CHEBI:47724 - vancomycin aglycone

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ChEBI Name vancomycin aglycone
ChEBI ID CHEBI:47724
Definition A peptide antibiotic that is vancomycin lacking the disaccharide moiety.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C53H52Cl2N8O17
Net Charge 0
Average Mass 1143.92900
Monoisotopic Mass 1142.28275
InChI InChI=1S/C53H52Cl2N8O17/c1-19(2)10-29(57-3)47(71)62-42-44(68)21-5-8-33(27(54)12-21)79-35-14-23-15-36(46(35)70)80-34-9-6-22(13-28(34)55)45(69)43-52(76)61-41(53(77)78)26-16-24(64)17-32(66)38(26)25-11-20(4-7-31(25)65)39(49(73)63-43)60-50(74)40(23)59-48(72)30(18-37(56)67)58-51(42)75/h4-9,11-17,19,29-30,39-45,57,64-66,68-70H,10,18H2,1-3H3,(H2,56,67)(H,58,75)(H,59,72)(H,60,74)(H,61,76)(H,62,71)(H,63,73)(H,77,78)/t29-,30+,39-,40-,41+,42-,43+,44-,45-/m1/s1
InChIKey JHIKFOISFAQTJQ-YZANBJIASA-N
SMILES CN[C@H](CC(C)C)C(=O)N[C@@H]1[C@H](O)c2ccc(Oc3cc4cc(Oc5ccc(cc5Cl)[C@@H](O)[C@@H]5NC(=O)[C@H](NC(=O)[C@@H]4NC(=O)[C@H](CC(N)=O)NC1=O)c1ccc(O)c(c1)-c1c(O)cc(O)cc1[C@H](NC5=O)C(O)=O)c3O)c(Cl)c2
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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 peptide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing vancomycin aglycone (CHEBI:47724) has role metabolite (CHEBI:25212)
vancomycin aglycone (CHEBI:47724) is a cyclic ether (CHEBI:37407)
vancomycin aglycone (CHEBI:47724) is a heterodetic cyclic peptide (CHEBI:24533)
vancomycin aglycone (CHEBI:47724) is a peptide antibiotic (CHEBI:25903)
vancomycin aglycone (CHEBI:47724) is a polyphenol (CHEBI:26195)
vancomycin aglycone (CHEBI:47724) is conjugate acid of vancomycin aglycone(1−) (CHEBI:77981)
vancomycin aglycone (CHEBI:47724) is tautomer of vancomycin aglycone zwitterion (CHEBI:75954)
Incoming chloroeremomycin (CHEBI:29556) has functional parent vancomycin aglycone (CHEBI:47724)
chloroorienticin B (CHEBI:76058) has functional parent vancomycin aglycone (CHEBI:47724)
devancoaminyl vancomycin (CHEBI:47395) has functional parent vancomycin aglycone (CHEBI:47724)
oritavancin (CHEBI:82699) has functional parent vancomycin aglycone (CHEBI:47724)
vancomycin (CHEBI:28001) has functional parent vancomycin aglycone (CHEBI:47724)
vancomycin aglycone(1−) (CHEBI:77981) is conjugate base of vancomycin aglycone (CHEBI:47724)
vancomycin aglycone zwitterion (CHEBI:75954) is tautomer of vancomycin aglycone (CHEBI:47724)
IUPAC Name
(1S,2R,18R,19R,22S,25R,28R,40S)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37,48-hexahydroxy-19-{[(2R)-4-methyl-2-(methylamino)pentanoyl]amino}-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.23,6.214,17.18,12.129,33.010,25.034,39]pentaconta-3,5,8(48),9,11,14,16,29(45),30,32,34,36,38,46,49-pentadecaene-40-carboxylic acid
Synonyms Sources
Aglucovancomycin B ChemIDplus
Balhimycin aglycon ChemIDplus
Manual Xref Database
CPD-15745 MetaCyc
View more database links
Registry Numbers Types Sources
6049255 Reaxys Registry Number Reaxys
82198-76-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11470430 PubMed citation Europe PMC
14649827 PubMed citation Europe PMC
15785812 PubMed citation Europe PMC
22177724 PubMed citation Europe PMC
Last Modified
29 May 2015