Natural Product: ENC003777

NPs Basic Information

Download MOL File
Name
Ophiobolin R
Molecular Formula C26H38O4
IUPAC Name*
(1R,3S,7R,8E,11S,12R)-12-[(2S)-6-hydroxy-5-methoxy-6-methylhept-3-en-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.03,7]tetradeca-4,8-diene-8-carbaldehyde
SMILES
CC1=CC(=O)[C@@H]/2[C@@H]1C[C@]3(CC[C@@H]([C@@H]3C/C=C2/C=O)[C@@H](C)C=CC(C(C)(C)O)OC)C
InChI
InChI=1S/C26H38O4/c1-16(7-10-23(30-6)25(3,4)29)19-11-12-26(5)14-20-17(2)13-22(28)24(20)18(15-27)8-9-21(19)26/h7-8,10,13,15-16,19-21,23-24,29H,9,11-12,14H2,1-6H3/b10-7?,18-8-/t16-,19+,20+,21-,23?,24-,26+/m0/s1
InChIKey
VDDDNUHBNZDCIZ-DJSDRJBNSA-N
Synonyms
Ophiobolin R
CAS NA
PubChem CID 139588182
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: Sesterterpenoids
          • Direct Parent: Ophiobolane sesterterpeno

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: 414.6 ALogp: 3.8
HBD: 1 HBA: 4
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 63.6 Aromatic Rings: 3
Heavy Atoms: 30 QED Weighted: 0.484

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.582 MDCK Permeability: 0.00002040
Pgp-inhibitor: 0.986 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.023 20% Bioavailability (F20%): 0.042
30% Bioavailability (F30%): 0.05

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.009 Plasma Protein Binding (PPB): 93.75%
Volume Distribution (VD): 2.084 Fu: 5.02%

ADMET: Metabolism

CYP1A2-inhibitor: 0.063 CYP1A2-substrate: 0.582
CYP2C19-inhibitor: 0.13 CYP2C19-substrate: 0.79
CYP2C9-inhibitor: 0.382 CYP2C9-substrate: 0.048
CYP2D6-inhibitor: 0.334 CYP2D6-substrate: 0.045
CYP3A4-inhibitor: 0.916 CYP3A4-substrate: 0.686

ADMET: Excretion

Clearance (CL): 2.103 Half-life (T1/2): 0.236

ADMET: Toxicity

hERG Blockers: 0.022 Human Hepatotoxicity (H-HT): 0.033
Drug-inuced Liver Injury (DILI): 0.165 AMES Toxicity: 0.018
Rat Oral Acute Toxicity: 0.191 Maximum Recommended Daily Dose: 0.732
Skin Sensitization: 0.194 Carcinogencity: 0.291
Eye Corrosion: 0.003 Eye Irritation: 0.015
Respiratory Toxicity: 0.969
*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
ENC002981 0.828 D0N1TP 0.273
ENC003687 0.708 D0G8OC 0.238
ENC003251 0.685 D0G5CF 0.235
ENC005803 0.566 D0V2JK 0.230
ENC002982 0.564 D06JPB 0.229
ENC005045 0.553 D06AEO 0.226
ENC005044 0.539 D04GJN 0.221
ENC003783 0.481 D05BTM 0.216
ENC002000 0.481 D0W5LS 0.216
ENC005046 0.389 D02ZGI 0.216
*Note: the compound similarity was calculated by RDKIT.