Showing Compound Citronellyl isobutyrate (FDB016235)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:19 UTC

Update date

2019-11-26 03:12:55 UTC

Primary ID

FDB016235

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Citronellyl isobutyrate

Description

Citronellyl isobutyrate belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Based on a literature review a significant number of articles have been published on Citronellyl isobutyrate.

CAS Number

97-89-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Citronellyl isobutyric acid	Generator
3,7-Dimethyl-6-octen-1-yl 2-methylpropanoate	HMDB
3,7-Dimethyl-6-octen-1-yl isobutyrate	HMDB
3,7-Dimethyl-6-octenyl 2-methylpropanoate	HMDB
3,7-Dimethyl-6-octenyl isobutyrate	HMDB
3,7-Dimethyl-6-octenyl methylpropionate	HMDB
3,7-Dimethyloct-6-enyl isobutyrate	HMDB
Citronellyl 2-methylpropanoate	HMDB
Citronellyl isobutanoate	HMDB
FEMA 2313	HMDB
Isobutyric acid, 3,7-dimethyl-6-octenyl ester	HMDB
Isobutyric acid, 3,7-dimethyl-6-octenyl ester (8ci)	HMDB
Propanoic acid, 2-methyl-, 3,7-dimethyl-6-octen-1-yl ester	HMDB
Propanoic acid, 2-methyl-, 3,7-dimethyl-6-octenyl	HMDB
Propanoic acid, 2-methyl-, 3,7-dimethyl-6-octenyl ester	HMDB
Citronellyl isobutyrate	db_source
Isobutyric acid, 3,7-dimethyl-6-octenyl ester (8CI)	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.019 g/L	ALOGPS
logP	4.86	ALOGPS
logP	4.44	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	-7.1	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	8	ChemAxon
Refractivity	68.84 m³·mol⁻¹	ChemAxon
Polarizability	28.35 Å³	ChemAxon
Number of Rings	0	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

C14H26O2

IUPAC name

3,7-dimethyloct-6-en-1-yl 2-methylpropanoate

InChI Identifier

InChI=1S/C14H26O2/c1-11(2)7-6-8-13(5)9-10-16-14(15)12(3)4/h7,12-13H,6,8-10H2,1-5H3

InChI Key

ZGPPERKMXSGYRK-UHFFFAOYSA-N

Isomeric SMILES

CC(CCOC(=O)C(C)C)CCC=C(C)C

Average Molecular Weight

226.355

Monoisotopic Molecular Weight

226.193280076

Classification

Description

Belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Monoterpenoid
Acyclic monoterpenoid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Biological location:

Biofluid and excreta:

Urine

Cell and elements:

Extracellular

Subcellular:

Process

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 74.29%; H 11.58%; O 14.14%	DFC
Melting Point	Not Available
Boiling Point	Bp 249°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
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	Citronellyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-00rx-9100000000-a6ccc17946f97bcd2f3d	Spectrum
GC-MS	Citronellyl isobutyrate, non-derivatized, GC-MS Spectrum	splash10-00rx-9100000000-a6ccc17946f97bcd2f3d	Spectrum
Predicted GC-MS	Citronellyl isobutyrate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9200000000-10e870fbfc21a4db1efe	Spectrum
Predicted GC-MS	Citronellyl isobutyrate, 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	splash10-004i-5690000000-69c546a8c324a6d6e37e	2016-06-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dr-9510000000-07d542dc490a0e9765e5	2016-06-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0603-9000000000-3ab69aa5031b8140ba87	2016-06-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-3290000000-7091c18a4e3253764342	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9220000000-5e623c4c346bc7fb70d4	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9200000000-3d821da99afbfebf8e77	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9120000000-805cbab6fe7ee0962de3	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-a53fc6e3c901b8f08802	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-9000000000-f854ad9a4431e005872a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001r-9410000000-a258f1427f2cac4f05b8	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9100000000-86e34155887f56e5060f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00l6-9000000000-16cc25abbb3617e87956	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

54946

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

60985

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB37228

CRC / DFC (Dictionary of Food Compounds) ID

JRJ33-M:KOY18-Y

EAFUS ID

701

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

97-89-2

GoodScent ID

rw1019711

SuperScent ID

60985

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