Natural Product: ENC003162

NPs Basic Information

Download MOL File
Name
(3aS,5aR,6S,9aS)-3a-(hydroxymethyl)-6,9a-dimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-6-carboxylic acid
Molecular Formula C16H24O5
IUPAC Name*
(3aS,5aR,6S,9aS)-3a-(hydroxymethyl)-6,9a-dimethyl-2-oxo-1,4,5,5a,7,8,9,9b-octahydrobenzo[e][1]benzofuran-6-carboxylic acid
SMILES
C[C@]12CCC[C@]([C@@H]1CC[C@]3(C2CC(=O)O3)CO)(C)C(=O)O
InChI
InChI=1S/C16H24O5/c1-14-5-3-6-15(2,13(19)20)10(14)4-7-16(9-17)11(14)8-12(18)21-16/h10-11,17H,3-9H2,1-2H3,(H,19,20)/t10-,11?,14+,15+,16-/m1/s1
InChIKey
QQXUVFDWBIAEDS-FEEKDDLXSA-N
Synonyms
Asperolide C
CAS NA
PubChem CID 101558916
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthofurans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthofurans

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: 296.36 ALogp: 1.8
HBD: 2 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 83.8 Aromatic Rings: 3
Heavy Atoms: 21 QED Weighted: 0.765

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.85 MDCK Permeability: 0.00007350
Pgp-inhibitor: 0.057 Pgp-substrate: 0.005
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.143
30% Bioavailability (F30%): 0.288

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.353 Plasma Protein Binding (PPB): 43.54%
Volume Distribution (VD): 0.344 Fu: 40.64%

ADMET: Metabolism

CYP1A2-inhibitor: 0.004 CYP1A2-substrate: 0.873
CYP2C19-inhibitor: 0.008 CYP2C19-substrate: 0.702
CYP2C9-inhibitor: 0.003 CYP2C9-substrate: 0.122
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.096
CYP3A4-inhibitor: 0.11 CYP3A4-substrate: 0.135

ADMET: Excretion

Clearance (CL): 2.97 Half-life (T1/2): 0.634

ADMET: Toxicity

hERG Blockers: 0.009 Human Hepatotoxicity (H-HT): 0.339
Drug-inuced Liver Injury (DILI): 0.02 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.023 Maximum Recommended Daily Dose: 0.197
Skin Sensitization: 0.107 Carcinogencity: 0.461
Eye Corrosion: 0.096 Eye Irritation: 0.072
Respiratory Toxicity: 0.873
*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
ENC002603 0.583 D01CKY 0.326
ENC001452 0.514 D0U3GL 0.283
ENC003143 0.486 D0IX6I 0.280
ENC005922 0.458 D0KR5B 0.280
ENC002438 0.436 D0R7JT 0.275
ENC001071 0.425 D0EP0C 0.266
ENC001844 0.424 D04VIS 0.263
ENC002902 0.418 D04GJN 0.263
ENC005547 0.418 D0I2SD 0.263
ENC002923 0.405 D0Q4SD 0.259
*Note: the compound similarity was calculated by RDKIT.