Showing Compound Cyclohexanecarboxylic acid (FDB003406)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:47 UTC

Update date

2015-07-20 21:55:01 UTC

Primary ID

FDB003406

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cyclohexanecarboxylic acid

Description

Cyclohexanecarboxylic acid, also known as hexahydrobenzoic acid or carboxycyclohexane, belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH. Cyclohexanecarboxylic acid exists in all living organisms, ranging from bacteria to humans. Cyclohexanecarboxylic acid is an acidic, cheese, and fruity tasting compound. Based on a literature review a small amount of articles have been published on Cyclohexanecarboxylic acid.

CAS Number

98-89-5

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
Carboxycyclohexane	ChEBI
Cyclohexancarbonsaeure	ChEBI
Cyclohexane-1-carboxylate	ChEBI
Cyclohexanoic acid	ChEBI
Cyclohexylcarboxylic acid	ChEBI
Cyclohexylformic acid	ChEBI
Cyclohexylmethanoic acid	ChEBI
Hexahydrobenzoic acid	ChEBI
Cyclohexane-1-carboxylic acid	Generator
Cyclohexanoate	Generator
Cyclohexylcarboxylate	Generator
Cyclohexylformate	Generator
Cyclohexylmethanoate	Generator
Hexahydrobenzoate	Generator
Cyclohexanecarboxylate	Generator
Cyclohexanecarboxylic acid, calcium salt	MeSH
Cyclohexanecarboxylic acid, cobalt salt	MeSH
Cyclohexanecarboxylic acid, lead salt	MeSH
Cyclohexanecarboxylic acid, potassium salt	MeSH
Cyclohexanecarboxylic acid, sodium salt	MeSH
Cyclohexanecarboxylic acid, sodium salt, 11C-labeled	MeSH
7549-42-0 (Calcium salt)	HMDB
FEMA 3531	HMDB
hexahydro-Benzoic acid	HMDB
Naphthenic acid	HMDB
Naphthenoic acid	HMDB
7549-42-0 (calcium salt)	biospider
Benzoic acid, hexahydro-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	8.01 g/L	ALOGPS
logP	1.88	ALOGPS
logP	1.89	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	33.85 m³·mol⁻¹	ChemAxon
Polarizability	14.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C7H12O2

IUPAC name

cyclohexanecarboxylic acid

InChI Identifier

InChI=1S/C7H12O2/c8-7(9)6-4-2-1-3-5-6/h6H,1-5H2,(H,8,9)

InChI Key

NZNMSOFKMUBTKW-UHFFFAOYSA-N

Isomeric SMILES

OC(=O)C1CCCCC1

Average Molecular Weight

128.169

Monoisotopic Molecular Weight

128.083729628

Classification

Description

Belongs to the class of organic compounds known as carboxylic acids. Carboxylic acids are compounds containing a carboxylic acid group with the formula -C(=O)OH.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acids

Direct Parent

Carboxylic acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:36096 )

Ontology

Disposition

Source:

Biological location:

Biofluid and excreta:

Feces

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 65.60%; H 9.44%; O 24.97%	DFC
Melting Point	Mp 31-32°	DFC
Boiling Point	Bp13 120-121°	DFC
Experimental Water Solubility	4.6 mg/mL at 25 oC	NIYAZOU,AN et al.(1975)
Experimental logP	1.96	HANSCH,C ET AL. (1995)
Experimental pKa	4.9
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Cyclohexanecarboxylic acid, non-derivatized, GC-MS Spectrum	splash10-03e9-9700000000-afedc669010cea1fff7a	Spectrum
GC-MS	Cyclohexanecarboxylic acid, non-derivatized, GC-MS Spectrum	splash10-03e9-9700000000-afedc669010cea1fff7a	Spectrum
Predicted GC-MS	Cyclohexanecarboxylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0036-9100000000-7b2d7325908346fef2d1	Spectrum
Predicted GC-MS	Cyclohexanecarboxylic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-008i-9300000000-6340158dcee214fd3ad4	Spectrum
Predicted GC-MS	Cyclohexanecarboxylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-0900000000-69422c2f22908125487e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-1900000000-2b1c359177d442da9138	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-056s-9500000000-8b79211c98aa33e6b31a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-9000000000-a73dd06af262b4a9ef25	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9000000000-0018f47571feaf232ff8	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-3900000000-5f7af485316f5734f31c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01q9-9400000000-4891c30e0de9b93142c0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-4e84d360f5dcc7c27e10	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-3900000000-e6c3bee1d7b7769e57d5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-003r-9500000000-9de2d40e8ed9e23f88fe	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9100000000-e176edd2be2d6a23fcc9	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9600000000-77f543a59e6f66639edf	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-9000000000-4a0ef320aa7c76cac141	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0536-9000000000-c916f1bfef6f2963671f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-108ecb5ab434b95e7d34	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1900000000-f378592e25c39276f7c1	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-453e95f5b7e9124e523b	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

7135

ChEMBL ID

Not Available

KEGG Compound ID

C09822

Pubchem Compound ID

7413

Pubchem Substance ID

Not Available

ChEBI ID

36096

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31342

CRC / DFC (Dictionary of Food Compounds) ID

CXX15-R:CXX15-R

EAFUS ID

790

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00000334

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1036731

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

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
acidic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
metallic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cheese	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
tropical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.