Natural Product: ENC002000

NPs Basic Information

Download MOL File
Name
6-epi-Ophiobolin K
Molecular Formula C25H36O3
IUPAC Name*
(1R,3S,4R,7R,8E,11S,12R)-4-hydroxy-1,4-dimethyl-12-[(2S,3Z)-6-methylhepta-3,5-dien-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradec-8-ene-8-carbaldehyde
SMILES
C[C@@H](/C=C\C=C(C)C)[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/C25H36O3/c1-16(2)7-6-8-17(3)19-11-12-24(4)13-21-23(22(27)14-25(21,5)28)18(15-26)9-10-20(19)24/h6-9,15,17,19-21,23,28H,10-14H2,1-5H3/b8-6-,18-9-/t17-,19+,20-,21-,23-,24+,25+/m0/s1
InChIKey
TXEVVAPERSDMTN-NIBMOTIQSA-N
Synonyms
6-epi-Ophiobolin K; CHEMBL4163776; BDBM50523068; BS-1410
CAS NA
PubChem CID 10317884
ChEMBL ID CHEMBL4163776
*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: 384.6 ALogp: 4.9
HBD: 1 HBA: 3
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 54.4 Aromatic Rings: 3
Heavy Atoms: 28 QED Weighted: 0.523

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.659 MDCK Permeability: 0.00002070
Pgp-inhibitor: 0.98 Pgp-substrate: 0.005
Human Intestinal Absorption (HIA): 0.112 20% Bioavailability (F20%): 0.931
30% Bioavailability (F30%): 0.774

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.056 Plasma Protein Binding (PPB): 95.39%
Volume Distribution (VD): 1.357 Fu: 2.58%

ADMET: Metabolism

CYP1A2-inhibitor: 0.6 CYP1A2-substrate: 0.601
CYP2C19-inhibitor: 0.769 CYP2C19-substrate: 0.869
CYP2C9-inhibitor: 0.825 CYP2C9-substrate: 0.068
CYP2D6-inhibitor: 0.751 CYP2D6-substrate: 0.057
CYP3A4-inhibitor: 0.914 CYP3A4-substrate: 0.79

ADMET: Excretion

Clearance (CL): 2.852 Half-life (T1/2): 0.193

ADMET: Toxicity

hERG Blockers: 0.389 Human Hepatotoxicity (H-HT): 0.277
Drug-inuced Liver Injury (DILI): 0.436 AMES Toxicity: 0.028
Rat Oral Acute Toxicity: 0.042 Maximum Recommended Daily Dose: 0.966
Skin Sensitization: 0.954 Carcinogencity: 0.147
Eye Corrosion: 0.228 Eye Irritation: 0.246
Respiratory Toxicity: 0.973
*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
ENC003783 1.000 D0I2SD 0.274
ENC003687 0.691 D0P0HT 0.265
ENC003251 0.685 D04SFH 0.263
ENC002983 0.632 D04GJN 0.263
ENC005803 0.563 D06AEO 0.256
ENC001559 0.535 D0K0EK 0.250
ENC002981 0.495 D07BSQ 0.250
ENC003777 0.481 D0F1UL 0.250
ENC002982 0.430 D0B4RU 0.250
ENC005047 0.409 D0Q6NZ 0.246
*Note: the compound similarity was calculated by RDKIT.