CHEBI:66607 - lyratol C

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ChEBI Name lyratol C
ChEBI ID CHEBI:66607
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H26O4
Net Charge 0
Average Mass 270.36450
Monoisotopic Mass 270.18311
InChI InChI=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
InChIKey QLYUSONKBWKHRY-MKGDQNAVSA-N
SMILES [H][C@@]1(CC[C@]2(C)[C@@H](O)[C@H](O)CC(=C)[C@@]2([H])C1)C(C)(O)CO
Metabolite of Species Details
Solanum lyratum (NCBI:txid230192) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Number Type Source
19683900 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19336938 PubMed citation Europe PMC
Last Modified
24 April 2013