Isocitric acid

Isocitric acid
IUPAC name 1-Hydroxypropane-1,2,3-tricarboxylic acid
Identifiers
CAS number	320-77-4 Y
PubChem	1198
ChemSpider	1161 Y
DrugBank	DB01727
KEGG	C00311 Y
MeSH	Isocitrate
ChEBI	CHEBI:30887 Y
ChEMBL	CHEMBL539669 Y
Jmol-3D images	Image 1
SMILES O=C(O)C(CC(=O)O)C(O)C(=O)O
InChI InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13) Y Key: ODBLHEXUDAPZAU-UHFFFAOYSA-N Y InChI=1/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13) Key: ODBLHEXUDAPZAU-UHFFFAOYAX
Properties
Molecular formula	C6H8O7
Molar mass	192.12 g mol−1
Melting point	105 °C
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Isocitric acid is a protonated form of isocitrate, which is a substrate of the citric acid cycle. Isocitrate is formed from citrate with the help of the enzyme aconitase, and is acted upon by isocitrate dehydrogenase. Salts and esters of isocitric acid are known as isocitrates.

Isocitric acid is commonly used as a marker to detect the authenticity and quality of fruit products, most often citrus juices. In authentic orange juice, for example, the ratio of citric acid to D-isocitric acid is usually less than 130. An isocitric acid value higher than this may be indicative of fruit juice adulteration.

Interactive pathway map

Click on genes, proteins and metabolites below to link to respective articles. ^{[§ 1]}

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TCA Cycle edit

1. ↑ The interactive pathway map can be edited at WikiPathways: "TCACycle_WP78". 

References

v t e Citric Acid Cycle Metabolic Pathway
			Oxaloacetate			Malate			Fumarate			Succinate			Succinyl-CoA
Acetyl-CoA				NADH + H+	NAD+			H2O		FADH2	FAD		CoA + ATP(GTP)	Pi + ADP(GDP)
	+	H2O														NADH + H+ + CO2
		CoA														NAD+
					H2O		H2O			NAD(P)+	NAD(P)H + H+			CO2
			Citrate			cis-Aconitate			Isocitrate			Oxalosuccinate			α-Ketoglutarate
M: MET mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)