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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:04:45 UTC

Update Date

2023-02-21 17:24:37 UTC

HMDB ID

HMDB0035135

Secondary Accession Numbers

HMDB35135

Metabolite Identification

Common Name

(E)-2,6-Dimethyl-2,5-heptadienoic acid

Description

(E)-2,6-Dimethyl-2,5-heptadienoic acid belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a small amount of articles have been published on (E)-2,6-Dimethyl-2,5-heptadienoic acid.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(e)-2,6-Dimethyl-2,5-heptadienoate	Generator
(2E)-2,6-Dimethyl-2,5-heptadienoic acid	HMDB
(2E)-2,6-Dimethylhepta-2,5-dienoate	Generator

Chemical Formula

C₉H₁₄O₂

Average Molecular Weight

154.2063

Monoisotopic Molecular Weight

154.099379692

IUPAC Name

(2E)-2,6-dimethylhepta-2,5-dienoic acid

Traditional Name

(2E)-2,6-dimethylhepta-2,5-dienoic acid

CAS Registry Number

261949-42-2

SMILES

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

InChI Identifier

InChI=1S/C9H14O2/c1-7(2)5-4-6-8(3)9(10)11/h5-6H,4H2,1-3H3,(H,10,11)/b8-6+

InChI Key

IGQGIACCENRGLM-SOFGYWHQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Methyl-branched fatty acid
Branched fatty acid
Unsaturated fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
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

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	2.29 g/L	ALOGPS
logP	2.17	ALOGPS
logP	2.53	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	5.16	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.52 m³·mol⁻¹	ChemAxon
Polarizability	17.34 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]+	139.905	31661259
DarkChem	[M-H]-	134.885	31661259
DeepCCS	[M+H]+	133.693	30932474
DeepCCS	[M-H]-	129.866	30932474
DeepCCS	[M-2H]-	167.224	30932474
DeepCCS	[M+Na]+	142.741	30932474
AllCCS	[M+H]+	135.1	32859911
AllCCS	[M+H-H2O]+	131.0	32859911
AllCCS	[M+NH4]+	138.9	32859911
AllCCS	[M+Na]+	140.0	32859911
AllCCS	[M-H]-	133.5	32859911
AllCCS	[M+Na-2H]-	135.4	32859911
AllCCS	[M+HCOO]-	137.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-2,6-Dimethyl-2,5-heptadienoic acid	CC(C)=CC\C=C(/C)C(O)=O	2260.9	Standard polar	33892256
(E)-2,6-Dimethyl-2,5-heptadienoic acid	CC(C)=CC\C=C(/C)C(O)=O	1228.1	Standard non polar	33892256
(E)-2,6-Dimethyl-2,5-heptadienoic acid	CC(C)=CC\C=C(/C)C(O)=O	1282.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-2,6-Dimethyl-2,5-heptadienoic acid,1TMS,isomer #1	CC(C)=CC/C=C(\C)C(=O)O[Si](C)(C)C	1359.0	Semi standard non polar	33892256
(E)-2,6-Dimethyl-2,5-heptadienoic acid,1TBDMS,isomer #1	CC(C)=CC/C=C(\C)C(=O)O[Si](C)(C)C(C)(C)C	1576.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-052o-9500000000-79c91356c0176e8fe9ba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-074u-9420000000-971de01c6961c59a23e4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 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 - (E)-2,6-Dimethyl-2,5-heptadienoic acid 10V, Positive-QTOF	splash10-0a4i-2900000000-82fc218025e0a861af27	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 20V, Positive-QTOF	splash10-0a59-9700000000-4999f90e16714c64c001	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 40V, Positive-QTOF	splash10-0uxu-9000000000-b22a151680f97c2376a1	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 10V, Negative-QTOF	splash10-0udi-0900000000-ed4263e9e23f5effe1ec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 20V, Negative-QTOF	splash10-0zfr-2900000000-73a7c5fcae16c41f3afa	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 40V, Negative-QTOF	splash10-0a4l-9300000000-9316de7a99689b9d0dc5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 10V, Negative-QTOF	splash10-0a4i-0900000000-e4af615c59467faa3968	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 20V, Negative-QTOF	splash10-0a4i-2900000000-873f17cda3afbbe37f33	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 40V, Negative-QTOF	splash10-0f6x-9000000000-ef9fc807207fb21c3313	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 10V, Positive-QTOF	splash10-001i-9000000000-9595189e277c89eae6c2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 20V, Positive-QTOF	splash10-05o3-9000000000-8b030a14a207c60dc509	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-2,6-Dimethyl-2,5-heptadienoic acid 40V, Positive-QTOF	splash10-015c-9000000000-563d26843ae9d336e440	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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+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

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

FDB013771

KNApSAcK ID

C00036340

Chemspider ID

30777075

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15885837

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (E)-2,6-Dimethyl-2,5-heptadienoic acid (HMDB0035135)

MOL for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

3D MOL for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

3D SDF for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

3D-SDF for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

PDB for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

3D PDB for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

SMILES for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

INCHI for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

Structure for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

3D Structure for HMDB0035135 ((E)-2,6-Dimethyl-2,5-heptadienoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra