Natural Product: NPC201622

Natural Product IDNPC201622
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 Methyl Dodecanoate
IUPAC Name methyl dodecanoate
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL1894365
PubChem CID 8139
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0003909] Fatty Acyls
        • [CHEMONTID:0000324] Fatty acid esters
          • [CHEMONTID:0003417] Fatty acid methyl esters

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 UQDUPQYQJKYHQI-UHFFFAOYSA-N
Standard InCHI InChI=1S/C13H26O2/c1-3-4-5-6-7-8-9-10-11-12-13(14)15-2/h3-12H2,1-2H3
SMILES CCCCCCCCCCCC(=O)OC

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   214.19 Volume:   248.348
?
Van der Waals volume.
Dense:   0.862 LogP:   5.419
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   3.699
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -5.207
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   11.0 Rigid Bonds:   1.0
TPSA:   26.3
?
Topological Polar Surface Area.
 H-Bond Acceptor:   2.0
H-Bond Donor:   0.0 Rings:   0.0
Heavy Atoms:   2.0

MedChem Properties

QED Drug-Likeness Score:   0.404 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   1.639 Fsp3:   0.923
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:   Rejected BMS Rule:   1
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.007 Fluc inhibitor:   0.006
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.003
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.003
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.998 Promiscuous compounds:   0.389

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -5.018 MDCK Permeability:   -4.762
Pgp-inhibitor:   0.019 Pgp-substrate:   0.176
PAMPA:   0.014
?
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):   0.282
20% Bioavailability (F20%):   0.679 30% Bioavailability (F30%):   0.805
50% Bioavailability (F50%):   0.793

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.038 MRP1:   0.991
Plasma Protein Binding (PPB):   97.514% Volume Distribution (VD):   0.366
Fu: 2.882%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.174
OATP1B3 inhibitor:   0.999 BCRP inhibitor:   0.685
BSEP inhibitor:   0.919

ADMET: Metabolism

CYP1A2-inhibitor:   0.005 CYP1A2-substrate:   0.992
CYP2C19-inhibitor:   0.113 CYP2C19-substrate:   0.963
CYP2C9-inhibitor:   0.91 CYP2C9-substrate:   0.235
CYP2D6-inhibitor:   0.997 CYP2D6-substrate:   0.868
CYP3A4-inhibitor:   0.001 CYP3A4-substrate:   1.0
CYP2B6-substrate:   0.978 CYP2C8-inhibitor:   0.999
HLM stability:   0.771
?
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):  5.444 Half-life (T1/2):  0.391

ADMET: Toxicity

hERG Blockers:  0.229 hERG Blockers (10um):  0.667
Human Hepatotoxicity (H-HT):  0.421 Drug-induced Liver Injury (DILI):  0.165
AMES Toxicity:  0.147 Rat Oral Acute Toxicity:  0.17
Maximum Recommended Daily Dose:  0.201 Skin Sensitization:  0.913
Carcinogencity:  0.531 Eye Corrosion:  0.991
Eye Irritation:  0.996 Respiratory Toxicity:  0.787
Drug-induced Neurotoxicity:  0.107 Ototoxicity:  0.208
Hematotoxicity:  0.262 Drug-induced Nephrotoxicity:  0.388
Genotoxicity:  0.0 RPMI-8226 Immunitoxicity:  0.04
A549 Cytotoxicity:  0.072 Hek293 Cytotoxicity:  0.042
BCF:   1.479
?
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:   4.389
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   5.645
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.25
?
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
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Nigeria(latitude 80°N and longitude 4°E) 2005; 2006 DOI[10.1002/ejlt.201000080]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11240-015-0761-z]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-010-0259-y]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11306-014-0638-x]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11746-997-0093-1]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s12010-013-0354-4]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s12038-008-0027-6]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.phytol.2008.07.007]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Plovdiv, Plovdiv region in South Bulgaria DOI[10.1051/CTV/20163101031]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1055/S-2006-958077]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1186/s40064-015-0831-z]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. DOI[10.1501/Tarimbil_0000001065]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. DOI[10.5012/bkcs.2003.24.11.1699]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. DOI[10.5897/AJB11.1524]
NPO1394 Penicillium sclerotigenum Species Aspergillaceae Eukaryota sclerotia n.a. n.a. PMID[10217735]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. cone n.a. PMID[10336650]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11170689]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. leaf n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[11312782]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[11408943]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. PMID[11473446]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. fruit n.a. PMID[12105962]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[12193038]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[12510838]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[15646793]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[15679315]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[1593280]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[16252923]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. cone n.a. PMID[17624889]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[18611049]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[18768384]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[18816111]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. Esuela Tecnica Superior de Ingenieros Agrónomos de Albacete 2007 PMID[19256538]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[19476340]
NPO20404 Eruca vesicaria Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[19489541]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota fruits n.a. n.a. PMID[20669933]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[20826702]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Seeds n.a. n.a. PMID[21381696]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. seed n.a. PMID[21381696]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[21625478]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. root n.a. PMID[21657081]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[21912858]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. cone n.a. PMID[22111577]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. flower n.a. PMID[22166201]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[22537213]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[23759170]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[23790907]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stalks n.a. n.a. PMID[24521157]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[24948953]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[25564559]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2607354]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2614419]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[26339153]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. PMID[27444348]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Leaves n.a. n.a. PMID[28493718]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[29099182]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[29154541]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seeds Benedictine Pannonhalma Archabbey, Hungary PMID[29803478]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[30384263]
NPO48743 Phlomis salicifolia Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30919659]
NPO20404 Eruca vesicaria Species Brassicaceae Eukaryota n.a. n.a. n.a. PMID[31361076]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[31433178]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota Roots n.a. n.a. PMID[31464439]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. PMID[32456033]
NPO43854 Ononis alba Species Fabaceae Eukaryota n.a. n.a. n.a. PMID[33096945]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[37151484]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[37446586]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. PMID[37570937]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[37631012]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. PMID[37748634]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[38354824]
NPO25750 Irvingia gabonensis Species Irvingiaceae Eukaryota n.a. n.a. n.a. PMID[38395180]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. PMID[39199155]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. bark n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. fruit n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. leaf n.a. PMID[9134742]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO20404 Eruca vesicaria Species Brassicaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13879 Humulus lupulus Species Cannabaceae 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]
NPO31286 Dolichos lablab Species Fabaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25547 Spirodela polyrhiza Species Araceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO201 Gmelina arborea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11327 Lactarius necator Species Russulaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruit n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Latex Exudate n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Leaf Essent. Oil n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Seed n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Stem n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. Database[FooDB]
NPO20404 Eruca vesicaria Species Brassicaceae Eukaryota n.a. n.a. Database[FooDB]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. Database[FooDB]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota Fruits n.a. Database[FooDB]
NPO22234 Ficus carica Species Moraceae Eukaryota Fruits n.a. Database[FooDB]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1436 Houttuynia cordata Species Saururaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9266 Stephania delavayi Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO201 Gmelina arborea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota Fruits n.a. Database[Phenol-Explorer]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO9266 Stephania delavayi Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO201 Gmelina arborea 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]
NPO11327 Lactarius necator Species Russulaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29399 Microdochium nivale Species Microdochiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO31286 Dolichos lablab Species Fabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO22234 Ficus carica Species Moraceae 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]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO15670 Ananas comosus Species Bromeliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9266 Stephania delavayi Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO201 Gmelina arborea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO24758 Angelica dahurica Species Apiaceae 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]
NPO25547 Spirodela polyrhiza Species Araceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9266 Stephania delavayi Species Menispermaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO17024 Vitis vinifera Species Vitaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13879 Humulus lupulus Species Cannabaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO3471 Suillellus luridus Species Boletaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO11327 Lactarius necator Species Russulaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29399 Microdochium nivale Species Microdochiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1394 Penicillium sclerotigenum Species Aspergillaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8243 Euphorbia supina Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24758 Angelica dahurica Species Apiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7167 Hosta undulata Species Asparagaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO201 Gmelina arborea Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO22234 Ficus carica Species Moraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25750 Irvingia gabonensis Species Irvingiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15670 Ananas comosus Species Bromeliaceae 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
NPO15670 Ananas comosus n.a. n.a. 0.270 n.a. n.a. % PMID[37748634]
NPO20404 Eruca vesicaria Oil n.a. 3.1 n.a. n.a. % PMID[31361076]
NPO25750 Irvingia gabonensis n.a. Seeds 2.03 n.a. n.a. % PMID[38395180]
NPO43854 Ononis alba Oil n.a. 0.1 n.a. n.a. % PMID[33096945]
NPO4406 Azadirachta indica Oil Leaves 1.39 n.a. n.a. % PMID[37151484]
NPO48743 Phlomis salicifolia Oil n.a. 1.22 n.a. n.a. % PMID[30919659]

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
NPT108 Individual protein Estrogen receptor alpha Homo sapiens Potency n.a. 35481.3 nM PubChem BioAssay data set
NPT153 Individual protein Androgen Receptor Homo sapiens Potency n.a. 7079.5 nM PubChem BioAssay data set
NPT153 Individual protein Androgen Receptor Homo sapiens Potency n.a. 25118.9 nM PubChem BioAssay data set
NPT106 Individual protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 3162.3 nM PubChem BioAssay data set
NPT108 Individual protein Estrogen receptor alpha Homo sapiens Potency n.a. 22387.2 nM PubChem BioAssay data set
NPT106 Individual protein Peroxisome proliferator-activated receptor delta Homo sapiens Potency n.a. 15848.9 nM PubChem BioAssay data set
NPT198 Individual protein Vitamin D receptor Homo sapiens Potency n.a. 25118.9 nM PubChem BioAssay data set
NPT249 Individual protein Glucocorticoid receptor Homo sapiens Potency n.a. 50118.7 nM PubChem BioAssay data set
NPT163 Individual protein Nuclear factor NF-kappa-B p105 subunit Homo sapiens Potency n.a. 39810.7 nM PubChem BioAssay data set
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 24336.5 nM PubChem BioAssay data set
NPT158 Individual protein Nuclear receptor subfamily 1 group I member 2 Rattus norvegicus Potency n.a. 22387.2 nM PubChem BioAssay data set
NPT152 Individual protein Nuclear factor erythroid 2-related factor 2 Homo sapiens Potency n.a. 9688.5 nM PubChem BioAssay data set
NPT540 Individual protein Bile acid receptor FXR Homo sapiens Potency n.a. 19952.6 nM PubChem BioAssay data set
NPT99 Individual protein Peroxisome proliferator-activated receptor gamma Homo sapiens Potency n.a. 31622.8 nM PubChem BioAssay data set
NPT46 Individual protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 31622.8 nM PubChem BioAssay data set
NPT46 Individual protein Thyroid hormone receptor beta-1 Homo sapiens Potency n.a. 39810.7 nM PubChem BioAssay data set
NPT546 Individual protein Retinoid X receptor alpha Homo sapiens Potency n.a. 22387.2 nM PubChem BioAssay data set
NPT546 Individual protein Retinoid X receptor alpha Homo sapiens Potency n.a. 35481.3 nM PubChem BioAssay data set
NPT539 Individual protein Cellular tumor antigen p53 Homo sapiens Potency n.a. 35481.3 nM PubChem BioAssay data set

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified n.a. Potency n.a. 24541.2 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 30637.9 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 28183.8 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 25118.9 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 24535.2 nM PubChem BioAssay data set
NPT2 Others Unspecified n.a. Potency n.a. 19489 nM PubChem BioAssay data set

In vivo activity

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





 Experimental ADME

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





 Experimental Toxicity

Quantitative toxicity

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

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

Categorical toxicity labels

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

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP toxicity records from domain-specific databases. These databases include:
☉ ToxValDB: a curated database that compiles quantitative toxicity values for chemicals from diverse public sources to support toxicological research and risk assessment.
☉ TOXRIC: a comprehensive, free-to-access, online database providing toxicological/feature data. The toxicity labels are retrieved from this database. [PMID: 36400569]


  Chemically structural similarity

Similar Active Natural Products in NPASS

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

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

●  The left chart: Distribution of similarity level between NPC201622 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 NPC305660
1.0 High Similarity NPC161097
1.0 High Similarity NPC28598
1.0 High Similarity NPC22903
1.0 High Similarity NPC54980
0.8333 Intermediate Similarity NPC219536
0.8333 Intermediate Similarity NPC31551
0.7895 Intermediate Similarity NPC476548
0.7778 Intermediate Similarity NPC57499
0.75 Intermediate Similarity NPC309606
0.7222 Intermediate Similarity NPC28246
0.7143 Intermediate Similarity NPC12156
0.6923 Remote Similarity NPC106872
0.6923 Remote Similarity NPC228473
0.6842 Remote Similarity NPC602319
0.6667 Remote Similarity NPC39633
0.6522 Remote Similarity NPC47363
0.6522 Remote Similarity NPC250028
0.6522 Remote Similarity NPC236579
0.6522 Remote Similarity NPC80234
0.6522 Remote Similarity NPC287231
0.6522 Remote Similarity NPC203531
0.6522 Remote Similarity NPC256163
0.6522 Remote Similarity NPC40597
0.6522 Remote Similarity NPC317128
0.625 Remote Similarity NPC216130
0.6 Remote Similarity NPC12438
0.6 Remote Similarity NPC30195
0.6 Remote Similarity NPC603863
0.5769 Remote Similarity NPC603612
0.5652 Remote Similarity NPC53541
0.5556 Remote Similarity NPC149299
0.5556 Remote Similarity NPC310746
0.5517 Remote Similarity NPC139545
0.5357 Remote Similarity NPC26253
0.5357 Remote Similarity NPC23155
0.5263 Remote Similarity NPC8187
0.52 Remote Similarity NPC326957
0.52 Remote Similarity NPC63182
0.52 Remote Similarity NPC145045
0.52 Remote Similarity NPC52700
0.5185 Remote Similarity NPC80396
0.5185 Remote Similarity NPC154642
0.5185 Remote Similarity NPC600941
0.5172 Remote Similarity NPC488257
0.5172 Remote Similarity NPC469937
0.5172 Remote Similarity NPC94699
0.5172 Remote Similarity NPC128061
0.5172 Remote Similarity NPC320588
0.5172 Remote Similarity NPC53463

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC201622 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
0.6522 Remote Similarity NPD2699 Pre-clinical

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