EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66806 - oceanalin A

ChEBI IDCHEBI:66806
ChEBI Nameoceanalin A
Stars
DefinitionA glycosphingolipid isolated from a marine sponge Oceanapia sp. that exhibits antifungal activity against fluconazole-resistant yeast Candida glabrata with an MIC value of 30 μg/ml.
Last Modified26 October 2012
DownloadsMolfile
FormulaC41H72N2O9
Net Charge0
Average Mass737.032
Monoisotopic Mass736.52378
SMILES[H][C@@]1(O[C@H](CCCCCCCCCCCC/C=C/C(CCCCCCCC2NCCc3cc(O)c(O)cc32)OC)[C@@H](C)N)O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
InChIInChI=1S/C41H72N2O9/c1-29(42)36(51-41-40(49)39(48)38(47)37(28-44)52-41)23-19-15-10-8-6-4-3-5-7-9-12-16-20-31(50-2)21-17-13-11-14-18-22-33-32-27-35(46)34(45)26-30(32)24-25-43-33/h16,20,26-27,29,31,33,36-41,43-49H,3-15,17-19,21-25,28,42H2,1-2H3/b20-16+/t29-,31?,33?,36-,37-,38+,39+,40-,41-/m1/s1
InChIKeyHIPXPNHGBRGNFB-WWQAAKFXSA-N
Species of MetaboliteComponentSourceComments
Oceanapia (ncbitaxon:283402) - PubMed (15987164)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
ChEBI Ontology
Outgoing Relation(s)
oceanalin A (CHEBI:66806) has functional parent β-D-galactose (CHEBI:27667)
oceanalin A (CHEBI:66806) has role antifungal agent (CHEBI:35718)
oceanalin A (CHEBI:66806) has role metabolite (CHEBI:25212)
oceanalin A (CHEBI:66806) is a dihydroxyquinoline (CHEBI:26507)
oceanalin A (CHEBI:66806) is a ether (CHEBI:25698)
oceanalin A (CHEBI:66806) is a glycosphingolipid (CHEBI:24402)
IUPAC Name 
(2R,3R,16E)-2-amino-25-(6,7-dihydroxy-1,2,3,4-tetrahydroisoquinolin-1-yl)-18-methoxypentacos-16-en-3-yl β-D-galactopyranoside
Registry NumbersSources
Reaxys:10143112Reaxys
Citations