Natural Product: ENC003251

NPs Basic Information

Download MOL File
Name
(1R,3S,7R,8E,11S,12R)-1,4-dimethyl-12-[(2R,3Z)-6-methylhepta-3,5-dien-2-yl]-6-oxotricyclo[9.3.0.03,7]tetradeca-4,8-diene-8-carbaldehyde
Molecular Formula C25H34O2
IUPAC Name*
(1R,3S,7R,8E,11S,12R)-1,4-dimethyl-12-[(2R,3Z)-6-methylhepta-3,5-dien-2-yl]-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=C\C=C(C)C)C
InChI
InChI=1S/C25H34O2/c1-16(2)7-6-8-17(3)20-11-12-25(5)14-21-18(4)13-23(27)24(21)19(15-26)9-10-22(20)25/h6-9,13,15,17,20-22,24H,10-12,14H2,1-5H3/b8-6-,19-9-/t17-,20-,21-,22+,24+,25-/m1/s1
InChIKey
RKNMPQSLAZUFIT-MNZSMBGHSA-N
Synonyms
6-epi-Ophiobolin G
CAS NA
PubChem CID 102332996
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: 366.5 ALogp: 5.8
HBD: 0 HBA: 2
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 34.1 Aromatic Rings: 3
Heavy Atoms: 27 QED Weighted: 0.454

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.629 MDCK Permeability: 0.00001900
Pgp-inhibitor: 0.982 Pgp-substrate: 0.006
Human Intestinal Absorption (HIA): 0.032 20% Bioavailability (F20%): 0.737
30% Bioavailability (F30%): 0.022

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.018 Plasma Protein Binding (PPB): 96.42%
Volume Distribution (VD): 2.533 Fu: 3.29%

ADMET: Metabolism

CYP1A2-inhibitor: 0.946 CYP1A2-substrate: 0.67
CYP2C19-inhibitor: 0.937 CYP2C19-substrate: 0.867
CYP2C9-inhibitor: 0.923 CYP2C9-substrate: 0.038
CYP2D6-inhibitor: 0.967 CYP2D6-substrate: 0.022
CYP3A4-inhibitor: 0.958 CYP3A4-substrate: 0.811

ADMET: Excretion

Clearance (CL): 4.86 Half-life (T1/2): 0.151

ADMET: Toxicity

hERG Blockers: 0.538 Human Hepatotoxicity (H-HT): 0.352
Drug-inuced Liver Injury (DILI): 0.316 AMES Toxicity: 0.042
Rat Oral Acute Toxicity: 0.244 Maximum Recommended Daily Dose: 0.912
Skin Sensitization: 0.952 Carcinogencity: 0.815
Eye Corrosion: 0.012 Eye Irritation: 0.127
Respiratory Toxicity: 0.978
*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
ENC005803 0.783 D0V2JK 0.265
ENC002981 0.708 D06AEO 0.250
ENC003783 0.685 D04GJN 0.246
ENC002000 0.685 D0P0HT 0.237
ENC003777 0.685 D04SFH 0.235
ENC002982 0.606 D0F1UL 0.232
ENC002983 0.515 D0D2TN 0.225
ENC005044 0.500 D0I2SD 0.224
ENC005045 0.485 D04ATM 0.222
ENC003687 0.467 D07BSQ 0.221
*Note: the compound similarity was calculated by RDKIT.