caminoside A (CHEBI:65570)

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CHEBI:65570 - caminoside A

ChEBI ID	CHEBI:65570
ChEBI Name	caminoside A
Stars
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.
Last Modified	4 December 2012
Downloads	Molfile

Formula	C49H86O22
Net Charge	0
Average Mass	1027.205
Monoisotopic Mass	1026.56107
SMILES	[H][C@@]1(O[C@H]2[C@H](O[C@@]3([H])[C@H](O[C@H](CCCCCCCCC)CCCCCCCC(C)=O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO[C@@H]3O[C@H](C)[C@H](O)[C@H](O)[C@@H]3O)[C@@H](OC(C)=O)[C@@H]2OC(=O)CCC)O[C@@H](C)[C@H](O)[C@@H](O)[C@@H]1O
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

Species of Metabolite	Component	Source	Comments
Caminus sphaeroconia (WORMS:170055)	-	PubMed (12423093)

Roles Classification

Biological Roles:

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.

ChEBI Ontology

Outgoing Relation(s)
	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 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)
	caminoside A (CHEBI:65570) is a β-D-glucoside (CHEBI:22798)

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 Numbers	Sources
Reaxys:9985572	Reaxys

Citations