Natural Product: ENC003124

NPs Basic Information

Download MOL File
Name
3,3a,5,6,9,9a-Hexahydro-1-(1,5-dimethyl-4,5-dihydroxyhexyl)-3a-methyl-7-hydroxycyclopenta[b][1]benzopyran-8(7H)-one
Molecular Formula C21H32O5
IUPAC Name*
1-(5,6-dihydroxy-6-methylheptan-2-yl)-7-hydroxy-3a-methyl-3,5,6,7,9,9a-hexahydrocyclopenta[b]chromen-8-one
SMILES
CC(CCC(C(C)(C)O)O)C1=CCC2(C1CC3=C(O2)CCC(C3=O)O)C
InChI
InChI=1S/C21H32O5/c1-12(5-8-18(23)20(2,3)25)13-9-10-21(4)15(13)11-14-17(26-21)7-6-16(22)19(14)24/h9,12,15-16,18,22-23,25H,5-8,10-11H2,1-4H3
InChIKey
QQLTWWDUOUVAFG-UHFFFAOYSA-N
Synonyms
Tricycloalternarene 6b; 3,3a,5,6,9,9a-Hexahydro-1-(1,5-dimethyl-4,5-dihydroxyhexyl)-3a-methyl-7-hydroxycyclopenta[b][1]benzopyran-8(7H)-one
CAS NA
PubChem CID 100943922
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: 364.5 ALogp: 1.4
HBD: 3 HBA: 5
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 87.0 Aromatic Rings: 3
Heavy Atoms: 26 QED Weighted: 0.651

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.649 MDCK Permeability: 0.00001270
Pgp-inhibitor: 0.001 Pgp-substrate: 0.08
Human Intestinal Absorption (HIA): 0.015 20% Bioavailability (F20%): 0.023
30% Bioavailability (F30%): 0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.115 Plasma Protein Binding (PPB): 97.70%
Volume Distribution (VD): 1.939 Fu: 2.70%

ADMET: Metabolism

CYP1A2-inhibitor: 0.071 CYP1A2-substrate: 0.618
CYP2C19-inhibitor: 0.023 CYP2C19-substrate: 0.743
CYP2C9-inhibitor: 0.15 CYP2C9-substrate: 0.736
CYP2D6-inhibitor: 0.039 CYP2D6-substrate: 0.541
CYP3A4-inhibitor: 0.046 CYP3A4-substrate: 0.34

ADMET: Excretion

Clearance (CL): 15.387 Half-life (T1/2): 0.67

ADMET: Toxicity

hERG Blockers: 0.028 Human Hepatotoxicity (H-HT): 0.52
Drug-inuced Liver Injury (DILI): 0.034 AMES Toxicity: 0.035
Rat Oral Acute Toxicity: 0.028 Maximum Recommended Daily Dose: 0.107
Skin Sensitization: 0.59 Carcinogencity: 0.107
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.145
*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
ENC003123 0.795 D02ZGI 0.357
ENC003212 0.695 D0T2PL 0.277
ENC005805 0.655 D05BTM 0.267
ENC001868 0.655 D08SVH 0.267
ENC005806 0.640 D02VPX 0.261
ENC004443 0.635 D0L7AS 0.252
ENC003577 0.633 D0N1TP 0.246
ENC003211 0.544 D0K5WS 0.233
ENC001869 0.511 D04VIS 0.221
ENC005807 0.495 D04ATM 0.219
*Note: the compound similarity was calculated by RDKIT.