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CHEBI:66025 - 7α-hydroperoxy manool

ChEBI IDCHEBI:66025
ChEBI Name7α-hydroperoxy manool
Stars
ASCII Name7alpha-hydroperoxy manool
DefinitionA labdane diterpenoid that is labda-8(17),14-diene substituted by a (R)-hydroxy group at position 13 and an α-hydroperoxy group at position 7. Isolated from the aerial parts of Aster spathulifolius, it exhibits moderate cytotoxicity against human cancer cells.
Last Modified21 February 2013
DownloadsMolfile
FormulaC20H34O3
Net Charge0
Average Mass322.489
Monoisotopic Mass322.25079
SMILES[H][C@@]12C[C@@H](OO)C(=C)[C@H](CC[C@@](C)(O)C=C)[C@@]1(C)CCCC2(C)C
InChIInChI=1S/C20H34O3/c1-7-19(5,21)12-9-15-14(2)16(23-22)13-17-18(3,4)10-8-11-20(15,17)6/h7,15-17,21-22H,1-2,8-13H2,3-6H3/t15-,16+,17-,19-,20+/m0/s1
InChIKeyFVWMAXFFGJNFQF-SQIBXOBRSA-N
Species of MetaboliteComponentSourceComments
Aster spathulifolius (ncbitaxon:947974) aerial part (BTO:0001658) PubMed (17121178)
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)
7α-hydroperoxy manool (CHEBI:66025) has role antineoplastic agent (CHEBI:35610)
7α-hydroperoxy manool (CHEBI:66025) has role metabolite (CHEBI:25212)
7α-hydroperoxy manool (CHEBI:66025) is a labdane diterpenoid (CHEBI:36770)
7α-hydroperoxy manool (CHEBI:66025) is a peroxol (CHEBI:35924)
7α-hydroperoxy manool (CHEBI:66025) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(3R)-5-[(1R,3R,4aS,8aS)-3-hydroperoxy-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]-3-methylpent-1-en-3-ol
Synonym  Source
7α-hydroperoxy-labda-8(17),14-dien-13(R)-olChEBI
Citations