6205-14-7

Basic information

• Product Name: Hydroxycitric acid
• Synonyms: TRIPOTASSIUM-2-HYDROXYCITRATE;Tripotassium-2-Hydroxycditracte;HAC;HYDROXYCITRICACIDANDITSTRISODIUMSALT;HYDROXYCITRIC ACID hplc;1,2-Dihydroxy-1,2,3-propanetricarboxylic acid;Hydroxycitric acid;Tripotassium-2-Hydroxycitrate(KHCA)
• CAS NO: 6205-14-7
• Molecular Formula: C₆H₈O₈
• Molecular Weight: 208.12
• EINECS: 1312995-182-4
• Product Categories: Miscellaneous Natural Products
• Mol File: 6205-14-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 393.3 °C at 760 mmHg
• Flash Point: 205.8 °C
• Appearance: /
• Density: 1.947 g/cm³
• Vapor Pressure: 2.13E-31mmHg at 25°C
• Refractive Index: 1.676
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 2.90±0.28(Predicted)
• CAS DataBase Reference: Hydroxycitric acid(CAS DataBase Reference)
• NIST Chemistry Reference: Hydroxycitric acid(6205-14-7)
• EPA Substance Registry System: Hydroxycitric acid(6205-14-7)

Safety Data

• Hazardous Substances Data: 6205-14-7(Hazardous Substances Data)

Usage

Application

Hydroxycitric acid is the sodium salt of a plant metabolite that is found in beans and has been shown to have anti-inflammatory effects. It has been shown to inhibit the enzyme activities of lipoxygenase and cyclooxygenase as well as the toxicity of metal hydroxides in vitro.It also inhibits protein synthesis and induces apoptosis in k562 cells.

InChI:InChI=1/C32H35N3O6S/c1-42-22-11-7-10-20(16-22)34-29(36)26-25-14-15-32(41-25)27(26)31(38)35(28(32)30(37)33-19-8-3-2-4-9-19)17-21-18-39-23-12-5-6-13-24(23)40-21/h5-7,10-16,19,21,25-28H,2-4,8-9,17-18H2,1H3,(H,33,37)(H,34,36)

Synthetic route

potassium (-)-hydroxycitrate → hydroxycitric acid (6205-14-7)

Conditions	Yield
With hydrogenchloride In water	20%
Multi-step reaction with 2 steps 1: water 2: acid cation resin exchange column / water View Scheme

1 propene 1,2,3 tricarboxylic acid (499-12-7) → hydroxycitric acid (6205-14-7)

Conditions	Yield
With hypochloric acid anschliessend Behandeln des Reaktionsprodukts mit Kalkmilch;

1 propene 1,2,3 tricarboxylic acid (499-12-7) + hypochloric acid (13898-47-0) → hydroxycitric acid (6205-14-7)

Conditions	Yield
Erwaermen mit Kalkmilch;

calcium salt of/the/ trans-aconitic acid → hydroxycitric acid (6205-14-7)

Conditions	Yield
With hypochloric acid (+-)-allo-hydroxycitric acid;
With hypochloric acid (+-)-hydroxycitric acid;

parasaccharate barium → hydroxycitric acid (6205-14-7)

Conditions	Yield
With nitric acid at 35℃;

calcium salt of (-)-hydroxycitric acid → hydroxycitric acid (6205-14-7)

Conditions	Yield
With acid cation resin exchange column In water

magnesium hydroxide + hydroxycitric acid (6205-14-7) + potassium hydroxide → HCA potassium/magnesium salt

Conditions	Yield
Stage #1: magnesium hydroxide; hydroxycitric acid In water at 60℃; for 1h; Stage #2: potassium hydroxide In water pH=9; Temperature;	86.2%

hydroxycitric acid (6205-14-7) + acetyl chloride (75-36-5) → trimethyl ester + trimethylhydroxycitric acid

Conditions	Yield
With pyridine; sodium chloride In methanol; water

calcium hydroxide + hydroxycitric acid (6205-14-7) + zinc(II) carbonate (743369-26-8) → calcium and zinc double salt of HCA

Conditions	Yield
Stage #1: hydroxycitric acid; zinc(II) carbonate In water at 70 - 80℃; for 0.5h; Stage #2: calcium hydroxide In water at 70 - 80℃; for 4h;

hydroxycitric acid (6205-14-7) + zinc(II) carbonate (743369-26-8) + magnesium carbonate → magnesium and zinc double salt of HCA

Conditions	Yield
Stage #1: hydroxycitric acid; magnesium carbonate In water for 0.5h; Stage #2: zinc(II) carbonate In water at 70 - 80℃; for 4h;

calcium hydroxide + hydroxycitric acid (6205-14-7) + magnesium carbonate → calcium and magnesium double salt of HCA

Conditions	Yield
Stage #1: hydroxycitric acid; magnesium carbonate In water for 0.5h; Stage #2: calcium hydroxide In water at 70 - 80℃; for 5h; pH=7.5 - 9.4; Product distribution / selectivity;

magnesium hydrogencarbonate + hydroxycitric acid (6205-14-7) + potassium hydroxide → HCA potassium/magnesium salt

Conditions	Yield
Stage #1: hydroxycitric acid; potassium hydroxide In water Stage #2: magnesium hydrogencarbonate In water

Upstream product

• 499-12-7 1 propene 1,2,3 tricarboxylic acid 
• 13898-47-0 hypochloric acid 

Relevant articles and documents

MONOMERIC BIMETAL HYDROXYCITRIC ACID COMPOUNDS AND METHODS OF MAKING AND USING THE SAME

Monomeric bimetal hydroxycitric acid (HCA) compounds are provided. The subject compounds include a divalent metal (X) bonded to the carboxylic acids of C2 and C3 and a monovalent metal (Y) bonded to the carboxylic acid of C1. Also provided are methods of preparing the subject compounds from a dimeric starting material (e.g., X3(HCA)2) which include acidifying the dimer to produce a monomeric intermediate which is subsequently neutralized with YOH base. Methods of alleviating at least one symptom associated with a target disease or condition in a subject are provided. Also provided are compositions including the subject monomeric bimetal HCA compounds which find use in a variety of therapeutic applications.

COSMETIC OR PHARMACEUTICAL COMPOSITION COMPRISING A POLYCONDENSATE, THE SAID POLYCONDENSATE AND METHOD OF COSMETIC TREATMENT

The present application relates to a cosmetic or pharmaceutical composition comprising a polycondensate capable of being obtained by the reaction of the following monomers alone: of 10 to 30% by weight, relative to the total weight of the polycondensate, of one or more polyols comprising 3 to 6 hydroxyl groups; of 30 to 80% by weight, relative to the total weight of the polycondensate, of one or more linear, branched and/or cyclic, saturated or unsaturated, non-aromatic monocarboxylic acids comprising 6 to 32 carbon atoms; of 1 to 40% by weight, relative to the total weight of the polycondensate, of one or more polycarboxylic acids and/or cyclic anhydrides of such a polycarboxylic acid and/or lactones comprising at least one COOH group; and optionally of 0.1 to 15% by weight, relative to the total weight of the polycondensate, of one or more silicones having a hydroxyl and/or carboxyl functional group. The application also relates to a method of cosmetic treatment using the said composition, and the polycondensate thus defined.

Topical Deodorant Compositions Based on Hydroxycitric Acid

This invention relates to the use of Hydroxycitric acid and its derivatives in cosmetic and pharmaceutical compositions for reducing body malodor.