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

General Information of Drug (ID: DR0315)
Drug Name
BRN-1736748
Synonyms
Bilineurine; Choline cation; Choline ion; Cholinum; N,N,N-trimethylethanol-ammonium; N-trimethylethanolamine; choline; trimethylethanolamine; (2-Hydroxyethyl)trimethylammonium; (2-hydroxyethyl)trimethylazanium; (beta-hydroxyethyl)trimethylammonium; 2-Hydroxy-N,N,N-trimethylethanaminium; 2-hydroxyethyl(trimethyl)ammonium; 62-49-7; AI3-24208; BRN 1736748; CCRIS 5847; CHEBI:15354; CHEMBL920; EINECS 200-535-1; Ethanaminium, 2-hydroxy-N,N,N-trimethyl-; N91BDP6H0X; UNII-N91BDP6H0X
Indication Asthma [ICD11: CA23] Phase 3 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 104.17 Topological Polar Surface Area 20.2
Heavy Atom Count 7 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Cross-matching ID
PubChem CID
305
PubChem SID
2233 ; 3414 ; 539149 ; 590083 ; 608363 ; 821095 ; 821590 ; 821695 ; 828440 ; 829111 ; 841597 ; 6152900 ; 7767976 ; 7886600 ; 7978932 ; 8143147 ; 8150565 ; 11110922 ; 11335282 ; 11360521 ; 11363152 ; 11365714 ; 11368276 ; 11374671 ; 11376438 ; 11461493 ; 11485711 ; 11489754 ; 11492682 ; 11494072 ; 12125265 ; 14710526 ; 17435852 ; 24438681 ; 24892739 ; 32656435 ; 39988658 ; 46392765 ; 46508132 ; 47365030 ; 47440099 ; 47736312 ; 48409865 ; 49754889 ; 49754890 ; 49903094 ; 50110963 ; 51073513 ; 53776826 ; 53788168
ChEBI ID
CHEBI:15354
CAS Number
62-49-7
TTD Drug ID
D08DAE
Formula
C5H14NO+
Canonical SMILES
C[N+](C)(C)CCO
InChI
1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1
InChIKey
OEYIOHPDSNJKLS-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
Acetaldehyde DM003092
177
Unclear 1 [6] , [7]
Betaine DM002514
247
Oxidation - Oxidation 1 [6] , [7]
Trimethylazanium DM002512
3782034
Unclear 1 [6] , [7]
TMAO DM000264
1145
Unclear 2 [6] , [7]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000451 BRN-1736748 Trimethylazanium Unclear Unclear [6], [7]
MR000452 BRN-1736748 Betaine Oxidation - Oxidation CYP2C9 [6], [7]
MR000453 BRN-1736748 Acetaldehyde Unclear Unclear [6], [7]
MR000450 Trimethylazanium Trimethylamine N-oxide Unclear FMO3 [6], [7]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Choline dehydrogenase (CHDH) DME0101 Homo sapiens
CHDH_HUMAN
1.1.99.1
[2]
Choline kinase alpha (CHKA) DME0466 Homo sapiens
CHKA_HUMAN
2.7.1.32
[3]
Choline O-acetyltransferase (CHAT) DME0102 Homo sapiens
CLAT_HUMAN
2.3.1.6
[4]
Choline/ethanolamine kinase (CHKB) DME0467 Homo sapiens
CHKB_HUMAN
2.7.1.32
[3]
Choline/ethanolaminephosphotransferase 1 (CEPT1) DME0103 Homo sapiens
CEPT1_HUMAN
2.7.8.1
[5]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
Choline kinase alpha (CHKA) DME0466 Km = 0.021 microM
CHKA_HUMAN
[3]
Choline/ethanolamine kinase (CHKB) DME0467 Km = 0.021 microM
CHKB_HUMAN
[3]
References
1 ClinicalTrials.gov (NCT02371993) Asthma in the Elderly: A Study of Choline Supplementation.
2 Usual choline and betaine dietary intake and incident coronary heart disease: the atherosclerosis risk in communities (ARIC) study. BMC Cardiovasc Disord. 2007 Jul 13;7:20.
3 Crystal structures of human choline kinase isoforms in complex with hemicholinium-3: single amino acid near the active site influences inhibitor sensitivity. J Biol Chem. 2010 May 21;285(21):16330-40.
4 The effect of trichlorfon and methylazoxymethanol on the development of guinea pig cerebellum. Toxicol Appl Pharmacol. 2007 Mar;219(2-3):128-35.
5 PC and PE synthesis: mixed micellar analysis of the cholinephosphotransferase and ethanolaminephosphotransferase activities of human choline/ethanolamine phosphotransferase 1 (CEPT1). Lipids. 2002 Jul;37(7):663-72.
6 Gut flora metabolism of phosphatidylcholine promotes cardiovascular disease Nature. 2011 Apr 7;472(7341):57-63. doi: 10.1038/nature09922.
7 NORMAN Suspect List Exchange:Choline

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