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

General Information of Drug (ID: DR0277)
Drug Name
Carisoprodol
Prodrug Info Carisoprodol is the prodrug of Meprobamate
Synonyms
Calenfa; Caprodat; Caridolin; Carisol; Carisoma; Carisoprodate; Carisoprodatum; Carisoprodolum; Carlsodol; Carlsoma; Carlsoprol; Carsodal; Carsodol; Chinchen; Diolene; Domarax; Fibrosona; Flexagilt; Flexagit; Flexal; Flexartal; Flexidon; Apesan; Arusal; Atonalyt; Brianil; Isobamate; Isomeprobamate; Isopropyl meprobamate; Isoprotan; Isoprotane; Isoprothane; Izoprotan; Listaflex; Mediquil; Meprodat; Mioartrina; Miolisodal; Mioratrina; Mioril; Mioriodol; Nospasm; Relasom; Sanoma; Skutamil; Somadril; Somalgit; Somanil; Stialgin; carisoprodol; 78-44-4; SOMA
Indication Depression [ICD11: 6A71] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 260.329 Topological Polar Surface Area 90.6
Heavy Atom Count 18 Rotatable Bond Count 9
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 4
Cross-matching ID
PubChem CID
2576
PubChem SID
10129 ; 443963 ; 855912 ; 7387049 ; 7847833 ; 7978862 ; 8149234 ; 8151701 ; 10321151 ; 10535973 ; 11335991 ; 11361230 ; 11362956 ; 11365518 ; 11368080 ; 11371255 ; 11373869 ; 11376242 ; 11462202 ; 11466451 ; 11467571 ; 11484841 ; 11486081 ; 11488969 ; 11490144 ; 11492080 ; 11493916 ; 15392472 ; 17389120 ; 17404882 ; 24278083 ; 26611639 ; 26679844 ; 26747205 ; 26747206 ; 26752303 ; 29221736 ; 46506377 ; 47216818 ; 47365236 ; 47440305 ; 47440306 ; 47885452 ; 47885453 ; 48334536 ; 48334537 ; 48423090 ; 48424936 ; 49698682 ; 49855864
ChEBI ID
CHEBI:3419
CAS Number
78-44-4
TTD Drug ID
D05PLH
Formula
C12H24N2O4
Canonical SMILES
CCCC(C)(COC(=O)N)COC(=O)NC(C)C
InChI
1S/C12H24N2O4/c1-5-6-12(4,7-17-10(13)15)8-18-11(16)14-9(2)3/h9H,5-8H2,1-4H3,(H2,13,15)(H,14,16)
InChIKey
OFZCIYFFPZCNJE-UHFFFAOYSA-N
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
Hydroxycarisoprodol DM000731
71748833
Oxidation - Hydroxylation 1 [4]
Meprobamate DM003068
4064
Oxidation - N-dealkylation 1 [4]
Hydroxymeprobamate DM000730
548432
Oxidation - Hydroxylation 2 [4]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002827 Carisoprodol Hydroxycarisoprodol Oxidation - Hydroxylation Unclear [4]
MR002828 Carisoprodol Meprobamate Oxidation - N-dealkylation CYP2C19 [4]
MR002829 Meprobamate Hydroxymeprobamate Oxidation - Hydroxylation Unclear [4]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[2]
Unclear metabolic mechanism (DME-unclear) DME1251 Bacteroides fragilis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1254 Bacteroides thetaiotaomicron Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1256 Bacteroides sartorii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1363 Bacteroides cellulosilyticus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1364 Bacteroides coprophilus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1365 Bacteroides dorei Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1377 Bacteroides pectinophilus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1379 Bacteroides stercoris Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1384 Bacteroides vulgatus Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1385 Bacteroides xylanisolvens Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1393 Blautia hansenii Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1402 Clostridium botulinum Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1445 Parabacteroides distasonis Not Available Not Available [3]
Unclear metabolic mechanism (DME-unclear) DME1449 Prevotella copri Not Available Not Available [3]
⏷ Show the Full List of 15  DME(s)
References
1 Carisoprodol was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Association between blood carisoprodol:meprobamate concentration ratios and CYP2C19 genotype in carisoprodol-drugged drivers: decreased metabolic capacity in heterozygous CYP2C19*1/CYP2C19*2 subjects? Pharmacogenetics. 2003 Jul;13(7):383-8.
3 Mapping human microbiome drug metabolism by gut bacteria and their genes. Nature. 2019 Jun;570(7762):462-467.
4 Abuse Potential of Soma: the GABA(A) Receptor as a Target Mol Cell Pharmacol. 2009 Jan 1;1(4):180-186.

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