Natural Product: ENC002472

NPs Basic Information

Download MOL File
Name
3-(2-Carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-2-oxo-2H-pyran-6-carboxylic acid
Molecular Formula C15H12O8
IUPAC Name*
5-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-6-oxopyran-2-carboxylic acid
SMILES
CC1=C(C(=O)OC(=C1)C(=O)O)C2=C(C(=CC(=C2)OC)O)C(=O)O
InChI
InChI=1S/C15H12O8/c1-6-3-10(13(17)18)23-15(21)11(6)8-4-7(22-2)5-9(16)12(8)14(19)20/h3-5,16H,1-2H3,(H,17,18)(H,19,20)
InChIKey
DTWGKAWUEOJXKI-UHFFFAOYSA-N
Synonyms
alternarian acid; 91868-93-8; Alternarian-acid; 3-(2-Carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-2-oxo-2H-pyran-6-carboxylic acid; SM5RXD78FE; 2H-Pyran-6-carboxylic acid, 3-(2-carboxy-3-hydroxy-5-methoxyphenyl)-4-methyl-2-oxo-; 5-(2-Carboxy-3-hydroxy-5-methoxy-phenyl)-4-methyl-6-oxo-pyran-2-carboxylic acid; UNII-SM5RXD78FE; MEGxm0_000135; CHEMBL1081907; SCHEMBL16224899; ACon0_001033; ACon1_000958; DTXSID30635940; ZINC13312152
CAS 91868-93-8
PubChem CID 23928054
ChEMBL ID CHEMBL1081907
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Benzene and substituted d
        • Subclass: Benzoic acids and derivat
          • Direct Parent: P-methoxybenzoic acids an

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: 320.25 ALogp: 1.8
HBD: 3 HBA: 8
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 130.0 Aromatic Rings: 2
Heavy Atoms: 23 QED Weighted: 0.781

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.678 MDCK Permeability: 0.00001300
Pgp-inhibitor: 0 Pgp-substrate: 0.042
Human Intestinal Absorption (HIA): 0.355 20% Bioavailability (F20%): 0.888
30% Bioavailability (F30%): 0.998

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.03 Plasma Protein Binding (PPB): 84.94%
Volume Distribution (VD): 0.484 Fu: 8.11%

ADMET: Metabolism

CYP1A2-inhibitor: 0.118 CYP1A2-substrate: 0.211
CYP2C19-inhibitor: 0.038 CYP2C19-substrate: 0.037
CYP2C9-inhibitor: 0.196 CYP2C9-substrate: 0.069
CYP2D6-inhibitor: 0.033 CYP2D6-substrate: 0.093
CYP3A4-inhibitor: 0.039 CYP3A4-substrate: 0.018

ADMET: Excretion

Clearance (CL): 1.041 Half-life (T1/2): 0.897

ADMET: Toxicity

hERG Blockers: 0.048 Human Hepatotoxicity (H-HT): 0.316
Drug-inuced Liver Injury (DILI): 0.985 AMES Toxicity: 0.006
Rat Oral Acute Toxicity: 0.02 Maximum Recommended Daily Dose: 0.009
Skin Sensitization: 0.113 Carcinogencity: 0.013
Eye Corrosion: 0.003 Eye Irritation: 0.463
Respiratory Toxicity: 0.294
*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
ENC004131 0.671 D06FVX 0.354
ENC001896 0.539 D06NSS 0.300
ENC002518 0.520 D07MGA 0.284
ENC006051 0.481 D0G7IY 0.279
ENC006073 0.446 D0N1FS 0.276
ENC005416 0.437 D00KRE 0.274
ENC000966 0.429 D06GCK 0.262
ENC000336 0.429 D0R1RS 0.262
ENC005159 0.425 D0G5UB 0.260
ENC002933 0.425 D0FA2O 0.256
*Note: the compound similarity was calculated by RDKIT.