Natural Product: ENC003497

NPs Basic Information

Download MOL File
Name
Aspernolide I
Molecular Formula C25H28O9
IUPAC Name*
methyl (2R)-2-[[3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4-hydroxyphenyl]methyl]-3-(4-hydroxyphenyl)-4-methoxy-5-oxofuran-2-carboxylate
SMILES
CC(C)([C@H](CC1=C(C=CC(=C1)C[C@@]2(C(=C(C(=O)O2)OC)C3=CC=C(C=C3)O)C(=O)OC)O)O)O
InChI
InChI=1S/C25H28O9/c1-24(2,31)19(28)12-16-11-14(5-10-18(16)27)13-25(23(30)33-4)20(21(32-3)22(29)34-25)15-6-8-17(26)9-7-15/h5-11,19,26-28,31H,12-13H2,1-4H3/t19-,25+/m0/s1
InChIKey
DOBNLAOKYKLRPS-UQBPGWFLSA-N
Synonyms
Aspernolide I; methyl (2R)-2-[[3-[(2S)-2,3-dihydroxy-3-methyl-butyl]-4-hydroxy-phenyl]methyl]-3-(4-hydroxyphenyl)-4-methoxy-5-oxo-furan-2-carboxylate
CAS NA
PubChem CID 134816408
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Fatty Acyls
        • Subclass: Fatty acid esters
          • Direct Parent: Fatty acid esters

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: 472.5 ALogp: 2.3
HBD: 4 HBA: 9
Rotatable Bonds: 9 Lipinski's rule of five: Accepted
Polar Surface Area: 143.0 Aromatic Rings: 3
Heavy Atoms: 34 QED Weighted: 0.426

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.112 MDCK Permeability: 0.00001620
Pgp-inhibitor: 0.01 Pgp-substrate: 0.02
Human Intestinal Absorption (HIA): 0.102 20% Bioavailability (F20%): 0.909
30% Bioavailability (F30%): 0.986

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.286 Plasma Protein Binding (PPB): 96.81%
Volume Distribution (VD): 0.41 Fu: 3.53%

ADMET: Metabolism

CYP1A2-inhibitor: 0.379 CYP1A2-substrate: 0.534
CYP2C19-inhibitor: 0.793 CYP2C19-substrate: 0.306
CYP2C9-inhibitor: 0.875 CYP2C9-substrate: 0.741
CYP2D6-inhibitor: 0.811 CYP2D6-substrate: 0.246
CYP3A4-inhibitor: 0.906 CYP3A4-substrate: 0.598

ADMET: Excretion

Clearance (CL): 9.841 Half-life (T1/2): 0.911

ADMET: Toxicity

hERG Blockers: 0.044 Human Hepatotoxicity (H-HT): 0.318
Drug-inuced Liver Injury (DILI): 0.898 AMES Toxicity: 0.056
Rat Oral Acute Toxicity: 0.184 Maximum Recommended Daily Dose: 0.776
Skin Sensitization: 0.072 Carcinogencity: 0.05
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.029
*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
ENC003493 1.000 D0Q9ON 0.331
ENC002705 0.847 D06KYN 0.308
ENC002711 0.847 D04UTT 0.308
ENC003113 0.748 D0J7RK 0.305
ENC002552 0.705 D04XEG 0.297
ENC003410 0.664 D04KJO 0.296
ENC002729 0.639 D0Q1IT 0.296
ENC000875 0.639 D0D1DI 0.296
ENC002376 0.627 D00LFB 0.280
ENC003498 0.619 D0U3YB 0.277
*Note: the compound similarity was calculated by RDKIT.