Drug Information

General Information
Drug ID
DR00121
Drug Name
Choline
Synonyms
(2-Hydroxyethyl)trimethylammonium; (beta-hydroxyethyl)trimethylammonium; 2-Hydroxy-N,N,N-trimethylethanaminium; 2-hydroxyethyl(trimethyl)ammonium; 62-49-7; AI3-24208; BRN 1736748; Bilineurine; CCRIS 5847; CHEBI:15354; CHEMBL920; Choline cation; Choline ion; Cholinum; EINECS 200-535-1; Ethanaminium, 2-hydroxy-N,N,N-trimethyl-; N,N,N-trimethylethanol-ammonium; N-trimethylethanolamine; N91BDP6H0X; UNII-N91BDP6H0X; trimethylethanolamine
Drug Type
Small molecular drug
Indication Elderly bronchial asthma [ICD11:CA23] Phase 3 [1]
Structure
3D MOL 2D MOL
Formula
C5H14NO+
Canonical SMILES
C[N+](C)(C)CCO
InChI
InChI=1S/C5H14NO/c1-6(2,3)4-5-7/h7H,4-5H2,1-3H3/q+1
InChIKey
OEYIOHPDSNJKLS-UHFFFAOYSA-N
CAS Number
CAS 62-49-7
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
XLogP
-0.4
PubChem CID
305
PubChem SID
11110922 ,11335282 ,11360521 ,11363152 ,11365714 ,11368276 ,11374671 ,11376438 ,11461493 ,11485711 ,11489754 ,11492682 ,11494072 ,12125265 ,14710526 ,17435852 ,2233 ,24438681 ,24892739 ,32656435 ,3414 ,39988658 ,46392765 ,46508132 ,47365030 ,47440099 ,47736312 ,48409865 ,49754889 ,49754890 ,49903094 ,50110963 ,51073513 ,53776826 ,53788168 ,539149 ,590083 ,608363 ,6152900 ,7767976 ,7886600 ,7978932 ,8143147 ,8150565 ,821095 ,821590 ,821695 ,828440 ,829111 ,841597
ChEBI ID
CHEBI:15354
TTD Drug ID
D08DAE
DT(s) Transporting This Drug 1-Oct Transporter Info Organic cation transporter 1 Substrate [2]
2-Oct Transporter Info Organic cation transporter 2 Substrate [3]
BGT1 Transporter Info Na(+)/Cl(-) betaine/GABA transporter Substrate [4]
CTL1 Transporter Info Choline transporter-like protein 1 Substrate [5]
CTL2 Transporter Info Choline transporter-like protein 2 Substrate [6]
CTL4 Transporter Info Choline transporter-like protein 4 Substrate [7]
CTL5 Transporter Info Choline transporter-like protein 5 Substrate [8]
Drug-Transporter Activity Data
Drug-Transporter Activity Data 2-Oct Transporter Info Km =102 microM Oocytes-OCT2 [3]
2-Oct Transporter Info Km =210 microM Oocytes-OCT2 [9]
CTL1 Transporter Info Km =15 microM A549 and rat ATII cells [5]
References
1 ClinicalTrials.gov (NCT02371993) Asthma in the Elderly: A Study of Choline Supplementation
2 Human intestinal transporter database: QSAR modeling and virtual profiling of drug uptake, efflux and interactions. Pharm Res. 2013 Apr;30(4):996-1007.
3 Ventricular choline transport: a role for organic cation transporter 2 expressed in choroid plexus. J Biol Chem. 2001 Nov 9;276(45):41611-9.
4 Interpreting metabolomic profiles using unbiased pathway models. PLoS Comput Biol. 2010 Feb 26;6(2):e1000692.
5 Decreased biosynthesis of lung surfactant constituent phosphatidylcholine due to inhibition of choline transporter by gefitinib in lung alveolar cells. Pharm Res. 2008 Feb;25(2):417-27.
6 The choline transporter-like family SLC44: properties and roles in human diseases. Mol Aspects Med. 2013 Apr-Jun;34(2-3):646-54.
7 SLC44A4 mutation causes autosomal dominant hereditary postlingual non-syndromic mid-frequency hearing loss. Hum Mol Genet. 2017 Jan 15;26(2):383-394.
8 The molecular effects of a polymorphism in the 5'UTR of solute carrier family 44, member 5 that is associated with birth weight in Holsteins. PLoS One. 2012;7(7):e41267.
9 Cloning and characterization of two human polyspecific organic cation transporters. DNA Cell Biol. 1997 Jul;16(7):871-81.

If you find any error in data or bug in web service, please kindly report it to Dr. Li and Dr. Fu.