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CHEBI:65729 - decatromicin B

ChEBI IDCHEBI:65729
ChEBI Namedecatromicin B
Stars
DefinitionA 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).
Last Modified21 September 2012
DownloadsMolfile
FormulaC45H56Cl2N2O10
Net Charge0
Average Mass855.853
Monoisotopic Mass854.33120
SMILES[H][C@]12C=C[C@@]3([H])C/C=C/C/C(C)=C/[C@@]4(C)C=C(C(=O)O)[C@@H](CC)C[C@]45OC(=O)C(=C5O)C(=O)[C@@]3(CC)[C@]1([H])CC[C@H](C)[C@]2([H])O[C@H]1C[C@H](O)[C@H](NC(=O)c2nc(Cl)cc2Cl)[C@@H](C)O1
InChIInChI=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
InChIKeyOKYWSSBYCHUWKT-ZJOLZETKSA-N
Species of MetaboliteComponentSourceComments
Actinomadura (ncbitaxon:1988) - PubMed (10726925) Strain: MK73 NF4
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
ChEBI Ontology
Outgoing Relation(s)
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 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)
decatromicin B (CHEBI:65729) is a γ-lactone (CHEBI:37581)
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
Citations