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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2006-05-22 14:17:53 UTC

Update Date

2023-02-21 17:16:24 UTC

HMDB ID

HMDB0002441

Secondary Accession Numbers

HMDB02441

Metabolite Identification

Common Name

3,3-Dimethylglutaric acid

Description

3,3-Dimethylglutaric acid belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. Based on a literature review a significant number of articles have been published on 3,3-Dimethylglutaric 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
3,3-Dimethylglutarate	Generator
3,3-Dimethylpentanedioate	HMDB
3,3-Dimethylpentanedioic acid	HMDB
b,b-Dimethylglutarate	HMDB
b,b-Dimethylglutaric acid	HMDB
3,3-Dimethyl-glutarate	Generator, HMDB

Chemical Formula

C₇H₁₂O₄

Average Molecular Weight

160.1678

Monoisotopic Molecular Weight

160.073558872

IUPAC Name

3,3-dimethylpentanedioic acid

Traditional Name

β,β-dimethylglutaric acid

CAS Registry Number

4839-46-7

SMILES

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

InChI Identifier

InChI=1S/C7H12O4/c1-7(2,3-5(8)9)4-6(10)11/h3-4H2,1-2H3,(H,8,9)(H,10,11)

InChI Key

DUHQIGLHYXLKAE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Methyl-branched fatty acids

Alternative Parents

Substituents

Methyl-branched fatty acid
Dicarboxylic 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

alpha,omega-dicarboxylic acid (CHEBI:68502 )
Dicarboxylic acids (LMFA01170086 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0002441)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002441)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0002441)

Source

Endogenous

Endogenous (HMDB: HMDB0002441)

Animal

Animal (HMDB: HMDB0002441)

Exogenous

Food

Food (HMDB: HMDB0002441)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0002441)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0002441)

Cellular process

Cell signaling (HMDB: HMDB0002441)

Biochemical process

Lipid transport (HMDB: HMDB0002441)

Role

Biological role

Energy storage (HMDB: HMDB0002441)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0002441)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	103.5 °C	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	21 g/L	ALOGPS
logP	0.63	ALOGPS
logP	0.63	ChemAxon
logS	-0.88	ALOGPS
pKa (Strongest Acidic)	4.04	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	37.16 m³·mol⁻¹	ChemAxon
Polarizability	15.49 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	135.006	31661259
DarkChem	[M-H]-	130.152	31661259
DeepCCS	[M+H]+	131.57	30932474
DeepCCS	[M-H]-	127.738	30932474
DeepCCS	[M-2H]-	164.795	30932474
DeepCCS	[M+Na]+	140.166	30932474
AllCCS	[M+H]+	136.4	32859911
AllCCS	[M+H-H2O]+	132.5	32859911
AllCCS	[M+NH4]+	140.0	32859911
AllCCS	[M+Na]+	141.0	32859911
AllCCS	[M-H]-	133.5	32859911
AllCCS	[M+Na-2H]-	135.5	32859911
AllCCS	[M+HCOO]-	137.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,3-Dimethylglutaric acid	CC(C)(CC(O)=O)CC(O)=O	2208.0	Standard polar	33892256
3,3-Dimethylglutaric acid	CC(C)(CC(O)=O)CC(O)=O	1134.5	Standard non polar	33892256
3,3-Dimethylglutaric acid	CC(C)(CC(O)=O)CC(O)=O	1355.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,3-Dimethylglutaric acid,1TMS,isomer #1	CC(C)(CC(=O)O)CC(=O)O[Si](C)(C)C	1403.1	Semi standard non polar	33892256
3,3-Dimethylglutaric acid,2TMS,isomer #1	CC(C)(CC(=O)O[Si](C)(C)C)CC(=O)O[Si](C)(C)C	1448.5	Semi standard non polar	33892256
3,3-Dimethylglutaric acid,1TBDMS,isomer #1	CC(C)(CC(=O)O)CC(=O)O[Si](C)(C)C(C)(C)C	1641.1	Semi standard non polar	33892256
3,3-Dimethylglutaric acid,2TBDMS,isomer #1	CC(C)(CC(=O)O[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	1897.6	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 - 3,3-Dimethylglutaric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ikd-6900000000-04b7612828cd87fe0b22	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3-Dimethylglutaric acid GC-MS (2 TMS) - 70eV, Positive	splash10-00dr-9320000000-49468865bd5e10f1ae58	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,3-Dimethylglutaric 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 - 3,3-Dimethylglutaric acid 10V, Positive-QTOF	splash10-01ox-0900000000-d62b532144c7078d9ffd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Positive-QTOF	splash10-067l-9800000000-77fd91041b5fc12980f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Positive-QTOF	splash10-0a4i-9000000000-c2bb2f020bb902c7a2d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 10V, Negative-QTOF	splash10-0a4i-1900000000-6e60aa17b49801c1b2db	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Negative-QTOF	splash10-0aou-2900000000-ee75b3be2c75a11a7297	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Negative-QTOF	splash10-0a4m-9200000000-405aa8dc328fdd79cb45	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 10V, Negative-QTOF	splash10-014i-0900000000-690c8df3547a9f3ad6ec	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Negative-QTOF	splash10-014i-2900000000-90953af1d87550db25d6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Negative-QTOF	splash10-0006-9000000000-36cdf5faefac35ed4c30	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 10V, Positive-QTOF	splash10-00kf-2900000000-febd0cf590b00d17b791	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 20V, Positive-QTOF	splash10-0a4j-9100000000-857a86d7eeb601c4e394	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,3-Dimethylglutaric acid 40V, Positive-QTOF	splash10-052f-9000000000-47b9c0af9937a1a8f9bc	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB023005

KNApSAcK ID

Not Available

Chemspider ID

19739

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6683

PubChem Compound

20984

PDB ID

Not Available

ChEBI ID

68502

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Lehky, Pavel; Franzen, Volker. 3,3-Dimethylglutaric acid. Eur. Pat. Appl. (1982), 9 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Gates SC, Sweeley CC, Krivit W, DeWitt D, Blaisdell BE: Automated metabolic profiling of organic acids in human urine. II. Analysis of urine samples from "healthy" adults, sick children, and children with neuroblastoma. Clin Chem. 1978 Oct;24(10):1680-9. [PubMed:699273 ]

Showing metabocard for 3,3-Dimethylglutaric acid (HMDB0002441)

MOL for HMDB0002441 (3,3-Dimethylglutaric acid)

3D MOL for HMDB0002441 (3,3-Dimethylglutaric acid)

3D SDF for HMDB0002441 (3,3-Dimethylglutaric acid)

3D-SDF for HMDB0002441 (3,3-Dimethylglutaric acid)

PDB for HMDB0002441 (3,3-Dimethylglutaric acid)

3D PDB for HMDB0002441 (3,3-Dimethylglutaric acid)

SMILES for HMDB0002441 (3,3-Dimethylglutaric acid)

INCHI for HMDB0002441 (3,3-Dimethylglutaric acid)

Structure for HMDB0002441 (3,3-Dimethylglutaric acid)

3D Structure for HMDB0002441 (3,3-Dimethylglutaric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra