Showing Compound N-alpha-Acetyl-L-arginine (FDB023383)

Record Information

Version

1.0

Creation date

2011-09-21 00:29:05 UTC

Update date

2024-11-29 22:26:49 UTC

Primary ID

FDB023383

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

N-alpha-Acetyl-L-arginine

Description

N-alpha-Acetylarginine is one of the guanidino compounds found elevated in the serum of an hemodialyzed renal insufficient (uremic) pediatric population. (PMID 7777105) N-alpha-acetylarginine serum levels (and other guanidino compounds) were elevated of all the hyperargininemic patients are higher than the normal range. Untreated hyperargininemic patients have the highest guanidino compound levels in cerebrospinal fluid. (PMID 1690873) N-alpha-acetylarginine increases in urine hyperargininemic patients. During a low-arginine diet, together with sodium benzoate therapy, there was a marked decrease in plasma N-alpha-acetylarginine. (PMID 3987036) [HMDB]. N-alpha-Acetyl-L-arginine is found in loquat and apple.

CAS Number

155-84-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
Acetyl arginine	MeSH, HMDB
N(2)-Acetyl-L-arginine	ChEBI
N(a)-Acetyl-L-arginine	Generator, HMDB
N(Α)-acetyl-L-arginine	Generator, HMDB
N-a-Acetyl-L-arginine	hmdb
N-a-L-Acetyl-arginine	Generator, HMDB
N-Ac-L-arg-OH	ChEBI
N-Acetyl-L-arginine	ChEBI
N-alpha-Acetyl-L-arginine	HMDB
N-alpha-Acetylarginine	MeSH, HMDB

Showing 1 to 10 of 13 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.77 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-3.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	12.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	128.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.37 m³·mol⁻¹	ChemAxon
Polarizability	22.04 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

C8H16N4O3

IUPAC name

(2S)-5-carbamimidamido-2-acetamidopentanoic acid

InChI Identifier

InChI=1S/C8H16N4O3/c1-5(13)12-6(7(14)15)3-2-4-11-8(9)10/h6H,2-4H2,1H3,(H,12,13)(H,14,15)(H4,9,10,11)/t6-/m0/s1

InChI Key

SNEIUMQYRCDYCH-LURJTMIESA-N

Isomeric SMILES

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

Average Molecular Weight

216.2376

Monoisotopic Molecular Weight

216.122240398

Classification

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon 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-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Fatty acid
Acetamide
Carboxamide group
Guanidine
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N-acetyl-L-amino acid (CHEBI:40521 )

Ontology

Ingestion

Biological location:

Biofluid and excreta:

Source:

Biological:

Plant

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	N-alpha-Acetyl-L-arginine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006x-9300000000-1ceaef8ce37a7b0824d7	Spectrum
Predicted GC-MS	N-alpha-Acetyl-L-arginine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-006x-9520000000-c079d35b9012a55883d2	Spectrum
Predicted GC-MS	N-alpha-Acetyl-L-arginine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-053u-9800000000-21b92cfd48ed4a2653df	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9200000000-58b164576b6245ba5e98	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3900000000-58a41f9d8b6b341edbad	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-01c0-2940000000-8c72ed0fc62303b7f4a2	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01b9-1940000000-495d7eb88df38bf7a81f	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03mi-2900000000-a1ce241787b062182472	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9400000000-d6685c90df9e6a8f2a03	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00xr-2930000000-c8a853d3dffa744063ac	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0adi-4900000000-99f3a540de4819b0d14e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9100000000-e57d664a81b0164998d5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01ba-0950000000-2fea8c9022bec91ce56b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-008a-2910000000-69304c511117e4cfb10c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-368bed42fdebf4188927	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0490000000-399f9d9369bbdc8e156f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0900-1900000000-bd5e452ef23574028f09	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9400000000-38ff35c82244b5d8dc7d	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

60752

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

67427

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

DB01985

HMDB ID

HMDB04620

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

N-ALPHA-ACETYL-L-ARGININE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

AAG

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

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References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).

Showing Compound N-alpha-Acetyl-L-arginine (FDB023383)

Structure for FDB023383 (N-alpha-Acetyl-L-arginine)