MiMeDB: Showing metabocard for Adipic acid (MMDBc0000102)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:35:57 UTC

Update Date

2024-10-06 23:37:28 UTC

Metabolite ID

MMDBc0000102

Metabolite Identification

Common Name

Adipic acid

Description

Adipic acid is an important inudstrial dicarboxylic acid with about 2.5 billion kilograms produced per year. It is used mainly in the production of nylon. It occurs relatively rarely in nature. It has a tart taste and is also used as an additive and gelling agent in jello or gelatins. It is also used in some calcium carbonate antacids to make them tart. Adipic acid has also been incorporated into controlled-release formulation matrix tablets to obtain pH-independent release for both weakly basic and weakly acidic drugs. Adipic acid in the urine and in the blood is typically exogenous in origin and is a good biomarker of jello consumption. In fact, a condition known as adipic aciduria is actually an artifact of jello consumption (PMID: 1779643 ). However, certain disorders (such as diabetes and glutaric aciduria type I.) can lead to elevated levels of adipic acid snd other dicarboxcylic acids (such as suberic acid) in urine (PMID: 17520433 ; PMID: 6778884 ). Moreover, adipic acid is also found to be associated with 3-hydroxy-3-methylglutaryl-CoA lyase deficiency, carnitine-acylcarnitine translocase deficiency, malonyl-Coa decarboxylase deficiency, and medium Chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism. Adipic acid is also microbial metabolite found in Escherichia.

Structure

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

Synonyms

Value	Source
1,4-Butanedicarboxylic acid	ChEBI
1,6-Hexanedioic acid	ChEBI
Adipinic acid	ChEBI
Adipinsaeure	ChEBI
e 355	ChEBI
e-355	ChEBI
e355	ChEBI
INS no. 355	ChEBI
Hexanedioate	Kegg
Hexan-1,6-dicarboxylate	Kegg
1,4-Butanedicarboxylate	Generator
1,6-Hexanedioate	Generator
Adipinate	Generator
Hexanedioic acid	Generator
Hexan-1,6-dicarboxylic acid	Generator
Adipate	Generator
Acifloctin	HMDB
Acinetten	HMDB
Adi-pure	HMDB
Adilactetten	HMDB
Kyselina adipova	HMDB
Molten adipate	HMDB
Molten adipic acid	HMDB
Adipic acid, calcium salt	HMDB
Adipic acid, disodium salt	HMDB
Sodium adipate	HMDB
Adipic acid, cu(+2) salt	HMDB
Adipic acid, cu(+2) salt (1:1)	HMDB
Adipic acid, diammonium salt	HMDB
Adipic acid, sodium salt	HMDB
Adipic acid, cu salt	HMDB
Adipic acid, potassium salt	HMDB
Ammonium adipate	HMDB
Magnesium adipate	HMDB
Adipic acid, MG salt (1:1)	HMDB
Adipic acid, monoammonium salt	HMDB
Adipic acid, nickel salt	HMDB
Diammonium adipate	HMDB
Adipic acid	KEGG

Molecular Formula

C₆H₁₀O₄

Average Mass

146.1412

Monoisotopic Mass

146.057908808

IUPAC Name

hexanedioic acid

Traditional Name

adipic acid

CAS Registry Number

124-04-9

SMILES

OC(=O)CCCCC(O)=O

InChI Identifier

InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10)

InChI Key

WNLRTRBMVRJNCN-UHFFFAOYSA-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
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:30832 )
Dicarboxylic acids (LMFA01170048 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	32.2 g/L	ALOGPS
logP	0.13	ALOGPS
logP	0.49	ChemAxon
logS	-0.66	ALOGPS
pKa (Strongest Acidic)	3.92	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	5	ChemAxon
Refractivity	32.74 m³·mol⁻¹	ChemAxon
Polarizability	14.24 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-03dj-0900000000-5378ec232b7bc8c84368	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-03di-2920000000-a4bb0f67851a49bcd19c	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a6u-9000000000-36d8bc2f7d1a77a7b466	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dm-0910000000-596aa8217b629d682b81	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-03dj-0900000000-5378ec232b7bc8c84368	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-03di-2920000000-a4bb0f67851a49bcd19c	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-03dj-0900000000-60ba84e1d479d88e3fac	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-9300000000-c0da1d9e52f67b1d7dbc	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00dr-9620000000-9525dd4ed0f987b19a68	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-000x-3900000000-1c5a6a5287f8fd7736f1	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-001i-9100000000-3e9496a6da881edd91e0	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0uea-9500000000-edb5529010e4b88414c4	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-0a6u-9000000000-36d8bc2f7d1a77a7b466	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-0002-0900000000-a1852cfc66b4feae9b18	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-0ue9-6900000000-90e783cc3522f0ce7880	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-001i-9200000000-b5a64d560d8bc62d8d51	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-001i-9000000000-a96d5ee9551b944e4db8	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-001i-9000000000-2e61b7d2a4dbc9867123	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-0900000000-a1852cfc66b4feae9b18	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0ue9-6900000000-90e783cc3522f0ce7880	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9200000000-b5a64d560d8bc62d8d51	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9000000000-a96d5ee9551b944e4db8	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-9000000000-2e61b7d2a4dbc9867123	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-0002-2900000000-983aa19fb3183a9bc5ab	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0ue9-8900000000-a976da84fb798bd80a34	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0n33-9100000000-8ed018879ca3f86cd379	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-9300000000-c6cf63d45cff0205c31a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9200000000-9d33c5f6441e75071938	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-0900000000-ece39ae1f752cf2970f1	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fba-5900000000-682fc79230e6f03bacfb	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-66b61bf2c65c15bb7fed	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-ec5d2c95f1dac5349608	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-2900000000-27613c7de7a721350bb8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9100000000-78804e4122c63b62ca5b	2017-09-01	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0f6x-9200000000-988f76bb42297a8d9d3b	2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, DMSO-d6, experimental)		2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.08 MHz, DMSO-d6, experimental)		2014-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)		2021-10-10	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Kidney
Liver
Saliva
Urine

Tissue Locations

Kidney
Liver

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0005060	Adipic acid	Adipoyl Coenzyme A	Not Available	VMH	18538142
MMDBr0005061	Adipic acid	Adipic acid	Not Available	VMH	30371894
MMDBr0005063	Adipoyl Coenzyme A	Adipic acid	acyl-CoA thioesterase 8	VMH	15007068 18538142 16141203

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Anorexia nervosa		Association	Human Urine	HMDB	10197568
Carnitine-acylcarnitine translocase deficiency		Association	Human Urine	HMDB	1598097
Carnitine-acylcarnitine translocase deficiency	Increased	Association	Human Urine	HMDB	7472823
Fumarase deficiency	Decreased	Association	Human Urine	HMDB	26078636
Lung cancer		Association	Human Urine	HMDB	18953024
Malonyl-coa decarboxylase deficiency	Increased	Association	Human Urine	HMDB	3709568
Medium chain acyl-coa dehydrogenase deficiency		Association	Human Urine	HMDB	2380628
Medium chain acyl-coa dehydrogenase deficiency	Slight Increase	Association	Human Urine	HMDB	6616873
Medium chain acyl-coa dehydrogenase deficiency	Increased	Association	Human Urine	HMDB	6434845
Short chain acyl-coa dehydrogenase deficiency		Association	Human Urine	HMDB	3571488
Eosinophilic esophagitis		Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Eosinophilic esophagitis	Decreased	Association	Human Urine	HMDB	Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
3-hydroxy-3-methylglutaryl-coa lyase deficiency		Association	Human Urine	HMDB	MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de)
3-hydroxy-3-methylglutaryl-coa lyase deficiency		Association	Human Urine	HMDB	MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	2	Human	Microbial culture

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Root	Beta vulgaris var. rubra	FooDB	31437929
Plant		Rubus idaeus	FooDB	31437929
Plant		Beta vulgaris	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Urine	Detected and Quantified	539				umol/mmol creatinine	Infant (0-1 year old)	Male	3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency	HMDB	29030856
Human Urine	Detected and Quantified			1348.446	2259.0153	umol/mmol creatinine	Infant (0-1 year old)	Not Specified	3-Hydroxydicarboxylic aciduria	HMDB	1870421
Human Urine	Detected and Quantified	8.6	8.3			umol/mmol creatinine	Adolescent (13-18 years old)	Female	Anorexia nervosa	HMDB	10197568
Human Urine	Detected and Quantified	91				umol/mmol creatinine	Newborn (0-30 days old)	Not Specified	Carnitine-acylcarnitine translocase deficiency	HMDB	1598097
Human Urine	Detected and Quantified			21	160	umol/mmol creatinine	Newborn (0-30 days old)	Both	Carnitine-acylcarnitine translocase deficiency	HMDB	7472823
Human Urine	Detected and Quantified	4.642				umol/mmol creatinine	Infant (0-1 year old)	Male	Fumarase deficiency	HMDB	26078636
Human Urine	Detected and Quantified	2.0		0.0	28.0	umol/mmol creatinine	Not Specified	Both	Lung cancer	HMDB	18953024
Human Urine	Detected and Quantified	144				umol/mmol creatinine	Infant (0-1 year old)	Male	Malonyl-Coa decarboxylase deficiency	HMDB	3709568
Human Urine	Detected and Quantified	27.0772				umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	HMDB	2380628
Human Urine	Detected and Quantified	44.871				umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	HMDB	2380628
Human Urine	Detected and Quantified	48.739				umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	HMDB	2380628
Human Urine	Detected and Quantified	299.397				umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	HMDB	2380628
Human Urine	Detected and Quantified	1348.446				umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	HMDB	2380628
Human Urine	Detected and Quantified			5	950	umol/mmol creatinine	Children (1 - 13 years old)	Both	Medium Chain Acyl-CoA Dehydrogenase Deficiency	HMDB	6616873
Human Urine	Detected and Quantified			52.573	4757.791	umol/mmol creatinine	Children (1-13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	HMDB	6434845
Human Urine	Detected and Quantified			0	44.0934	umol/mmol creatinine	Infant (0-1 year old)	Female	Short chain acyl-CoA dehydrogenase deficiency (SCAD)	HMDB	3571488
Human Urine	Detected and Quantified	0.2				umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	21388201
Human Urine	Detected and Quantified			2	12	umol/mmol creatinine	Children (1 - 13 years old)	Both	Normal	HMDB	6616873
Human Urine	Detected and Quantified	<101.754				umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	3571488
Human Urine	Detected and Quantified	<108.309				umol/mmol creatinine	Infant (0-1 year old)	Male	Normal	HMDB	26078636
Human Urine	Detected and Quantified	<15				umol/mmol creatinine	Not Specified	Not Specified	Normal	HMDB	29030856
Human Cerebrospinal fluid (csf)	Detected and Quantified			0.32	2.16	uM	Children (1-13 years old)	Both	Normal	HMDB	9439441
Human Urine	Detected and Quantified	0.4	0.6			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	15992788
Human Urine	Detected and Quantified			0.72	1.2	umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	27012787
Human Urine	Detected and Quantified			0.84	1.9	umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	27012787
Human Urine	Detected and Quantified	11.4		0.1	14.8	umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	8087979
Human Urine	Detected and Quantified	13.00	5.4			umol/mmol creatinine	Children (1-13 years old)	Both	Normal	HMDB	2380628
Human Urine	Detected and Quantified	13.152	5.415			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	2380628
Human Urine	Detected and Quantified	130.00	60.00			umol/mmol creatinine	Children (1-13 years old)	Both	Normal	HMDB	10731506
Human Feces	Detected and Quantified	147.118	90.324			nmol/g wet feces	Not Specified	Not Specified	Normal	HMDB	20669995
Human Urine	Detected and Quantified	2.4		1.2	7.0	umol/mmol creatinine	Adolescent (13-18 years old)	Both	Normal	HMDB	8087979
Human Urine	Detected and Quantified	2.87	2.50			umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	2026685
Human Urine	Detected and Quantified	289.340	221.260			umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	HMDB	1870421
Human Urine	Detected and Quantified	289.340	221.260			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	2380628
Human Urine	Detected and Quantified	3.0		1.0	12.9	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected and Quantified	32.493	25.530			umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	HMDB	1870421
Human Urine	Detected and Quantified	32.493	25.530			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	2380628
Human Urine	Detected and Quantified	34.0400	9.284			umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	HMDB	1870421
Human Urine	Detected and Quantified	34.0400	9.284			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	2380628
Human Urine	Detected and Quantified	4.0		1.9	9.6	umol/mmol creatinine	Children (1-13 years old)	Both	Normal	HMDB	8087979
Human Urine	Detected and Quantified	4.4		1.6	14.3	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected and Quantified			5.0	11.6	umol/mmol creatinine	Infant (0-1 year old)	Female	Normal	HMDB	31963255
Human Urine	Detected and Quantified	5.1		0.8	35	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	2702744
Human Urine	Detected and Quantified			5.3	16.1	umol/mmol creatinine	Infant (0-1 year old)	Female	Normal	HMDB	31963255
Human Urine	Detected and Quantified			6.5	13.0	umol/mmol creatinine	Infant (0-1 year old)	Male	Normal	HMDB	31963255
Human Urine	Detected and Quantified			6.9	15.8	umol/mmol creatinine	Infant (0-1 year old)	Male	Normal	HMDB	31963255
Human Urine	Detected and Quantified	7.736	1.547			umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	HMDB	1870421
Human Urine	Detected and Quantified	7.736	1.547			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	2380628
Human Urine	Detected and Quantified	8.4	5.3			umol/mmol creatinine	Adolescent (13-18 years old)	Female	Normal	HMDB	10197568
Human Urine	Detected and Quantified	85.0999	46.418			umol/mmol creatinine	Children (1-13 years old)	Not Specified	Normal	HMDB	1870421
Human Urine	Detected and Quantified	85.0999	46.418			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	2380628
Human Urine	Detected and Quantified	9.2		0.1	19.9	umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	HMDB	8087979
Human Urine	Detected and Quantified	8.582	7.258			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified	9.173	20.147			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified	17.15		0.00	34.30	umol/mmol creatinine	Adult (>18 years old)	Both	3-Hydroxy-3-methylglutaryl-CoA lyase deficiency	HMDB	MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de)
Human Urine	Detected and Quantified	31.0		12.0	50.0	umol/mmol creatinine	Children (1-13 years old)	Both	3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency	HMDB	MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de)
Human Urine	Detected and Quantified	4.47	5.757			umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	HMDB	Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work)
Human Urine	Detected and Quantified	<28.79				umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	HMDB	BC Children's Hospital Biochemical Genetics Lab
Human Blood	Detected and Quantified	0.09	0.010			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Urine	Detected and Quantified	6.0		2.0	11.0	umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Urine	Detected and Quantified	2.82				umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	Shaykhutdinov RA, MacInnis GD, Dowlatabadi R, Weljie AM, Vogel HJ. Quantitative analysis of metabolite concentrations in human urine samples using 13C{1H} NMR spectroscopy. Metabolomics. 2009
Human Saliva	Detected and Quantified	0.0658	0.107			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.0813	0.111			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.124	0.115			uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.171	0.159			uM	Adult (>18 years old)	Both	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	9439441
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	19573517
Human Feces	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	20669995
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	24029555
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000448

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Adipic_acid

METLIN ID

115

PubChem Compound

196

PDB ID

Not Available

ChEBI ID

30832

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Coude MM, Charpentier C, Bonnefont JP, Cheron G, Kamoun P: Organic acids in aqueous humour and plasma: post mortem study in infants and diagnosis of enzymopathies. J Inherit Metab Dis. 1991;14(5):668-73. doi: 10.1007/BF01799931. [PubMed:1779612 ]
Pettersen JE: In vivo studies on the metabolism of hexanedioic acid. Clin Chim Acta. 1975 Jan 6;58(1):43-50. doi: 10.1016/0009-8981(75)90483-0. [PubMed:1122631 ]
Matsumoto M, Kuhara T, Inoue Y, Shinka T, Matsumoto I: Abnormal fatty acid metabolism in patients in hopantenate therapy during clinical episodes. J Chromatogr. 1991 Jan 2;562(1-2):139-45. doi: 10.1016/0378-4347(91)80572-t. [PubMed:2026687 ]
Jakobs C, Sweetman L, Wadman SK, Duran M, Saudubray JM, Nyhan WL: Prenatal diagnosis of glutaric aciduria type II by direct chemical analysis of dicarboxylic acids in amniotic fluid. Eur J Pediatr. 1984 Jan;141(3):153-7. doi: 10.1007/BF00443213. [PubMed:6698061 ]
Greter J, Lindstedt S, Steen G: Urinary metabolites of cis-9,10-methylene octadecanoic acid. cis-3,4-Methylene hexanedioic acid and related compounds. J Biol Chem. 1979 Apr 25;254(8):2807-13. [PubMed:429319 ]
Glick N, Fischer M: Adipic aciduria, a dietary artefact. J Inherit Metab Dis. 1991;14(5):849-50. doi: 10.1007/BF01799970. [PubMed:1779643 ]
Sonmez G, Mutlu H, Ozturk E, Sildiroglu HO, Keskin AT, Basekim CC, Kizilkaya E: Magnetic resonance imaging findings of adult-onset glutaric aciduria type I. Acta Radiol. 2007 Jun;48(5):557-9. doi: 10.1080/02841850701280874. [PubMed:17520433 ]
Liebich HM, Pickert A, Stierle U, Woll J: Gas chromatography-mass spectrometry of saturated and unsaturated dicarboxylic acids in urine. J Chromatogr. 1980 Oct 31;199:181-9. doi: 10.1016/s0021-9673(01)91371-8. [PubMed:6778884 ]

Showing metabocard for Adipic acid (MMDBc0000102)

MOL for #<Metabolite:0x00007f46e42259c0>

3D MOL for #<Metabolite:0x00007f46e42259c0>

3D SDF for #<Metabolite:0x00007f46e42259c0>

3D-SDF for #<Metabolite:0x00007f46e42259c0>

PDB for #<Metabolite:0x00007f46e42259c0>

3D PDB for #<Metabolite:0x00007f46e42259c0>

SMILES for #<Metabolite:0x00007f46e42259c0>

INCHI for #<Metabolite:0x00007f46e42259c0>

Structure for #<Metabolite:0x00007f46e42259c0>

3D Structure for #<Metabolite:0x00007f46e42259c0>