Natural Product: ENC003687

NPs Basic Information

Download MOL File
Name
Ophiobolin S
Molecular Formula C26H40O5
IUPAC Name*
(1R,3S,4R,7R,8E,11S,12R)-4-hydroxy-12-[(2S)-6-hydroxy-5-methoxy-6-methylhept-3-en-2-yl]-1,4-dimethyl-6-oxotricyclo[9.3.0.03,7]tetradec-8-ene-8-carbaldehyde
SMILES
C[C@@H](C=CC(C(C)(C)O)OC)[C@H]1CC[C@]2([C@H]1C/C=C(\[C@H]3[C@H](C2)[C@](CC3=O)(C)O)/C=O)C
InChI
InChI=1S/C26H40O5/c1-16(7-10-22(31-6)24(2,3)29)18-11-12-25(4)13-20-23(21(28)14-26(20,5)30)17(15-27)8-9-19(18)25/h7-8,10,15-16,18-20,22-23,29-30H,9,11-14H2,1-6H3/b10-7?,17-8-/t16-,18+,19-,20-,22?,23-,25+,26+/m0/s1
InChIKey
GIBPHPHOBXYRHB-PZFMCOCGSA-N
Synonyms
Ophiobolin S
CAS NA
PubChem CID 139586271
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: 432.6 ALogp: 2.9
HBD: 2 HBA: 5
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 83.8 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.476

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.611 MDCK Permeability: 0.00001930
Pgp-inhibitor: 0.992 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.225 20% Bioavailability (F20%): 0.053
30% Bioavailability (F30%): 0.196

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.061 Plasma Protein Binding (PPB): 92.62%
Volume Distribution (VD): 1.241 Fu: 4.76%

ADMET: Metabolism

CYP1A2-inhibitor: 0.022 CYP1A2-substrate: 0.323
CYP2C19-inhibitor: 0.038 CYP2C19-substrate: 0.773
CYP2C9-inhibitor: 0.108 CYP2C9-substrate: 0.059
CYP2D6-inhibitor: 0.01 CYP2D6-substrate: 0.08
CYP3A4-inhibitor: 0.687 CYP3A4-substrate: 0.547

ADMET: Excretion

Clearance (CL): 2.861 Half-life (T1/2): 0.236

ADMET: Toxicity

hERG Blockers: 0.045 Human Hepatotoxicity (H-HT): 0.024
Drug-inuced Liver Injury (DILI): 0.197 AMES Toxicity: 0.031
Rat Oral Acute Toxicity: 0.037 Maximum Recommended Daily Dose: 0.891
Skin Sensitization: 0.312 Carcinogencity: 0.081
Eye Corrosion: 0.009 Eye Irritation: 0.038
Respiratory Toxicity: 0.962
*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
ENC003777 0.708 D0N1TP 0.289
ENC003783 0.691 D0G8OC 0.244
ENC002000 0.691 D0Q6NZ 0.242
ENC002981 0.594 D0G5CF 0.241
ENC003251 0.467 D0W5LS 0.241
ENC002983 0.459 D0P0HT 0.240
ENC001559 0.446 D0I2SD 0.238
ENC005047 0.446 D08IWD 0.236
ENC002982 0.404 D0K0EK 0.235
ENC005803 0.389 D0L2LS 0.233
*Note: the compound similarity was calculated by RDKIT.