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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

InChIKey: InChIKey=VCKBLTRSSYIXLX-KATQMFCOSA-N

Unification Links: ChEBI:34669 , KEGG:C14724 , PubChem:11954037

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

Reactions known to consume the compound:

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

Reactions known to produce the compound:

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

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


References

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."


Report Errors or Provide Feedback
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 Sun May 3, 2015, BIOCYC13B.