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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:58 UTC

HMDB ID

HMDB0000590

Secondary Accession Numbers

HMDB00590

Metabolite Identification

Common Name

Glutarylglycine

Description

Glutarylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:. acyl-CoA + glycine < -- > CoA + N-acylglycine. Glutarylglycine is involved in lysine metabolism. An elevated level of glutarylglycine occurs in patients with glutaric acidemia type II, which is an autosomal recessive inborn error of metabolism due to a mitochondrial respiratory electron chain transport defect. (http://www.pediatricneuro.com/alfonso/pg75.htm).

Structure

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

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       3.949  -8.916   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.282  -8.146   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       6.616  -8.916   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       7.950  -8.146   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.283  -8.916   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.617  -8.146   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.951  -8.916   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.284  -8.146   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       7.950  -6.606   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.949 -10.456   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.615  -8.146   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      13.284  -6.606   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.618  -8.916   0.000  0.00  0.00           O+0
CONECT    1    2   10   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   12   13                                                  
CONECT    9    4                                                            
CONECT   10    1                                                            
CONECT   11    1                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-[(Carboxymethyl)amino]-5-oxo-pentanoate	HMDB
5-[(Carboxymethyl)amino]-5-oxo-pentanoic acid	HMDB
N-(Carboxymethyl)-glutaramic acid	HMDB
4-[(Carboxymethyl)-C-hydroxycarbonimidoyl]butanoate	Generator, HMDB

Chemical Formula

C₇H₁₁NO₅

Average Molecular Weight

189.1659

Monoisotopic Molecular Weight

189.063722467

IUPAC Name

4-[(carboxymethyl)carbamoyl]butanoic acid

Traditional Name

4-(carboxymethylcarbamoyl)butanoic acid

CAS Registry Number

17686-38-3

SMILES

OC(=O)CCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C7H11NO5/c9-5(8-4-7(12)13)2-1-3-6(10)11/h1-4H2,(H,8,9)(H,10,11)(H,12,13)

InChI Key

NBLKTRLPZFCMJG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 23062437)

Cellular substructure

Cytoplasm (HMDB: HMDB0000590)

Source

Endogenous

Endogenous (HMDB: HMDB0000590)

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)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

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)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	12.4 g/L	ALOGPS
logP	-0.82	ALOGPS
logP	-1.1	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	40.94 m³·mol⁻¹	ChemAxon
Polarizability	17.68 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]+	144.279	31661259
DarkChem	[M-H]-	137.513	31661259
AllCCS	[M+H]+	140.461	32859911
AllCCS	[M-H]-	139.131	32859911
DeepCCS	[M+H]+	136.484	30932474
DeepCCS	[M-H]-	132.657	30932474
DeepCCS	[M-2H]-	170.094	30932474
DeepCCS	[M+Na]+	145.633	30932474
AllCCS	[M+H]+	140.5	32859911
AllCCS	[M+H-H2O]+	136.8	32859911
AllCCS	[M+NH4]+	143.9	32859911
AllCCS	[M+Na]+	144.9	32859911
AllCCS	[M-H]-	139.1	32859911
AllCCS	[M+Na-2H]-	140.4	32859911
AllCCS	[M+HCOO]-	141.8	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. Predicted by Afia on May 17, 2022.	2.2 minutes	32390414
Predicted by Siyang on May 30, 2022	9.0925 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.88 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	218.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	842.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	264.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	72.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	65.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	242.8 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	266.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	486.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	588.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	124.5 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	828.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	185.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	181.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	593.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	282.7 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	327.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glutarylglycine	OC(=O)CCCC(=O)NCC(O)=O	2909.7	Standard polar	33892256
Glutarylglycine	OC(=O)CCCC(=O)NCC(O)=O	1532.4	Standard non polar	33892256
Glutarylglycine	OC(=O)CCCC(=O)NCC(O)=O	1950.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glutarylglycine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)NCC(=O)O	1853.1	Semi standard non polar	33892256
Glutarylglycine,1TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)CCCC(=O)O	1856.3	Semi standard non polar	33892256
Glutarylglycine,1TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CCCC(=O)O	1855.8	Semi standard non polar	33892256
Glutarylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)NCC(=O)O[Si](C)(C)C	1955.1	Semi standard non polar	33892256
Glutarylglycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O)[Si](C)(C)C	1913.1	Semi standard non polar	33892256
Glutarylglycine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CN(C(=O)CCCC(=O)O)[Si](C)(C)C	1924.4	Semi standard non polar	33892256
Glutarylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1950.6	Semi standard non polar	33892256
Glutarylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1939.0	Standard non polar	33892256
Glutarylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2102.5	Standard polar	33892256
Glutarylglycine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)NCC(=O)O	2113.2	Semi standard non polar	33892256
Glutarylglycine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CCCC(=O)O	2122.1	Semi standard non polar	33892256
Glutarylglycine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CCCC(=O)O	2098.9	Semi standard non polar	33892256
Glutarylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2397.3	Semi standard non polar	33892256
Glutarylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2397.9	Semi standard non polar	33892256
Glutarylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCCC(=O)O)[Si](C)(C)C(C)(C)C	2405.5	Semi standard non polar	33892256
Glutarylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2579.9	Semi standard non polar	33892256
Glutarylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2535.1	Standard non polar	33892256
Glutarylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2477.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r6-9700000000-fd3a35dcb4e9cc20fa5e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (2 TMS) - 70eV, Positive	splash10-00y3-9270000000-abdda12d403bf53551cb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glutarylglycine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glutarylglycine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-004i-4900000000-5203bd37b71d2695326a	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glutarylglycine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0092-9200000000-aff109666c05e024b5a8	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Glutarylglycine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-004i-9300000000-b1ef334d6ee7b6566ef3	2012-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 10V, Positive-QTOF	splash10-00dl-2900000000-f876646014547580c484	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 20V, Positive-QTOF	splash10-056r-9400000000-91c09b29aa766eb47b13	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 40V, Positive-QTOF	splash10-004l-9000000000-0ed40d0ad0503aa9ab5b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 10V, Negative-QTOF	splash10-000i-0900000000-b76197eaf8cc4b22dbdd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 20V, Negative-QTOF	splash10-00di-3900000000-cf3c6dc0172ea803c794	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 40V, Negative-QTOF	splash10-0abc-9000000000-22e45daac7865ba9efe5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 10V, Negative-QTOF	splash10-00dr-9800000000-4e960ea81f11494658ba	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 20V, Negative-QTOF	splash10-00di-9200000000-ff98b7a7490e1da05865	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 40V, Negative-QTOF	splash10-00di-9000000000-465bd1e26f274354580a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 10V, Positive-QTOF	splash10-00fu-2900000000-65003dc1d7845ed79e35	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 20V, Positive-QTOF	splash10-00o1-9100000000-af407c540461534517f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutarylglycine 40V, Positive-QTOF	splash10-0avj-9000000000-31a39d2986b9407d4047	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	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

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.0035–0.0565 umol/mmol creatinine	Adult (25-30 years old)	Both	Not Available	23062437	details
Urine	Detected and Quantified	0.0025–0.0517 umol/mmol creatinine	Adult (25-30 years old)	Both	Not Available	23062437	details
Urine	Detected and Quantified	0.0012–0.0586 umol/mmol creatinine	Adult (25-30 years old)	Both	Not Available	23062437	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

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

FDB022131

KNApSAcK ID

Not Available

Chemspider ID

19712034

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5569

PubChem Compound

23592950

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

Paul, Lieselotte; Dittmar, Adelheid; Rusch, Christel. Synthesis of maleoyl- and glutarylglycyl chlorides. Chemische Berichte (1967), 100(8), 2757-60.

Material Safety Data Sheet (MSDS)

Not Available

General References

Ohie T, Fu X, Iga M, Kimura M, Yamaguchi S: Gas chromatography-mass spectrometry with tert.-butyldimethylsilyl derivation: use of the simplified sample preparations and the automated data system to screen for organic acidemias. J Chromatogr B Biomed Sci Appl. 2000 Sep 1;746(1):63-73. [PubMed:11048741 ]
Gron I, Gregersen N, Kolvraa S, Rasmussen K: Formation of N-dicarboxyl-mono-glycines catalyzed by glycine-N-acylase. Biochem Med. 1978 Feb;19(1):133-48. [PubMed:623642 ]
Gregersen N, Kolvraa S, Rasmussen K, Gron I: Demonstration of N-dicarboxyl-mono-glycines in dicarboxylic acidurias by mass fragmentography. Clin Chim Acta. 1977 Jul 15;78(2):173-82. [PubMed:884855 ]
Bonafe L, Troxler H, Kuster T, Heizmann CW, Chamoles NA, Burlina AB, Blau N: Evaluation of urinary acylglycines by electrospray tandem mass spectrometry in mitochondrial energy metabolism defects and organic acidurias. Mol Genet Metab. 2000 Apr;69(4):302-11. [PubMed:10870848 ]
Gregersen N, Gron I, Rasmussen K, Kolvraa S: Gas chromatographic mass spectrometric identification of N-dicarboxylmonoglycines. Biomed Mass Spectrom. 1978 Jan;5(1):80-3. [PubMed:623898 ]
(). Asai, Kiyofumi. Urinary glutarylglycine in a patient with glutaric aciduria type I. Quantification of urinary glutarylglycine by a carboxylic acid analyzer and its clinical application. Nagoya-shiritsu Daigaku Igakkai Zasshi (1989), 40(4), 743-58. .
(). Curtius, T., Hechtenberg, Wihelm. Synthesis of -aminobutyric acid from glutarylglycine ester. Journal fuer Praktische Chemie (Leipzig) (1923), 105 319-26. .
(). Fujita, A. Synthesis of anemoninic acid. Yakugaku Zasshi (1923), No. 492 67-75. .
(). Paul, L., Dittmar, A., Rusch, Christel. Synthesis of maleoyl- and glutarylglycyl chlorides. Chemische Berichte (1967), 100(8), 2757-60. .

Enzymes

Enzyme Details

1. Glycine N-acyltransferase

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:: GLYAT
Uniprot ID:: Q6IB77
Molecular weight:: 18506.33

Enzyme Details

2. Glycine N-acyltransferase-like protein 1

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Acyltransferase which transfers an acyl group to the N-terminus of glutamine. Can use phenylacetyl-CoA as an acyl donor.
Gene Name:: GLYATL1
Uniprot ID:: Q969I3
Molecular weight:: 35100.895

Enzyme Details

3. Glycine N-acyltransferase-like protein 2

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Mitochondrial acyltransferase which transfers the acyl group to the N-terminus of glycine. Conjugates numerous substrates, such as arachidonoyl-CoA and saturated medium and long-chain acyl-CoAs ranging from chain-length C8:0-CoA to C18:0-CoA, to form a variety of N-acylglycines. Shows a preference for monounsaturated fatty acid oleoyl-CoA (C18:1-CoA) as an acyl donor. Does not exhibit any activity toward C22:6-CoA and chenodeoxycholoyl-CoA, nor toward serine or alanine.
Gene Name:: GLYATL2
Uniprot ID:: Q8WU03
Molecular weight:: 34277.055

Enzyme Details

4. Glycine N-acyltransferase-like protein 3

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Acyltransferase which transfers the acyl group to the N- terminus of glycine
Gene Name:: GLYATL3
Uniprot ID:: Q5SZD4
Molecular weight:: 32703.3

Showing metabocard for Glutarylglycine (HMDB0000590)

MOL for HMDB0000590 (Glutarylglycine)

3D MOL for HMDB0000590 (Glutarylglycine)

3D SDF for HMDB0000590 (Glutarylglycine)

3D-SDF for HMDB0000590 (Glutarylglycine)

PDB for HMDB0000590 (Glutarylglycine)

3D PDB for HMDB0000590 (Glutarylglycine)

SMILES for HMDB0000590 (Glutarylglycine)

INCHI for HMDB0000590 (Glutarylglycine)

Structure for HMDB0000590 (Glutarylglycine)

3D Structure for HMDB0000590 (Glutarylglycine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes