Showing Compound exo,exo-1,8-Epoxy-p-menthane-2,6-diol (FDB021306)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:36 UTC

Update date

2019-11-26 03:20:10 UTC

Primary ID

FDB021306

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

exo,exo-1,8-Epoxy-p-menthane-2,6-diol

Description

exo,exo-1,8-Epoxy-p-menthane-2,6-diol, also known as 2,6-dihydroxycineol, belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. exo,exo-1,8-Epoxy-p-menthane-2,6-diol has been detected, but not quantified in, herbs and spices. This could make exo,exo-1,8-epoxy-p-menthane-2,6-diol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on exo,exo-1,8-Epoxy-p-menthane-2,6-diol.

CAS Number

38223-98-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
1,8-Epoxy-1-methyl-4-isopropylcyclohexane-2,6-diol	MeSH, HMDB
1,8-Epoxy-P-menthane-2,6-diol	HMDB
1,8-Epoxy-p-menthane-2,6-diol; exo,exo-form	db_source
2,6-Dihydroxycineol	Kegg
Clesidren	MeSH, HMDB
exo,exo-Form	HMDB
Exo,exo-form	HMDB

Showing 1 to 7 of 7 entries

Predicted Properties

Property	Value	Source
Water Solubility	79.2 g/L	ALOGPS
logP	0.68	ALOGPS
logP	0.2	ChemAxon
logS	-0.37	ALOGPS
pKa (Strongest Acidic)	13.61	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	48.58 m³·mol⁻¹	ChemAxon
Polarizability	20.1 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H18O3

IUPAC name

1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane-6,7-diol

InChI Identifier

InChI=1S/C10H18O3/c1-9(2)6-4-7(11)10(3,13-9)8(12)5-6/h6-8,11-12H,4-5H2,1-3H3

InChI Key

JSNQSLSBBZFGBM-UHFFFAOYSA-N

Isomeric SMILES

CC1(C)OC2(C)C(O)CC1CC2O

Average Molecular Weight

186.2481

Monoisotopic Molecular Weight

186.125594442

Classification

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Cyclic alcohol
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

oxanes (CHEBI:81225 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 64.49%; H 9.74%; O 25.77%	DFC
Melting Point	Mp 164-165°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	exo,exo-1,8-Epoxy-p-menthane-2,6-diol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0076-5900000000-602783e07b02b36cc0d1	Spectrum
Predicted GC-MS	exo,exo-1,8-Epoxy-p-menthane-2,6-diol, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00tu-9112000000-fb85f42cb8c838dd1788	Spectrum
Predicted GC-MS	exo,exo-1,8-Epoxy-p-menthane-2,6-diol, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	exo,exo-1,8-Epoxy-p-menthane-2,6-diol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	exo,exo-1,8-Epoxy-p-menthane-2,6-diol, "exo,exo-1,8-Epoxy-p-menthane-2,6-diol,2TMS,#1" TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-d942142323e888ae352d	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-99e4a0fd5a5529426e19	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uxr-0900000000-78cd162496729358b3e3	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-99f490c047aedc337f35	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-6db9b97915824d3bd4f8	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014r-0900000000-a703e968f30c879bc856	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-822190e00cd01cf01d8e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-822190e00cd01cf01d8e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kr-0900000000-78d379b659b92399ed40	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-b483467098b9f2213784	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0900000000-b483467098b9f2213784	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kr-0900000000-c1e93128669aa2d08a95	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

102967

ChEMBL ID

Not Available

KEGG Compound ID

C17620

Pubchem Compound ID

115056

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41376

CRC / DFC (Dictionary of Food Compounds) ID

NQQ36-J:NQQ37-K

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

No data available in table

Showing 0 to 0 of 0 entries

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound exo,exo-1,8-Epoxy-p-menthane-2,6-diol (FDB021306)

Structure for FDB021306 (exo,exo-1,8-Epoxy-p-menthane-2,6-diol)