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CHEBI:65729 - decatromicin B

Default Structure
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:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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