Natural Product: ENC002230

NPs Basic Information

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Name
(E)-3-(Methylthio)propenoic acid [(3R)-3beta-isopropenyl-4abeta,5beta-dimethyl-2,3,4,4a,5,6,7,8-octahydro-2-oxonaphthalen]-6alpha-yl ester
Molecular Formula C19H26O3S
IUPAC Name*
[(1R,2R,7R,8aR)-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl] (E)-3-methylsulfanylprop-2-enoate
SMILES
C[C@H]1[C@@H](CCC2=CC(=O)[C@H](C[C@]12C)C(=C)C)OC(=O)/C=C/SC
InChI
InChI=1S/C19H26O3S/c1-12(2)15-11-19(4)13(3)17(22-18(21)8-9-23-5)7-6-14(19)10-16(15)20/h8-10,13,15,17H,1,6-7,11H2,2-5H3/b9-8+/t13-,15+,17+,19+/m0/s1
InChIKey
OHANKWLYFDFHOJ-GPONIZCZSA-N
Synonyms
(E)-3-(Methylthio)propenoic acid [(3R)-3beta-isopropenyl-4abeta,5beta-dimethyl-2,3,4,4a,5,6,7,8-octahydro-2-oxonaphthalen]-6alpha-yl ester
CAS NA
PubChem CID 12314127
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Sesquiterpenoids
          • Direct Parent: Eremophilane, 8,9-secoere

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 334.5 ALogp: 4.1
HBD: 0 HBA: 4
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 68.7 Aromatic Rings: 2
Heavy Atoms: 23 QED Weighted: 0.419

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.541 MDCK Permeability: 0.00001530
Pgp-inhibitor: 0.02 Pgp-substrate: 0.28
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.084 Plasma Protein Binding (PPB): 89.52%
Volume Distribution (VD): 1.197 Fu: 14.91%

ADMET: Metabolism

CYP1A2-inhibitor: 0.465 CYP1A2-substrate: 0.606
CYP2C19-inhibitor: 0.939 CYP2C19-substrate: 0.841
CYP2C9-inhibitor: 0.893 CYP2C9-substrate: 0.894
CYP2D6-inhibitor: 0.892 CYP2D6-substrate: 0.311
CYP3A4-inhibitor: 0.901 CYP3A4-substrate: 0.698

ADMET: Excretion

Clearance (CL): 7.448 Half-life (T1/2): 0.6

ADMET: Toxicity

hERG Blockers: 0.001 Human Hepatotoxicity (H-HT): 0.167
Drug-inuced Liver Injury (DILI): 0.517 AMES Toxicity: 0.163
Rat Oral Acute Toxicity: 0.353 Maximum Recommended Daily Dose: 0.254
Skin Sensitization: 0.955 Carcinogencity: 0.565
Eye Corrosion: 0.919 Eye Irritation: 0.954
Respiratory Toxicity: 0.878
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC001526 0.574 D07BSQ 0.273
ENC004127 0.500 D02CJX 0.269
ENC003665 0.437 D04SFH 0.262
ENC005061 0.402 D0X4RS 0.259
ENC004660 0.368 D00AEQ 0.254
ENC005064 0.358 D0W5LS 0.252
ENC003895 0.355 D0D2TN 0.250
ENC002137 0.336 D0I2SD 0.250
ENC004128 0.330 D0G8BV 0.248
ENC001924 0.304 D08TEJ 0.246
*Note: the compound similarity was calculated by RDKIT.