Natural Product: ENC002770

NPs Basic Information

Download MOL File
Name
Xylarenone C, (rel)-
Molecular Formula C26H40O5
IUPAC Name*
[(1aR,4R,7S,7aR,7bR)-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-2-oxo-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-4-yl] 2,4,6-trimethyloctanoate
SMILES
CCC(C)CC(C)CC(C)C(=O)O[C@@H]1CC[C@@H]([C@@]2(C1=CC(=O)[C@]3([C@@H]2O3)C(=C)CO)C)C
InChI
InChI=1S/C26H40O5/c1-8-15(2)11-16(3)12-17(4)23(29)30-21-10-9-18(5)25(7)20(21)13-22(28)26(19(6)14-27)24(25)31-26/h13,15-18,21,24,27H,6,8-12,14H2,1-5,7H3/t15?,16?,17?,18-,21+,24+,25+,26-/m0/s1
InChIKey
CVLZBOJHINAXHY-VAXWEKKDSA-N
Synonyms
Xylarenone C; Xylarenone C, (rel)-; CHEMBL1813183; CHEBI:69732; BDBM50349829; Q27138077
CAS NA
PubChem CID 53344593
ChEMBL ID CHEMBL1813183
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Sesquiterpenoids
          • Direct Parent: Sesquiterpenoids

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: 432.6 ALogp: 5.3
HBD: 1 HBA: 5
Rotatable Bonds: 10 Lipinski's rule of five: Rejected
Polar Surface Area: 76.1 Aromatic Rings: 3
Heavy Atoms: 31 QED Weighted: 0.312

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.834 MDCK Permeability: 0.00002460
Pgp-inhibitor: 0.868 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.008 20% Bioavailability (F20%): 0.087
30% Bioavailability (F30%): 0.021

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.908 Plasma Protein Binding (PPB): 56.51%
Volume Distribution (VD): 0.939 Fu: 52.99%

ADMET: Metabolism

CYP1A2-inhibitor: 0.05 CYP1A2-substrate: 0.18
CYP2C19-inhibitor: 0.177 CYP2C19-substrate: 0.879
CYP2C9-inhibitor: 0.273 CYP2C9-substrate: 0.034
CYP2D6-inhibitor: 0.005 CYP2D6-substrate: 0.042
CYP3A4-inhibitor: 0.878 CYP3A4-substrate: 0.779

ADMET: Excretion

Clearance (CL): 8.639 Half-life (T1/2): 0.888

ADMET: Toxicity

hERG Blockers: 0.004 Human Hepatotoxicity (H-HT): 0.249
Drug-inuced Liver Injury (DILI): 0.63 AMES Toxicity: 0.728
Rat Oral Acute Toxicity: 0.134 Maximum Recommended Daily Dose: 0.772
Skin Sensitization: 0.968 Carcinogencity: 0.533
Eye Corrosion: 0.864 Eye Irritation: 0.879
Respiratory Toxicity: 0.973
*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
ENC002779 0.727 D06WTZ 0.244
ENC002780 0.648 D02RQU 0.242
ENC002482 0.506 D03SXE 0.241
ENC002137 0.344 D08TEJ 0.226
ENC005060 0.317 D0Y7LD 0.221
ENC006099 0.308 D0X2LV 0.220
ENC006098 0.304 D0D2TN 0.219
ENC002887 0.285 D00AEQ 0.216
ENC002888 0.285 D04QNO 0.216
ENC003665 0.271 D0Y7IU 0.216
*Note: the compound similarity was calculated by RDKIT.