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

Molecular Formula C6H8O8
Molecular Weight 208.1229
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

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

PubMed

TitleDatePubMed
Screening of well-established drugs targeting cancer metabolism: reproducibility of the efficacy of a highly effective drug combination in mice.
2012-08
Safety assessment of a calcium-potassium salt of (-)-hydroxycitric acid.
2010-11
Meta-analysis for the effect of medical therapy vs. placebo on recovery of idiopathic sudden hearing loss.
2010-09
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.
2010-07-16
Aqueous extract of garcinia indica choisy restores glutathione in type 2 diabetic rats.
2010-07
Maitake mushroom extracts ameliorate progressive hypertension and other chronic metabolic perturbations in aging female rats.
2010-06-07
Identification of ATP citrate lyase as a positive regulator of glycolytic function in glioblastomas.
2010-05-15
A combination of alpha lipoic acid and calcium hydroxycitrate is efficient against mouse cancer models: preliminary results.
2010-05
Glycation of aspartate aminotransferase by methylglyoxal, effect of hydroxycitric and uric acid.
2009-11
Direct characterization of aqueous extract of Hibiscus sabdariffa using HPLC with diode array detection coupled to ESI and ion trap MS.
2009-10
Emerging role of Garcinol, the antioxidant chalcone from Garcinia indica Choisy and its synthetic analogs.
2009-09-02
No evidence demonstrating hepatotoxicity associated with hydroxycitric acid.
2009-08-28
Missing data in randomized clinical trials for weight loss: scope of the problem, state of the field, and performance of statistical methods.
2009-08-13
Acute effects of pharmacological modifications of fatty acid metabolism on human satiety.
2009-06
A change-point regression approach for efficacy evaluation of dietary supplements.
2009-05
Effects of Garcinia atroviridis on serum profiles and atherosclerotic lesions in the aorta of guinea pigs fed a high cholesterol diet.
2009-03
Effect of Hibiscus sabdariffa L. dried calyx ethanol extract on fat absorption-excretion, and body weight implication in rats.
2009
Body circumferences: clinical implications emerging from a new geometric model.
2008-10-06
Nutrigenomic analysis of diet-gene interactions on functional supplements for weight management.
2008-06
Interaction of Aqueous Extract of Pleurotus pulmonarius (Fr.) Quel-Champ. with Glyburide in Alloxan Induced Diabetic Mice.
2008-06
Effects of Garcinia cambogia extract on serum sex hormones in overweight subjects.
2008-06
Effects on the Human Body of a Dietary Supplement Containing L-Carnitine and Garcinia cambogia Extract: A Study using Double-blind Tests.
2008-03
Capillary zone electrophoresis for separation and analysis of hydroxycitric acid and hydroxycitric acid lactone: application to herbal products of Garcinia atroviridis Griff.
2008-02-13
Safety of a Novel Calcium/Potassium Saltof (-)-Hydroxycitric Acid (HCA-SX): II.Developmental Toxicity Study in Rats.
2008
Safety of a Novel Calcium/Potassium Salt of Hydroxycitric Acid (HCA-SX): I. Two-Generation Reproduction Toxicity Study.
2008
Beta-glucans in the treatment of diabetes and associated cardiovascular risks.
2008
Refuting "Evaluation of the genotoxitocity of (-)-hydroxycitric acid (HCA-SX) isolated from Garcinia Cambogia" by Lee and Lee, Journal of Toxicology and Environmental Health, 70:388-392, 2007.
2008
Effects of ingesting JavaFit Energy Extreme functional coffee on aerobic and anaerobic fitness markers in recreationally-active coffee consumers.
2007-12-08
Efficacy of Slim339 in reducing body weight of overweight and obese human subjects.
2007-12
Effects of Citric Acid and l-Carnitine on Physical Fatigue.
2007-11
Acute effects of ingesting Java Fittrade mark energy extreme functional coffee on resting energy expenditure and hemodynamic responses in male and female coffee drinkers.
2007-10-05
Super CitriMax (HCA-SX) attenuates increases in oxidative stress, inflammation, insulin resistance, and body weight in developing obese Zucker rats.
2007-10
Hibiscus sabdariffa affects ammonium chloride-induced hyperammonemic rats.
2007-09
Transcriptome of primary adipocytes from obese women in response to a novel hydroxycitric acid-based dietary supplement.
2007-09
Chemistry, physiological properties, and microbial production of hydroxycitric acid.
2007-07
Therapeutic efficacy and safety of undenatured type-II collagen (UC-II) alone or in combination with (-)-hydroxycitric acid and chromemate in arthritic dogs.
2007-06
Evaluation of the genotoxicity of (-)-hydroxycitric acid (HCA-SX) isolated from Garcinia cambogia.
2007-03-01
Genome shuffling of Streptomyces sp. U121 for improved production of hydroxycitric acid.
2007-01
Exploiting hypoxia in solid tumors to achieve oncolysis.
2007
Beneficial and deleterious effects of hydroxycitrate in rats fed a high-fructose diet.
2006-09
Absolute configuration of hydroxycitric acid produced by microorganisms.
2006-08
Effects of (-)-hydroxycitrate on net fat synthesis as de novo lipogenesis.
2006-07-30
Comparison of the effects of three different (-)-hydroxycitric acid preparations on food intake in rats: response.
2006-07-17
Thermogenic effect from nutritionally enriched coffee consumption.
2006-06-05
[In vitro chromosome aberration test and in vivo micronucleus test of Ca-type Garcinia extract].
2006-04
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.
2006-02-16
DNA microarray technology in the evaluation of weight management potential of a novel calcium-potassium salt of (-)-hydroxycitric Acid.
2006
Comparison of the effects of three different (-)-hydroxycitric acid preparations on food intake in rats.
2005-09-13
Production of hydroxycitric acid by microorganisms.
2005-08
Efficacy of a novel calcium/potassium salt of (-)-hydroxycitric acid in weight control.
2005
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:45:05 GMT 2025
Edited
by admin
on Mon Mar 31 18:45:05 GMT 2025
Record UNII
8W94T9026R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(-)-HYDROXYCITRIC ACID (CONSTITUENT OF GARCINIA CAMBOGIA AND GARCINIA INDICA) [DSC]
Preferred Name English
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 [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 Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
Code System Code Type Description
MESH
C007999
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
WIKIPEDIA
HYDROXYCITRIC ACID
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
PUBCHEM
185620
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
RXCUI
1312602
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY RxNorm
MERCK INDEX
m6131
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY Merck Index
SMS_ID
100000125898
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
EVMPD
SUB33094
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
DAILYMED
8W94T9026R
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
FDA UNII
8W94T9026R
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
CAS
6205-14-7
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
CAS
27750-10-3
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID601045116
Created by admin on Mon Mar 31 18:45:05 GMT 2025 , Edited by admin on Mon Mar 31 18:45:05 GMT 2025
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
Ki
SALT/SOLVATE -> PARENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
ACTIVE MOIETY