Natural Product: ENC003385

NPs Basic Information

Download MOL File
Name
Preussilide B
Molecular Formula C25H34O4
IUPAC Name*
(2E,4E,6E)-7-[(1R,6R,7R,8S,8aS)-7-hydroxy-3,6,8-trimethyl-2-(2-oxopropyl)-1,5,6,7,8,8a-hexahydronaphthalen-1-yl]-4,6-dimethylhepta-2,4,6-trienoic acid
SMILES
C[C@@H]1CC2=CC(=C([C@@H]([C@H]2[C@@H]([C@@H]1O)C)/C=C(\C)/C=C(\C)/C=C/C(=O)O)CC(=O)C)C
InChI
InChI=1S/C25H34O4/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/h7-11,17,19,22,24-25,29H,12-13H2,1-6H3,(H,27,28)/b8-7+,14-9+,15-10+/t17-,19+,22+,24+,25-/m1/s1
InChIKey
WPOOLKYXEKIQSJ-FKYFWVDISA-N
Synonyms
Preussilide B; CHEMBL4128814; J3.662.981I
CAS NA
PubChem CID 132489953
ChEMBL ID CHEMBL4128814
*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: 398.5 ALogp: 3.9
HBD: 2 HBA: 4
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 74.6 Aromatic Rings: 2
Heavy Atoms: 29 QED Weighted: 0.466

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.032 MDCK Permeability: 0.00002880
Pgp-inhibitor: 0.004 Pgp-substrate: 0.061
Human Intestinal Absorption (HIA): 0.479 20% Bioavailability (F20%): 0.57
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.011 Plasma Protein Binding (PPB): 96.88%
Volume Distribution (VD): 1.557 Fu: 3.44%

ADMET: Metabolism

CYP1A2-inhibitor: 0.119 CYP1A2-substrate: 0.114
CYP2C19-inhibitor: 0.074 CYP2C19-substrate: 0.808
CYP2C9-inhibitor: 0.463 CYP2C9-substrate: 0.862
CYP2D6-inhibitor: 0.017 CYP2D6-substrate: 0.106
CYP3A4-inhibitor: 0.102 CYP3A4-substrate: 0.465

ADMET: Excretion

Clearance (CL): 1.337 Half-life (T1/2): 0.921

ADMET: Toxicity

hERG Blockers: 0.008 Human Hepatotoxicity (H-HT): 0.345
Drug-inuced Liver Injury (DILI): 0.057 AMES Toxicity: 0.04
Rat Oral Acute Toxicity: 0.59 Maximum Recommended Daily Dose: 0.901
Skin Sensitization: 0.883 Carcinogencity: 0.492
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.976
*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 0.750 D05QDC 0.282
ENC003386 0.750 D0G3PI 0.271
ENC003389 0.635 D02DGU 0.271
ENC003384 0.621 D00DKK 0.271
ENC003388 0.524 D0B1IP 0.246
ENC003852 0.337 D0E9KA 0.223
ENC003167 0.302 D0X7XG 0.222
ENC003854 0.300 D0W2EK 0.213
ENC003853 0.300 D0FG6M 0.209
ENC002015 0.279 D0S7WX 0.207
*Note: the compound similarity was calculated by RDKIT.