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

General Information of Drug (ID: DR5509)
Drug Name
Sodium phenylbutyrate
Synonyms
Ammonaps; Buphenyl; EL-532; Sodium 4-phenylbutyrate; Sodium phenylbutyrate, Elan; Sodium phenylbutyrate, Medicis; Sodium phenylbutyrate, Ucyclyd; VP-101; Sodium 4-phenylbutyrate, Elan; Sodium 4-phenylbutyrate, Ucyclyd; Sodium phenylbutyrate (cancer), MacroChem/Access; Sodium phenylbutyrate (cancer), Virium/ Somanta; Sodium phenylbutyrate (cancer), Virium/Access Pharmaceuticals; Sodium 4-phenyibutyrate (cancer), MacroChem/Access; Sodium 4-phenylbutyrate (cancer), Virium/ Somanta; Sodium 4-phenylbutyrate (cancer), Virium/Access Pharmaceuticals
Indication Muscular atrophy [ICD11: 8B61] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 186.18 Topological Polar Surface Area 40.1
Heavy Atom Count 13 Rotatable Bond Count 4
Hydrogen Bond Donor Count 0 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
5258
ChEBI ID
CHEBI:75316
CAS Number
1716-12-7
TTD Drug ID
D0P2GK
Formula
C10H11NaO2
Canonical SMILES
C1=CC=C(C=C1)CCCC(=O)[O-].[Na+]
InChI
InChI=1S/C10H12O2.Na/c11-10(12)8-4-7-9-5-2-1-3-6-9;/h1-3,5-6H,4,7-8H2,(H,11,12);/q;+1/p-1
InChIKey
VPZRWNZGLKXFOE-UHFFFAOYSA-M
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Phenyl acetic acid DM001228
999
Oxidation - Oxidationn 1 [4]
Phenylacetyl-CoA DM005183
165620
Oxidation - Oxidationn 1 [2]
Phenylbutyryl-CoA DM005179 N. A. Unclear 1 [2]
PB:1-CoA DM005184 N. A. Unclear 2 [3]
Phenylacetylglutamine DM005188
92258
Conjugation - Acetylation 2 [4]
Phenylacetylglutamine DM005188
92258
Unclear 2 [2]
Phenylbutenoyl-CoA DM005180 N. A. Unclear 2 [2]
Beta-Hydroxyphenylbutyryl-CoA DM005181 N. A. Unclear 3 [2]
PHB-CoA DM005185 N. A. Unclear 3 [3]
Beta-Ketophenylbutyryl-CoA DM005182 N. A. Unclear 4 [2]
PKB-CoA DM005186 N. A. Unclear 4 [3]
Acetyl Coenzyme A DM003095
444493
Unclear 5 [2]
Phenylacetyl-CoA DM005183
165620
Unclear 5 [3]
Phenylacetyl-CoA DM005183
165620
Unclear 5 [2]
⏷ Show the Full List of 14  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR005596 Sodium phenylbutyrate Phenylbutyryl-CoA Unclear Unclear [2]
MR005606 Sodium phenylbutyrate Phenylacetyl-CoA Oxidation - Oxidationn Unclear [2]
MR005608 Sodium phenylbutyrate Phenylacetic acid Oxidation - Oxidationn Unclear [4]
MR005609 Phenylacetic acid Phenylacetylglutamine Conjugation - Acetylation Unclear [4]
MR005607 Phenylacetyl-CoA Phenylacetylglutamine Unclear Unclear [2]
MR005597 Phenylbutyryl-CoA Phenylbutenoyl-CoA Unclear Unclear [2]
MR005602 Phenylbutyryl-CoA PB:1-CoA Unclear AUH ... [3]
MR005603 PB:1-CoA PHB-CoA Unclear HADH ... [3]
MR005598 Phenylbutenoyl-CoA Beta-Hydroxyphenylbutyryl-CoA Unclear ECHS1 [2]
MR005599 Beta-Hydroxyphenylbutyryl-CoA Beta-Ketophenylbutyryl-CoA Unclear HADHB [2]
MR005604 PHB-CoA PKB-CoA Unclear HSD17B10 [3]
MR005600 Beta-Ketophenylbutyryl-CoA Acetyl-CoA Unclear ACAT2 [2]
MR005601 Beta-Ketophenylbutyryl-CoA Phenylacetyl-CoA Unclear ACADM [2]
MR005605 PKB-CoA PA-CoA Unclear Unclear [3]
⏷ Show the Full List of 14 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
#NAME? DMEN260 Homo sapiens Not Available Not Available [2]
3-MG-CoA hydratase (AUH) DMEN263 Homo sapiens
AUHM_HUMAN
4.2.1.18
[3]
Acetyl-CoA acetyltransferase (ACAT2) DMEN261 Homo sapiens
THIC_HUMAN
2.3.1.9
[2]
Enoyl-CoA hydratase (ECHS1) DMEN259 Homo sapiens
ECHM_HUMAN
4.2.1.17
[2]
Enoyl-CoA hydratase (ECHS1) DMEN259 Homo sapiens
ECHM_HUMAN
4.2.1.17
[3]
Hydroxyacyl-CoA dehydrogenase 2 (HSD17B10) DME0471 Homo sapiens
HCD2_HUMAN
1.1.1.35
[3]
Long-chain 3-hydroxyacyl-CoA dehydrogenase (LCHAD) DMEN267 Homo sapiens Not Available Not Available [3]
long-chain 3-ketoacyl-CoA thiolas (LCKAT) DMEN773 Homo sapiens Not Available Not Available [3]
Long-chain enoyl-CoA hydratase (HADHA) DMEN265 Homo sapiens
ECHA_HUMAN
1.1.1.211
[3]
Medium-chain specific acyl-CoA dehydrogenase, mitochondrial (ACADM) DMEN262 Homo sapiens
ACADM_HUMAN
1.3.8.7
[2]
Medium-chain specific acyl-CoA dehydrogenase, mitochondrial (ACADM) DMEN262 Homo sapiens
ACADM_HUMAN
1.3.8.7
[3]
Short-chain 3-hydroxyacyl-CoA dehydrogenase (HADH) DMEN266 Homo sapiens
HCDH_HUMAN
1.1.1.35
[3]
⏷ Show the Full List of 12  DME(s)
References
1 ClinicalTrials.gov (NCT00533559) Mechanism of Fatty Acid-induced Impairment of Glucose-simulated Insulin Secretion - Effect of Buphenyl. U.S. National Institutes of Health.
2 Evidence for involvement of medium chain acyl-CoA dehydrogenase in the metabolism of phenylbutyrate
3 Identification of enzymes involved in oxidation of phenylbutyrate
4 DrugBank(Pharmacology-Metabolism):Sodium phenylbutyrate

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