Natural Product: ENC001754

NPs Basic Information

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Name
3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid
Molecular Formula C8H10O4
IUPAC Name*
(2E)-3-methoxy-5-methyl-4-oxohexa-2,5-dienoic acid
SMILES
CC(=C)C(=O)/C(=C\C(=O)O)/OC
InChI
InChI=1S/C8H10O4/c1-5(2)8(11)6(12-3)4-7(9)10/h4H,1H2,2-3H3,(H,9,10)/b6-4+
InChIKey
VOUGEZYPVGAPBB-GQCTYLIASA-N
Synonyms
penicillic acid; Pencillic acid; 3-Methoxy-5-methyl-4-oxo-2,5-hexadienoic acid; ONL14K3AFD; 90-65-3; Kyselina penicilova; 3-Methoxy-5-methyl-4-oxohexa-2,5-dienoic acid; Kyselina penicilova [Czech]; CCRIS 4941; HSDB 3523; EINECS 202-008-1; UNII-ONL14K3AFD; BRN 1773464; gamma-Keto-beta-methoxy-delta-methylene-delta(sup alpha)-hexenoic acid; PENICILLIC ACID [MI]; 3-03-00-01467 (Beilstein Handbook Reference); SCHEMBL148667; PENICILLIC ACID [HSDB]; PENICILLIC ACID [IARC]; ZINC5260871; 2-Cyano-3-(3-pyridinyl)acrylicacid; C19495
CAS 90-65-3
PubChem CID 5385314
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Keto acids and derivative
        • Subclass: Medium-chain keto acids a
          • Direct Parent: Medium-chain keto acids a

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: 170.16 ALogp: 0.9
HBD: 1 HBA: 4
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 63.6 Aromatic Rings: 0
Heavy Atoms: 12 QED Weighted: 0.507

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.741 MDCK Permeability: 0.00005080
Pgp-inhibitor: 0.001 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.347

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.204 Plasma Protein Binding (PPB): 58.35%
Volume Distribution (VD): 0.279 Fu: 27.39%

ADMET: Metabolism

CYP1A2-inhibitor: 0.104 CYP1A2-substrate: 0.428
CYP2C19-inhibitor: 0.049 CYP2C19-substrate: 0.055
CYP2C9-inhibitor: 0.21 CYP2C9-substrate: 0.121
CYP2D6-inhibitor: 0.113 CYP2D6-substrate: 0.12
CYP3A4-inhibitor: 0.013 CYP3A4-substrate: 0.138

ADMET: Excretion

Clearance (CL): 5.914 Half-life (T1/2): 0.859

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.876
Drug-inuced Liver Injury (DILI): 0.96 AMES Toxicity: 0.053
Rat Oral Acute Toxicity: 0.29 Maximum Recommended Daily Dose: 0.037
Skin Sensitization: 0.88 Carcinogencity: 0.295
Eye Corrosion: 0.979 Eye Irritation: 0.988
Respiratory Toxicity: 0.94
*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
ENC005356 0.386 D0G4JI 0.303
ENC000403 0.343 D0A7MY 0.273
ENC003854 0.317 D0Z4NI 0.237
ENC003853 0.317 D0F1GS 0.237
ENC000061 0.303 D04CRL 0.226
ENC005107 0.293 D06XGW 0.222
ENC000735 0.293 D0OL6O 0.217
ENC005010 0.288 D0RN2W 0.213
ENC003261 0.286 D05QDC 0.205
ENC005933 0.283 D0GY5Z 0.204
*Note: the compound similarity was calculated by RDKIT.