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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:16:43 UTC

Update Date

2023-02-21 17:25:16 UTC

HMDB ID

HMDB0036222

Secondary Accession Numbers

HMDB36222

Metabolite Identification

Common Name

Cyclohexyl propionate

Description

Cyclohexyl propionate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Cyclohexyl propionate is a sweet, banana, and fruity tasting compound. Based on a literature review a small amount of articles have been published on Cyclohexyl propionate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

COMPND    HMDB0036222
HETATM    1  C1  UNL     1       4.387   0.603   0.139  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.967   1.110   0.242  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.989   0.055  -0.066  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.322  -1.104  -0.369  1.00  0.00           O  
HETATM    5  O2  UNL     1       0.642   0.342  -0.021  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.308  -0.668  -0.316  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.129  -0.799   0.966  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.035   0.442   0.954  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.224   0.058   0.087  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.685  -0.675  -1.117  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.245  -0.286  -1.422  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.495  -0.031  -0.755  1.00  0.00           H  
HETATM   13  H2  UNL     1       5.051   1.495   0.041  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.656   0.001   1.042  1.00  0.00           H  
HETATM   15  H4  UNL     1       2.832   1.427   1.318  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.820   2.040  -0.345  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.188  -1.638  -0.564  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.432  -0.686   1.837  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.713  -1.722   0.997  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.497   1.295   0.481  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.347   0.722   1.966  1.00  0.00           H  
HETATM   22  H11 UNL     1      -3.825   0.944  -0.175  1.00  0.00           H  
HETATM   23  H12 UNL     1      -3.820  -0.666   0.681  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.683  -1.780  -0.975  1.00  0.00           H  
HETATM   25  H14 UNL     1      -3.276  -0.378  -2.006  1.00  0.00           H  
HETATM   26  H15 UNL     1      -1.147   0.777  -1.699  1.00  0.00           H  
HETATM   27  H16 UNL     1      -0.982  -0.875  -2.345  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15   16
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   11   17
CONECT    7    8   18   19
CONECT    8    9   20   21
CONECT    9   10   22   23
CONECT   10   11   24   25
CONECT   11   26   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cyclohexyl propionic acid	Generator
Cyclohexyl N-propionate	HMDB
Cyclohexyl propanoate	HMDB
FEMA 2354	HMDB
Propanoic acid, cyclohexyl ester	HMDB
Propionic acid cyclohexyl ester	HMDB
Propionic acid, cyclohexyl ester	HMDB
Cyclohexyl propanoic acid	Generator

Chemical Formula

C₉H₁₆O₂

Average Molecular Weight

156.2221

Monoisotopic Molecular Weight

156.115029756

IUPAC Name

cyclohexyl propanoate

Traditional Name

cyclohexane propionic acid

CAS Registry Number

6222-35-1

SMILES

CCC(=O)OC1CCCCC1

InChI Identifier

InChI=1S/C9H16O2/c1-2-9(10)11-8-6-4-3-5-7-8/h8H,2-7H2,1H3

InChI Key

MAMMVUWCKMOLSG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0036222)
Cell membrane (HMDB: HMDB0036222)

Source

Exogenous

Exogenous (HMDB: HMDB0036222)

Food

Food (HMDB: HMDB0036222)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036222)

Biological role

Nutrient (HMDB: HMDB0036222)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.7 g/L	ALOGPS
logP	2.54	ALOGPS
logP	2.42	ChemAxon
logS	-2.4	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	43.05 m³·mol⁻¹	ChemAxon
Polarizability	18.06 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	137.159	31661259
DarkChem	[M-H]-	134.587	31661259
DeepCCS	[M+H]+	139.41	30932474
DeepCCS	[M-H]-	136.745	30932474
DeepCCS	[M-2H]-	172.808	30932474
DeepCCS	[M+Na]+	148.198	30932474
AllCCS	[M+H]+	137.3	32859911
AllCCS	[M+H-H2O]+	133.1	32859911
AllCCS	[M+NH4]+	141.2	32859911
AllCCS	[M+Na]+	142.4	32859911
AllCCS	[M-H]-	137.0	32859911
AllCCS	[M+Na-2H]-	138.6	32859911
AllCCS	[M+HCOO]-	140.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyclohexyl propionate	CCC(=O)OC1CCCCC1	1474.6	Standard polar	33892256
Cyclohexyl propionate	CCC(=O)OC1CCCCC1	1152.1	Standard non polar	33892256
Cyclohexyl propionate	CCC(=O)OC1CCCCC1	1143.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate EI-B (Non-derivatized)	splash10-0a7i-9000000000-a0cb1d00fd02b6052353	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate EI-B (Non-derivatized)	splash10-053r-9000000000-2c1911191ca885be5104	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate CI-B (Non-derivatized)	splash10-001i-9000000000-a8d8d731353c3bd3ab4d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate EI-B (Non-derivatized)	splash10-0a7i-9000000000-20b7fe2b6db729446a95	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate EI-B (Non-derivatized)	splash10-0a7i-9000000000-a0cb1d00fd02b6052353	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate EI-B (Non-derivatized)	splash10-053r-9000000000-2c1911191ca885be5104	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate CI-B (Non-derivatized)	splash10-001i-9000000000-a8d8d731353c3bd3ab4d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cyclohexyl propionate EI-B (Non-derivatized)	splash10-0a7i-9000000000-20b7fe2b6db729446a95	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclohexyl propionate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0560-9100000000-6ee03456a1321f7790dd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyclohexyl propionate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 10V, Positive-QTOF	splash10-0a4i-6900000000-d347e0c09b3a79876ba8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 20V, Positive-QTOF	splash10-0pc0-9300000000-1797571b25af03069314	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 40V, Positive-QTOF	splash10-0a4l-9000000000-7acfdd4ed8e4cf524c94	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 10V, Negative-QTOF	splash10-0a4i-6900000000-5a372eb20c9c47998ae6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 20V, Negative-QTOF	splash10-052b-9200000000-8b5e8842cb4eba42b25d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 40V, Negative-QTOF	splash10-052b-9000000000-5fb842dde4da2e5c5984	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 10V, Negative-QTOF	splash10-006t-9000000000-283d4c240d4d4ca8bb14	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 20V, Negative-QTOF	splash10-0002-9000000000-ee6726aab1d3e1e18fa8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 40V, Negative-QTOF	splash10-0002-9000000000-965b6fe8f6cb9ced7d45	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 10V, Positive-QTOF	splash10-001i-9100000000-17d9650897694d038e8d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 20V, Positive-QTOF	splash10-057i-9000000000-a53e86c233a63e17327a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyclohexyl propionate 40V, Positive-QTOF	splash10-001i-9000000000-c779be29ff00601459e3	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015080

KNApSAcK ID

Not Available

Chemspider ID

55305

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61375

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Cyclohexyl propionate (HMDB0036222)

MOL for HMDB0036222 (Cyclohexyl propionate)

3D MOL for HMDB0036222 (Cyclohexyl propionate)

3D SDF for HMDB0036222 (Cyclohexyl propionate)

3D-SDF for HMDB0036222 (Cyclohexyl propionate)

PDB for HMDB0036222 (Cyclohexyl propionate)

3D PDB for HMDB0036222 (Cyclohexyl propionate)

SMILES for HMDB0036222 (Cyclohexyl propionate)

INCHI for HMDB0036222 (Cyclohexyl propionate)

Structure for HMDB0036222 (Cyclohexyl propionate)

3D Structure for HMDB0036222 (Cyclohexyl propionate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra