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

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: 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:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC002900 0.794 D06TJJ 0.306
ENC003498 0.686 D0Q9ON 0.280
ENC002376 0.680 D01XBA 0.276
ENC003721 0.646 D0JY8T 0.270
ENC002571 0.629 D0J7RK 0.265
ENC000875 0.629 D06XZW 0.265
ENC002729 0.629 D04UTT 0.262
ENC002552 0.617 D06HBQ 0.260
ENC002705 0.606 D08CCE 0.259
ENC002711 0.606 D0Y2NE 0.257
*Note: the compound similarity was calculated by RDKIT.