Natural Product: ENC003388

NPs Basic Information

Download MOL File
Name
Preussilide E
Molecular Formula C26H36O4
IUPAC Name*
methyl (2E,4E,6E)-7-[(1R,6R,8S,8aS)-2-[(2S)-2-hydroxypropyl]-3,6,8-trimethyl-7-oxo-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)C[C@H](C)O)C
InChI
InChI=1S/C26H36O4/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/h8-12,18-20,23,25,27H,13-14H2,1-7H3/b9-8+,15-10+,16-11+/t18-,19+,20+,23+,25+/m1/s1
InChIKey
CJDQRZHRJWJAGG-OXEMTIHYSA-N
Synonyms
Preussilide E; CHEMBL4129629; J3.662.984C
CAS NA
PubChem CID 132489956
ChEMBL ID CHEMBL4129629
*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: 412.6 ALogp: 4.5
HBD: 1 HBA: 4
Rotatable Bonds: 7 Lipinski's rule of five: Rejected
Polar Surface Area: 63.6 Aromatic Rings: 2
Heavy Atoms: 30 QED Weighted: 0.359

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.567 MDCK Permeability: 0.00001500
Pgp-inhibitor: 0.024 Pgp-substrate: 0.568
Human Intestinal Absorption (HIA): 0.008 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.321 Plasma Protein Binding (PPB): 95.93%
Volume Distribution (VD): 2.576 Fu: 3.23%

ADMET: Metabolism

CYP1A2-inhibitor: 0.369 CYP1A2-substrate: 0.468
CYP2C19-inhibitor: 0.731 CYP2C19-substrate: 0.9
CYP2C9-inhibitor: 0.791 CYP2C9-substrate: 0.291
CYP2D6-inhibitor: 0.106 CYP2D6-substrate: 0.407
CYP3A4-inhibitor: 0.913 CYP3A4-substrate: 0.733

ADMET: Excretion

Clearance (CL): 13.599 Half-life (T1/2): 0.738

ADMET: Toxicity

hERG Blockers: 0.018 Human Hepatotoxicity (H-HT): 0.195
Drug-inuced Liver Injury (DILI): 0.573 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 0.908 Maximum Recommended Daily Dose: 0.9
Skin Sensitization: 0.911 Carcinogencity: 0.858
Eye Corrosion: 0.012 Eye Irritation: 0.017
Respiratory Toxicity: 0.979
*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
ENC003384 0.847 D0B1IP 0.293
ENC003389 0.798 D05QDC 0.286
ENC003387 0.688 D0G3PI 0.241
ENC003386 0.688 D02DGU 0.241
ENC003385 0.524 D00DKK 0.241
ENC003854 0.317 D0E9KA 0.209
ENC003853 0.317 D0A7MY 0.205
ENC001871 0.267 D0S7WX 0.202
ENC001877 0.267 D0W2EK 0.200
ENC005575 0.264 D0FG6M 0.196
*Note: the compound similarity was calculated by RDKIT.