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Home > Encyclopedia > 1,2,3-Propanetricarboxylic acid, 1,2-dihydroxy-

1,2,3-Propanetricarboxylic acid, 1,2-dihydroxy-

1,2,3-Propanetricarboxylic acid, 1,2-dihydroxy- structure

1,2,3-Propanetricarboxylic acid, 1,2-dihydroxy- 

structure
  • CAS No:

    6205-14-7

  • Formula:

    C6H8O8

  • Chemical Name:

    1,2,3-Propanetricarboxylic acid, 1,2-dihydroxy-

  • Synonyms:

    Pentaric acid,3-C-carboxy-2-deoxy-;1,2,3-Propanetricarboxylic acid,1,2-dihydroxy-;3-C-Carboxy-2-deoxypentaric acid;Hydroxycitric acid;Regulator;1,2-Dihydroxypropane-1,2,3-tricarboxylic acid

  • Categories:

    Biochemical Engineering  >  Chinese Herbs

Description

Hydroxycitric acid is a carbonyl compound.|Garcinia cambogia is an herbal product derived from the fruit of the Malabar tamarind tree native to Southeastern Asia which is used as a food preservative and flavoring agent and has recently been used increasingly in herbal weight loss products. Weight loss products labeled as containing Garcinia cambogia been linked to the development of clinically apparent acute liver injury which can be severe and even fatal.

1,2,3-Propanetricarboxylic acid, 1,2-dihydroxy- Basic Attributes

208.12300

208.12

2918199090

Characteristics

152.36000

-2.27770

1.947 g/cm3

393.3ºC at 760 mmHg

205.8ºC

1.676

Toxicity

There have been at least a dozen reports of Garcinia induced liver injury in individuals taking multiingredient dietary supplements (MIDS) that contain Garcinia cambogia. In some instances, other known or suspected hepatotoxins were present in the MIDS products (such as with Exilis, Herbalife and Hydroxycut products). More recently, cases of acute liver injury have been identified in persons taking a product labelled as having Garcinia cambogia alone. The frequency of hepatic adverse reactions to Garcinia cambogia is not known but is likely uncommon and in less than 1:10,000 persons. Patients typically present with fatigue, nausea, elevations in serum aminotransferase levels, and jaundice 1 to 4 weeks after starting the product, although the latency to onset has been longer (3 to 12 months) in some cases. The pattern of enzyme elevations is hepatocellular, and immune features are not common. Some cases have been severe, resulting in acute liver failure and either death or need for urgent liver transplantation. Recurrence upon reexposure has not been clearly shown.

Drug Information

Garcinia cambogia is an herbal product derived from the fruit of the Malabar tamarind tree native to Southeastern Asia which is used as a food preservative and flavoring agent and has recently been used increasingly in herbal weight loss products. Weight loss products labeled as containing Garcinia cambogia been linked to the development of clinically apparent acute liver injury which can be severe and even fatal.

Herbal and Dietary Supplements

(+)-allohydroxycitric acid

1,2,3-Propanetricarboxylic acid, 1,2-dihydroxy- Use and Manufacturing

Hydroxycitric acid (HCA) is a derivative of citric acid that is found in a variety of tropical plants including Garcinia cambogia and Hibiscus subdariffa.There are four isomers, (+)- and (-)-hydroxycitric acid, and (+)- and (-)-allo-hydroxycitric acid. The (-)-hydroxycitric acid isomer is the one found in Garcinia.

Computed Properties

Molecular Weight:208.12
XLogP3:-2.6
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:208.02191721
Monoisotopic Mass:208.02191721
Topological Polar Surface Area:152
Heavy Atom Count:14
Complexity:271
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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