Natural Product: ENC002215

NPs Basic Information

Download MOL File
Name
7-epi-Brefeldin A
Molecular Formula C16H24O4
IUPAC Name*
(1R,2R,3E,7S,11E,13S,15R)-2,15-dihydroxy-7-methyl-6-oxabicyclo[11.3.0]hexadeca-3,11-dien-5-one
SMILES
C[C@H]1CCC/C=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-MBKTUJMASA-N
Synonyms
7-epi-Brefeldin; 7-epi-Brefeldin A; S66RHK02RP; NSC-372200; (1R,2E,6S,10E,11aS,13R,14aR)-1,6,7,8,9,11a,12,13,14,14a-Decahydro-1,13-dihydroxy-6-methyl-4H-cyclopent(f)oxacyclotridecin-4-one; 4H-Cyclopent(f)oxacyclotridecin-4-one, 1,6,7,8,9,11a,12,13,14,14a-decahydro-1,13-dihydroxy-6-methyl-, (1R,2E,6S,10E,11aS,13R,14aR)-; 83710-00-3; UNII-S66RHK02RP
CAS 83710-00-3
PubChem CID 12302047
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: -4.685 MDCK Permeability: 0.00014190
Pgp-inhibitor: 0.38 Pgp-substrate: 0.537
Human Intestinal Absorption (HIA): 0.028 20% Bioavailability (F20%): 0.056
30% Bioavailability (F30%): 0.963

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.982 Plasma Protein Binding (PPB): 78.34%
Volume Distribution (VD): 0.431 Fu: 13.18%

ADMET: Metabolism

CYP1A2-inhibitor: 0.028 CYP1A2-substrate: 0.108
CYP2C19-inhibitor: 0.035 CYP2C19-substrate: 0.248
CYP2C9-inhibitor: 0.047 CYP2C9-substrate: 0.875
CYP2D6-inhibitor: 0.011 CYP2D6-substrate: 0.446
CYP3A4-inhibitor: 0.491 CYP3A4-substrate: 0.239

ADMET: Excretion

Clearance (CL): 7.84 Half-life (T1/2): 0.878

ADMET: Toxicity

hERG Blockers: 0.03 Human Hepatotoxicity (H-HT): 0.899
Drug-inuced Liver Injury (DILI): 0.429 AMES Toxicity: 0.023
Rat Oral Acute Toxicity: 0.831 Maximum Recommended Daily Dose: 0.962
Skin Sensitization: 0.833 Carcinogencity: 0.879
Eye Corrosion: 0.515 Eye Irritation: 0.476
Respiratory Toxicity: 0.323
*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
ENC003784 1.000 D02FEM 0.248
ENC005098 1.000 D0Z1FX 0.237
ENC003460 1.000 D08PIQ 0.229
ENC004599 0.697 D06WTZ 0.225
ENC004602 0.697 D0H0ND 0.221
ENC004603 0.676 D0WE3O 0.221
ENC001860 0.672 D0CZ1Q 0.217
ENC001867 0.627 D0V9DZ 0.217
ENC003403 0.627 D0D2TN 0.217
ENC005407 0.559 D03IKT 0.213
*Note: the compound similarity was calculated by RDKIT.