Natural Product: ENC003122

NPs Basic Information

Download MOL File
Name
1,2,3,3a,5,6,9,9a-Octahydro-1-(1,5-dimethyl-1,4-hexadienyl)-3a-methyl-7-hydroxycyclopenta[b][1]benzopyran-8(7H)-one
Molecular Formula C21H30O3
IUPAC Name*
7-hydroxy-3a-methyl-1-[(2Z)-6-methylhepta-2,5-dien-2-yl]-1,2,3,5,6,7,9,9a-octahydrocyclopenta[b]chromen-8-one
SMILES
CC(=CC/C=C(/C)\C1CCC2(C1CC3=C(O2)CCC(C3=O)O)C)C
InChI
InChI=1S/C21H30O3/c1-13(2)6-5-7-14(3)15-10-11-21(4)17(15)12-16-19(24-21)9-8-18(22)20(16)23/h6-7,15,17-18,22H,5,8-12H2,1-4H3/b14-7-
InChIKey
UUDIIQRXVMOKRV-AUWJEWJLSA-N
Synonyms
Tricycloalternarene 9b; 1,2,3,3a,5,6,9,9a-Octahydro-1-(1,5-dimethyl-1,4-hexadienyl)-3a-methyl-7-hydroxycyclopenta[b][1]benzopyran-8(7H)-one
CAS NA
PubChem CID 100943919
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: Sesquiterpenoids

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: 330.5 ALogp: 4.4
HBD: 1 HBA: 3
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 46.5 Aromatic Rings: 3
Heavy Atoms: 24 QED Weighted: 0.743

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.619 MDCK Permeability: 0.00002460
Pgp-inhibitor: 0.962 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.099 20% Bioavailability (F20%): 0.125
30% Bioavailability (F30%): 0.812

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.374 Plasma Protein Binding (PPB): 98.27%
Volume Distribution (VD): 1.306 Fu: 1.29%

ADMET: Metabolism

CYP1A2-inhibitor: 0.042 CYP1A2-substrate: 0.548
CYP2C19-inhibitor: 0.435 CYP2C19-substrate: 0.856
CYP2C9-inhibitor: 0.151 CYP2C9-substrate: 0.173
CYP2D6-inhibitor: 0.024 CYP2D6-substrate: 0.758
CYP3A4-inhibitor: 0.447 CYP3A4-substrate: 0.418

ADMET: Excretion

Clearance (CL): 19.239 Half-life (T1/2): 0.162

ADMET: Toxicity

hERG Blockers: 0.032 Human Hepatotoxicity (H-HT): 0.754
Drug-inuced Liver Injury (DILI): 0.46 AMES Toxicity: 0.199
Rat Oral Acute Toxicity: 0.205 Maximum Recommended Daily Dose: 0.415
Skin Sensitization: 0.796 Carcinogencity: 0.769
Eye Corrosion: 0.003 Eye Irritation: 0.142
Respiratory Toxicity: 0.856
*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
ENC005804 0.784 D0C7JF 0.267
ENC006128 0.454 D0W6DG 0.253
ENC003594 0.446 D04GJN 0.252
ENC004443 0.436 D04VIS 0.252
ENC003343 0.430 D04SFH 0.252
ENC003339 0.430 D0V2JK 0.250
ENC006126 0.429 D03VFL 0.241
ENC005806 0.427 D0I2SD 0.241
ENC001868 0.421 D0X7XG 0.241
ENC005805 0.421 D0X4RS 0.239
*Note: the compound similarity was calculated by RDKIT.