Natural Product: NPC84824

Natural Product IDNPC84824
Common Name
?
The InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
 5-Methyl-2-Prop-1-En-2-Ylcyclohexan-1-Ol
IUPAC Name 5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol
Synonyms
Synthetic Gene Cluster n.a.
ChEMBL Identifier CHEMBL3560085
PubChem CID 24585
Chemical Classification
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001549] Monoterpenoids
          • [CHEMONTID:0001401] Menthane monoterpenoids

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 ZYTMANIQRDEHIO-UHFFFAOYSA-N
Standard InCHI InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3
SMILES C=C(C)C1CCC(C)CC1O

  Calculated Properties

Physi-Chem Properties

Molecular Weight:   154.14 Volume:   179.114
?
Van der Waals volume.
Dense:   0.861 LogP:   2.902
?
The logarithm of the n-octanol/water distribution coefficients.
logD7.4:   2.661
?
The logarithm of the n-octanol/water distribution coefficient at pH=7.4.
 LogS:   -2.1
?
The logarithm of aqueous solubility value.
Rotatable Bonds:   1.0 Rigid Bonds:   7.0
TPSA:   20.23
?
Topological Polar Surface Area.
 H-Bond Acceptor:   1.0
H-Bond Donor:   1.0 Rings:   1.0
Heavy Atoms:   1.0

MedChem Properties

QED Drug-Likeness Score:   0.575 GASA:   0.0
?
GASA represents the probability of being difficult to synthesize, ranging from 0 to 1.
Synthetic Accessibility Score:   3.611 Fsp3:   0.8
MCE-18:   18.667
?
MCE-18 stands for medicinal chemistry evolution.MCE-18≥45 is considered a suitable value.
 Lipinski Rule-of-5:   Rejected
Pfizer Rule:   Rejected GSK Rule:   Rejected
Golden Triangle Rule:   Accepted BMS Rule:   0
Chelating Alert:   0 PAINS Alert:   0
Colloidal aggregators:   0.04 Fluc inhibitor:   0.0
?
The fluc inhibitor value is the probability of being fLuc inhibitors, within the range of 0 to 1.
Blue fluorescence:   0.005
?
The blue fluorescence value is the probability of being blue fluorescence, within the range of 0 to 1
 Green fluorescence:   0.001
?
The green fluorescence value is the probability of being green fluorescence, within the range of 0 to 1
Reactive compounds:   0.83 Promiscuous compounds:   0.038

ADMET Properties (ADMETlab3.0)

ADMET: Absorption

Caco-2 Permeability:   -4.747 MDCK Permeability:   -4.671
Pgp-inhibitor:   0.04 Pgp-substrate:   0.015
PAMPA:   0.139
?
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):   0.022
20% Bioavailability (F20%):   0.022 30% Bioavailability (F30%):   0.085
50% Bioavailability (F50%):   0.68

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):   0.942 MRP1:   0.825
Plasma Protein Binding (PPB):   62.158% Volume Distribution (VD):   0.072
Fu: 39.045%
?
The fraction unbound in plasms.
 OATP1B1 inhibitor:   0.187
OATP1B3 inhibitor:   0.924 BCRP inhibitor:   0.391
BSEP inhibitor:   0.326

ADMET: Metabolism

CYP1A2-inhibitor:   0.005 CYP1A2-substrate:   0.006
CYP2C19-inhibitor:   0.206 CYP2C19-substrate:   0.018
CYP2C9-inhibitor:   0.869 CYP2C9-substrate:   0.007
CYP2D6-inhibitor:   0.352 CYP2D6-substrate:   0.015
CYP3A4-inhibitor:   0.013 CYP3A4-substrate:   0.045
CYP2B6-substrate:   0.116 CYP2C8-inhibitor:   0.157
HLM stability:   0.11
?
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):  13.234 Half-life (T1/2):  1.76

ADMET: Toxicity

hERG Blockers:  0.088 hERG Blockers (10um):  0.577
Human Hepatotoxicity (H-HT):  0.533 Drug-induced Liver Injury (DILI):  0.167
AMES Toxicity:  0.279 Rat Oral Acute Toxicity:  0.201
Maximum Recommended Daily Dose:  0.231 Skin Sensitization:  0.545
Carcinogencity:  0.56 Eye Corrosion:  0.982
Eye Irritation:  0.995 Respiratory Toxicity:  0.652
Drug-induced Neurotoxicity:  0.478 Ototoxicity:  0.486
Hematotoxicity:  0.28 Drug-induced Nephrotoxicity:  0.161
Genotoxicity:  0.002 RPMI-8226 Immunitoxicity:  0.043
A549 Cytotoxicity:  0.058 Hek293 Cytotoxicity:  0.059
BCF:   0.93
?
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:   3.151
?
48 hour Tetrahymena pyriformis IGC50. The unit of IGC50 is -log10[(mg/L)/(1000*MW)].
LC50DM:   4.747
?
48 hour Daphnia magna LC50. The unit of LC50DM is -log10[(mg/L)/(1000*MW)].
 LC50FM:   4.043
?
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
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. DOI[10.1007/s11240-011-0014-8]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. DOI[10.1016/j.jarmap.2018.11.004]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. leaf n.a. PMID[15388977]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[15679319]
NPO15538 Eucalyptus citriodora Species Myrtaceae Eukaryota Leaves the campus of Panjab University, Chandigarh, India PMID[16989303]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. stem n.a. PMID[17202689]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. leaf n.a. PMID[18409045]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. aerial part n.a. PMID[18991207]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[19924037]
NPO29141 Panax ginseng Species Araliaceae Eukaryota flower buds n.a. n.a. PMID[19926279]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. pericarp n.a. PMID[20628994]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. root n.a. PMID[2092947]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota essential oil Tibet n.a. PMID[20944522]
NPO30686 Citrus hystrix Species Rutaceae Eukaryota n.a. exocarp n.a. PMID[20964319]
NPO29141 Panax ginseng Species Araliaceae Eukaryota berry n.a. n.a. PMID[21216145]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[24175626]
NPO29141 Panax ginseng Species Araliaceae Eukaryota leaves n.a. n.a. PMID[24290061]
NPO15538 Eucalyptus citriodora Species Myrtaceae Eukaryota Essential oil n.a. n.a. PMID[24641242]
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]
NPO29141 Panax ginseng Species Araliaceae Eukaryota stems-leaves n.a. n.a. PMID[26420067]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. stem n.a. PMID[27914541]
NPO29141 Panax ginseng Species Araliaceae Eukaryota Flower Buds n.a. n.a. PMID[28345906]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota Twigs n.a. n.a. PMID[28541690]
NPO59850 Mentha cervina Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[30792999]
NPO59388 Nepeta transcaucasica Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[31029727]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. PMID[31096694]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[32092043]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. PMID[32129622]
NPO8802 Cymbopogon nardus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[32304294]
NPO63526 Dizygostemon riparius Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[32924270]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[34063513]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[34332066]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[34453396]
NPO8802 Cymbopogon nardus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[34946632]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[34946632]
NPO19524 Cymbopogon winterianus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[34946632]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[35537359]
NPO19524 Cymbopogon winterianus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[35566105]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36031812]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36365393]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36432812]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[36552598]
NPO58153 Ochradenus arabicus Species Resedaceae Eukaryota n.a. n.a. n.a. PMID[36616238]
NPO52078 Siparuna muricata Species Siparunaceae Eukaryota n.a. n.a. n.a. PMID[36671283]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36671701]
NPO19524 Cymbopogon winterianus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[36677603]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[36786362]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36840093]
NPO31132 Eucalyptus citriodora Species Myrtaceae Eukaryota n.a. n.a. n.a. PMID[36840164]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36866384]
NPO57629 Mentha × piperita Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[36985839]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[37029634]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[37029634]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[37049761]
NPO59388 Nepeta transcaucasica Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37151483]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37151483]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37299156]
NPO63526 Dizygostemon riparius Species Plantaginaceae Eukaryota n.a. n.a. n.a. PMID[37459186]
NPO59850 Mentha cervina Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37570937]
NPO19524 Cymbopogon winterianus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[37687142]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[37746728]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37836777]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[37939623]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37959863]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[37960139]
NPO30686 Citrus hystrix Species Rutaceae Eukaryota n.a. n.a. n.a. PMID[38067483]
NPO24972 Ocimum kilimandscharicum Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38144100]
NPO57629 Mentha × piperita Genus Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38257205]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38370080]
NPO21065 Euphorbia calyptrata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. PMID[38528316]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38560258]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38606448]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[38802729]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. PMID[38931371]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[39013008]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39141828]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. PMID[39395223]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39401641]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39599440]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. PMID[39633960]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[Article]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO31132 Eucalyptus citriodora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30686 Citrus hystrix Species Rutaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30555 Mentha rotundifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO8802 Cymbopogon nardus Species Poaceae Eukaryota n.a. n.a. n.a. Database[COCONUT]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota Leaf n.a. n.a. Database[FooDB]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota Leaf Wax n.a. n.a. Database[FooDB]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota Plant n.a. n.a. Database[FooDB]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. Database[FooDB]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO24972 Ocimum kilimandscharicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30555 Mentha rotundifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO30828 Mentha piperita Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO31132 Eucalyptus citriodora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO19524 Cymbopogon winterianus Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO8802 Cymbopogon nardus Species Poaceae Eukaryota n.a. n.a. n.a. Database[HerDing]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[MetaboLights]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. Database[Phenol-Explorer]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO15538 Eucalyptus citriodora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8802 Cymbopogon nardus Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO19524 Cymbopogon winterianus Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO24972 Ocimum kilimandscharicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCMID]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO30555 Mentha rotundifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO31132 Eucalyptus citriodora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO24972 Ocimum kilimandscharicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TCM_Taiwan]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO13857 Mentha canadensis Species Lamiaceae 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]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO11169 Piper cubeba Species Piperaceae Eukaryota n.a. n.a. n.a. Database[TM-MC]
NPO5315 Zanthoxylum bungeanum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO15538 Eucalyptus citriodora Species Myrtaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO25037 Nepeta cataria Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO23256 Mentha arvensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29141 Panax ginseng Species Araliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO10561 Mentha suaveolens Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO21065 Euphorbia calyptrata Species Euphorbiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO13857 Mentha canadensis Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8802 Cymbopogon nardus Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO9290 Zanthoxylum piperitum Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO29110 Litsea cubeba Species Lauraceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO24972 Ocimum kilimandscharicum Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO1439 Mentha longifolia Species Lamiaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO7247 Cymbopogon citratus Species Poaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO8698 Zanthoxylum schinifolium Species Rutaceae Eukaryota n.a. n.a. n.a. Database[UNPD]
NPO19524 Cymbopogon winterianus Species Poaceae 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
NPO10561 Mentha suaveolens Oil n.a. 0.14 n.a. n.a. % PMID[38560258]
NPO10561 Mentha suaveolens Oil n.a. 2.62 n.a. n.a. % PMID[38560258]
NPO1439 Mentha longifolia Oil n.a. 0.42 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.14 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.08 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.17 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.18 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.03 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.13 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.48 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.07 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.05 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.02 n.a. n.a. % PMID[38802729]
NPO1439 Mentha longifolia Oil n.a. 0.06 n.a. n.a. % PMID[38802729]
NPO15538 Eucalyptus citriodora n.a. Leaves 2.14 ± 0.167 n.a. n.a. % PMID[16989303]
NPO15538 Eucalyptus citriodora n.a. Leaves 1.62 ± 0.108 n.a. n.a. % PMID[16989303]
NPO15538 Eucalyptus citriodora n.a. Leaves 4.86 ± 0.219 n.a. n.a. % PMID[16989303]
NPO15538 Eucalyptus citriodora n.a. Leaves 5.81 ± 0.207 n.a. n.a. % PMID[16989303]
NPO19524 Cymbopogon winterianus Oil n.a. 0.5 n.a. n.a. % PMID[34946632]
NPO21065 Euphorbia calyptrata Oil n.a. 1.48 n.a. n.a. % PMID[38528316]
NPO24972 Ocimum kilimandscharicum n.a. Leaves 0.36 n.a. n.a. % PMID[38144100]
NPO25037 Nepeta cataria Oil n.a. 0.36 ± 0.03 n.a. n.a. % PMID[37151483]
NPO29110 Litsea cubeba Oil Roots 6.1 n.a. n.a. % PMID[39013008]
NPO29110 Litsea cubeba Microwave-assisted hydrodistillation Fruits 0.03 n.a. n.a. % PMID[36552598]
NPO29110 Litsea cubeba Microwave-assisted hydrodistillation Fruits 0.06 n.a. n.a. % PMID[36552598]
NPO29110 Litsea cubeba Oil Stems 11.8 n.a. n.a. % PMID[39013008]
NPO30686 Citrus hystrix Oil n.a. 0.12 n.a. n.a. % PMID[38067483]
NPO30828 Mentha piperita Oil n.a. 2.18±0.22 n.a. n.a. μg/μL PMID[38370080]
NPO30828 Mentha piperita Oil n.a. 1.4 n.a. n.a. % PMID[39141828]
NPO31132 Eucalyptus citriodora Oil n.a. 8.1 n.a. n.a. % PMID[36840164]
NPO52078 Siparuna muricata n.a. Fruits 1.66 n.a. n.a. % PMID[36671283]
NPO57629 Mentha × piperita Oil n.a. 0.17 n.a. n.a. % PMID[38257205]
NPO58153 Ochradenus arabicus Oil n.a. 3.49 ± 0.09 n.a. n.a. % PMID[36616238]
NPO58153 Ochradenus arabicus Oil n.a. 1.10 ± 0.05 n.a. n.a. % PMID[36616238]
NPO59388 Nepeta transcaucasica Oil n.a. 0.09 ± 0.0 n.a. n.a. % PMID[37151483]
NPO59850 Mentha cervina Oil n.a. 1.46 n.a. n.a. % PMID[30792999]
NPO63526 Dizygostemon riparius Oil n.a. 0.1 n.a. n.a. % PMID[32924270]
NPO7247 Cymbopogon citratus Oil n.a. 0.61 n.a. n.a. % PMID[34332066]
NPO8802 Cymbopogon nardus Oil n.a. 0.55 n.a. n.a. % PMID[32304294]
NPO8802 Cymbopogon nardus Oil n.a. 0.8 n.a. n.a. % PMID[34946632]

Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].



 Biological Activity

Molecular-level activity

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

In vitro activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified n.a. Potency n.a. 3.5 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
- Rattus norvegicus LD50 ~ 936.0 mg/kg ToxVal
- Rattus norvegicus LD50 = 1.03 mL/kg ToxVal
- Rattus norvegicus LD50 = 939.36 mg/kg ToxVal
- Oryctolagus cuniculus LD50 = 2736.0 mg/kg ToxVal

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 NPC84824 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 NPC67508
0.5652 Remote Similarity NPC287550
0.5652 Remote Similarity NPC223468
0.5652 Remote Similarity NPC176309
0.5652 Remote Similarity NPC147343
0.5652 Remote Similarity NPC84030
0.5652 Remote Similarity NPC601778

Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC84824 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
0.5652 Remote Similarity NPD384 Phase 4
0.5652 Remote Similarity NPD385 Phase 3

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