Basic information
- CAS
327-57-1- Standard SMILES
CCCC[C@H](N)C(=O)O- InChIKey
LRQKBLKVPFOOQJ-YFKPBYRVSA-N- Molecular formula
- C6H13NO2
- Average molar mass
- 131.17 g/mol
- Monoisotopic mass
- 131.09462866
Overview
L-norleucine is a non-proteinogenic L-alpha-amino acid comprising hexanoic acid carrying an amino group at C-2. It does not occur naturally. It is a 2-aminohexanoic acid and a non-proteinogenic L-alpha-amino acid. It is a conjugate acid of a L-2-aminohexanoate. It is an enantiomer of a D-norleucine. It is a tautomer of a L-2-aminohexanoic acid zwitterion.
Names & identifiers
- Preferred name
- Caprine
- IUPAC
- (2S)-2-aminohexanoic acid
- English name
- L-Norleucine
- Molecular formula
- C6H13NO2
- Molecular weight
- 131.17
Names & synonyms
L-Norleucine327-57-1NORLEUCINE(S)-2-Aminohexanoic acidCaprine(2S)-2-aminohexanoic acidGlycoleucineL-(+)-NorleucineL-2-Aminohexanoic acid2-Aminocaproic acidHexanoic acid, 2-amino-, (S)-L-Aminohexanoate
Show more names
NleH-NLE-OHG123Nle-OHL-Nle-OHH-L-NLE-OHH-AHX(2)-OH
alpha-Aminocaproic acidL-Aminohexanoic acid832C8OV84SNSC-10378CHEBI:18347DTXSID70883362Norleucine, LL-Isomer Norleucine
Database identifiers
- CAS
327-57-1、616-06-8- PubChem CID
- 21236
- DTXSID
DTXSID70883362- ChEMBL
CHEMBL292439- ChEBI
CHEBI:18347- UNII
- 832C8OV84S
- EC Number
- 206-321-4
- Nikkaji
- J9.189H
Properties
Computed structural properties
- XLogP
- -1.5
- Topological polar surface area
- 63.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 93.1
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
LogP-1.53
Solubility12 mg/mL at 25 °C
Physical DescriptionSolid
Collision Cross Section
132 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
142.63 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
129.02 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
136.4 Ų [M+H]+
Physicochemical properties
- Melting point
- 300 °C · >300 °C (lit.)
- alpha
- 22 · 22 º (c=2, 6N HCl)
- Density
- 1.172 · 1.1720 (estimate)
- refractive index
- 23 ° · 23 ° (C=5, 5mol/L HCl)
- Flash point
- 275 °C · 275 °C
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 1.6 g/100 · 1.6 g/100 mL (23°C)
- Boiling point
- 234 · 234.0±23.0 °C(Predicted)
- form
- Crystalline Powder
- pka
- 2.335 · 2.335(at 25℃)
- color
- White to off-white
- PH
- 6.08 · 6.08
- optical activity
- 4.725 · +4.725 (H2O) +24.525 (5 mol dm-3 HCl)
- Water Solubility
- 1.6 g/100 · 1.6 g/100 mL (23 ºC)
- Sublimation
- 275 · 275 ºC
- Merck
- 14 · 14,6706
- BRN
- 1721750 · 1721750
- Major Application
- detection
- InChI
- 1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)/t5-/m0/s1
- InChIKey
- LRQKBLKVPFOOQJ-YFKPBYRVSA-N
- SMILES
- CCCC[C@H](N)C(O)=O
- LogP
- 0.92 · 0.920 (est)
- CAS DataBase Reference
- 327 · 327-57-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 832 C8OV84S · 832C8OV84S
- NIST Chemistry Reference
- L-Norleucine(327-57-1)
- EPA Substance Registry System
- L-Norleucine (327-57-1)
- UNSPSC Code
- 12352209 · 12352209
- NACRES
- 26 · NA.26
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 317 · H317
- Precautionary statements
- 261 · P261-P272-P280-P302+P352-P333+P313-P362+P364
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 43 · 43
- Safety Statements
- 36 · 36/37-24/25-22
- WGK Germany
- 3 · 3
- RTECS
- 6308000 · RC6308000
- TSCA
- TSCA listed
- HS Code
- 29224995 · 29224995
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 1 · Skin Sens. 1
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 7.1% (3 of 42) of reports.
Warning
H317 (90.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: L-Norleucine
L-Norleucine: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - L-Norleucine: Environment tier I assessment
Hazard Classes and CategoriesSkin Sens. 1 (90.5%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- RC6308000
- hs_code
- 29224995
- risk_code
- 43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 36/37-24/25-22
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Hazard Classifications
- Skin Sens. 1
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P362+P364
Chemistry & industry
Pharmacology
Tissue LocationsPlatelet
Uses & manufacturing
General Manufacturing Information
L-Norleucine: ACTIVE
Norleucine: INACTIVE
Applications
UsesA non-essential amino acid. Used as internal standard in amino acid analysis.
UsesAs a non-essential amino acid, L-Norleucine can be used as internal standard in amino acid analysis.
Upstream & downstream products
Downstream products
Suppliers101 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
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Additional notes
DefinitionChEBI: A non-proteinogenic L-alpha-amino acid comprising hexanoic acid carrying an amino group at C-2. It does not occur naturally.
Related reactions
66 records
Compound notes
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