MetaCyc Compound: 2-O-sulfo-β-D-glucuronate

Synonyms: 2-O-sulfo-β-D-glucuronic acid, GlcA2S

Superclasses: an organosulfur compoundan organosulfate

The hexapyranosic form of D-glucuronate, β-D-glucuronate is found in the glycosaminoglycans chondroitin sulfate, dermatan sulfate, heparin, heparan sulfate and hyaluronan. It is sometimes sulfated at the second position to form 2-O-sulfo-β-D-glucuronate

Chemical Formula: C6H8O10S

Molecular Weight: 272.18 Daltons

Monoisotopic Molecular Weight: 273.99946723200003 Daltons

2-<i>O</i>-sulfo-β-D-glucuronate compound structure

SMILES: C1(O)(C(O)C(OS(=O)(=O)[O-])C(O)OC(C(=O)[O-])1)

InChI: InChI=1S/C6H10O10S/c7-1-2(8)4(16-17(12,13)14)6(11)15-3(1)5(9)10/h1-4,6-8,11H,(H,9,10)(H,12,13,14)/p-2/t1-,2-,3-,4+,6+/m0/s1


Unification Links: PubChem:46926086

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -260.67926Inferred by computational analysis [Latendresse13]

In Reactions of unknown directionality:

Not in pathways:
an alcohol + 3'-phosphoadenylyl-sulfate = adenosine 3',5'-bisphosphate + an organosulfate + H+

Created 28-Jul-2010 by Caspi R, SRI International


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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
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