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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:46 UTC

Update Date

2023-02-21 17:21:20 UTC

HMDB ID

HMDB0031834

Secondary Accession Numbers

HMDB31834

Metabolite Identification

Common Name

(±)-2,6-Dimethyl-5-heptenal

Description

(±)-2,6-Dimethyl-5-heptenal, also known as 2,6-dimethylhept-5-en-1-al or 2,6-DMH, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, (±)-2,6-dimethyl-5-heptenal is considered to be a fatty aldehyde. Based on a literature review a significant number of articles have been published on (±)-2,6-Dimethyl-5-heptenal.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,6-Dimethylhept-5-en-1-al	HMDB
2,6-DMH	HMDB
Dimethyl heptenal	HMDB

Chemical Formula

C₉H₁₆O

Average Molecular Weight

140.2227

Monoisotopic Molecular Weight

140.120115134

IUPAC Name

2,6-dimethylhept-5-enal

Traditional Name

2,6-dimethylhept-5-en-1-al

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H16O/c1-8(2)5-4-6-9(3)7-10/h5,7,9H,4,6H2,1-3H3

InChI Key

YGFGZTXGYTUXBA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Medium-chain aldehydes

Alternative Parents

Substituents

Medium-chain aldehyde
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Fatty aldehydes (LMFA06000127 )

Ontology

Sweet

Ginger (FooDB: FOOD00206)

Process

Not Available

Role

Not Available

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	1.22 g/L	ALOGPS
logP	2.69	ALOGPS
logP	2.52	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	15.8	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	44.72 m³·mol⁻¹	ChemAxon
Polarizability	17.16 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]+	131.268	31661259
DarkChem	[M-H]-	129.731	31661259
DeepCCS	[M+H]+	136.95	30932474
DeepCCS	[M-H]-	134.027	30932474
DeepCCS	[M-2H]-	170.877	30932474
DeepCCS	[M+Na]+	146.028	30932474
AllCCS	[M+H]+	132.9	32859911
AllCCS	[M+H-H2O]+	128.8	32859911
AllCCS	[M+NH4]+	136.8	32859911
AllCCS	[M+Na]+	137.9	32859911
AllCCS	[M-H]-	133.7	32859911
AllCCS	[M+Na-2H]-	136.0	32859911
AllCCS	[M+HCOO]-	138.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(??)-2,6-Dimethyl-5-heptenal	CC(CCC=C(C)C)C=O	1375.5	Standard polar	33892256
(??)-2,6-Dimethyl-5-heptenal	CC(CCC=C(C)C)C=O	1027.2	Standard non polar	33892256
(??)-2,6-Dimethyl-5-heptenal	CC(CCC=C(C)C)C=O	1045.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(±)-2,6-Dimethyl-5-heptenal,1TMS,isomer #1	CC(C)=CCCC(C)=CO[Si](C)(C)C	1243.8	Semi standard non polar	33892256
(±)-2,6-Dimethyl-5-heptenal,1TMS,isomer #1	CC(C)=CCCC(C)=CO[Si](C)(C)C	1190.1	Standard non polar	33892256
(±)-2,6-Dimethyl-5-heptenal,1TBDMS,isomer #1	CC(C)=CCCC(C)=CO[Si](C)(C)C(C)(C)C	1467.8	Semi standard non polar	33892256
(±)-2,6-Dimethyl-5-heptenal,1TBDMS,isomer #1	CC(C)=CCCC(C)=CO[Si](C)(C)C(C)(C)C	1400.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2,6-Dimethyl-5-heptenal GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mo-9100000000-28b15a858f09d2aa8908	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 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 - (±)-2,6-Dimethyl-5-heptenal 10V, Positive-QTOF	splash10-0006-3900000000-2da82b8529c16698d98f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 20V, Positive-QTOF	splash10-006x-9500000000-95c31be6f85df5f92f71	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 40V, Positive-QTOF	splash10-066u-9000000000-75e74275936db91964bb	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 10V, Negative-QTOF	splash10-000i-0900000000-6535b26a4dc173aba855	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 20V, Negative-QTOF	splash10-000i-1900000000-d9d215299f25800f3cff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 40V, Negative-QTOF	splash10-0a4i-9100000000-bb1f73bee16c2e4360a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 10V, Negative-QTOF	splash10-000i-0900000000-fcccb062103bea8a0b99	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 20V, Negative-QTOF	splash10-0bt9-1900000000-7e6a046f03addba02864	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 40V, Negative-QTOF	splash10-06r7-9200000000-4f6257355b116362f5c4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 10V, Positive-QTOF	splash10-0b9r-9100000000-e225c2438d6a8f146882	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 20V, Positive-QTOF	splash10-05o3-9000000000-6990a8e211d5d1a3c30e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (±)-2,6-Dimethyl-5-heptenal 40V, Positive-QTOF	splash10-05nf-9000000000-7257c9978d71cbbd9197	2021-09-23	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB008513

KNApSAcK ID

Not Available

Chemspider ID

54976

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61016

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (±)-2,6-Dimethyl-5-heptenal (HMDB0031834)

MOL for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

3D MOL for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

3D SDF for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

3D-SDF for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

PDB for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

3D PDB for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

SMILES for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

INCHI for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

Structure for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

3D Structure for HMDB0031834 ((±)-2,6-Dimethyl-5-heptenal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra