CHEBI:65728 - decatromicin A

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name decatromicin A
ChEBI ID CHEBI:65728
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
Download Molfile XML SDF
Formula C45H57ClN2O10
Net Charge 0
Average Mass 821.39400
Monoisotopic Mass 820.37017
InChI InChI=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
InChIKey YKLXDAWPGVZXKC-NMNDIUEASA-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]ccc5Cl)[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): 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 )
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 γ-lactone (CHEBI:37581)
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)
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 Number Type Source
8469607 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10726925 PubMed citation Europe PMC
Last Modified
21 September 2012