Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2229)
Drug Name
Dihydro-coumaric acid
Synonyms
Benzenepropanoic acid, 3-hydroxy-; Dihydro-3-coumaric acid; Dihydro-m-coumaric acid; HYDROCINNAMIC ACID, m-HYDROXY-; m-hydrocoumaric acid; m-hydroxyphenylpropionic acid; 3-(3'-hydroxyphenyl)propionic acid; 3-(3-hydroxyphenyl)propanoic acid; 3-(3-hydroxyphenyl)propionic acid; 3-(m-Hydroxyphenyl)propionic acid; 3-Hydroxybenzenepropanoic acid; 3-Hydroxyphenylpropanoate; 3-Hydroxyphenylpropionic acid; 3-hydroxyhydrocinnamic acid; 621-54-5; NSC 33135; NSC 39468; UNII-FJ68OF1P7C; beta-(3-Hydroxyphenyl)propionic acid; beta-(m-Hydroxyphenyl)propionic acid
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 166.17 Topological Polar Surface Area 57.5
Heavy Atom Count 12 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
91
ChEBI ID
CHEBI:1427
CAS Number
621-54-5
Formula
C9H10O3
Canonical SMILES
C1=CC(=CC(=C1)O)CCC(=O)O
InChI
1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)
InChIKey
QVWAEZJXDYOKEH-UHFFFAOYSA-N
The Predicted Metabolic Roadmap of This Drug
The Full List of Predicted Drug Metabolites (PDM) of This Drug
PDM Name PDM ID PubChem ID Reaction PDM Level Biosystem
3-(3',4'-dihydroxyphenyl)propionic acid DM002604
348154
Oxidation - O-Hydroxylation of phenol AndFromCyProduct 1 Human
3-Hydroxybenzoic acid DM004110
7420
Oxidation - beta-Oxidation of carboxylic acid 1 Gut microbial environment
3-Phenylpropionic acid DM003391
107
Reduction - 3'-Dehydroxylation of substituted benzene 1 Gut microbial environment
Dihydro-coumaric acid M14 PDM007958
131802907
Conjugation - Glycine conjugation 1 Human
Dihydro-coumaric acid M15 PDM007959 N. A. Conjugation - Aromatic OH-glucuronidation 1 Human
Dihydro-coumaric acid M16 PDM007960
131831538
Conjugation - O-Glucuronidation of aliphatic acid 1 Human
Dihydro-coumaric acid M17 PDM007961 N. A. Conjugation - Carnitine conjugation 1 Human
Dihydro-coumaric acid M18 PDM007962
102959
Oxidation - Hydroxylation of non-terminal aliphatic carbon adjacent to aromatic ring 1 Human
Dihydro-coumaric acid M19 PDM007963
20569239
Oxidation - Hydroxylation of benzene on carbon ortho to electron donating group 1 Human
Dihydro-coumaric acid M19 PDM007963
20569239
Oxidation - p-Hydroxylation of phenol 1 Human
Dihydro-coumaric acid M2 PDM007946
11052269
Oxidation - alpha-Hydroxylation of carbonyl group AndFromCyProduct 1 Human
Dihydro-coumaric acid M21 PDM007964
20
Oxidation - Hydroxylation of benzene on carbon ortho to electron donating group 1 Human
3-(3'-Hydroxy-4'-methoxyphenyl)propionic acid DM004107
2752054
Conjugation - Catechol O-methylation 2 Human
4-hydroxy- 4-Hydroxyphenylpropionic acid DM006473
14340
Conjugation - Catechol O-methylation 2 Human
Dihydro-coumaric acid M10 PDM007954 N. A. Conjugation - Aromatic OH-glucuronidation 2 Human
Dihydro-coumaric acid M11 PDM007955 N. A. Conjugation - O-Glucuronidation of aliphatic acid 2 Human
Dihydro-coumaric acid M12 PDM007956 N. A. Conjugation - Sulfation of secondary alcohol 2 Human
Dihydro-coumaric acid M13 PDM007957 N. A. Conjugation - Glycine conjugation 2 Human
Dihydro-coumaric acid M3 PDM007947
75302831
Conjugation - Aromatic OH-glucuronidation 2 Human
Dihydro-coumaric acid M4 PDM007948 N. A. Conjugation - Aromatic OH-glucuronidation 2 Human
Dihydro-coumaric acid M5 PDM007949
131831537
Conjugation - O-Glucuronidation of aliphatic acid 2 Human
Dihydro-coumaric acid M6 PDM007950 N. A. Conjugation - 4-OH-Sulfation of hydroxycinnamate 2 Human
Dihydro-coumaric acid M9 PDM007953
21105780
Conjugation - Glycine conjugation 2 Human
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME1257 Bifidobacterium longum Not Available Not Available [2]
Unclear metabolic mechanism (DME-unclear) DME1277 Lactobacillus rhamnosus Not Available Not Available [2]
References
1 3-(3-Hydroxyphenyl)-propionic acid (PPA) suppresses osteoblastic cell senescence to promote bone accretion in mice. JBMR Plus. 2019 Aug 23;3(9):e10201.
2 Catabolism of citrus flavanones by the probiotics Bifidobacterium longum and Lactobacillus rhamnosus. Eur J Nutr. 2018 Feb;57(1):231-242.

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