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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:48:35 UTC

Update Date

2023-02-21 17:21:45 UTC

HMDB ID

HMDB0032225

Secondary Accession Numbers

HMDB32225

Metabolite Identification

Common Name

1,1-Dimethoxy-trans-2-hexene

Description

1,1-Dimethoxy-trans-2-hexene 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. 1,1-Dimethoxy-trans-2-hexene is an apple and fruity tasting compound. Based on a literature review very few articles have been published on 1,1-Dimethoxy-trans-2-hexene.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-1,1-Dimethoxyhex-2-ene	HMDB
(e)-2-Hexenal, dimethyl acetal	HMDB
1,1-Dimethoxy-(2E)-2-hexene	HMDB
1,1-Dimethoxy-(e)-2-hexene	HMDB
2-Hexenal, dimethyl acetal, (e)- (8ci)	HMDB
4-Methylumbelliferyl heptanoate	HMDB
Dimethyl acetal(e)-2-hexenal	HMDB
trans-2-Hexen-1-al dimethyl acetal	HMDB
trans-2-Hexenal dimethyl acetal	HMDB

Chemical Formula

C₈H₁₆O₂

Average Molecular Weight

144.2114

Monoisotopic Molecular Weight

144.115029756

IUPAC Name

(2E)-1,1-dimethoxyhex-2-ene

Traditional Name

(2E)-1,1-dimethoxyhex-2-ene

CAS Registry Number

18318-83-7

SMILES

CCC\C=C\C(OC)OC

InChI Identifier

InChI=1S/C8H16O2/c1-4-5-6-7-8(9-2)10-3/h6-8H,4-5H2,1-3H3/b7-6+

InChI Key

OSVRJMZINDGZFB-VOTSOKGWSA-N

Chemical Taxonomy

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

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0032225)

Exogenous

Food

Food (HMDB: HMDB0032225)

Exogenous (HMDB: HMDB0032225)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0032225)

Role

Biological role

Energy source (HMDB: HMDB0032225)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0032225)

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	1.3 g/L	ALOGPS
logP	2.05	ALOGPS
logP	2.41	ChemAxon
logS	-2	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	5	ChemAxon
Refractivity	42.83 m³·mol⁻¹	ChemAxon
Polarizability	17.07 Å³	ChemAxon
Number of Rings	0	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]+	136.727	31661259
DarkChem	[M-H]-	132.733	31661259
DeepCCS	[M+H]+	131.757	30932474
DeepCCS	[M-H]-	128.4	30932474
DeepCCS	[M-2H]-	165.313	30932474
DeepCCS	[M+Na]+	140.359	30932474
AllCCS	[M+H]+	136.5	32859911
AllCCS	[M+H-H2O]+	132.4	32859911
AllCCS	[M+NH4]+	140.3	32859911
AllCCS	[M+Na]+	141.4	32859911
AllCCS	[M-H]-	136.1	32859911
AllCCS	[M+Na-2H]-	138.6	32859911
AllCCS	[M+HCOO]-	141.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	5.37 minutes	32390414
Predicted by Siyang on May 30, 2022	17.2111 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.8 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	35.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2284.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	575.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	227.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	414.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	213.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	676.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	632.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1512.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	534.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1390.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	464.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	430.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	534.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	583.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	20.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,1-Dimethoxy-trans-2-hexene	CCC\C=C\C(OC)OC	1338.7	Standard polar	33892256
1,1-Dimethoxy-trans-2-hexene	CCC\C=C\C(OC)OC	965.1	Standard non polar	33892256
1,1-Dimethoxy-trans-2-hexene	CCC\C=C\C(OC)OC	955.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 1,1-Dimethoxy-trans-2-hexene EI-B (Non-derivatized)	splash10-0229-9400000000-22c85836a3bc85149cc5	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 1,1-Dimethoxy-trans-2-hexene EI-B (Non-derivatized)	splash10-0229-9400000000-22c85836a3bc85149cc5	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1-Dimethoxy-trans-2-hexene GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9200000000-4fb784531c38b1726c0e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1-Dimethoxy-trans-2-hexene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 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 - 1,1-Dimethoxy-trans-2-hexene 10V, Positive-QTOF	splash10-0002-2900000000-093bde4765b262b1aa4d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 20V, Positive-QTOF	splash10-052b-9800000000-45a90e0498595d39c836	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 40V, Positive-QTOF	splash10-0pvl-9000000000-f1ba52ae738287ff5b50	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 10V, Negative-QTOF	splash10-0006-0900000000-de3b065a7c4de553ff11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 20V, Negative-QTOF	splash10-0006-2900000000-4a1f79e268b56a1d90cb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 40V, Negative-QTOF	splash10-08gj-9200000000-a7d54664bd775c566b0b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 10V, Positive-QTOF	splash10-015c-9000000000-9ed00370929a6f1ec2f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 20V, Positive-QTOF	splash10-053u-9000000000-224de2bdd0f43ac91ae6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 40V, Positive-QTOF	splash10-0a4u-9000000000-b7abf432d90e3945b1a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 10V, Negative-QTOF	splash10-0006-0900000000-8f106ce61caf1f0a9988	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 20V, Negative-QTOF	splash10-01rx-5900000000-6a2e4fc560f06273bc56	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1-Dimethoxy-trans-2-hexene 40V, Negative-QTOF	splash10-0002-9200000000-284eb518489a3d59e917	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+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
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

FDB009303

KNApSAcK ID

Not Available

Chemspider ID

4941118

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6436486

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for 1,1-Dimethoxy-trans-2-hexene (HMDB0032225)

MOL for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

3D MOL for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

3D SDF for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

3D-SDF for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

PDB for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

3D PDB for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

SMILES for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

INCHI for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

Structure for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

3D Structure for HMDB0032225 (1,1-Dimethoxy-trans-2-hexene)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra