CHEBI:65729 - decatromicin B

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ChEBI Name decatromicin B
ChEBI ID CHEBI:65729
Definition A carbohydrate-containing antibiotic isolated from Actinomadura sp. MK73-NF4. It specifically inhibits the growth of gram-positive bacteria including multi-drug resistant strains such as Staphylococcus aureus MS9610 and menthicilin-resistant S.aureus (MRSA).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C45H56Cl2N2O10
Net Charge 0
Average Mass 855.84000
Monoisotopic Mass 854.33120
InChI InChI=1S/C45H56Cl2N2O10/c1-7-25-20-45-39(52)34(42(56)59-45)38(51)44(8-2)26(12-10-9-11-22(3)19-43(45,6)21-28(25)41(54)55)14-15-27-29(44)16-13-23(4)37(27)58-33-18-31(50)35(24(5)57-33)49-40(53)36-30(46)17-32(47)48-36/h9-10,14-15,17,19,21,23-27,29,31,33,35,37,48,50,52H,7-8,11-13,16,18,20H2,1-6H3,(H,49,53)(H,54,55)/b10-9+,22-19+/t23-,24+,25-,26+,27-,29+,31-,33-,35+,37-,43-,44+,45+/m0/s1
InChIKey OKYWSSBYCHUWKT-ZJOLZETKSA-N
SMILES [H][C@]12C\C=C\C\C(C)=C\[C@@]3(C)C=C([C@@H](CC)C[C@]33OC(=O)C(C(=O)[C@@]1(CC)[C@]1([H])CC[C@H](C)[C@]([H])(O[C@H]4C[C@H](O)[C@H](NC(=O)c5[nH]c(Cl)cc5Cl)[C@@H](C)O4)[C@@]1([H])C=C2)=C3O)C(O)=O
Metabolite of Species Details
Actinomadura (NCBI:txid1988) of strain MK73 NF4 See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via carbohydrate-containing antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing decatromicin B (CHEBI:65729) has role antibacterial agent (CHEBI:33282)
decatromicin B (CHEBI:65729) has role metabolite (CHEBI:25212)
decatromicin B (CHEBI:65729) is a γ-lactone (CHEBI:37581)
decatromicin B (CHEBI:65729) is a amide (CHEBI:32988)
decatromicin B (CHEBI:65729) is a carbohydrate-containing antibiotic (CHEBI:23007)
decatromicin B (CHEBI:65729) is a enol (CHEBI:33823)
decatromicin B (CHEBI:65729) is a macrocycle (CHEBI:51026)
decatromicin B (CHEBI:65729) is a monocarboxylic acid (CHEBI:25384)
decatromicin B (CHEBI:65729) is a organochlorine compound (CHEBI:36683)
decatromicin B (CHEBI:65729) is a oxaspiro compound (CHEBI:37948)
decatromicin B (CHEBI:65729) is a pyrroles (CHEBI:26455)
decatromicin B (CHEBI:65729) is a trideoxyhexose derivative (CHEBI:63349)
IUPAC Name
(3S,4S,4aS,6aR,8E,11E,12aS,15S,16aS,20aR,20bR)-15,20a-diethyl-21-hydroxy-3,11,12a-trimethyl-18,20-dioxo-4-[(2,4,6-trideoxy-4-{[(3,5-dichloro-1H-pyrrol-2-yl)carbonyl]amino}-β-D-ribo-hexopyranosyl)oxy]-1,2,3,4,4a,6a,7,10,12a,15,16,20,20a,20b-tetradecahydro-16a,19-(metheno)benzo[b]naphtho[2,1-j]oxacyclotetradecine-14(18H)-carboxylic acid
Citation Waiting for Citations Type Source
10726925 PubMed citation Europe PMC
Last Modified
21 September 2012