CHEBI:47395 - devancoaminyl vancomycin

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ChEBI Name devancoaminyl vancomycin
ChEBI ID CHEBI:47395
Definition A glycopeptide that is vancomycin lacking the vancoaminyl residue.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C59H62Cl2N8O22
Net Charge 0
Average Mass 1306.07000
Monoisotopic Mass 1304.33557
InChI InChI=1S/C59H62Cl2N8O22/c1-20(2)10-30(63-3)52(80)68-44-46(75)22-5-8-34(28(60)12-22)88-36-14-24-15-37(51(36)91-59-50(79)49(78)48(77)38(19-70)90-59)89-35-9-6-23(13-29(35)61)47(76)45-57(85)67-43(58(86)87)27-16-25(71)17-33(73)40(27)26-11-21(4-7-32(26)72)41(54(82)69-45)66-55(83)42(24)65-53(81)31(18-39(62)74)64-56(44)84/h4-9,11-17,20,30-31,38,41-50,59,63,70-73,75-79H,10,18-19H2,1-3H3,(H2,62,74)(H,64,84)(H,65,81)(H,66,83)(H,67,85)(H,68,80)(H,69,82)(H,86,87)/t30-,31+,38-,41-,42-,43+,44-,45+,46-,47-,48-,49+,50-,59+/m1/s1
InChIKey QCHYVJAUGVHJHX-PZIRYZLHSA-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@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)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): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing devancoaminyl vancomycin (CHEBI:47395) has functional parent vancomycin aglycone (CHEBI:47724)
devancoaminyl vancomycin (CHEBI:47395) has role antimicrobial agent (CHEBI:33281)
devancoaminyl vancomycin (CHEBI:47395) has role bacterial metabolite (CHEBI:76969)
devancoaminyl vancomycin (CHEBI:47395) is a cyclic ether (CHEBI:37407)
devancoaminyl vancomycin (CHEBI:47395) is a glycopeptide (CHEBI:24396)
devancoaminyl vancomycin (CHEBI:47395) is a heterodetic cyclic peptide (CHEBI:24533)
devancoaminyl vancomycin (CHEBI:47395) is a monosaccharide derivative (CHEBI:63367)
devancoaminyl vancomycin (CHEBI:47395) is a organochlorine compound (CHEBI:36683)
devancoaminyl vancomycin (CHEBI:47395) is a polyphenol (CHEBI:26195)
devancoaminyl vancomycin (CHEBI:47395) is tautomer of devancoaminyl vancomycin zwitterion (CHEBI:75953)
Incoming devancoaminyl vancomycin zwitterion (CHEBI:75953) is tautomer of devancoaminyl vancomycin (CHEBI:47395)
IUPAC Name
(1S,2R,18R,19R,22S,25R,28R,40S)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37-pentahydroxy-19-{[(2R)-4-methyl-2-(methylamino)pentanoyl]amino}-20,23,26,42,44-pentaoxo-48-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-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
Desvancosaminyl Vancomycin DrugBank
pseudovancomycin ChEBI
vancomycin pseudoaglycone MetaCyc
Manual Xrefs Databases
CPD-15744 MetaCyc
DB04529 DrugBank
View more database links
Registry Number Type Source
7087294 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
11294642 PubMed citation Europe PMC
Last Modified
23 April 2015
General Comment
2015-04-23 Devancoaminyl vancomycin is a member of the class of glycopeptide antibiotics.