MetaCyc Compound: 27-O-demethyl-25-O-desacetyl-rifamycin S

Synonyms: demethyl-desacetyl-rifamycin S

Superclasses: a secondary metabolite

Citations: [Floss05]

Chemical Formula: C34H41NO11

Molecular Weight: 639.7 Daltons

Monoisotopic Molecular Weight: 639.2679611644 Daltons

27-<i>O</i>-demethyl-25-<i>O</i>-desacetyl-rifamycin S compound structure

SMILES: CC2(C=CC=C(C)C(=O)NC1(=CC(=O)C4(=C(C(=O)1)C(O)=C(C)C3(OC(OC=CC(O)C(C)C(C(C)C(O)C(C)C(O)2)O)(C)C(=O)C=34))))

InChI: InChI=1S/C34H41NO11/c1-14-9-8-10-15(2)33(44)35-20-13-22(37)23-24(30(20)42)29(41)19(6)31-25(23)32(43)34(7,46-31)45-12-11-21(36)16(3)27(39)18(5)28(40)17(4)26(14)38/h8-14,16-18,21,26-28,36,38-41H,1-7H3,(H,35,44)/b9-8+,12-11+,15-10-/t14-,16+,17+,18-,21-,26-,27+,28+,34-/m0/s1


Unification Links: ChEBI:34669, KEGG:C14724, PubChem:91820466

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 171.69597Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

rifamycin B biosynthesis :
27-O-demethyl-25-O-desacetyl-rifamycin S + an reduced unknown electron acceptor → 27-O-demethyl-25-O-desacetyl-rifamycin SV + an oxidized unknown electron acceptor + H+

Reactions known to produce the compound:

rifamycin B biosynthesis :
rifamycin W hemiacetal → 27-O-demethyl-25-O-desacetyl-rifamycin S

Revised 11-Dec-2014 by Caspi R, SRI International


Floss05: Floss HG, Yu TW (2005). "Rifamycin-mode of action, resistance, and biosynthesis." Chem Rev 105(2);621-32. PMID: 15700959

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 19.5 on Fri Nov 27, 2015, BIOCYC14B.