U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H8O8
Molecular Weight 208.1229
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDROXYCITRIC ACID

SMILES

O[C@H](C(O)=O)[C@@](O)(CC(O)=O)C(O)=O

InChI

InChIKey=ZMJBYMUCKBYSCP-CVYQJGLWSA-N
InChI=1S/C6H8O8/c7-2(8)1-6(14,5(12)13)3(9)4(10)11/h3,9,14H,1H2,(H,7,8)(H,10,11)(H,12,13)/t3-,6+/m1/s1

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P53396
Gene ID: 47.0
Gene Symbol: ACLY
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
[Effect of serum and osmotically active substances on metabolism in 262 tissue cultures of pig's corneas--improved preservation of donor tissue for keratoplasty].
2001 Feb
Hibiscus acid as an inhibitor of starch digestion in the Caco-2 cell model system.
2001 Sep
Short-term (-)-hydroxycitrate ingestion increases fat oxidation during exercise in athletes.
2002 Apr
Chemistry and biochemistry of (-)-hydroxycitric acid from Garcinia.
2002 Jan 2
Safety and mechanism of appetite suppression by a novel hydroxycitric acid extract (HCA-SX).
2002 Sep
Dose- and time-dependent effects of a novel (-)-hydroxycitric acid extract on body weight, hepatic and testicular lipid peroxidation, DNA fragmentation and histopathological data over a period of 90 days.
2003 Dec
(-)-Hydroxycitric acid ingestion increases fat utilization during exercise in untrained women.
2003 Jun
Modern, new pharmacotherapy for obesity. A gastrointestinal approach.
2004 Dec
Common dietary supplements for weight loss.
2004 Nov 1
A perspective on the current strategies for the treatment of obesity.
2004 Oct
Effect of hydroxycitrate on respiratory quotient, energy expenditure, and glucose tolerance in male rats after a period of restrictive feeding.
2004 Oct
Safety assessment of (-)-hydroxycitric acid and Super CitriMax, a novel calcium/potassium salt.
2004 Sep
Efficacy of a novel calcium/potassium salt of (-)-hydroxycitric acid in weight control.
2005
Hydroxycitric acid delays intestinal glucose absorption in rats.
2005 Jun
High dose of Garcinia cambogia is effective in suppressing fat accumulation in developing male Zucker obese rats, but highly toxic to the testis.
2005 Mar
Bioefficacy of a novel calcium-potassium salt of (-)-hydroxycitric acid.
2005 Nov 11
[In vitro chromosome aberration test and in vivo micronucleus test of Ca-type Garcinia extract].
2006 Apr
Absolute configuration of hydroxycitric acid produced by microorganisms.
2006 Aug
Effect of food deprivation and hormones of glucose homeostasis on the acetyl CoA carboxylase activity in mouse brain: a potential role of acc in the regulation of energy balance.
2006 Feb 16
Comparison of the effects of three different (-)-hydroxycitric acid preparations on food intake in rats: response.
2006 Jul 17
Effects of (-)-hydroxycitrate on net fat synthesis as de novo lipogenesis.
2006 Jul 30
Beneficial and deleterious effects of hydroxycitrate in rats fed a high-fructose diet.
2006 Sep
Exploiting hypoxia in solid tumors to achieve oncolysis.
2007
Effects of ingesting JavaFit Energy Extreme functional coffee on aerobic and anaerobic fitness markers in recreationally-active coffee consumers.
2007 Dec 8
Genome shuffling of Streptomyces sp. U121 for improved production of hydroxycitric acid.
2007 Jan
Chemistry, physiological properties, and microbial production of hydroxycitric acid.
2007 Jul
Therapeutic efficacy and safety of undenatured type-II collagen (UC-II) alone or in combination with (-)-hydroxycitric acid and chromemate in arthritic dogs.
2007 Jun
Evaluation of the genotoxicity of (-)-hydroxycitric acid (HCA-SX) isolated from Garcinia cambogia.
2007 Mar 1
Super CitriMax (HCA-SX) attenuates increases in oxidative stress, inflammation, insulin resistance, and body weight in developing obese Zucker rats.
2007 Oct
Transcriptome of primary adipocytes from obese women in response to a novel hydroxycitric acid-based dietary supplement.
2007 Sep
Beta-glucans in the treatment of diabetes and associated cardiovascular risks.
2008
Interaction of Aqueous Extract of Pleurotus pulmonarius (Fr.) Quel-Champ. with Glyburide in Alloxan Induced Diabetic Mice.
2008 Jun
Body circumferences: clinical implications emerging from a new geometric model.
2008 Oct 6
Effect of Hibiscus sabdariffa L. dried calyx ethanol extract on fat absorption-excretion, and body weight implication in rats.
2009
Acute effects of pharmacological modifications of fatty acid metabolism on human satiety.
2009 Jun
A change-point regression approach for efficacy evaluation of dietary supplements.
2009 May
Glycation of aspartate aminotransferase by methylglyoxal, effect of hydroxycitric and uric acid.
2009 Nov
Aqueous extract of garcinia indica choisy restores glutathione in type 2 diabetic rats.
2010 Jul
Both common and specialty mushrooms inhibit adhesion molecule expression and in vitro binding of monocytes to human aortic endothelial cells in a pro-inflammatory environment.
2010 Jul 16
Maitake mushroom extracts ameliorate progressive hypertension and other chronic metabolic perturbations in aging female rats.
2010 Jun 7
A combination of alpha lipoic acid and calcium hydroxycitrate is efficient against mouse cancer models: preliminary results.
2010 May
Safety assessment of a calcium-potassium salt of (-)-hydroxycitric acid.
2010 Nov
Meta-analysis for the effect of medical therapy vs. placebo on recovery of idiopathic sudden hearing loss.
2010 Sep
Screening of well-established drugs targeting cancer metabolism: reproducibility of the efficacy of a highly effective drug combination in mice.
2012 Aug
Patents
Name Type Language
HYDROXYCITRIC ACID
MI   WHO-DD  
Systematic Name English
(1S,2S)-1,2-DIHYDROXY-1,2,3-PROPANETRICARBOXYLIC ACID
Systematic Name English
GARCINIA ACID
Common Name English
HYDROXYCITRATE, L-
Common Name English
(-)-HYDROXYCITRIC ACID (CONSTITUENT OF GARCINIA CAMBOGIA AND GARCINIA INDICA) [DSC]
Common Name English
Hydroxycitric acid [WHO-DD]
Common Name English
HYDROXYCITRIC ACID [MI]
Common Name English
(-)-HYDROXYCITRIC ACID
Systematic Name English
HYDROXYCITRIC ACID, (-)-
Common Name English
Classification Tree Code System Code
DSLD 2324 (Number of products:70)
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
Code System Code Type Description
MESH
C007999
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
WIKIPEDIA
HYDROXYCITRIC ACID
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
PUBCHEM
185620
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
RXCUI
1312602
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY RxNorm
MERCK INDEX
m6131
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY Merck Index
SMS_ID
100000125898
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID80863711
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
EVMPD
SUB33094
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
DAILYMED
8W94T9026R
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
FDA UNII
8W94T9026R
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY
CAS
6205-14-7
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
CAS
27750-10-3
Created by admin on Fri Dec 15 17:20:42 GMT 2023 , Edited by admin on Fri Dec 15 17:20:42 GMT 2023
PRIMARY