Natural Product: ENC002324

NPs Basic Information

Download MOL File
Name
3aalpha-Hydroxy-5abeta-methyl-6beta-[(1R,2E,4R)-1,4,5-trimethyl-2-hexenyl]-3a,4,5,5a,6,7,8,8aalpha-octahydro-2H-indeno[5,4-b]furan-2-one
Molecular Formula C21H32O3
IUPAC Name*
(3aS,5aR,6R,8aR)-6-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-3a-hydroxy-5a-methyl-4,5,6,7,8,8a-hexahydrocyclopenta[e][1]benzofuran-2-one
SMILES
C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@]3(C2=CC(=O)O3)O)C
InChI
InChI=1S/C21H32O3/c1-13(2)14(3)6-7-15(4)16-8-9-17-18-12-19(22)24-21(18,23)11-10-20(16,17)5/h6-7,12-17,23H,8-11H2,1-5H3/b7-6+/t14-,15+,16+,17-,20+,21-/m0/s1
InChIKey
UINDYEKBRZRPSX-QPLMFNHESA-N
Synonyms
Demethylincisterol A3; (3aS,5aR,6R,8aR)-3a-Hydroxy-5a-methyl-6-[(1R,2E,4R)-1,4,5-trimethyl-2-hexen- 1-yl]-3a,4,5,5a,6,7,8,8a-octahydro-2H-cyclopenta[e]benzofuran-2-one; 3aalpha-Hydroxy-5abeta-methyl-6beta-[(1R,2E,4R)-1,4,5-trimethyl-2-hexenyl]-3a,4,5,5a,6,7,8,8aalpha-octahydro-2H-indeno[5,4-b]furan-2-one; 3aalpha-Hydroxy-5abeta-methyl-6beta-[(1R,4R)-1,4,5-trimethyl-2-hexenyl]-3a,4,5,5a,6,7,8,8aalpha-octahydro-2H-indeno[5,4-b]furan-2-one
CAS NA
PubChem CID 15215298
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: Terpene lactones
          • Direct Parent: Terpene lactones

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: 332.5 ALogp: 4.6
HBD: 1 HBA: 3
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 46.5 Aromatic Rings: 3
Heavy Atoms: 24 QED Weighted: 0.584

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.649 MDCK Permeability: 0.00002840
Pgp-inhibitor: 0.007 Pgp-substrate: 0.007
Human Intestinal Absorption (HIA): 0.01 20% Bioavailability (F20%): 0.005
30% Bioavailability (F30%): 0.142

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.089 Plasma Protein Binding (PPB): 84.32%
Volume Distribution (VD): 1.141 Fu: 2.11%

ADMET: Metabolism

CYP1A2-inhibitor: 0.053 CYP1A2-substrate: 0.352
CYP2C19-inhibitor: 0.135 CYP2C19-substrate: 0.918
CYP2C9-inhibitor: 0.266 CYP2C9-substrate: 0.084
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.086
CYP3A4-inhibitor: 0.75 CYP3A4-substrate: 0.922

ADMET: Excretion

Clearance (CL): 5.629 Half-life (T1/2): 0.106

ADMET: Toxicity

hERG Blockers: 0.006 Human Hepatotoxicity (H-HT): 0.138
Drug-inuced Liver Injury (DILI): 0.368 AMES Toxicity: 0.075
Rat Oral Acute Toxicity: 0.875 Maximum Recommended Daily Dose: 0.899
Skin Sensitization: 0.522 Carcinogencity: 0.037
Eye Corrosion: 0.091 Eye Irritation: 0.453
Respiratory Toxicity: 0.678
*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
ENC004677 1.000 D06JPB 0.450
ENC002957 0.760 D0G8OC 0.450
ENC005610 0.573 D0G5CF 0.441
ENC004864 0.573 D0N1TP 0.336
ENC006035 0.573 D08SVH 0.289
ENC006033 0.531 D01QUS 0.287
ENC003120 0.531 D0K5WS 0.277
ENC004906 0.531 D0Y7LD 0.265
ENC002665 0.526 D02ZGI 0.246
ENC006032 0.519 D0I2SD 0.243
*Note: the compound similarity was calculated by RDKIT.