NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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(2S)-2-amino-5-carbamimidamidopentanoic acid
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IUPAC Traditional name
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Brand Name
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R-Gene 10 (Pharmacia Corp.)
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Levargin
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Minophagen A
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Argivene
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Argamine
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Detoxargin
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Synonyms
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Arginine
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(S)-2-Amino-5-[(aminoiminomethyl)amino]pentanoic acid
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2-Amino-5-guanidinovaleric acid
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L-(+)-Arginine
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L-a-Amino-d-guanidinovaleric acid
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L-Arg
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L-Arginine
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2-Amino-5-Guanidnovaleric Acid
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(S)-2-Amino-5-guanidinopentanoic acid
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Arg
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R
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L-ARGININE FREE BASE
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2-Amino-5-guanidinopentanoic acid
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Arginine
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L-Arginine
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L-2-Amino-5-guanidinopentanoic acid
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H-Arg-OH
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(S)-2-氨基-5-胍基戊酸
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L-精氨酸
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CAS Number
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EC Number
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MDL Number
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Beilstein Number
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1725413
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1725411, 1725412 R, 1725413 S
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Merck Index
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PubChem SID
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PubChem CID
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CHEBI ID
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ATC CODE
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CHEMBL
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Chemspider ID
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DrugBank ID
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FEMA ID
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Gmelin ID
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IUPHAR ligand ID
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KEGG ID
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MeSH Name
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Unique Ingredient Identifier
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Wikipedia Title
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Flavis Number
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
ALOGPS 2.1
Acid pKa
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2.4118392
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H Acceptors
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6
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H Donor
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5
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LogD (pH = 5.5)
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-6.1142516
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LogD (pH = 7.4)
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-5.121845
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Log P
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-3.1615653
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Molar Refractivity
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53.9231 cm3
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Polarizability
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16.904032 Å3
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Polar Surface Area
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125.22 Å2
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Rotatable Bonds
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5
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Lipinski's Rule of Five
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true
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Log P
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-3.49
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LOG S
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-1.88
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Solubility (Water)
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2.28e+00 g/l
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PROPERTIES
PROPERTIES
Physical Property
Safety Information
Pharmacology Properties
Product Information
Bioassay(PubChem)
Solubility
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182 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]
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Show
data source
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87.1 g L-1 (at 20 °C) in water
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Show
data source
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H2O: soluble100 mg/mL
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Show
data source
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H2O: soluble50 mg/mL
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Show
data source
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Apperance
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powder
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Show
data source
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White crystals
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Show
data source
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white powder
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Show
data source
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Melting Point
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222 °C (dec.)(lit.)
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Show
data source
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222-225°C
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Show
data source
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226°C dec.
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Show
data source
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259.85°C (533K)
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Show
data source
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Partition Coefficient
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-1.652
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Show
data source
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Optical Rotation
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[α]20/D +27.0±0.5°, c = 5% in 5 M HCl
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Show
data source
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[α]20/D +27°, c = 8 in 6 M HCl
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Show
data source
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[α]24/D +26.1°, c = 1.6 in 6 M HCl
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Show
data source
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+26 (c=1.6 in 6N HCl)
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Show
data source
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Absorption Wavelength
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λ: 280 nm Amax: ≤0.1
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Show
data source
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Hydrophobicity(logP)
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-3.6
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Show
data source
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pKa
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2.488
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Show
data source
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pKb
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11.509
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Show
data source
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Odor
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Odourless
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Show
data source
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Heat Capacity
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232.8 J K-1 mol-1 (at 23.7 °C)
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Show
data source
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Std enthalpy of combustion
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-3.7396–-3.7370 MJ mol-1
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Show
data source
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Std enthalpy of formation
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-624.9–-622.3 kJ mol-1
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Show
data source
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Std molar entropy
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250.6 J K-1 mol-1
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Show
data source
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pH
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10.5-12.0 (25 °C, 0.5 M in H2O)
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Show
data source
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Storage Condition
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Room Temperature (15-30°C)
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Show
data source
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Storage Warning
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Air Sensitive
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Show
data source
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IRRITANT
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Show
data source
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RTECS
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CF1934200
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Show
data source
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CF1934200 S
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Show
data source
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European Hazard Symbols
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Irritant (Xi)
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Show
data source
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MSDS Link
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German water hazard class
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1
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Show
data source
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Risk Statements
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36
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Show
data source
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R:36/37/38
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Show
data source
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r36
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Show
data source
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Safety Statements
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26
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Show
data source
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S:20-25-26-37/39
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Show
data source
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s26
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Show
data source
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TSCA Listed
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false
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Show
data source
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是
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Show
data source
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GHS Pictograms
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Show
data source
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Show
data source
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GHS Signal Word
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WARNING
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Show
data source
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GHS Hazard statements
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319
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Show
data source
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H319
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Show
data source
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GHS Precautionary statements
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305+351+338
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Show
data source
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P280-P264-P305+P351+P338-P337+P313
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Show
data source
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Personal Protective Equipment
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Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
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Show
data source
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Storage Temperature
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20-25°C
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Show
data source
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Regulation Compliance
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FCC
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Show
data source
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FDA 21 CFR (172.320)
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Show
data source
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Gene Information
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human ... NOS1(4842), NOS2(4843)
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Show
data source
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human ... NOS1(4842), NOS2(4843)rat ... Ppm1a(24666)
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Show
data source
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Allergens
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no known allergens
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Show
data source
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Purity
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>98.5%
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Show
data source
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≥98%
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Show
data source
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≥98% (TLC)
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Show
data source
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≥98.0%
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Show
data source
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≥98.5%
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Show
data source
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≥99.5% (NT)
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Show
data source
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98%
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Show
data source
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98.5-101.0%
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Show
data source
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98+%
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Show
data source
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99%
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Show
data source
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Grade
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EP
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Show
data source
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NI
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Show
data source
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PharmaGrade
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Show
data source
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reagent grade
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Show
data source
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SAJ special grade
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Show
data source
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USP
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Show
data source
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Certificate of Analysis
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Suitability
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meets EP, USP testing specifications
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Show
data source
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suitable for cell culture
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Show
data source
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suitable for manufacturing use
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Show
data source
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Ignition Residue
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≤0.05% (as SO4)
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Show
data source
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Impurities
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≤0.3% foreign amino acids
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Show
data source
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endotoxin, tested
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Show
data source
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Cation Traces
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Zn: ≤5 mg/kg
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Show
data source
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Antion Traces
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sulfate (SO42-): ≤100 mg/kg
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Show
data source
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Biological Source
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from non-animal source
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Show
data source
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Loss on Drying
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≤0.1% loss on drying, 20 °C (HV)
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Show
data source
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Quality Level
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GMP-COMPENDIA
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Show
data source
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λ
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0.5 M in H2O
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Show
data source
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Linear Formula
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H2NC(=NH)NH(CH2)3CH(NH2)CO2H
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Show
data source
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DETAILS
DETAILS
MP Biomedicals
DrugBank
Wikipedia
Sigma Aldrich
DrugBank -
DB00125
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Item |
Information |
Drug Groups
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approved; nutraceutical |
Description
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An essential amino acid that is physiologically active in the L-form. [PubChem] |
Indication |
Used for nutritional supplementation, also for treating dietary shortage or imbalance. |
Pharmacology |
Studies have shown that is has improved immune responses to bacteria, viruses and tumor cells; promotes wound healing and regeneration of the liver; causes the release of growth hormones; considered crucial for optimal muscle growth and tissue repair. |
Toxicity |
Oral supplementation with L-arginine at doses up to 15 grams daily are generally well tolerated. The most common adverse reactions of higher doses from 15 to 30 grams daily are nausea, abdominal cramps and diarrhea. Some may experience these symptoms at lower doses. |
Affected Organisms |
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Humans and other mammals |
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Biotransformation |
Some metabolism of L-arginine takes place in the enterocytes. L-arginine not metabolized in the enterocytes enters the portal circulation from whence it is transported to the liver, where again some portion of the amino acid is metabolized. |
Absorption |
Absorbed from the lumen of the small intestine into the enterocytes. Absorption is efficient and occurs by an active transport mechanism. |
References |
• |
Morris SM Jr: Enzymes of arginine metabolism. J Nutr. 2004 Oct;134(10 Suppl):2743S-2747S; discussion 2765S-2767S.
[Pubmed]
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• |
Schulman SP, Becker LC, Kass DA, Champion HC, Terrin ML, Forman S, Ernst KV, Kelemen MD, Townsend SN, Capriotti A, Hare JM, Gerstenblith G: L-arginine therapy in acute myocardial infarction: the Vascular Interaction With Age in Myocardial Infarction (VINTAGE MI) randomized clinical trial. JAMA. 2006 Jan 4;295(1):58-64.
[Pubmed]
|
• |
Alba-Roth J, Muller OA, Schopohl J, von Werder K: Arginine stimulates growth hormone secretion by suppressing endogenous somatostatin secretion. J Clin Endocrinol Metab. 1988 Dec;67(6):1186-9.
[Pubmed]
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External Links |
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Sigma Aldrich -
11009
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Biochem/physiol Actions Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism. Other Notes Exhibits stabilizing effects on plant protoplasts1; pH drift correction in IEF of proteins2; Growth requirement of various microorganisms3. |
Sigma Aldrich -
A8094
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Biochem/physiol Actions 一氧化氮合成酶的底物,可转化为瓜氨酸和一氧化氮 (NO)。通过与一氧化氮相关的机理诱导胰岛素释放。 包装 10 mg in autosmp vl |
Sigma Aldrich -
A4474
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Biochem/physiol Actions Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism. Packaging Manufactured and Packaged under cGMP. |
Sigma Aldrich -
A92406
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Biochem/physiol Actions Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism. |
Sigma Aldrich -
W381918
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Biochem/physiol Actions Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism. Packaging 1 kg in poly bottle 1 sample in glass bottle 5, 10 kg in poly drum |
Sigma Aldrich -
A5006
|
Biochem/physiol Actions 一氧化氮合成酶的底物,可转化为瓜氨酸和一氧化氮 (NO)。通过与一氧化氮相关的机理诱导胰岛素释放。 包装 1 kg in poly bottle 100, 500 g in poly bottle |
Sigma Aldrich -
01-6430
|
Biochem/physiol Actions Substrate of nitric oxide synthase, which is converted to citrulline and nitric oxide (NO). Induces insulin release by a nitric oxide-dependent mechanism. |
REFERENCES
REFERENCES
From Suppliers
Google Scholar
PubMed
Google Books
- • Morris SM Jr: Enzymes of arginine metabolism. J Nutr. 2004 Oct;134(10 Suppl):2743S-2747S; discussion 2765S-2767S. Pubmed
- • Schulman SP, Becker LC, Kass DA, Champion HC, Terrin ML, Forman S, Ernst KV, Kelemen MD, Townsend SN, Capriotti A, Hare JM, Gerstenblith G: L-arginine therapy in acute myocardial infarction: the Vascular Interaction With Age in Myocardial Infarction (VINTAGE MI) randomized clinical trial. JAMA. 2006 Jan 4;295(1):58-64. Pubmed
- • Alba-Roth J, Muller OA, Schopohl J, von Werder K: Arginine stimulates growth hormone secretion by suppressing endogenous somatostatin secretion. J Clin Endocrinol Metab. 1988 Dec;67(6):1186-9. Pubmed
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PATENTS
PATENTS
PubChem Patent
Google Patent