CHEBI:71987 - curamycin A

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ChEBI Name curamycin A
ChEBI ID CHEBI:71987
Definition A polyketide antibiotic produced by Streptomyces curacoi.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C59H84Cl2O32
Net Charge 0
Average Mass 1376.18500
Monoisotopic Mass 1374.43228
InChI InChI=1S/C59H84Cl2O32/c1-20-34(45(73-12)36(61)37(66)35(20)60)52(69)85-40-21(2)78-32(14-28(40)64)83-41-23(4)88-57(15-29(41)65)92-49-24(5)79-33(16-56(49,9)93-57)84-46-39(68)53(80-22(3)42(46)72-11)86-43-30(17-71-10)82-55(47(74-13)38(43)67)87-54-48(81-27(8)63)44-31(18-75-54)90-59(91-44)51-50(76-19-77-51)58(70,25(6)62)26(7)89-59/h21-24,26,28-33,38-44,46-51,53-55,64-68,70H,14-19H2,1-13H3/t21-,22-,23-,24-,26-,28-,29-,30-,31+,32+,33+,38+,39-,40-,41-,42+,43-,44-,46-,47+,48-,49-,50-,51-,53+,54+,55+,56-,57-,58+,59-/m1/s1
InChIKey VVIAOPGTVSECTI-QPNFVAJLSA-N
SMILES [H][C@]12CO[C@@H](O[C@@H]3O[C@H](COC)[C@@H](O[C@@H]4O[C@H](C)[C@H](OC)[C@H](O[C@H]5C[C@@]6(C)O[C@@]7(C[C@@H](O)[C@H](O[C@H]8C[C@@H](O)[C@H](OC(=O)c9c(C)c(Cl)c(O)c(Cl)c9OC)[C@@H](C)O8)[C@@H](C)O7)O[C@]6([H])[C@@H](C)O5)[C@H]4O)[C@H](O)[C@@H]3OC)[C@H](OC(C)=O)[C@]1([H])O[C@]1(O[C@H](C)[C@](O)([C@@H]3OCO[C@@H]13)C(C)=O)O2
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing curamycin A (CHEBI:71987) has role antimicrobial agent (CHEBI:33281)
curamycin A (CHEBI:71987) has role bacterial metabolite (CHEBI:76969)
curamycin A (CHEBI:71987) is a acetate ester (CHEBI:47622)
curamycin A (CHEBI:71987) is a cyclic acetal (CHEBI:59770)
curamycin A (CHEBI:71987) is a glycoside (CHEBI:24400)
curamycin A (CHEBI:71987) is a methyl ketone (CHEBI:51867)
curamycin A (CHEBI:71987) is a organochlorine compound (CHEBI:36683)
curamycin A (CHEBI:71987) is a ortho ester (CHEBI:71989)
curamycin A (CHEBI:71987) is a phenols (CHEBI:33853)
curamycin A (CHEBI:71987) is a polyketide (CHEBI:26188)
curamycin A (CHEBI:71987) is a polysaccharide derivative (CHEBI:65212)
curamycin A (CHEBI:71987) is a tertiary α-hydroxy ketone (CHEBI:139592)
IUPAC Name
(2R,3S,4R,6S)-6-{[(2R,3aR,4R,4'R,5'S,6S,6'R,7aR)-6-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4S,5S,6S)-6-{[(2R,3aS,3a'R,6S,6'R,7R,7'S,7aR,7a'R)-7-acetoxy-7'-acetyl-7'-hydroxy-6'-methyloctahydro-4H-2,4'-spirobi[[1,3]dioxolo[4,5-c]pyran]-6-yl]oxy}-4-hydroxy-5-methoxy-2-(methoxymethyl)tetrahydro-2H-pyran-3-yl]oxy}-3-hydroxy-5-methoxy-6-methyltetrahydro-2H-pyran-4-yl]oxy}-4'-hydroxy-4,6',7a-trimethyloctahydro-4H-spiro[1,3-dioxolo[4,5-c]pyran-2,2'-pyran]-5'-yl]oxy}-4-hydroxy-2-methyltetrahydro-2H-pyran-3-yl 3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoate
Synonyms Sources
O-(1R)-4-C-acetyl-6-deoxy-2,3-O-methylene-D-galactopyranosylidene-(1-3-4)-2-O-acetyl-α-L-lyxopyranosyl O-2,6-dideoxy-4-O-(3,5-dichloro-4-hydroxy-2-methoxy-6-methylbenzoyl)-β-D-arabino-hexopyranosyl-(1-4)-O-2,6-dideoxy-D-arabino-hexopyranosylidene-(1-3-4)-O-2,6-dideoxy-3-C-methyl-β-D-arabino-hexopyranosyl-(1-3)-O-6-deoxy-4-O-methyl-β-D-galactopyranosyl-(1-4)-2,6-di-O-methyl-β-D-mannopyranoside ChemIDplus
UNII-09Q4B44I8C ChemIDplus
Registry Numbers Types Sources
6495698 Reaxys Registry Number Reaxys
73240-30-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
14346980 PubMed citation Europe PMC
8252527 PubMed citation Europe PMC
Last Modified
07 February 2018
General Comment
2013-02-01 Note that the name curamycin is also used as a trade name for chloramphenicol.