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3,8(9)-p-menthadien-1-ol


Name(s) 3,8(9)-p-menthadien-1-ol
Scientific name(s)
Formula C10H16O
Molecular mass 152.2334
IUPAC name (1r)-1-methyl-4-(prop-1-en-2-yl)cyclohex-3-en-1-ol
INCHI InChI=1S/C10H16O/c1-8(2)9-4-6-10(3,11)7-5-9/h4,11H,1,5-7H2,2-3H3/t10-/m0/s1
SMILE CC(=C)C1=CC[C@](C)(O)CC1
CAS ID Not available
PubChem ID 5319364
DrugBank ID Not available
CHEBI ID Not available
Description 3,8(9)-p-menthadien-1-ol is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. 3,8(9)-p-menthadien-1-ol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). 3,8(9)-p-menthadien-1-ol can be found in pepper (spice), which makes 3,8(9)-p-menthadien-1-ol a potential biomarker for the consumption of this food product.