Showing Compound Geranyl acetoacetate (FDB017550)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:09 UTC

Update date

2015-07-20 23:39:37 UTC

Primary ID

FDB017550

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Geranyl acetoacetate

Description

Geranyl acetoacetate 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 small amount of articles have been published on Geranyl acetoacetate.

CAS Number

10032-00-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(e)-3,7-Dimethyl-2,6-octadienyl 3-oxobutanoate	HMDB
(e)-3,7-Dimethyl-2,6-octadienyl acetoacetate	HMDB
(E)-3,7-Dimethyl-2,6-octadienyl acetoacetate	biospider
3,7-Dimethyl-2,6-octadien-1-yl 3-oxobutanoate, trans-	biospider
3,7-Dimethyl-2,6-octadien-1-yl acetoacetate, trans-	biospider
3,7-Dimethyl-2,6-octadienyl 3-oxobutanoate, (E)-	biospider
3,7-Dimethyl-2,6-octadienyl acetoacetate, (E)-	biospider
3,7-Dimethyl-2,6-octadienyl ester(e)-acetoacetic acid	HMDB
Acetoacetic acid, 3,7-dimethyl-2,6-octadienyl ester	HMDB
Acetoacetic acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-	biospider

Showing 1 to 10 of 17 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.7	ALOGPS
logP	3.17	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	10.39	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	70.23 m³·mol⁻¹	ChemAxon
Polarizability	27.25 Å³	ChemAxon
Number of Rings	0	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

C14H22O3

IUPAC name

(2Z)-3,7-dimethylocta-2,6-dien-1-yl 3-oxobutanoate

InChI Identifier

InChI=1S/C14H22O3/c1-11(2)6-5-7-12(3)8-9-17-14(16)10-13(4)15/h6,8H,5,7,9-10H2,1-4H3/b12-8-

InChI Key

RYILZWKGLGVPOC-WQLSENKSSA-N

Isomeric SMILES

CC(=O)CC(=O)OC\C=C(\C)CCC=C(C)C

Average Molecular Weight

238.3227

Monoisotopic Molecular Weight

238.15689457

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
Acyclic monoterpenoid
Monoterpenoid
Beta-keto acid
Fatty acid ester
1,3-dicarbonyl compound
Keto acid
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

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

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	d25 0.96	DFC
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 70.56%; H 9.30%; O 20.14%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Geranyl acetoacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00ku-9700000000-464bbd7934d9173adbaf	Spectrum
Predicted GC-MS	Geranyl acetoacetate, 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	splash10-000i-4790000000-97db0649e83f5b5bae96	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9500000000-640dd734c70bcee51f77	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0670-9100000000-90966489ab2f1b35805b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0019-8690000000-16ea337a0db3b28e6a31	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0pc0-9700000000-d0f333fc4eb48adf9423	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9300000000-bc23db33f8ce067ee6a4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1920000000-b22cd9cb2907b3277097	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfr-9700000000-47320c01017af31ea1e4	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a70-9500000000-de1c444d4d58dee8b261	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9600000000-b004eca92447f1950afe	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9400000000-1414a7dc914c2216b61f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-9300000000-37319bd69b0189d41410	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

30777244

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

54611954

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB38256

CRC / DFC (Dictionary of Food Compounds) ID

JVC33-F:KYH02-A

EAFUS ID

1468

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

rw1024841

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

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
apple skin	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fermented	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.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
winey	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.