Showing Compound Dihydrocarveol acetate (FDB021427)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:41 UTC

Update date

2019-11-26 03:20:22 UTC

Primary ID

FDB021427

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Dihydrocarveol acetate

Description

Dihydrocarveol acetate 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. Based on a literature review a significant number of articles have been published on Dihydrocarveol acetate.

CAS Number

20777-49-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Dihydrocarveol acetic acid	Generator
(-)-Dihydrocarvyl acetate	HMDB
2-Methyl-5-(1-methylethenyl)cyclohexyl acetate	HMDB
2-Methyl-5-(prop-1-en-2-yl)cyclohexyl acetate	HMDB
5-Isopropenyl-2-methylcyclohexyl acetate	HMDB
8-P-Menthen-2-yl acetate	HMDB
Carhydrine	HMDB
Dihydrocarveyl acetate	HMDB
Dihydrocarvyl acetate	HMDB
FEMA 2380	HMDB
iso-Dihydrocarvyl acetate	HMDB
Isodihydrocarveol, acetate	HMDB
neo-Isodihydrocarveol, acetate	HMDB
P-Menth-8(9)-en-2-yl acetate	HMDB
P-Menth-8-en-2-ol, acetate	HMDB
P-Menth-8-en-2-yl acetate	HMDB
P-Mentha-8-en-2-ol-acetate	HMDB
Tuberyl acetate	HMDB
2-Methyl-5-(prop-1-en-2-yl)cyclohexyl acetic acid	Generator
(-)-dihydrocarvyl acetate	biospider
(−)-Dihydrocarvyl acetate	biospider
2-methyl-5-(prop-1-en-2-yl)cyclohexyl acetate	biospider
8-p-Menthen-2-yl acetate	biospider
Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, 1-acetate	biospider
Cyclohexanol, 2-methyl-5-(1-methylethenyl)-, acetate	biospider
Dihydrocarveol acetate	db_source
Dihydrocarveol acetate (Isomer 2)	biospider
Dihydrocarveyl acetate.	biospider
Iso-dihydrocarvyl acetate	biospider
Menth-8(9)-en-2-yl acetate, p-	biospider
Neo-isodihydrocarveol, acetate	biospider
p-Menth-8-en-2-ol, acetate	biospider
p-Menth-8-en-2-yl acetate	biospider
p-Mentha-8-en-2-ol-acetate	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	3.46	ALOGPS
logP	2.76	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	56.37 m³·mol⁻¹	ChemAxon
Polarizability	23.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H20O2

IUPAC name

2-methyl-5-(prop-1-en-2-yl)cyclohexyl acetate

InChI Identifier

InChI=1S/C12H20O2/c1-8(2)11-6-5-9(3)12(7-11)14-10(4)13/h9,11-12H,1,5-7H2,2-4H3

InChI Key

TUSIZTVSUSBSQI-UHFFFAOYSA-N

Isomeric SMILES

CC1CCC(CC1OC(C)=O)C(C)=C

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

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.

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
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Cell and elements:

Extracellular

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 73.43%; H 10.27%; O 16.30%	DFC
Melting Point	Not Available
Boiling Point	Bp 232-234°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	[a]25D -13.5 (neat)	DFC
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	n20D 1.4590	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Dihydrocarveol acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000x-9300000000-9beb866d9483e92bb89a	Spectrum
Predicted GC-MS	Dihydrocarveol acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Dihydrocarveol acetate, non-derivatized, 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	splash10-0002-1900000000-0a05dddfff8d65051dd8	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052s-4900000000-5fb6bb7348b393a55bf4	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-067i-9100000000-facf36cf931cb5c50270	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-1900000000-3e96e81756a8bb940372	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udj-2900000000-2ef85f875545afcb0d97	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0k9l-6900000000-6b47596f472174553a53	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9500000000-0c2b26fed2966b01e575	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0005-9300000000-46fe3e0081c44f6730ec	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9100000000-6a8657dcb350ecaa5fa6	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f7a-0900000000-03b42242fe1623f6289d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9400000000-e47136ac50a3a99dac47	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9100000000-7159802e24744f2f6163	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

28089

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

30248

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41469

CRC / DFC (Dictionary of Food Compounds) ID

JXJ76-R:NSW33-Y

EAFUS ID

912

Dr. Duke ID

DIHYDROCARVYL-ACETATE

BIGG ID

Not Available

KNApSAcK ID

C00035825

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

20777-49-5

GoodScent ID

rw1019221

SuperScent ID

30248

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
flavor	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
mint	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
camphor	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
medicine	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	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
medicinal	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
floral	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cuminseed	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.