MetaCyc Compound: precorrin-3A

Superclasses: an organic heterocyclic compound an organonitrogen heterocyclic compound a polypyrrole cyclic polypyrrole a cyclic tetrapyrrole a corrinoid a precorrin

The intermediates of the pathway between uroporphyrinogen-III and cobyrinate are termed precorrin-n, where n refers to the number of methyl groups that have been added to the uroporphyrinogen-III framework. They include precorrin-1, precorrin-2, precorrin-3A, precorrin-3B, precorrin-4, precorrin-5, precorrin-6A, precorrin-6B, precorrin-7 and precorrin-8x.

Chemical Formula: C43H43N4O16

Molecular Weight: 871.83 Daltons

Monoisotopic Molecular Weight: 878.3221815794 Daltons

precorrin-3A compound structure

SMILES: CC1(=C5([N+]C(=CC4(=NC(=CC3(NC(CC2(NC1=C(CC(=O)[O-])C(CCC(=O)[O-])=2))=C(CCC(=O)[O-])C(CC(=O)[O-])=3))C(CCC(=O)[O-])C(C)(CC(=O)[O-])4))C(CCC(=O)[O-])C(C)(CC(=O)[O-])5))

InChI: InChI=1S/C43H50N4O16/c1-19-40-23(13-37(58)59)21(5-9-33(50)51)27(46-40)14-26-20(4-8-32(48)49)22(12-36(56)57)28(44-26)15-29-24(6-10-34(52)53)42(2,17-38(60)61)31(45-29)16-30-25(7-11-35(54)55)43(3,18-39(62)63)41(19)47-30/h15-16,24-25,44,46-47H,4-14,17-18H2,1-3H3,(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)(H,62,63)/p-7/b29-15-,30-16-,41-19-/t24-,25-,42+,43+/m1/s1


Unification Links: ChEBI:58561 , KEGG:C05772 , PubChem:25245613

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -74.60272 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

cob(II)yrinate a,c-diamide biosynthesis II (late cobalt incorporation) :
precorrin-3A + NADH + oxygen + H+ → precorrin-3B + NAD+ + H2O

Reactions known to produce the compound:

cob(II)yrinate a,c-diamide biosynthesis II (late cobalt incorporation) :
precorrin-2 + S-adenosyl-L-methionine → S-adenosyl-L-homocysteine + precorrin-3A + H+

This compound has been characterized as a cofactor or prosthetic group of the following enzymes: tetrachloroethene reductive dehalogenase , corrinoid protein:5-methyltetrahydrosarcinapterin methyltransferase

Revised 16-Oct-2012 by Caspi R , SRI International


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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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
Page generated by SRI International Pathway Tools version 19.0 on Thu Oct 8, 2015, biocyc13.