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CHEBI:70017 - asperamide B

ChEBI IDCHEBI:70017
ChEBI Nameasperamide B
Stars
DefinitionA glucosylceramide found in Penicillium commune.
Last Modified21 July 2016
DownloadsMolfile
FormulaC43H79NO9
Net Charge0
Average Mass754.103
Monoisotopic Mass753.57548
SMILESCCCCCCCCCCCC/C=C/[C@@H](O)C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CC/C=C(\C)CCCCCCCCCCC
InChIInChI=1S/C43H79NO9/c1-4-6-8-10-12-14-15-16-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-17-13-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-27+,31-26+,34-29+/t35-,36+,37+,38+,39+,40-,41+,43+/m0/s1
InChIKeyURILDRUQSTUFPC-DDSPGNMTSA-N
Species of MetaboliteComponentSourceComments
Penicillium commune (ncbitaxon:36653) mycelium (BTO:0001436) PubMed (21226488) Methanolic extract of mycelia and ethyl acetate extract of culture broth Strain: QSD 17
Roles Classification
Biological Role:
Penicillium metabolite  Any fungal metabolite produced during a metabolic reaction in Penicillium.
ChEBI Ontology
Outgoing Relation(s)
asperamide B (CHEBI:70017) has role Penicillium metabolite (CHEBI:76964)
asperamide B (CHEBI:70017) is a β-D-glucoside (CHEBI:22798)
asperamide B (CHEBI:70017) is a β-D-glucosylceramide (CHEBI:83264)
IUPAC Name 
(2R,3E)-N-[(2S,3R,4E,8E)-1-(β-D-glucopyranosyloxy)-3-hydroxy-9-methylicosa-4,8-dien-2-yl]-2-hydroxyhexadec-3-enamide
Manual XrefsDatabases
27023099ChemSpider
Registry NumbersSources
Reaxys:21312871Reaxys
Citations