CHOLINE DIHYDROGEN CITRATE

US Previously Marketed

First approved in 1945

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H5O7.C5H14NO.2H
Molecular Weight	295.2863
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H+].[H+].C[N+](C)(C)CCO.OC(CC([O-])=O)(CC([O-])=O)C([O-])=O

InChI

InChIKey=WRPUOFKIGGWQIJ-UHFFFAOYSA-M

InChI=1S/C6H8O7.C5H14NO/c7-3(8)1-6(13,5(11)12)2-4(9)10;1-6(2,3)4-5-7/h13H,1-2H2,(H,7,8)(H,9,10)(H,11,12);7H,4-5H2,1-3H3/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula	C6H5O7
Molecular Weight	189.0997
Charge	-3
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H
Molecular Weight	1.0079
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C5H14NO
Molecular Weight	104.1708
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.drugs.com/international/tricholine-citrate.html | http://www.drugsupdate.com/generic/view/1266/Tricholine-citrate

TRICHOLINE CITRATE is indicated for the treatment and management of hepatic disorders and asthma symptoms in adults. It exerts lipotropic action in the hepatic cells. It also can lower the symptoms of asthma and reducing the pro-inflammatory and inflammatory mediators of the leukotriene pathway.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Liver Disorders 3 Sources: https://www.pediatriconcall.com/drugs/tricholine-citrate/900	Primary		Approved 8429	Cypron Approved Use Cyproheptadine Tricholine Citrate & Sorbitol Syrup is used for the treatment, control, prevention, & improvement of the following diseases, conditions and symptoms: · Occasional Constipation · Liver Disorders · Asthma Symptoms In Adults · Allergic Reactions · Seasonal Allergies · Mild And Uncomplicated Hives
Asthma 241 Sources: http://wellonapharma.com/product/finished/cyproheptadine-tricholine-citrate-and-sorbitol-syrup	Primary		Approved 8429	Cypron Approved Use Cyproheptadine Tricholine Citrate & Sorbitol Syrup is used for the treatment, control, prevention, & improvement of the following diseases, conditions and symptoms: · Occasional Constipation · Liver Disorders · Asthma Symptoms In Adults · Allergic Reactions · Seasonal Allergies · Mild And Uncomplicated Hives

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 1587	inhibitor 1767	inhibitor 1852

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
OCT2 647 OCT1 512 OCT3 150 OCTN2 66 OCTN1 29 CYP1A2 1524 CYP2C19 1478	OCT2 355 OCT1 327

Drug as perpetrator

Target	Modality	Activity	Metabolite
OCT2 648	inhibitor 3277 Sources: https://go.drugbank.com/drugs/DB00122, https://pubmed.ncbi.nlm.nih.gov/12089365/	moderate	CHOLINE 3
OCTN1 29	inhibitor 3277 Sources: https://go.drugbank.com/drugs/DB00122,https://pubmed.ncbi.nlm.nih.gov/10215651/	moderate	CHOLINE 3
OCTN2 71	inhibitor 3277 Sources: https://go.drugbank.com/drugs/DB00122, https://pubmed.ncbi.nlm.nih.gov/9618255/, https://pubmed.ncbi.nlm.nih.gov/10454528/	moderate	CHOLINE 3
CYP1A2 1692	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzU2IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDkyMCJ9fQ%3D%3D	no [Activation >10 uM]	CHOLINE 3
CYP2C19 1553	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNjIyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDkyMCJ9fQ%3D%3D	no [Activation >10 uM]	CHOLINE 3
CYP2C9 1819	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzk3IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDkyMCJ9fQ%3D%3D	no [Activation >10 uM]	CHOLINE 3
CYP2D6 1891	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwyODkiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMOTIwIn19	no [Activation >10 uM]	CHOLINE 3
CYP3A4 1925	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNDAiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMOTIwIn19	no [Activation >10 uM]	CHOLINE 3
OCT3 150	inhibitor 3277 Sources: https://go.drugbank.com/drugs/DB00122, https://faseb.onlinelibrary.wiley.com/doi/abs/10.1096/fasebj.22.1_supplement.1217.4	no	CHOLINE 3
OCT1 543	inhibitor 3277 Sources: https://go.drugbank.com/drugs/DB00122, https://jpet.aspetjournals.org/content/286/1/354.short, https://pubmed.ncbi.nlm.nih.gov/18788725/	yes	CHOLINE 3

Drug as victim

Target	Modality	Activity	Metabolite	Clinical evidence
OCT2 355	substrate 3367 Sources: https://go.drugbank.com/drugs/DB00122, https://pubmed.ncbi.nlm.nih.gov/11553644/, https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwxNzQzMTIyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDkyMCJ9fQ%3D%3D	yes [Km 102 uM]	CHOLINE 3
OCT1 327	substrate 3367 Sources: https://go.drugbank.com/drugs/DB00122, https://journals.lww.com/jpharmacogenetics/Abstract/2002/11000/Identification_of_genetic_variations_of_the_human.2.aspx	yes	CHOLINE 3

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B8-00470	http://www.3bsc.com/index/pro_info.php?id=67385
Aaron Chemicals	AR003PKN	http://www.aaronchem.com/546-63-4
Alichem	450000867	http://www.alichem.com/en/products/546-63-4.html
Ambinter	Amb22269249	http://www.ambinter.com/reference/22269249
Anward	ANW-41181	http://www.anward.com/pro_result/29969
Aurora Fine Chemicals LLC	A17.880.401	http://online.aurorafinechemicals.com/info?ID=A17.880.401
BLD Pharm	BD121106	http://www.bldpharm.com/products/546-63-4.html
BOC Sciences	546-63-4	https://www.bocsci.com/tricholine-citrate-ca-65-in-water-cas-546-63-4-item-468897.html
Chemspace	CSSB00020625316	https://chem-space.com/CSSB00020625316
Glentham Life Sciences	GV1349	http://www.glentham.com/products/product/GV1349/
Hairui	HR101619	http://www.hairuichem.com/en/product/546-63-4.html
Lab Network	LN01740952	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01740952
MolPort	MolPort-006-111-746	https://www.molport.com/shop/molecule-link/MolPort-006-111-746
MuseChem	M009160	https://www.musechem.com/product/M009160.html
Parchem	40986	https://www.parchem.com/chemical-supplier-distributor/Choline-citrate-040986.aspx
Sigma-Aldrich	T0252_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/t0252?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
abcr GmbH	AB140151	http://www.abcr.de/shop/en/AB140151
eNovation Chemicals	D769432	https://www.enovationchem.com/ProductDetails.asp?ProductID=D769432

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:20:01 GMT 2023` Edited by `admin` on `Fri Dec 15 17:20:01 GMT 2023`
Record UNII	DQ8HHP07GL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CHOLINE DIHYDROGEN CITRATE

Systematic Name

English

CHOLINE, CITRATE (1:1) (SALT)

Common Name

English

Choline dihydrogen citrate [WHO-DD]

Common Name

English

ETHANAMINIUM, 2-HYDROXY-N,N,N-TRIMETHYL-, SALT WITH 2-HYDROXY-1,2,3-PROPANETRICARBOXYLIC ACID

Common Name

English

CHOLINE DIHYDROGEN CITRATE [MI]

Common Name

English

CITRIC ACID, ION(1-), CHOLINE

Common Name

English

1,2,3-PROPANETRICARBOXYLIC ACID, 2-HYDROXY-, ION(1-), 2-HYDROXY-N,N,N-TRIMETHYLETHANAMINIUM

Common Name

English

2-HYDROXYETHYLTRIMETHYLAMMONIUM DIHYDROGEN CITRATE

Systematic Name

English

ETHANAMINIUM, 2-HYDROXY-N,N,N-TRIMETHYL-, 2-HYDROXY-1,2,3-PROPANETRICARBOXYLATE (1:1)

Systematic Name

English

ETHANAMINIUM, 2-HYDROXY-N,N,N-TRIMETHYL-, SALT WITH 2-HYDROXY-1,2,3-PROPANETRICARBOXYLIC ACID (1:1)

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID30889325