Natural Product: ENC002482

NPs Basic Information

Download MOL File
Name
xylarenone A, (rel)-
Molecular Formula C15H20O4
IUPAC Name*
(1aR,4R,7S,7aR,7bR)-4-hydroxy-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one
SMILES
C[C@H]1CC[C@H](C2=CC(=O)[C@]3([C@@H]([C@]12C)O3)C(=C)CO)O
InChI
InChI=1S/C15H20O4/c1-8-4-5-11(17)10-6-12(18)15(9(2)7-16)13(19-15)14(8,10)3/h6,8,11,13,16-17H,2,4-5,7H2,1,3H3/t8-,11+,13+,14+,15-/m0/s1
InChIKey
PSGJCHLXOJTCGB-SXHPEXCUSA-N
Synonyms
xylarenone A, (rel)-; Xylarenone A; CHEBI:69731; CHEMBL1813182; Q27138076; (1aR,4R,7S,7aR,7bR)-4-hydroxy-1a-(3-hydroxyprop-1-en-2-yl)-7,7a-dimethyl-5,6,7,7b-tetrahydro-4H-naphtho[1,2-b]oxiren-2-one
CAS NA
PubChem CID 24752810
ChEMBL ID CHEMBL1813182
*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: 264.32 ALogp: 0.7
HBD: 2 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 70.1 Aromatic Rings: 3
Heavy Atoms: 19 QED Weighted: 0.584

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.754 MDCK Permeability: 0.00002870
Pgp-inhibitor: 0.001 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.427
30% Bioavailability (F30%): 0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.933 Plasma Protein Binding (PPB): 37.84%
Volume Distribution (VD): 0.588 Fu: 74.06%

ADMET: Metabolism

CYP1A2-inhibitor: 0.011 CYP1A2-substrate: 0.818
CYP2C19-inhibitor: 0.016 CYP2C19-substrate: 0.812
CYP2C9-inhibitor: 0.006 CYP2C9-substrate: 0.035
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.211
CYP3A4-inhibitor: 0.021 CYP3A4-substrate: 0.516

ADMET: Excretion

Clearance (CL): 4.181 Half-life (T1/2): 0.949

ADMET: Toxicity

hERG Blockers: 0.013 Human Hepatotoxicity (H-HT): 0.22
Drug-inuced Liver Injury (DILI): 0.19 AMES Toxicity: 0.973
Rat Oral Acute Toxicity: 0.857 Maximum Recommended Daily Dose: 0.433
Skin Sensitization: 0.745 Carcinogencity: 0.323
Eye Corrosion: 0.146 Eye Irritation: 0.554
Respiratory Toxicity: 0.834
*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
ENC005060 0.578 D08PIQ 0.265
ENC002770 0.506 D07DVK 0.260
ENC002779 0.495 D03IKT 0.260
ENC002780 0.484 D0CW1P 0.260
ENC004560 0.342 D0IT2G 0.260
ENC004555 0.338 D0D1SG 0.258
ENC004784 0.313 D0KR5B 0.258
ENC005062 0.311 D04VIS 0.253
ENC001526 0.297 D0I5DS 0.253
ENC003344 0.294 D0R7JT 0.253
*Note: the compound similarity was calculated by RDKIT.