metabolite

Showing entry for Limonene-8,9-diol

Identification

PhytoHub ID
PHUB000991
Name
Limonene-8,9-diol
Systematic Name
p-menth-1-en-8,9-diol
Synonyms
  • 2-(4-methylcyclohex-3-en-1-yl)prop-1-ene-1,3-diol
  • Uroterpenol
CAS Number
Not Available
Average Mass
170.252
Monoisotopic Mass
170.13067982
Chemical Formula
C10H18O2
IUPAC Name
2-(4-methylcyclohex-3-en-1-yl)propane-1,2-diol
InChI Key
ZJALAEQNHJQSTN-UHFFFAOYNA-N
InChI Identifier
InChI=1/C10H18O2/c1-8-3-5-9(6-4-8)10(2,12)7-11/h3,9,11-12H,4-7H2,1-2H3
SMILES
CC1=CCC(CC1)C(C)(O)CO
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.68e+01 g/l
LogS (ALOGPS)
-1.01
LogP (ALOGPS)
1.54
Hydrogen Acceptors
2
Hydrogen Donors
2
Rotatable Bond Count
2
Polar Surface Area
40.46
Refractivity
50.005599999999994
Polarizability
20.026763988619226
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.0717693617306594
pKa (strongest acidic)
13.865555775118555
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
Terpenoid metabolites
Class
Monoterpenoid metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
LimoneneTerpenoidsMonoterpenoidsNot AvailableShow Food Phytochemical
MyrceneTerpenoidsMonoterpenoidsNot AvailableShow Food Phytochemical

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
LimoneneAppleFruit, Pomes PublicationsShow
MyrceneAppleFruit, Pomes PublicationsShow
MyrceneBeerBeverages, Alcoholic PublicationsShow
LimoneneDillHerbs and SpicesShow
LimoneneGinsengHerbs and Spices PublicationsShow
LimoneneGrapeFruit, Berries PublicationsShow
MyrceneGrapeFruit, Berries PublicationsShow
LimoneneGrape wineBeverages, Alcoholic PublicationsShow
MyrceneGrape wineBeverages, Alcoholic PublicationsShow
LimoneneLemonFruit, Citrus PublicationsShow
LimoneneMandarin orange (Clementine, Tangerine)Fruit, Citrus PublicationsShow
MyrceneMandarin orange (Clementine, Tangerine)Fruit, Citrus PublicationsShow
LimoneneMintHerbs and Spices PublicationsShow
LimoneneNutmegHerbs and SpicesShow
LimoneneOrange juiceBeverages, Non-alcoholic PublicationsShow
MyrceneParsleyHerbs and Spices PublicationsShow
LimonenePepperHerbs and SpicesShow
LimonenePeppermintHerbs and Spices PublicationsShow
LimoneneStar aniseHerbs and Spices PublicationsShow
LimoneneSweet orangeFruit, Citrus PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Limonene Limonene-8,9-dioldog human rabbit ratplasma, urineNot AvailableNot AvailableNot AvailableNot AvailableC10H18O2170.13067982 Publications
Myrcene Limonene-8,9-diolrabbiturineNot AvailableNot AvailableNot AvailableNot AvailableC10H18O2170.13067982 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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