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CHEBI:65888 - eurysterol A

ChEBI IDCHEBI:65888
ChEBI Nameeurysterol A
Stars
DefinitionAn organic sodium salt that is a monosodium salt of eurysterol A sulfonic acid. Isolated from an undescribed marine sponge of the genus Euryspongia collected in Palau, it is cytotoxic and exhibits antifungal activity against both amphotericin B-resistant and wild-type strains of Candida albicans.
Last Modified4 October 2012
DownloadsMolfile
FormulaC27H45O7S.Na
Net Charge0
Average Mass536.707
Monoisotopic Mass536.27837
SMILES[H][C@@]12CC[C@]([H])([C@H](C)CCCC(C)C)[C@@]1(C)CC[C@]1([H])[C@@]34CC[C@H](OS(=O)(=O)[O-])C[C@]3(O)[C@H](O)C[C@@]21OC4.[Na+]
InChIInChI=1S/C27H46O7S.Na/c1-17(2)6-5-7-18(3)20-8-9-21-24(20,4)12-11-22-25-13-10-19(34-35(30,31)32)14-27(25,29)23(28)15-26(21,22)33-16-25;/h17-23,28-29H,5-16H2,1-4H3,(H,30,31,32);/q;+1/p-1/t18-,19+,20-,21-,22-,23-,24-,25+,26-,27+;/m1./s1
InChIKeyNPTYMHRTUPEDPI-WQTFAPJPSA-M
Species of MetaboliteComponentSourceComments
Euryspongia (WORMS:164976) - PubMed (17378608)
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
eurysterol A (CHEBI:65888) has parent hydride 5α-cholestane (CHEBI:35515)
eurysterol A (CHEBI:65888) has part eurysterol A(1−) (CHEBI:68592)
eurysterol A (CHEBI:65888) has role antifungal agent (CHEBI:35718)
eurysterol A (CHEBI:65888) has role antineoplastic agent (CHEBI:35610)
eurysterol A (CHEBI:65888) has role metabolite (CHEBI:25212)
eurysterol A (CHEBI:65888) is a organic sodium salt (CHEBI:38700)
IUPAC Name 
sodium (3β,5α,6β)-5,6-dihydroxy-8,19-epoxycholestan-3-yl sulfate
Synonym  Source
sodium 5α-cholestan-8,19-epoxy-3β,5,6β-triol-3-sulphateChEBI
Registry NumbersSources
Reaxys:11166278Reaxys
Citations