Showing Compound (Z)-1-(1-Ethoxyethoxy)-3-hexene (FDB018202)

Record Information

Version

1.0

Creation date

2010-04-08 22:13:34 UTC

Update date

2019-11-26 03:15:51 UTC

Primary ID

FDB018202

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(Z)-1-(1-Ethoxyethoxy)-3-hexene

Description

(Z)-1-(1-Ethoxyethoxy)-3-hexene, also known as (Z)-1-ethoxy-1-(3-hexenyloxy)ethane or 3,5-dioxa-4-methyl-8-cis-undecene, belongs to the class of organic compounds known as acetals. Acetals are compounds having the structure R2C(OR')2 ( R' not Hydrogen) and thus diethers of geminal diols. Originally, the term was confined to derivatives of aldehydes (one R = H), but it now applies equally to derivatives of ketones (neither R = H ). Mixed acetals have different R' groups (Z)-1-(1-Ethoxyethoxy)-3-hexene is an extremely weak basic (essentially neutral) compound (based on its pKa) (Z)-1-(1-Ethoxyethoxy)-3-hexene is an earthy, green, and leaf tasting compound (Z)-1-(1-Ethoxyethoxy)-3-hexene has been detected, but not quantified in, fruits. This could make (Z)-1-(1-ethoxyethoxy)-3-hexene a potential biomarker for the consumption of these foods.

CAS Number

28069-74-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
(3Z)-1-(1-Ethoxyethoxy)-3-hexene	HMDB
(e)-1-(1-Ethoxyethoxy)-3-hexene	HMDB
(e)-1-(1-Ethoxyethoxy)hex-3-ene	HMDB
(Z)-1-(1-Ethoxyethoxy)hex-3-ene	HMDB
(Z)-1-Ethoxy-1-(3-hexenyloxy)ethane	HMDB
1-(1-Ethoxyethoxy)-(3E)-3-hexene	HMDB
1-(1-Ethoxyethoxy)-(3Z)-3-hexene	HMDB
1-(1-Ethoxyethoxy)-(e)-3-hexene	HMDB
1-(1-Ethoxyethoxy)-(Z)-3-hexene	HMDB
1-Ethoxy-1-(3-hexenyloxy)-(Z)-ethane	HMDB
3,5-Dioxa-4-methyl-8-cis-undecene	HMDB
3,5-Dioxa-4-methyl-8-trans-undecene	HMDB
3,5-Dioxa-4-methyl-8-undecene (Z)	HMDB
Acetaldehyde ethyl cis-3-hexenyl acetal	HMDB
Acetaldehyde ethyl cis-3-hexenylacetal	HMDB
Acetaldehyde ethyl trans-3-hexenyl acetal	HMDB
Acetaldehyde, ethyl cis-3-hexenyl acetal	HMDB
cis-3-Hexenyl ethyl acetal	HMDB
Ethyl (Z)-3-hexenyl acetal	HMDB
Ethyl 3-hexenyl acetal(Z)-acetaldehyde	HMDB
Ethyl cis-3-hexenyl acetal	HMDB
Ethyl cis-3-hexenyl acetal acetaldehyde	HMDB
Ethyl-(cis-3-hexene)yl acetal	HMDB
Leaf acetal	HMDB
Leaf alcohol (ethyl) acetal	HMDB
Leaf alcohol acetal	HMDB
(E)-1-(1-Ethoxyethoxy)-3-hexene	biospider
(E)-1-(1-Ethoxyethoxy)hex-3-ene	biospider
1-(1-Ethoxyethoxy)-(3e)-3-hexene	HMDB
1-(1-Ethoxyethoxy)-3-hexene, (Z)-	biospider
1-Ethoxy-1-(3-hexenyloxy)ethane, (Z)-	biospider
3-Hexene, 1-(1-ethoxyethoxy)-, (3E)-	biospider
3-Hexene, 1-(1-ethoxyethoxy)-, (3Z)-	biospider
3-Hexene, 1-(1-ethoxyethoxy)-, (E)-	biospider
3-Hexene, 1-(1-ethoxyethoxy)-, (Z)-	biospider
Acetaldehyde, ethyl 3-hexenyl acetal, (Z)-	biospider
Ethane, 1-ethoxy-1-(3-hexenyloxy)-, (Z)-	biospider
Ethyl Cis-3-hexenyl Acetal Acetaldehyde	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	3.09	ALOGPS
logP	2.63	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	18.46 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	52.65 m³·mol⁻¹	ChemAxon
Polarizability	21.39 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

C10H20O2

IUPAC name

1-ethoxy-1-[(3E)-hex-3-en-1-yloxy]ethane

InChI Identifier

InChI=1S/C10H20O2/c1-4-6-7-8-9-12-10(3)11-5-2/h6-7,10H,4-5,8-9H2,1-3H3/b7-6+

InChI Key

PAEBAEDUARAOSG-VOTSOKGWSA-N

Isomeric SMILES

CCOC(C)OCC\C=C\CC

Average Molecular Weight

172.2646

Monoisotopic Molecular Weight

172.146329884

Classification

Description

Belongs to the class of organic compounds known as acetals. Acetals are compounds having the structure R2C(OR')2 ( R' not Hydrogen) and thus diethers of geminal diols. Originally, the term was confined to derivatives of aldehydes (one R = H), but it now applies equally to derivatives of ketones (neither R = H ). Mixed acetals have different R' groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Acetals

Alternative Parents

Hydrocarbon derivatives

Substituents

Acetal
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 69.72%; H 11.70%; O 18.58%	DFC
Melting Point	Not Available
Boiling Point	Not Available
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	(Z)-1-(1-Ethoxyethoxy)-3-hexene, non-derivatized, GC-MS Spectrum	splash10-00dj-9000000000-6cf806fbe71972cdc865	Spectrum
GC-MS	(Z)-1-(1-Ethoxyethoxy)-3-hexene, non-derivatized, GC-MS Spectrum	splash10-00dj-9000000000-6cf806fbe71972cdc865	Spectrum
Predicted GC-MS	(Z)-1-(1-Ethoxyethoxy)-3-hexene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00xs-9100000000-3bd3dda164b33d4e6d76	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-4900000000-343e87cca85686faaed2	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9200000000-416ce3cf8af880173eaa	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000w-9000000000-83bfe80a50c6ee53cb8e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-5900000000-7295b9e8c7edf2015710	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0079-9200000000-2642ed16dcfda6bb3359	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01vp-9000000000-936c675c6a836af44550	Spectrum

NMR

Not Available

External Links

ChemSpider ID

4576467

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

5463962

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB38783

CRC / DFC (Dictionary of Food Compounds) ID

LHM70-O:LHM71-P

EAFUS ID

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

rw1007551

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.
violet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
natural	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
leaf	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mushroom	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.