Natural Product: ENC003389

NPs Basic Information

Download MOL File
Name
Preussilide F
Molecular Formula C26H34O4
IUPAC Name*
methyl (2E,4E,6E)-7-[(1R,6R,8S,8aS)-3,6,8-trimethyl-7-oxo-2-(2-oxopropyl)-5,6,8,8a-tetrahydro-1H-naphthalen-1-yl]-4,6-dimethylhepta-2,4,6-trienoate
SMILES
C[C@@H]1CC2=CC(=C([C@@H]([C@H]2[C@@H](C1=O)C)/C=C(\C)/C=C(\C)/C=C/C(=O)OC)CC(=O)C)C
InChI
InChI=1S/C26H34O4/c1-15(8-9-24(28)30-7)10-16(2)11-23-22(14-19(5)27)17(3)12-21-13-18(4)26(29)20(6)25(21)23/h8-12,18,20,23,25H,13-14H2,1-7H3/b9-8+,15-10+,16-11+/t18-,20+,23+,25+/m1/s1
InChIKey
NPDRLDWBYQKWPG-GZYVUVHISA-N
Synonyms
Preussilide F; CHEMBL4126336; J3.662.985A
CAS NA
PubChem CID 132489957
ChEMBL ID CHEMBL4126336
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Monoterpenoids
          • Direct Parent: Bicyclic monoterpenoids

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: 410.5 ALogp: 4.1
HBD: 0 HBA: 4
Rotatable Bonds: 7 Lipinski's rule of five: Accepted
Polar Surface Area: 60.4 Aromatic Rings: 2
Heavy Atoms: 30 QED Weighted: 0.326

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.681 MDCK Permeability: 0.00001620
Pgp-inhibitor: 0.999 Pgp-substrate: 0.007
Human Intestinal Absorption (HIA): 0.271 20% Bioavailability (F20%): 0.012
30% Bioavailability (F30%): 0.077

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.72 Plasma Protein Binding (PPB): 94.53%
Volume Distribution (VD): 2.518 Fu: 2.32%

ADMET: Metabolism

CYP1A2-inhibitor: 0.223 CYP1A2-substrate: 0.733
CYP2C19-inhibitor: 0.897 CYP2C19-substrate: 0.922
CYP2C9-inhibitor: 0.964 CYP2C9-substrate: 0.091
CYP2D6-inhibitor: 0.255 CYP2D6-substrate: 0.174
CYP3A4-inhibitor: 0.961 CYP3A4-substrate: 0.845

ADMET: Excretion

Clearance (CL): 12.405 Half-life (T1/2): 0.895

ADMET: Toxicity

hERG Blockers: 0.538 Human Hepatotoxicity (H-HT): 0.829
Drug-inuced Liver Injury (DILI): 0.699 AMES Toxicity: 0.026
Rat Oral Acute Toxicity: 0.114 Maximum Recommended Daily Dose: 0.909
Skin Sensitization: 0.966 Carcinogencity: 0.157
Eye Corrosion: 0.024 Eye Irritation: 0.021
Respiratory Toxicity: 0.966
*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
ENC003386 0.847 D0B1IP 0.293
ENC003387 0.847 D05QDC 0.274
ENC003388 0.798 D00DKK 0.230
ENC003384 0.670 D02DGU 0.230
ENC003385 0.635 D0G3PI 0.230
ENC003854 0.343 D0A7MY 0.218
ENC003853 0.343 D0V2JK 0.203
ENC004635 0.263 D0E9KA 0.200
ENC005985 0.262 D0FG6M 0.196
ENC005662 0.250 D0G7KJ 0.193
*Note: the compound similarity was calculated by RDKIT.