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CHEBI:66607 - lyratol C

ChEBI IDCHEBI:66607
ChEBI Namelyratol C
Stars
DefinitionAn sesquiterpenoid that is decahydronaphthalene substituted by hydroxy groups at positions 1 and 2, a methyl group at position 8a, a methylidene group at position 4 and a 1,2-dihydroxypropan-2-yl at position 6 (the 1R,2R,4aR,6S,8aS stereoisomer) . Isolated from Solanum lyratum, it exhibits cytotoxicity against human cancer cell lines.
Last Modified24 April 2013
DownloadsMolfile
FormulaC15H26O4
Net Charge0
Average Mass270.369
Monoisotopic Mass270.18311
SMILES[H][C@]1(C(C)(O)CO)CC[C@]2(C)[C@@H](O)[C@H](O)CC(=C)[C@@]2([H])C1
InChIInChI=1S/C15H26O4/c1-9-6-12(17)13(18)14(2)5-4-10(7-11(9)14)15(3,19)8-16/h10-13,16-19H,1,4-8H2,2-3H3/t10-,11+,12+,13-,14-,15?/m0/s1
InChIKeyQLYUSONKBWKHRY-MKGDQNAVSA-N
Species of MetaboliteComponentSourceComments
Solanum lyratum (ncbitaxon:230192) whole plant (BTO:0001461) PubMed (19336938)
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)
lyratol C (CHEBI:66607) has role antineoplastic agent (CHEBI:35610)
lyratol C (CHEBI:66607) has role metabolite (CHEBI:25212)
lyratol C (CHEBI:66607) is a carbobicyclic compound (CHEBI:36785)
lyratol C (CHEBI:66607) is a primary alcohol (CHEBI:15734)
lyratol C (CHEBI:66607) is a secondary alcohol (CHEBI:35681)
lyratol C (CHEBI:66607) is a sesquiterpenoid (CHEBI:26658)
lyratol C (CHEBI:66607) is a tetrol (CHEBI:33573)
IUPAC Name 
(1R,2R,4aR,6S,8aS)-6-[(2S)-1,2-dihydroxypropan-2-yl]-8a-methyl-4-methylidenedecahydronaphthalene-1,2-diol
Registry NumbersSources
Reaxys:19683900Reaxys
Citations