EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:66398 - monodictysin B

ChEBI IDCHEBI:66398
ChEBI Namemonodictysin B
Stars
DefinitionA member of the class of xanthones that is 1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-one substituted by hydroxy groups at positions 1, 4 and 8 and methyl groups at positions 3 and 4a (the 1S,3S,4S,4aS,9aS stereoisomer). Isolated from the marine algicolous fungus Monodictys putredinis, it exhibits antineoplastic activity.
Last Modified11 April 2013
DownloadsMolfile
FormulaC15H18O5
Net Charge0
Average Mass278.304
Monoisotopic Mass278.11542
SMILES[H][C@@]12C(=O)c3c(O)cccc3O[C@]1(C)[C@@H](O)[C@@H](C)C[C@@H]2O
InChIInChI=1S/C15H18O5/c1-7-6-9(17)12-13(18)11-8(16)4-3-5-10(11)20-15(12,2)14(7)19/h3-5,7,9,12,14,16-17,19H,6H2,1-2H3/t7-,9-,12+,14-,15-/m0/s1
InChIKeyNFHLHXVIHBGFKO-XHOOZROUSA-N
Species of MetaboliteComponentSourceComments
Monodictys putredinis (WORMS:100530) - PubMed (17291041)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
monodictysin B (CHEBI:66398) has role antineoplastic agent (CHEBI:35610)
monodictysin B (CHEBI:66398) has role metabolite (CHEBI:25212)
monodictysin B (CHEBI:66398) is a phenols (CHEBI:33853)
monodictysin B (CHEBI:66398) is a secondary alcohol (CHEBI:35681)
monodictysin B (CHEBI:66398) is a xanthones (CHEBI:51149)
IUPAC Name 
(1S,3S,4S,4aS,9aS)-1,4,8-trihydroxy-3,4a-dimethyl-1,2,3,4,4a,9a-hexahydro-9H-xanthen-9-one
Registry NumbersSources
Reaxys:11058828Reaxys
Citations