(1R,2S,3S,4R)-p-Menthane-2,3-diol (CED0049973)

Record Information

Version

1.0

Creation Date

2016-05-26 01:17:02 UTC

Update Date

2026-08-18 03:02:38 UTC

Accession Number

CHEM029614

Identification

Common Name

(1R,2S,3S,4R)-p-Menthane-2,3-diol

Class

Small Molecule

Description

(1R,2S,3S,4R)-p-Menthane-2,3-diol is an organic compound with the formula C10H20O2 and an average molecular weight of 172.26 g/mol. (1R,2S,3S,4R)-p-Menthane-2,3-diol belongs to the monoterpenoids, a subclass of prenol lipids within the organic compounds. This substance is found in or released from two recorded sources: tobacco product cases, which are categorized as household cleaning and consumer products, and the preparation of wine or sparkling wine, which falls under food, food processing and cookware.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₀H₂₀O₂

Average Molecular Mass

172.265 g/mol

Monoisotopic Mass

172.146 g/mol

CAS Registry Number

51745-21-2

IUPAC Name

3-methyl-6-(propan-2-yl)cyclohexane-1,2-diol

Traditional Name

3-isopropyl-6-methylcyclohexane-1,2-diol

SMILES

CC(C)C1CCC(C)C(O)C1O

InChI Identifier

InChI=1S/C10H20O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h6-12H,4-5H2,1-3H3

InChI Key

WQFGPARDTSBVLU-UHFFFAOYSA-N

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Menthane monoterpenoids

Alternative Parents

Substituents

P-menthane monoterpenoid
Monocyclic monoterpenoid
Cyclohexanol
Cyclic alcohol
Secondary alcohol
1,2-diol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	19.1 g/L	ALOGPS
logP	1.37	ALOGPS
logP	1.67	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	13.66	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.73 m³·mol⁻¹	ChemAxon
Polarizability	20.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4l-9600000000-20d08a1b754066a02c36	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0uml-9453000000-1b73bad76d57c6a7bb49	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0900000000-06f3a7a46be6c21b12b5	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05fr-4900000000-fec1aa97b2de6ee1215f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0aor-9100000000-8f9f0f388b5122a4dc5d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0900000000-21e799700999988cff4d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-1900000000-50d96de8535bba7934fc	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0c00-5900000000-4e16afe1e6f76a78d45e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-074i-0900000000-e2706c5fc9a7ede8b9c9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0a4u-9600000000-6847ad99c6c9c48e960f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052f-9000000000-f57c72db5b04ed3337da	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0900000000-a8e0408c1222d2a73ed7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0900000000-a558e04a05386d569b98	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-1900000000-ac7a0566bae5c1224839	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
3219.0	Log mg/kg	[1800:5700]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
567	Tobacco Product Cases	Household cleaning & consumer products	Not Available
630	Toys	Recreation & sports surfaces	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q6RI86	Rattus norvegicus	Predicted (SEA)	531.71
Click to view 3D structure	Alpha-mannosidase 2C1	P21139	Rattus norvegicus	Predicted (SEA)	1.16774
Click to view 3D structure	Plasma alpha-L-fucosidase	Q9BTY2	Humans	Predicted (SEA)	2.64687
Click to view 3D structure	Transient receptor potential cation channel subfamily M member 8	Q7Z2W7	Humans	Predicted (SEA)	1443.71
Click to view 3D structure	Tissue alpha-L-fucosidase	P04066	Humans	Predicted (SEA)	5.76084
Click to view 3D structure	Spermidine synthase	Q6QA75	Sus scrofa	Predicted (SEA)	1.86838
Click to view 3D structure	Spermidine synthase	Q4CXJ6	Trypanosoma cruzi (strain CL Brener)	Predicted (SEA)	1.86838
Click to view 3D structure	Spermidine synthase	Q9NFS5	Plasmodium falciparum	Predicted (SEA)	1.86838
Click to view 3D structure	Beta-galactosidase	Q58D55	Bos taurus	Predicted (SEA)	47.5659
Click to view 3D structure	Tissue alpha-L-fucosidase	Q2KIM0	Bos taurus	Predicted (SEA)	3.58106
Click to view 3D structure	Transient receptor potential cation channel subfamily A member 1	Q8BLA8	Mus musculus	Predicted (SEA)	943.065
Click to view 3D structure	Alpha-1,2-mannosidase (BT_3990)	Q8A0N1	Bacteroides thetaiotaomicron	Predicted (SEA)	12.8451
Click to view 3D structure	Maltase-glucoamylase	O43451	Humans	Predicted (SEA)	344.794
Click to view 3D structure	Ceramide glucosyltransferase	O88693	Mus musculus	Predicted (SEA)	328.757
Click to view 3D structure	Tissue alpha-L-fucosidase	P17164	Rattus norvegicus	Predicted (SEA)	8.32987
Click to view 3D structure	Mannosyl-oligosaccharide alpha-1,2-mannosidase isoform B	P53624	Drosophila melanogaster	Predicted (SEA)	1.40129
Click to view 3D structure	Sucrase-isomaltase, intestinal	P23739	Rattus norvegicus	Predicted (SEA)	86.8019
Click to view 3D structure	Neutral alpha-glucosidase C	Q8BVW0	Mus musculus	Predicted (SEA)	7.94062
Click to view 3D structure	Alpha-galactosidase	Q5DUH8	Coffea arabica	Predicted (SEA)	10.6653
Click to view 3D structure	Lysosomal alpha-glucosidase	Q6P7A9	Rattus norvegicus	Predicted (SEA)	66.3275
Click to view 3D structure	Beta-galactosidase	D3ZUM4	Rattus norvegicus	Predicted (SEA)	8.17417
Click to view 3D structure	Lactase/phlorizin hydrolase	Q02401	Rattus norvegicus	Predicted (SEA)	9.9647
Click to view 3D structure	Lysosomal acid glucosylceramidase	P04062	Humans	Predicted (SEA)	3038.22
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	7693.22
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	7726.3