CHEBI:65570 - caminoside A

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ChEBI Name caminoside A
ChEBI ID CHEBI:65570
Definition A glycolipid with an unusual non-glycerol aglycone, 10-hydroxynonadecan-2-one that is glycosylated at the C10 hydroxy group by a branched tetrasaccharide residue. It is isolated from the marine sponge Caminus sphaeroconia and exhibits potent activity as an inhibitor of a type III bacterial secretory system.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C49H86O22
Net Charge 0
Average Mass 1027.19390
Monoisotopic Mass 1026.56107
InChI InChI=1S/C49H86O22/c1-7-9-10-11-12-15-18-22-30(23-19-16-13-14-17-21-26(3)51)66-48-43(39(59)36(56)31(24-50)67-48)70-49-45(71-47-41(61)38(58)35(55)28(5)64-47)44(69-33(53)20-8-2)42(65-29(6)52)32(68-49)25-62-46-40(60)37(57)34(54)27(4)63-46/h27-28,30-32,34-50,54-61H,7-25H2,1-6H3/t27-,28+,30-,31-,32-,34+,35+,36-,37+,38-,39+,40+,41+,42-,43-,44+,45-,46-,47+,48-,49+/m1/s1
InChIKey XTQWRNIJLVUYJY-ZFMPSFEPSA-N
SMILES [H][C@]1(O[C@@H](C)[C@H](O)[C@@H](O)[C@@H]1O)O[C@H]1[C@@H](O[C@H](CO[C@@H]2O[C@H](C)[C@H](O)[C@H](O)[C@@H]2O)[C@@H](OC(C)=O)[C@@H]1OC(=O)CCC)O[C@]1([H])[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@H](CCCCCCCCC)CCCCCCCC(C)=O
Metabolite of Species Details
Caminus sp.aeroconia (WORMS:170055) See: PubMed
Roles Classification
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing caminoside A (CHEBI:65570) has role antibacterial agent (CHEBI:33282)
caminoside A (CHEBI:65570) has role metabolite (CHEBI:25212)
caminoside A (CHEBI:65570) is a β-D-glucoside (CHEBI:22798)
caminoside A (CHEBI:65570) is a acetate ester (CHEBI:47622)
caminoside A (CHEBI:65570) is a butyrate ester (CHEBI:50477)
caminoside A (CHEBI:65570) is a glycolipid (CHEBI:33563)
caminoside A (CHEBI:65570) is a methyl ketone (CHEBI:51867)
caminoside A (CHEBI:65570) is a tetrasaccharide derivative (CHEBI:63567)
IUPAC Name
(10R)-2-oxononadecan-10-yl 6-deoxy-α-L-glucopyranosyl-(1→2)-[6-deoxy-β-D-talopyranosyl-(1→6)]-4-O-acetyl-3-O-butyryl-β-D-glucopyranosyl-(1→2)-β-D-glucopyranoside
Registry Number Type Source
9985572 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12423093 PubMed citation Europe PMC
15547902 PubMed citation Europe PMC
Last Modified
04 December 2012