Propane-1,2,3-tricarboxylic acid
- Propane-1,2,3-tricarboxylic acid
Chembox new
ImageFile=CarballylicA.png ImageSize=300px
IUPACName= Propane-1,2,3-tricarboxylic acid
OtherNames= Tricarballylic acid, carballylic acid, 1,2,3-propanetricarboxylic acid, "beta"-carboxyglutaric acid
Section1= Chembox Identifiers
CASNo=99-14-9
PubChem=14925
SMILES=C(C(CC(=O)O)C(=O)O)C(=O)O
Section2= Chembox Properties
Formula=C6H8O6
MolarMass=176.12 g/mol
Appearance= colourless solid
Density=
MeltingPt=156-161
BoilingPt=
Solubility=sl. in water
Section3= Chembox Hazards
MainHazards=
FlashPt=
Autoignition=
Section8 = Chembox Related
OtherCpds = citric acid
Propane-1,2,3-tricarboxylic acid, also known as tricarballylic acid, carballylic acid, and "beta"-carboxyglutaric acid, is a tricarboxylic acid that has three carboxylic acid functional groups. The compound is an inhibitor of the enzyme aconitase and interferes with the Krebs cycle. [Russell, J. B., and N. Forsberg. 1986. Production of tricarballylic acid by rumen microorganisms and its potential toxicity in ruminant tissue metabolism. British Journal of Nutrition (1986), 56:153-162 56:153-162. doi|10.1079/BJN19860095]
Esters of propane-1,2,3-tricarboxylic acid are found in natural products such as the mycotoxins fumonisin B1 and B2 and AAL toxin TA and in macrocyclic inhibitors of Ras farnesyl-protein transferase (FPTase) like actinoplanic acid.
It can be synthesized in two steps from fumaric acid. [OrgSynth | author = H. T. Clarke and T. F. Murray | title = Tricarballylic Acid | collvol = 1 | collvolpages = 523| year = 1941 | prep = CV1P0523]
References
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carboxylic acid — Chem. any organic acid containing one or more carboxyl groups. [1900 05; CARBOXYL + IC] * * * Any organic compound with the general chemical formula ―COOH in which a carbon (C) atom is bonded to an oxygen (O) atom by a double bond to make a… … Universalium
tricarballylic acid — (|)trīˌkärbə|lilik noun Etymology: tri + International Scientific Vocabulary carballylic, former name of tricarballylic acid, from carb + allyl + ic : a crystalline tricarboxylic acid C3H5(COOH)3 found in immature beets and obtainable from citric … Useful english dictionary
isocitric acid — | ̷ ̷ ̷ ̷ at iso +... noun : a crystalline acid HOOCCH(OH)CH(COOH)CH2COOH isomeric with citric acid that is found especially in the leaves of various air plants of the genus Kalanchoe and in blackberry juice and is recognized as an intermediate… … Useful english dictionary
C6H8O6 — The molecular formula C6H8O6 may refer to:* Ascorbic acid * Erythorbic acid * Glucuronolactone * Propane 1,2,3 tricarboxylic acid * Vitamin C … Wikipedia
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Calcium citrate — IUPAC name 2 hydroxy 1,2,3 propane tricarboxylic acid calcium salt (2:3) … Wikipedia
