Natural Product: ENC003386

NPs Basic Information

Download MOL File
Name
Preussilide C
Molecular Formula C25H32O4
IUPAC Name*
(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-trienoic acid
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)O)CC(=O)C)C
InChI
InChI=1S/C25H32O4/c1-14(7-8-23(27)28)9-15(2)10-22-21(13-18(5)26)16(3)11-20-12-17(4)25(29)19(6)24(20)22/h7-11,17,19,22,24H,12-13H2,1-6H3,(H,27,28)/b8-7+,14-9+,15-10+/t17-,19+,22+,24+/m1/s1
InChIKey
MSPOBTULOAJOIR-DMMUAFCBSA-N
Synonyms
Preussilide C; CHEMBL4126187; J3.662.982G
CAS NA
PubChem CID 132489954
ChEMBL ID CHEMBL4126187
*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: 396.5 ALogp: 3.8
HBD: 1 HBA: 4
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 71.4 Aromatic Rings: 2
Heavy Atoms: 29 QED Weighted: 0.475

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.855 MDCK Permeability: 0.00002620
Pgp-inhibitor: 0.011 Pgp-substrate: 0.009
Human Intestinal Absorption (HIA): 0.177 20% Bioavailability (F20%): 0.009
30% Bioavailability (F30%): 0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.017 Plasma Protein Binding (PPB): 97.28%
Volume Distribution (VD): 1.61 Fu: 1.71%

ADMET: Metabolism

CYP1A2-inhibitor: 0.041 CYP1A2-substrate: 0.125
CYP2C19-inhibitor: 0.09 CYP2C19-substrate: 0.694
CYP2C9-inhibitor: 0.466 CYP2C9-substrate: 0.58
CYP2D6-inhibitor: 0.033 CYP2D6-substrate: 0.118
CYP3A4-inhibitor: 0.132 CYP3A4-substrate: 0.464

ADMET: Excretion

Clearance (CL): 2.302 Half-life (T1/2): 0.81

ADMET: Toxicity

hERG Blockers: 0.007 Human Hepatotoxicity (H-HT): 0.207
Drug-inuced Liver Injury (DILI): 0.86 AMES Toxicity: 0.082
Rat Oral Acute Toxicity: 0.638 Maximum Recommended Daily Dose: 0.899
Skin Sensitization: 0.775 Carcinogencity: 0.514
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.983
*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
ENC003387 1.000 D05QDC 0.294
ENC003389 0.847 D02DGU 0.271
ENC003384 0.791 D0G3PI 0.271
ENC003385 0.750 D00DKK 0.271
ENC003388 0.688 D0B1IP 0.256
ENC003852 0.323 D0FG6M 0.209
ENC003854 0.300 D0S7WX 0.207
ENC003853 0.300 D0E9KA 0.205
ENC003429 0.256 D06BLQ 0.199
ENC005575 0.250 D0V2JK 0.198
*Note: the compound similarity was calculated by RDKIT.