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CHEBI:68069 - chrysogeside A

ChEBI IDCHEBI:68069
ChEBI Namechrysogeside A
Stars
DefinitionA glucosylceramide isolated from Penicillium chrysogenum.
Last Modified21 July 2016
DownloadsMolfile
FormulaC40H73NO9
Net Charge0
Average Mass712.022
Monoisotopic Mass711.52853
SMILESCCCCCCC/C=C\CC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)[C@H](O)/C=C/CCCCCCCCCCCCCC
InChIInChI=1S/C40H73NO9/c1-3-5-7-9-11-13-15-16-17-19-21-23-25-27-29-34(44)39(48)41-32(31-49-40-38(47)37(46)36(45)35(30-42)50-40)33(43)28-26-24-22-20-18-14-12-10-8-6-4-2/h18,20,26-29,32-38,40,42-47H,3-17,19,21-25,30-31H2,1-2H3,(H,41,48)/b20-18-,28-26+,29-27+/t32-,33+,34+,35+,36+,37-,38+,40+/m0/s1
InChIKeyZSSGCZVAMMVAPO-CTUXNYLFSA-N
Species of MetaboliteComponentSourceComments
Penicillium chrysogenum (ncbitaxon:5076) mycelium (BTO:0001436) PubMed (21381678) Fungus isolated from the root surface of Rhizophora stylosa, EtOAc extract of fermentation broth Strain: PXP 55
Roles Classification
Biological Role:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
ChEBI Ontology
Outgoing Relation(s)
chrysogeside A (CHEBI:68069) has role Penicillium metabolite (CHEBI:76964)
chrysogeside A (CHEBI:68069) is a β-D-glucosylceramide (CHEBI:83264)
IUPAC Name 
(2R,3E)-N-[(2S,3R,4E,8Z)-1-(β-D-glucopyranosyloxy)-3-hydroxyhexadeca-4,8-dien-2-yl]-2-hydroxyoctadec-3-enamide
Registry NumbersSources
Reaxys:21559828Reaxys
Citations