ChemFOnt: Showing chemical card for trans-1,8-Terpin (CFc000333924)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:14:31 UTC

Chemfont ID

CFc000333924

Molecule Identification

Common Name

trans-1,8-Terpin

Definition

Cis-p-menthane-1,8-diol, also known as terpin, titanium (+4) salt or terpin hydrate, 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. Cis-p-menthane-1,8-diol is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). Cis-p-menthane-1,8-diol is a bitter tasting compound found in herbs and spices, which makes cis-p-menthane-1,8-diol a potential biomarker for the consumption of this food product. Cis-p-menthane-1,8-diol exists in all eukaryotes, ranging from yeast to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Emetine hydrochloride	HMDB
trans-p-Menthan-1,8-diol	HMDB
Terpin, titanium (+4) salt	HMDB
Geranodyle	HMDB
2-(2'-Hydroxypropan-2'-yl)-5-methylcyclohexanol	HMDB
2-Hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol	HMDB
Terpin hydrate	HMDB
Para-menthane-3,8-diol	HMDB
Terpin, monohydrate(cis)-isomer	HMDB
p-Menthane-1,8-diol	HMDB
p-Menthane-3,8-diol	HMDB
Terpin	HMDB

Chemical Formula

C₁₀H₂₀O₂

Average Molecular Weight

172.2646

Monoisotopic Molecular Weight

172.146329884

IUPAC Name

4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol

Traditional Name

terpin

CAS Registry Number

565-50-4

SMILES

CC(C)(O)C1CCC(C)(O)CC1

InChI Identifier

InChI=1S/C10H20O2/c1-9(2,11)8-4-6-10(3,12)7-5-8/h8,11-12H,4-7H2,1-3H3

InChI Key

RBNWAMSGVWEHFP-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
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035595)

Source

Endogenous

Endogenous (HMDB: HMDB0035595)

Plant

Plant (HMDB: HMDB0035595)

Animal

Animal (HMDB: HMDB0035595)

Exogenous

Food

Food (HMDB: HMDB0035595)

Herb and spice

Herb

Fennel (FooDB: FOOD00082)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035595)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035595)

Lipid metabolism pathway (HMDB: HMDB0035595)

Cellular process

Cell signaling (HMDB: HMDB0035595)

Biochemical process

Lipid transport (HMDB: HMDB0035595)

Role

Biological role

Energy source (HMDB: HMDB0035595)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035595)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.31 g/L	ALOGPS
logP	1.85	ALOGPS
logP	1.19	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	18.93	ChemAxon
pKa (Strongest Basic)	-0.69	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	49.37 m³·mol⁻¹	ChemAxon
Polarizability	20.25 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

External Links

HMDB ID

HMDB0035595

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005516

KNApSAcK ID

C00010893

Chemspider ID

6399

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6651

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for trans-1,8-Terpin (CFc000333924)

MOL for CFc000333924 (trans-1,8-Terpin)

3D MOL for CFc000333924 (trans-1,8-Terpin)

3D SDF for CFc000333924 (trans-1,8-Terpin)

3D-SDF for CFc000333924 (trans-1,8-Terpin)

PDB for CFc000333924 (trans-1,8-Terpin)

3D PDB for CFc000333924 (trans-1,8-Terpin)

SMILES for CFc000333924 (trans-1,8-Terpin)

INCHI for CFc000333924 (trans-1,8-Terpin)

Structure for CFc000333924 (trans-1,8-Terpin)

3D Structure for CFc000333924 (trans-1,8-Terpin)