Natural Product: ENC002561

NPs Basic Information

Download MOL File
Name
Aspernolide A
Molecular Formula C24H24O7
IUPAC Name*
methyl (2R)-2-[(2,2-dimethyl-3,4-dihydrochromen-6-yl)methyl]-4-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate
SMILES
CC1(CCC2=C(O1)C=CC(=C2)C[C@@]3(C(=C(C(=O)O3)O)C4=CC=C(C=C4)O)C(=O)OC)C
InChI
InChI=1S/C24H24O7/c1-23(2)11-10-16-12-14(4-9-18(16)30-23)13-24(22(28)29-3)19(20(26)21(27)31-24)15-5-7-17(25)8-6-15/h4-9,12,25-26H,10-11,13H2,1-3H3/t24-/m1/s1
InChIKey
YCHNFUWRXHTAFK-XMMPIXPASA-N
Synonyms
Aspernolide A; CHEMBL4068225; BDBM50453563; methyl (2R)-2-[(2,2-dimethyl-3,4-dihydrochromen-6-yl)methyl]-4-hydroxy-3-(4-hydroxyphenyl)-5-oxofuran-2-carboxylate; methyl (2R)-2-[(2,2-dimethylchroman-6-yl)methyl]-4-hydroxy-3-(4-hydroxyphenyl)-5-oxo-furan-2-carboxylate
CAS NA
PubChem CID 25265784
ChEMBL ID CHEMBL4068225
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: 1-benzopyrans
          • Direct Parent: 2,2-dimethyl-1-benzopyran

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: 424.4 ALogp: 3.8
HBD: 2 HBA: 7
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 102.0 Aromatic Rings: 4
Heavy Atoms: 31 QED Weighted: 0.709

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.964 MDCK Permeability: 0.00002180
Pgp-inhibitor: 0.962 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.513
30% Bioavailability (F30%): 0.883

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.037 Plasma Protein Binding (PPB): 98.36%
Volume Distribution (VD): 0.369 Fu: 1.15%

ADMET: Metabolism

CYP1A2-inhibitor: 0.221 CYP1A2-substrate: 0.801
CYP2C19-inhibitor: 0.908 CYP2C19-substrate: 0.415
CYP2C9-inhibitor: 0.937 CYP2C9-substrate: 0.916
CYP2D6-inhibitor: 0.57 CYP2D6-substrate: 0.73
CYP3A4-inhibitor: 0.94 CYP3A4-substrate: 0.629

ADMET: Excretion

Clearance (CL): 10.662 Half-life (T1/2): 0.148

ADMET: Toxicity

hERG Blockers: 0.054 Human Hepatotoxicity (H-HT): 0.645
Drug-inuced Liver Injury (DILI): 0.639 AMES Toxicity: 0.19
Rat Oral Acute Toxicity: 0.51 Maximum Recommended Daily Dose: 0.623
Skin Sensitization: 0.048 Carcinogencity: 0.534
Eye Corrosion: 0.003 Eye Irritation: 0.012
Respiratory Toxicity: 0.024
*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.