Showing Compound cis-3-Hexenyl tiglate (FDB017577)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:10 UTC

Update date

2015-07-20 23:39:55 UTC

Primary ID

FDB017577

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

cis-3-Hexenyl tiglate

Description

cis-3-Hexenyl tiglate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a significant number of articles have been published on cis-3-Hexenyl tiglate.

CAS Number

67883-79-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
cis-3-Hexenyl tiglic acid	Generator
(e,Z)-2-Methyl-2-butenoic acid 3-hexenyl ester	HMDB
(Z)-3-Hexenyl 2-methylcrotonate	HMDB
2-Methyl-(3Z)-3-hexen-1-yl ester(2E)-2-butenoic acid	HMDB
2-Methyl-(3Z)-3-hexenyl ester(2E)-2-butenoic acid	HMDB
2-Methyl-3-hexenyl ester(e,Z)-2-butenoic acid	HMDB
cis-3-Hexenyl-2-methyl-trans-2-butenoate	HMDB
cis-Hex-3-ene-1-yl trans-2-methyl-2-butenoate	HMDB
FEMA 3931	HMDB
(E,Z)-2-Methyl-2-butenoic acid 3-hexenyl ester	biospider
2-Butenoic acid, 2-methyl-, (3Z)-3-hexen-1-yl ester, (2E)-	biospider
2-Butenoic acid, 2-methyl-, (3Z)-3-hexenyl ester, (2E)-	biospider
2-Butenoic acid, 2-methyl-, 3-hexenyl ester, (E,Z)-	biospider
2-Methyl-(3Z)-3-hexen-1-yl ester(2e)-2-butenoic acid	HMDB
2-Methyl-(3Z)-3-hexenyl ester(2e)-2-butenoic acid	HMDB
cis-3-Hexenyl tiglate	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	3.56	ALOGPS
logP	3.55	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-6.8	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	6	ChemAxon
Refractivity	56.28 m³·mol⁻¹	ChemAxon
Polarizability	21.73 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

C11H18O2

IUPAC name

(3Z)-hex-3-en-1-yl (2E)-2-methylbut-2-enoate

InChI Identifier

InChI=1S/C11H18O2/c1-4-6-7-8-9-13-11(12)10(3)5-2/h5-7H,4,8-9H2,1-3H3/b7-6-,10-5+

InChI Key

JNWQKXUWZWKUAY-JQEGGOPCSA-N

Isomeric SMILES

CC\C=C/CCOC(=O)C(\C)=C\C

Average Molecular Weight

182.2594

Monoisotopic Molecular Weight

182.13067982

Classification

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
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:

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

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 72.49%; H 9.95%; O 17.56%	DFC
Melting Point	<25 oC
Boiling Point	Bp 105°	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
Predicted GC-MS	cis-3-Hexenyl tiglate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-9000000000-fca4c39a00d243515a88	Spectrum
Predicted GC-MS	cis-3-Hexenyl tiglate, 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	splash10-001i-6900000000-f178ec133a9564bb7775	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9200000000-8e40b3d8aeb6777885f5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f8c-9000000000-2a9ceb76cec2d21c8ec5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-4900000000-a8592de3d31fa8224717	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000t-9200000000-28888571988311de1bde	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a5a-9000000000-24d79d8675a3aa12e2c8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-3900000000-a73a08cbff081332d339	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-ed13a12739ba80295aec	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-f30fef0bbcfc844c3e4c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-9100000000-5a4031d0f75c0b6ca685	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-9000000000-29936bd9439e1ec0bcfc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-d51cb76310172885f864	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

16737344

ChEMBL ID

CHEMBL3183070

KEGG Compound ID

Not Available

Pubchem Compound ID

15461361

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB38279

CRC / DFC (Dictionary of Food Compounds) ID

GPT98-M:KYH57-U

EAFUS ID

2272

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

rw1002611

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
green	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vegetable	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
banana	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
earthy	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cortex	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.