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

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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

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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:

*Note: the compound similarity was calculated by RDKIT.