Natural Product: ENC003123

NPs Basic Information

Download MOL File
Name
3,3a,5,6,9,9a-Hexahydro-1-(1,5-dimethyl-4,5-dihydroxyhexyl)-3a-methyl-5-hydroxycyclopenta[b][1]benzopyran-8(7H)-one
Molecular Formula C21H32O5
IUPAC Name*
1-(5,6-dihydroxy-6-methylheptan-2-yl)-5-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)C(CCC3=O)O)C
InChI
InChI=1S/C21H32O5/c1-12(5-8-18(24)20(2,3)25)13-9-10-21(4)15(13)11-14-16(22)6-7-17(23)19(14)26-21/h9,12,15,17-18,23-25H,5-8,10-11H2,1-4H3
InChIKey
JTDRYGZNULUXEU-UHFFFAOYSA-N
Synonyms
Tricycloalternarene 6a; 3,3a,5,6,9,9a-Hexahydro-1-(1,5-dimethyl-4,5-dihydroxyhexyl)-3a-methyl-5-hydroxycyclopenta[b][1]benzopyran-8(7H)-one
CAS NA
PubChem CID 100943921
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: 0.9
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: -4.566 MDCK Permeability: 0.00002080
Pgp-inhibitor: 0.007 Pgp-substrate: 0.023
Human Intestinal Absorption (HIA): 0.25 20% Bioavailability (F20%): 0.942
30% Bioavailability (F30%): 0.021

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.828 Plasma Protein Binding (PPB): 61.43%
Volume Distribution (VD): 1.227 Fu: 27.00%

ADMET: Metabolism

CYP1A2-inhibitor: 0.007 CYP1A2-substrate: 0.174
CYP2C19-inhibitor: 0.01 CYP2C19-substrate: 0.669
CYP2C9-inhibitor: 0.017 CYP2C9-substrate: 0.209
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.31
CYP3A4-inhibitor: 0.059 CYP3A4-substrate: 0.253

ADMET: Excretion

Clearance (CL): 13.689 Half-life (T1/2): 0.593

ADMET: Toxicity

hERG Blockers: 0.003 Human Hepatotoxicity (H-HT): 0.294
Drug-inuced Liver Injury (DILI): 0.303 AMES Toxicity: 0.023
Rat Oral Acute Toxicity: 0.912 Maximum Recommended Daily Dose: 0.563
Skin Sensitization: 0.019 Carcinogencity: 0.934
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.213
*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
ENC003124 0.795 D02ZGI 0.357
ENC003211 0.695 D0T2PL 0.277
ENC001869 0.655 D05BTM 0.267
ENC005807 0.635 D08SVH 0.267
ENC003212 0.544 D02VPX 0.261
ENC001868 0.511 D0L7AS 0.252
ENC005805 0.511 D0N1TP 0.246
ENC003577 0.500 D0K5WS 0.233
ENC005806 0.500 D04VIS 0.221
ENC004443 0.495 D04ATM 0.219
*Note: the compound similarity was calculated by RDKIT.