnus angustifolia Species Elaeagnaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24644 Hansenia forbesii Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO18046 Mosla chinensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21355 Elsholtzia ciliata Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO2953 Ostericum grosseserratum Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO26378 Bistorta manshuriensis Species Polygonaceae 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
NPO25443 Citrus reticulata Raw Fruit 0.1 0.1 0.1 mg/100g Database [DUKE]
NPO30614 Forsythia koreana Oil Flowers 0.86 n.a. n.a. % PMID[37354439]
NPO42044 Anredera scandens n.a. n.a. 9 n.a. n.a. mg/g of DW PMID[35056798]
NPO43854 Ononis alba Oil n.a. 0.5 n.a. n.a. % PMID[33096945]

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
NPT23071 Single protein G-protein coupled receptor 84 Homo sapiens Ki = 108.0 nM PMID[31721581]
NPT23071 Single protein G-protein coupled receptor 84 Homo sapiens EC50 = 1600.0 nM PMID[31721581]
NPT23071 Single protein G-protein coupled receptor 84 Homo sapiens Emax = 93.0 % PMID[31721581]
NPT23071 Single protein G-protein coupled receptor 84 Homo sapiens EC50 = 4360.0 nM PMID[31721581]
NPT23071 Single protein G-protein coupled receptor 84 Homo sapiens Emax = 82.0 % PMID[31721581]
NPT23071 Single protein G-protein coupled receptor 84 Homo sapiens EC50 = 7700.0 nM PMID[33267584]
NPT23071 Single protein G-protein coupled receptor 84 Homo sapiens EC50 = 8600.0 nM PMID[33267584]

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT79 Organism Bacillus subtilis Bacillus subtilis IC50 = 4466835.92 nM PMID[6887198]
NPT79 Organism Bacillus subtilis Bacillus subtilis IC50 = 4470000.0 nM PMID[6802973]
NPT79 Organism Bacillus subtilis Bacillus subtilis Log 1/I50 = 2.35 1/M PMID[6802973]
NPT20529 Non-molecular NON-PROTEIN TARGET n.a. deltaA = 0.19 n.a. PMID[20565070]
NPT2 Others Unspecified n.a. Potency n.a. 22137.6 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 175.8 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 35085.7 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 17584.5 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 49559.9 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 8813.1 nM PubChem BioAssay data set

In vivo activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT593 Organism Bursaphelenchus xylophilus Bursaphelenchus xylophilus mortality = 51.3 % PMID[20055406]
NPT593 Organism Bursaphelenchus xylophilus Bursaphelenchus xylophilus mortality = 96.0 % PMID[20055406]
NPT593 Organism Bursaphelenchus xylophilus Bursaphelenchus xylophilus mortality = 98.5 % PMID[20055406]





 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 NPC14227 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
1.0 High Similarity NPC171736
1.0 High Similarity NPC301585
1.0 High Similarity NPC261080
1.0 High Similarity NPC132565
1.0 High Similarity NPC209970
1.0 High Similarity NPC216630
1.0 High Similarity NPC201844
1.0 High Similarity NPC301696
1.0 High Similarity NPC196924
1.0 High Similarity NPC307783
1.0 High Similarity NPC154186
1.0 High Similarity NPC149184
1.0 High Similarity NPC279026
1.0 High Similarity NPC113928
0.95 High Similarity NPC155263
0.85 High Similarity NPC214610
0.85 High Similarity NPC118968
0.85 High Similarity NPC183424
0.85 High Similarity NPC294085
0.8095 Intermediate Similarity NPC175342
0.8 Intermediate Similarity NPC268826
0.7692 Intermediate Similarity NPC424
0.7692 Intermediate Similarity NPC36061
0.7692 Intermediate Similarity NPC69510
0.7692 Intermediate Similarity NPC77272
0.7692 Intermediate Similarity NPC8219
0.7692 Intermediate Similarity NPC290563
0.7692 Intermediate Similarity NPC139029
0.7692 Intermediate Similarity NPC281972
0.7692 Intermediate Similarity NPC261831
0.7692 Intermediate Similarity NPC87564
0.75 Intermediate Similarity NPC174368
0.7407 Intermediate Similarity NPC18712
0.7407 Intermediate Similarity NPC74845
0.7407 Intermediate Similarity NPC95145
0.7407 Intermediate Similarity NPC325642
0.7407 Intermediate Similarity NPC65174
0.7308 Intermediate Similarity NPC281245
0.72 Intermediate Similarity NPC55023
0.72 Intermediate Similarity NPC21844
0.7143 Intermediate Similarity NPC134782
0.7143 Intermediate Similarity NPC87394
0.7143 Intermediate Similarity NPC324004
0.7143 Intermediate Similarity NPC328497
0.7143 Intermediate Similarity NPC602547
0.7083 Intermediate Similarity NPC604140
0.7037 Intermediate Similarity NPC129972
0.7037 Intermediate Similarity NPC301528
0.7037 Intermediate Similarity NPC71317
0.7037 Intermediate Similarity NPC92114
0.7037 Intermediate Similarity NPC163746
0.7037 Intermediate Similarity NPC103286
0.6897 Remote Similarity NPC154245
0.6897 Remote Similarity NPC85813
0.6897 Remote Similarity NPC223697
0.6897 Remote Similarity NPC6095
0.6667 Remote Similarity NPC314679
0.6552 Remote Similarity NPC321062
0.6538 Remote Similarity NPC180534
0.6538 Remote Similarity NPC611531
0.6452 Remote Similarity NPC40082
0.6296 Remote Similarity NPC50457
0.6296 Remote Similarity NPC604910
0.619 Remote Similarity NPC18224
0.6071 Remote Similarity NPC34416
0.6 Remote Similarity NPC5413
0.5806 Remote Similarity NPC52955
0.5806 Remote Similarity NPC88966
0.5806 Remote Similarity NPC25417
0.5806 Remote Similarity NPC1813
0.5806 Remote Similarity NPC59051
0.5714 Remote Similarity NPC149209
0.5714 Remote Similarity NPC106851
0.5714 Remote Similarity NPC282788
0.5714 Remote Similarity NPC274927
0.5714 Remote Similarity NPC477201
0.5667 Remote Similarity NPC73245
0.5556 Remote Similarity NPC323974
0.5556 Remote Similarity NPC317203
0.5556 Remote Similarity NPC179764
0.5484 Remote Similarity NPC158179
0.5484 Remote Similarity NPC91495
0.5484 Remote Similarity NPC70387
0.5405 Remote Similarity NPC251042
0.5405 Remote Similarity NPC318814
0.5405 Remote Similarity NPC320669
0.5405 Remote Similarity NPC243532
0.5405 Remote Similarity NPC255863
0.5405 Remote Similarity NPC99619
0.5405 Remote Similarity NPC174447
0.5405 Remote Similarity NPC136164
0.5405 Remote Similarity NPC122521
0.5405 Remote Similarity NPC245947
0.5405 Remote Similarity NPC605064
0.5357 Remote Similarity NPC602752
0.5312 Remote Similarity NPC174560
0.5312 Remote Similarity NPC125312
0.5263 Remote Similarity NPC68343
0.5263 Remote Similarity NPC318420
0.5263 Remote Similarity NPC326268
0.5263 Remote Similarity NPC328089
0.5172 Remote Similarity NPC200618
0.5172 Remote Similarity NPC131770
0.5172 Remote Similarity NPC90904
0.5161 Remote Similarity NPC149821
0.5143 Remote Similarity NPC487561
0.5143 Remote Similarity NPC225929
0.5143 Remote Similarity NPC606120

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC14227 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
1.0 High Similarity NPD2270 Pre-clinical
1.0 High Similarity NPD633 Phase 3
1.0 High Similarity NPD9448 Phase 2
0.85 High Similarity NPD9655 Phase 4
0.7692 Intermediate Similarity NPD3195 Phase 2
0.7692 Intermediate Similarity NPD3196 Approved
0.7143 Intermediate Similarity NPD3199 Clinical (unspecified phase)
0.6897 Remote Similarity NPD4266 Phase 2
0.6538 Remote Similarity NPD622 Pre-clinical
0.6061 Remote Similarity NPD3194 Phase 4
0.6 Remote Similarity NPD3173 Phase 4
0.5806 Remote Similarity NPD3172 Approved
0.5556 Remote Similarity NPD3198 Phase 2
0.5556 Remote Similarity NPD9019 Phase 4
0.5263 Remote Similarity NPD39 Phase 4

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