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CHEBI:65728 - decatromicin A

Default Structure
ChEBI IDCHEBI:65728
ChEBI Namedecatromicin A
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
FormulaC45H57ClN2O10
Net Charge0
Average Mass821.408
Monoisotopic Mass820.37017
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)c2nccc2Cl)[C@@H](C)O1
InChIInChI=1S/C45H57ClN2O10/c1-7-26-21-45-39(51)34(42(55)58-45)38(50)44(8-2)27(12-10-9-11-23(3)20-43(45,6)22-29(26)41(53)54)14-15-28-30(44)16-13-24(4)37(28)57-33-19-32(49)35(25(5)56-33)48-40(52)36-31(46)17-18-47-36/h9-10,14-15,17-18,20,22,24-28,30,32-33,35,37,47,49,51H,7-8,11-13,16,19,21H2,1-6H3,(H,48,52)(H,53,54)/b10-9+,23-20+/t24-,25+,26-,27+,28-,30+,32+,33-,35+,37-,43-,44+,45+/m0/s1
InChIKeyYKLXDAWPGVZXKC-NMNDIUEASA-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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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 A (CHEBI:65728) has role antibacterial agent (CHEBI:33282)
decatromicin A (CHEBI:65728) has role antimicrobial agent (CHEBI:33281)
decatromicin A (CHEBI:65728) has role metabolite (CHEBI:25212)
decatromicin A (CHEBI:65728) is a amide (CHEBI:32988)
decatromicin A (CHEBI:65728) is a carbohydrate-containing antibiotic (CHEBI:23007)
decatromicin A (CHEBI:65728) is a cyclic ketone (CHEBI:3992)
decatromicin A (CHEBI:65728) is a macrocycle (CHEBI:51026)
decatromicin A (CHEBI:65728) is a monocarboxylic acid (CHEBI:25384)
decatromicin A (CHEBI:65728) is a organochlorine compound (CHEBI:36683)
decatromicin A (CHEBI:65728) is a oxaspiro compound (CHEBI:37948)
decatromicin A (CHEBI:65728) is a pyrroles (CHEBI:26455)
decatromicin A (CHEBI:65728) is a trideoxyhexose derivative (CHEBI:63349)
decatromicin A (CHEBI:65728) is a γ-lactone (CHEBI:37581)
IUPAC Name 
(3S,4S,4aS,6aR,8E,11E,12aS,15S,16aS,20aR,20bR)-4-[(4-{[(3-chloro-1H-pyrrol-2-yl)carbonyl]amino}-2,4,6-trideoxy-β-D-arabino-hexopyranosyl)oxy]-15,20a-diethyl-21-hydroxy-3,11,12a-trimethyl-18,20-dioxo-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
Registry NumbersSources
Reaxys:8469607Reaxys
Citations