Bovine Metabolome Database: Showing metabocard for N-Acetylglutamic acid (BMDB0001138)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:41:35 UTC

Update Date

2020-05-11 20:38:40 UTC

BMDB ID

BMDB0001138

Secondary Accession Numbers

BMDB01138

Metabolite Identification

Common Name

N-Acetylglutamic acid

Description

N-Acetyl-L-glutamic acid, also known as acetylglutamate or ac-glu-OH, belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetyl-L-glutamic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-L-glutamic acid exists in all living species, ranging from bacteria to humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-2-(Acetylamino)pentanedioic acid	ChEBI
Ac-glu-OH	ChEBI
Acetyl-L-glutamic acid	ChEBI
Acetylglutamic acid	ChEBI
L-N-Acetylglutamic acid	ChEBI
N-Ac-glu-OH	ChEBI
N-ACETYL-L-glutamATE	ChEBI
N-Acetylglutamic acid	ChEBI
(S)-2-(Acetylamino)pentanedioate	Generator
Acetyl-L-glutamate	Generator
Acetylglutamate	Generator
L-N-Acetylglutamate	Generator
N-Acetylglutamate	Generator
N-Acetylglutamic acid semialdehyde	HMDB
N-Acetylglutamate, potassium salt, (L)-isomer	HMDB
N-Acetylglutamate, (D)-isomer	HMDB
N-Acetylglutamate, calcium salt (1:1), (L)-isomer	HMDB
N-Acetylglutamate, dipotassium salt, (L)-isomer	HMDB
N-Acetylglutamate, disodium salt, (L)-isomer	HMDB
N-Acetylglutamate, calcium salt, (L)-isomer	HMDB
N-Acetylglutamate, magnesium salt, (L)-isomer	HMDB
Sodium N-acetylglutamate	HMDB
N-Acetylglutamate, (DL)-isomer	HMDB
N-Acetylglutamate, monosodium salt, (L)-isomer	HMDB
N-Acetyl-L-glutaminic acid	HMDB
alpha-(N-Acetyl)-L-glutamic acid	HMDB
Α-(N-acetyl)-L-glutamic acid	HMDB
NAcGlu	HMDB
N-Acetyl-L-glutamic acid	Generator, KEGG

Chemical Formula

C₇H₁₁NO₅

Average Molecular Weight

189.1659

Monoisotopic Molecular Weight

189.063722467

IUPAC Name

(2S)-2-acetamidopentanedioic acid

Traditional Name

N-acetyl-L-glutamate

CAS Registry Number

1188-37-0

SMILES

CC(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)/t5-/m0/s1

InChI Key

RFMMMVDNIPUKGG-YFKPBYRVSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
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

N-acetyl-L-amino acid (CHEBI:17533 )
N-acyl-L-glutamic acid (CHEBI:17533 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Cytoplasm
Mitochondria

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	199 - 201 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	52 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.67	ALOGPS
logP	-1.1	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	-1.8	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	5	ChemAxon
Refractivity	40.73 m³·mol⁻¹	ChemAxon
Polarizability	17.44 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0a4i-1940000000-78ee4843d1eab79c7ca3	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0api-3930000000-e499004b087e5d741b02	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4j-0920000000-2d39b0eff0ff23756843	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0aor-1920000000-a2fe62d19e50f9db103f	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4j-0920000000-546571923f012476b58b	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0ap0-1910000000-d18f7c4035b189c1f4b6	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0a4r-1900000000-fc8347700abd012bf349	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9500000000-cdb488a97c5bf1952810	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-000i-0900000000-1f9f80a37aa4e37ee878	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0fb9-0900000000-5423b76f7eb4b2a17fac	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-2900000000-38410c884a2999611065	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0zfr-9700000000-85acd9611312dd7df0db	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0pb9-9100000000-0d780e23d772cf133da2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0ufr-1900000000-7a57de84cf9c6671cfc2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-0900000000-7b58c7204405ece93fca	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-1900000000-515b33cc5674fc8985c8	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9300000000-b379a6e4d794e810c478	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9000000000-2ce098bb9e1b35433878	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-001i-9000000000-8e7d8abde262b7d5cb45	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-001i-1900000000-a3bdc3627857c5f47f4b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0ufr-2900000000-b074eaccd0b3864766b3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0fb9-0900000000-54faa7b7182f5cceca84	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-6900000000-0f14d0a7c8fb67a381b2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-053r-9000000000-333b6aa44450dbd0c754	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9100000000-adf2d3645b4231cbddc3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-001i-2900000000-d7df112ff7af7e076d70	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0536-9000000000-d70c37086adaa1636750	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-0900000000-88345aaf9776c7fb8676	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udl-2900000000-5fca3bd987ebf6b42946	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udj-9500000000-be58124b136b37456414	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-a56ffb8d475d132443a8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004v-2900000000-c32612499c0a2ceb8298	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9300000000-75dbbc130d00cfec5880	View in MoNA
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria

Biospecimen Locations

Liver
Placenta

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details