Showing Compound Acetylglycine (FDB022100)

Record Information

Version

1.0

Creation date

2011-09-21 00:08:31 UTC

Update date

2015-10-09 22:28:54 UTC

Primary ID

FDB022100

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Acetylglycine

Description

N-Acetylglycine is used is in biological research of peptidomimetics. It is used as the blocking agent of the N-terminus to prepare unnatural and unusual amino acids and amino acid analogs as well as to modify peptides. N-Substituted glycine analogs are widely used in peptidomimetics and drug research. Excessive amounts N-acetyl amino acids including N-acetylglycine (as well as N-acetylserine, N-acetylglutamine, N-acetylglutamate, N-acetylalanine, Nacetylmethionine and smaller amounts of N-acetylthreonine, N-acetylleucine, N-acetylvaline and N-acetylisoleucine) can be detected in the urine with individuals with Acylase I defiency. This enzyme is involved in the degradation of N-acylated proteins. Individuals with this disorder will experience convulsions, hearing loss ond difficulty feeding. [HMDB]

CAS Number

543-24-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Ac-gly-OH	ChEBI
Acetamidoacetic acid	ChEBI
Aceturic acid	ChEBI
Acetylamino-acetic acid	ChEBI
Acetylaminoacetic acid	ChEBI
Ethanoylaminoethanoic acid	ChEBI
Acetamidoacetate	Generator
Acetate	Generator
Acetic acid	Generator
Acetylamino-acetate	Generator
Acetylaminoacetate	Generator
Ethanoylaminoethanoate	Generator
15N-Acetylglycine a-radical	HMDB
2-Acetamidoacetate	HMDB
2-Acetamidoacetic acid	HMDB
Ac gly	HMDB
Aceturate	HMDB
Acetylglycocoll	HMDB
N-Acetyl-glycine	HMDB
N-Acetylglycine	HMDB
N-Acetylglycine sodium salt	HMDB
Acetylglycinate	HMDB
Acetylglycine	ChEBI
15N-acetylglycine a-radical	hmdb
2-acetamidoacetate	hmdb
2-acetamidoacetic acid	hmdb
Ac Gly	hmdb
acetamidoacetate	hmdb
acetamidoacetic acid	hmdb
aceturate	hmdb
aceturic acid	hmdb
acetylamino-Acetate	Generator
acetylamino-Acetic acid	ChEBI
acetylaminoacetate	hmdb
acetylaminoacetic acid	hmdb
acetylglycocoll	hmdb
ethanoylaminoethanoate	hmdb
ethanoylaminoethanoic acid	hmdb
n-acetyl-glycine	hmdb
n-acetylglycine	hmdb
N-acetylglycine sodium salt	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	51.3 g/L	ALOGPS
logP	-0.89	ALOGPS
logP	-1.3	ChemAxon
logS	-0.36	ALOGPS
pKa (Strongest Acidic)	3.77	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.45 m³·mol⁻¹	ChemAxon
Polarizability	10.69 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

Chemical Formula

C4H7NO3

IUPAC name

2-acetamidoacetic acid

InChI Identifier

InChI=1S/C4H7NO3/c1-3(6)5-2-4(7)8/h2H2,1H3,(H,5,6)(H,7,8)

InChI Key

OKJIRPAQVSHGFK-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)NCC(O)=O

Average Molecular Weight

117.1033

Monoisotopic Molecular Weight

117.042593095

Classification

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
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acylglycine (CHEBI:40410 )
N-acetyl-amino acid (CHEBI:40410 )

Ontology

Physiological effect

Health effect:

Health condition:

Aminoacylase i deficiency

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Acetylglycine, 1 TMS, GC-MS Spectrum	splash10-0ff1-0900000000-7f59efc7318abb307de5	Spectrum
GC-MS	Acetylglycine, non-derivatized, GC-MS Spectrum	splash10-008c-9000000000-c8db9b668b0e8c255556	Spectrum
GC-MS	Acetylglycine, non-derivatized, GC-MS Spectrum	splash10-0ff1-0900000000-7f59efc7318abb307de5	Spectrum
Predicted GC-MS	Acetylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0006-9000000000-6e94aa462921d578bd62	Spectrum
Predicted GC-MS	Acetylglycine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00dl-9100000000-4dfecaab8191f7771743	Spectrum
Predicted GC-MS	Acetylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Acetylglycine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Acetylglycine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Acetylglycine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Acetylglycine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-004i-9000000000-e0f8be2f6c11bf3ffb19	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9000000000-b3dd5f7718c7ca2f137a	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0006-9000000000-7b4e818e7fb8f7ad37fe	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative	splash10-00di-9300000000-fa29c9711fbb33529360	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-00di-9300000000-fa29c9711fbb33529360	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - , negative	splash10-01b9-7900000000-1477d110314b9fcbf541	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-658c156a6b4746e07cd2	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-ed4fa1f03d3ebff0ee91	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-01b9-6900000000-5eeb2df794eccfba3ac3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-000f-9000000000-6fddc7643d43120a3f9f	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00di-9000000000-f8f07b135dc38dff29db	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-45a8623ef8066ab22215	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a532ead12cdb59aee265	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-9000000000-0a0c06c90e6dac9c1671	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-002f-9000000000-4c12c90788e38eff2828	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-7c3513f90facad0b1c69	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-7ee7b0745ebe1498afa0	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-016r-9700000000-a6a0c2dacd758a89690e	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-056r-9100000000-41073c517efcd76b3e9b	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-054o-9000000000-3586ff7ce2dbe6b00d8b	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01b9-9800000000-4671448e0c1ab50647ad	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00xr-9300000000-0903cfde2598dd206fd8	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fu-9000000000-3804a2ffeab504193078	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-9000000000-fb068beb910cc297fe08	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9000000000-a547a5eae9d121441216	2021-09-22	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum