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Showing Compound trans-p-Mentha-2,8-dien-1-ol (FDB004002)

Record Information
Version1.0
Creation date2010-04-08 22:06:02 UTC
Update date2025-11-18 22:54:39 UTC
Primary IDFDB004002
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nametrans-p-Mentha-2,8-dien-1-ol
DescriptionTrans-p-mentha-2,8-dien-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. Trans-p-mentha-2,8-dien-1-ol is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Trans-p-mentha-2,8-dien-1-ol is a fresh and minty tasting compound found in spearmint and wild celery, which makes trans-p-mentha-2,8-dien-1-ol a potential biomarker for the consumption of these food products.
CAS Number7212-40-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(E)-p-2,8-Menthadien-1-olbiospider
(E)-p-menth-2,8-dien-1-olbiospider
(E)-p-mentha-2,8-dien-1-olbiospider
1R,4R-p-Mentha-2,8-dien-1-olbiospider
2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl)-, trans-biospider
2-Cyclohexen-1-ol, 1-methyl-4-(1-methylethenyl), cisbiospider
cis-2,8-Menthadien-1-olbiospider
cis-para-Mentha-2,8-dien-1-olbiospider
E-p-Mentha-2,8-dienolbiospider
Mentha-2,8-dien-1-ol, trans-parabiospider
menthadien-1-ol, (E)-p-2,8biospider
p-mentha-trans-2,8-dien-1-olbiospider
trans-1-Methyl-4-(1-methylethenyl)-2-cyclohexen-1-olbiospider
trans-1-Methyl-4-(1-methylvinyl)cyclohex-2-en-1-olbiospider
trans-2,8-Menthadien-1-olbiospider
trans-2,8-p-mentha-dien-1-olbiospider
trans-Mentha-2,8-dien-1-olbiospider
Trans-p-2,8-Menthadien-1-olbiospider
trans-p-Menth-2,8-dien-1-olbiospider
trans-p-mentha-2,8-diene-1-olbiospider
trans-para-mentha-2,8-dien-1-olbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.97 g/LALOGPS
logP2.58ALOGPS
logP2.03ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)18.25ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.35 m³·mol⁻¹ChemAxon
Polarizability18.09 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H16O
IUPAC name(1S,4S)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol
InChI IdentifierInChI=1S/C10H16O/c1-8(2)9-4-6-10(3,11)7-5-9/h4,6,9,11H,1,5,7H2,2-3H3/t9-,10-/m1/s1
InChI KeyMKPMHJQMNACGDI-NXEZZACHSA-N
Isomeric SMILES[H][C@@]1(CC[C@](C)(O)C=C1)C(C)=C
Average Molecular Weight152.237
Monoisotopic Molecular Weight152.120115135
Classification
Description Belongs to the class of organic compounds known as menthane monoterpenoids. These 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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassMonoterpenoids
Direct ParentMenthane monoterpenoids
Alternative Parents
Substituents
  • P-menthane monoterpenoid
  • Monocyclic monoterpenoid
  • Tertiary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MSNot Available
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f79-0900000000-6e5429b970b50045594f2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-5900000000-73d286d3392ad6eec0102016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gb9-9200000000-55c6fe5f6141ae3698402016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-a931fddf6f76ffb52f182016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-e7155fded3abd51b6ea02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0k9l-5900000000-f8457f95373cdd01f3e02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0gvy-8900000000-f3cf9e82f99864ba7f6c2021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-6bfd27d51b3a7548430c2021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00or-9000000000-de6fd7a107a9c9d965362021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-c373c9eea3cebf186f532021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-e859dd2910ac5fc9108a2021-10-21View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0159-2900000000-778342dcaabb92e1dc2e2021-10-21View Spectrum
NMRNot Available
ChemSpider ID10186978
ChEMBL IDCHEMBL451087
KEGG Compound IDNot Available
Pubchem Compound ID12618691
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDTRANS-P-MENTHA-2,8-DIEN-1-OL|P-MENTHA-TRANS-2-8-DIEN-1-OL
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID7212-40-0
GoodScent IDrw1382941
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
fresh
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mint
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
minty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).