CHEBI:66026 - (2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid
ChEBI ID CHEBI:66026
ChEBI ASCII Name (2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid
Definition A monoterpenoid that is (2E)-oct-2-enoic acid substituted by hydroxy group at position 8 and methyl groups at positions 2 and 6 respectively (the 6R stereoisomer). Isolated from the Chinese herb Cistanche salsa, It exhibits anti-osteoporotic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H18O3
Net Charge 0
Average Mass 186.24810
Monoisotopic Mass 186.12559
InChI InChI=1S/C10H18O3/c1-8(6-7-11)4-3-5-9(2)10(12)13/h5,8,11H,3-4,6-7H2,1-2H3,(H,12,13)/b9-5+/t8-/m1/s1
InChIKey CDAJACJYYZHNJA-CBVZUMJXSA-N
SMILES C[C@@H](CCO)CC\C=C(/C)C(O)=O
Metabolite of Species Details
Cistanche salsa (NCBI:txid161396) Found in whole plant (BTO:0001461). See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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): bone density conservation agent
An agent that inhibits bone resorption and/or favor bone mineralization and bone regeneration. Used to heal bone fractures and to treat bone diseases such as osteopenia and osteoporosis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid (CHEBI:66026) has role bone density conservation agent (CHEBI:50646)
(2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid (CHEBI:66026) has role metabolite (CHEBI:25212)
(2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid (CHEBI:66026) is a hydroxy monocarboxylic acid (CHEBI:35868)
(2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid (CHEBI:66026) is a monoterpenoid (CHEBI:25409)
IUPAC Name
(2E,6R)-8-hydroxy-2,6-dimethyloct-2-enoic acid
Registry Number Type Source
5376666 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
10361686 PubMed citation Europe PMC
Last Modified
21 February 2013