Natural Product: ENC003460

NPs Basic Information

Download MOL File
Name
(1R,2R,3E,7S,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
Molecular Formula C16H24O4
IUPAC Name*
(1R,2R,3E,7S,13S,15S)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
SMILES
C[C@H]1CCCC=C[C@@H]2C[C@@H](C[C@H]2[C@@H](/C=C/C(=O)O1)O)O
InChI
InChI=1S/C16H24O4/c1-11-5-3-2-4-6-12-9-13(17)10-14(12)15(18)7-8-16(19)20-11/h4,6-8,11-15,17-18H,2-3,5,9-10H2,1H3/b6-4?,8-7+/t11-,12+,13-,14+,15+/m0/s1
InChIKey
KQNZDYYTLMIZCT-JBQJALHGSA-N
Synonyms
brefeldin A; 20350-15-6; BFA
CAS 20350-15-6
PubChem CID 133640201
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolides and analogues
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolides and analogues

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: 280.36 ALogp: 2.0
HBD: 2 HBA: 4
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 66.8 Aromatic Rings: 2
Heavy Atoms: 20 QED Weighted: 0.529

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.555 MDCK Permeability: 0.00009350
Pgp-inhibitor: 0.139 Pgp-substrate: 0.206
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.008
30% Bioavailability (F30%): 0.98

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.733 Plasma Protein Binding (PPB): 71.81%
Volume Distribution (VD): 0.805 Fu: 28.96%

ADMET: Metabolism

CYP1A2-inhibitor: 0.04 CYP1A2-substrate: 0.116
CYP2C19-inhibitor: 0.027 CYP2C19-substrate: 0.27
CYP2C9-inhibitor: 0.03 CYP2C9-substrate: 0.434
CYP2D6-inhibitor: 0.008 CYP2D6-substrate: 0.157
CYP3A4-inhibitor: 0.513 CYP3A4-substrate: 0.211

ADMET: Excretion

Clearance (CL): 15.468 Half-life (T1/2): 0.862

ADMET: Toxicity

hERG Blockers: 0.015 Human Hepatotoxicity (H-HT): 0.146
Drug-inuced Liver Injury (DILI): 0.104 AMES Toxicity: 0.049
Rat Oral Acute Toxicity: 0.066 Maximum Recommended Daily Dose: 0.944
Skin Sensitization: 0.892 Carcinogencity: 0.852
Eye Corrosion: 0.934 Eye Irritation: 0.523
Respiratory Toxicity: 0.391
*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
ENC004795 1.000 D02FEM 0.248
ENC003459 1.000 D0Z1FX 0.237
ENC004394 0.667 D08PIQ 0.229
ENC005240 0.667 D06WTZ 0.225
ENC005841 0.667 D0H0ND 0.221
ENC003969 0.667 D0WE3O 0.221
ENC005842 0.667 D0CZ1Q 0.217
ENC004316 0.574 D0V9DZ 0.217
ENC005856 0.500 D0D2TN 0.217
ENC004093 0.492 D03IKT 0.213
*Note: the compound similarity was calculated by RDKIT.