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L-Norvaline

HCID 65098
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Basic information

CAS
6600-40-4
Standard SMILES
CCC[C@H](N)C(=O)O
InChIKey
SNDPXSYFESPGGJ-BYPYZUCNSA-N
Molecular formula
C5H11NO2
Average molar mass
117.15 g/mol
Monoisotopic mass
117.07897859

Overview

L-2-aminopentanoic acid is a 2-aminopentanoic acid that has S-configuration. It has a role as a hypoglycemic agent, a neuroprotective agent and a bacterial metabolite. It is an enantiomer of a D-2-aminopentanoic acid. It is a tautomer of a L-2-aminopentanoic acid zwitterion.

Names & identifiers

Preferred name
L-Norvaline
IUPAC
(2S)-2-aminopentanoic acid
English name
L-Norvaline
Molecular formula
C5H11NO2
Molecular weight
117.15

Names & synonyms

L-norvalinenorvaline6600-40-4(S)-2-Aminopentanoic acid(2S)-2-aminopentanoic acidL-2-Aminovaleric acidL-2-aminopentanoic acidA70UKS48FECHEBI:18314DTXSID701018015NSC-203786alpha-Aminovaleric acid
Show more names
L-Nva-OH2-AMINOPENTANOIC ACIDNVAL-NorvaLNval-OHL-NVal-OHH-L-NVA-OH
RefChem:854766(2S)-2-azaniumylpentanoateDTXCID801476214229-543-3h-nva-ohL-2-aminopentanoate(S)-2-Aminovaleric acidMFCD00064421

Database identifiers

CAS
6600-40-4、760-78-1
PubChem CID
65098
DTXSID
DTXSID701018015
ChEMBL
CHEMBL55612
ChEBI
CHEBI:18314
UNII
A70UKS48FE
EC Number
229-543-3
Nikkaji
J9.213D

Properties

Computed structural properties

XLogP
-2.1
Topological polar surface area
63.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
3
Heavy atoms
8
Formal charge
0
Complexity
82.5

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
CosmeticsAntistatic
Collision Cross Section · 2 items

142 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

133 Ų [M+Na]+

Physicochemical properties

Melting point
300 °C · >300 °C(lit.)
alpha
24.5 · 24.5 º (c=10, 6 N HCl)
Boiling point
222.9 · 222.9±23.0 °C(Predicted)
Density
1.2 · 1.2000 (estimate)
refractive index
25 ° · 25 ° (C=10, 6mol/L HCl)
storage temp.
30 °C · Store below +30°C.
solubility
48.7 g/l · 48.7g/l
form
Fine Crystalline Powder
pka
2.32 · 2.32(at 25℃)
color
White
optical activity
7.025 · +7.025 (H2O) +24.125 (5 mol dm-3 HCl)
Water Solubility
10.5 g/100 · 10.5 g/100 mL (18 ºC)
Merck
14 · 14,6716
BRN
1721162 · 1721162
Major Application
detection
Cosmetics Ingredients Functions
ANTISTATIC
InChI
1S/C5H11NO2/c1-2-3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChIKey
SNDPXSYFESPGGJ-BYPYZUCNSA-N
SMILES
CCC[C@H](N)C(O)=O
CAS DataBase Reference
6600 · 6600-40-4(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
70 UKS48FE · A70UKS48FE
NIST Chemistry Reference
L-Norvaline(6600-40-4)
UNSPSC Code
12352209 · 12352209
NACRES
26 · NA.26
Symbol(GHS)
5 · GHS05,GHS07,GHS09
Signal word
Warning
Hazard statements
402 · H402
Precautionary statements
501 · P501-P273
PPE
95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes
C,Xn
Risk Statements
20 · 20/21/22-36/37/38
Safety Statements
24 · 24/25-37/39-26
WGK Germany
3 · 3
HS Code
29224995 · 29224995
Storage Class
11 · 11 - Combustible Solids
REACH Registrations
Active

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 75% (6 of 8) of all reports.

Warning

H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationStatus: Active Update: 22-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23649
Hazard Classes and CategoriesSkin Irrit. 2 (25%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
29224995
risk_code
20/21/22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS05,GHS07,GHS09
hazard_code
C,Xn
safety_code
24/25-37/39-26
Storage Class
11 - Combustible Solids
Hazard statements
H402
REACH Registrations
Active
Precautionary statements
P501-P273

Chemistry & industry

Uses & manufacturing

Use ClassificationCosmetics -> Antistatic
General Manufacturing InformationNorvaline: ACTIVE
Applications · 2 items

DescriptionL-Norvaline, an amino acid nutritional supplements, is a nonessential amino acid that’s typically found in protein-rich foods, such as meat and eggs. And, it can also be made by the body from valine during normal metabolism. L-norvaline is frequently consumed by athletes as part of their workout supplement program. It is usually used for pre-workout drinks to boost energy and support post-workout recovery. During workouts, L-norvaline improves muscle tissue strength and endurance by providing massive amounts of oxygen and nutrients.

UsesL-Norvaline is a protein amino acid used as a skin-conditioning and anti-static agent. It is also used in method for reducing misincorporation of non-canonical branched-chain Amino Acids into recombinant proteins.

Upstream & downstream products

Downstream products

2-Oxopentanoic acidBoc-Nva-OH
Additional notes · 1 item

DefinitionChEBI: L-Norvaline is a 2-aminopentanoic acid that has S-configuration. It has a role as a bacterial metabolite. It is a (R)-fenbuconazole and a 2-aminopentanoic acid. It is an enantiomer of a D-2-aminopentanoic acid. It is a tautomer of a L-2-aminopentanoic acid zwitterion.

Related reactions

25 records
New reaction record
HRID 19172 reaction equation
HRID 19172As reactantuspto-grants-2010_06
HRID 232010 reaction equation
HRID 232010As reactantuspto-grants-1989_07
HRID 232511 reaction equation
HRID 232511As reactantuspto-grants-1997_01
HRID 250801 reaction equation
HRID 250801As reactantuspto-grants-2011_01
HRID 504081 reaction equation
HRID 504081As reactantuspto-grants-2010_08
HRID 722799 reaction equation
HRID 722799As reactantuspto-grants-2006_11
HRID 863187 reaction equation
HRID 863187As reactantuspto-grants-1998_02
HRID 969935 reaction equation
HRID 969935As reactantuspto-grants-2007_12
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Compound notes

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