CHEBI:66806 - oceanalin A

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ChEBI Name oceanalin A
ChEBI ID CHEBI:66806
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C41H72N2O9
Net Charge 0
Average Mass 737.01840
Monoisotopic Mass 736.52378
InChI InChI=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
InChIKey HIPXPNHGBRGNFB-WWQAAKFXSA-N
SMILES [H][C@@]1(O[C@H](CCCCCCCCCCCC\C=C\C(CCCCCCCC2NCCc3cc(O)c(O)cc23)OC)[C@@H](C)N)O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
Metabolite of Species Details
Oceanapia (NCBI:txid283402) See: PubMed
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
10143112 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
15987164 PubMed citation Europe PMC
Last Modified
26 October 2012