CHEBI:76058 - chloroorienticin B

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ChEBI Name chloroorienticin B
ChEBI ID CHEBI:76058
Definition A glycopeptide that is isolated from Amycolatopsis orientalis.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C66H75Cl2N9O24
Net Charge 0
Average Mass 1449.25400
Monoisotopic Mass 1447.43020
InChI InChI=1S/C66H75Cl2N9O24/c1-23(2)12-34(71-5)58(88)76-49-51(83)26-7-10-38(32(67)14-26)97-40-16-28-17-41(56(40)101-65-54(86)53(85)52(84)42(22-78)99-65)98-39-11-8-27(15-33(39)68)55(100-44-21-66(4,70)57(87)24(3)96-44)50-63(93)75-48(64(94)95)31-18-29(79)19-37(81)45(31)30-13-25(6-9-36(30)80)46(60(90)77-50)74-61(91)47(28)73-59(89)35(20-43(69)82)72-62(49)92/h6-11,13-19,23-24,34-35,42,44,46-55,57,65,71,78-81,83-87H,12,20-22,70H2,1-5H3,(H2,69,82)(H,72,92)(H,73,89)(H,74,91)(H,75,93)(H,76,88)(H,77,90)(H,94,95)/t24-,34+,35-,42+,44-,46+,47+,48-,49+,50-,51+,52+,53-,54+,55+,57-,65-,66-/m0/s1
InChIKey ATHQCOUEZPBNLP-JWYJDYCQSA-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]5C[C@](C)(N)[C@@H](O)[C@H](C)O5)[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): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing chloroorienticin B (CHEBI:76058) has functional parent vancomycin aglycone (CHEBI:47724)
chloroorienticin B (CHEBI:76058) has role antimicrobial agent (CHEBI:33281)
chloroorienticin B (CHEBI:76058) has role bacterial metabolite (CHEBI:76969)
chloroorienticin B (CHEBI:76058) is a cyclic ether (CHEBI:37407)
chloroorienticin B (CHEBI:76058) is a glycopeptide (CHEBI:24396)
chloroorienticin B (CHEBI:76058) is a heterodetic cyclic peptide (CHEBI:24533)
chloroorienticin B (CHEBI:76058) is a monosaccharide derivative (CHEBI:63367)
chloroorienticin B (CHEBI:76058) is a organochlorine compound (CHEBI:36683)
chloroorienticin B (CHEBI:76058) is a polyphenol (CHEBI:26195)
chloroorienticin B (CHEBI:76058) is conjugate base of chloroorienticin B(1+) (CHEBI:75963)
Incoming chloroorienticin B(1+) (CHEBI:75963) is conjugate acid of chloroorienticin B (CHEBI:76058)
IUPAC Name
(1S,2R,18R,19R,22S,25R,28R,40S)-2-{[(2R,4S,5R,6S)-4-amino-5-hydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-22-(2-amino-2-oxoethyl)-5,15-dichloro-18,32,35,37-tetrahydroxy-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
Manual Xref Database
CPD-15748 MetaCyc
View more database links
Registry Numbers Types Sources
118373-81-2 CAS Registry Number ChemIDplus
6797909 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15070728 PubMed citation Europe PMC
16045364 PubMed citation Europe PMC
Last Modified
23 April 2015
General Comment
2015-04-23 Chloroorienticin B is a member of the class of glycopeptide antibiotics.