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Lysine, DL-

HCID 866
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
70-54-2
Standard SMILES
NCCCCC(N)C(=O)O
InChIKey
KDXKERNSBIXSRK-UHFFFAOYSA-N
Molecular formula
C6H14N2O2
Average molar mass
146.19 g/mol
Monoisotopic mass
146.10552769

Overview

Lysine is a diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6. It has a role as a Daphnia magna metabolite. It is a polar amino acid, an alpha-amino acid and a diamino acid. It contains a 4-aminobutyl group. It is functionally related to a hexanoic acid. It is a conjugate base of a lysinium(1+). It is a conjugate acid of a lysinate.

Names & identifiers

Preferred name
Lysine, DL-
IUPAC
2,6-diaminohexanoic acid
English name
DL-Lysine
Molecular formula
C6H14N2O2
Molecular weight
146.19

Names & synonyms

DL-LysineLysine, DL-(RS)-Lysine(+-)-LysineUNII-AI4RT59273CCRIS 8600(+-)-2,6-Diaminohexanoic acidAI4RT59273DL-alpha,epsilon-Diaminocaproic acidEINECS 200-740-6DTXSID90859004EC 200-740-6
Show more names
DL-LYSINE BASEDL-Lysinrac-LysineLysine,DL-Lysine (9CI)DL-Lysine,98%DL-Lys-OH Acoh
RefChem:42679DTXCID00196790200-740-670-54-22,6-diaminohexanoic acidH-DL-Lys-OHMFCD00064432(R)-2,6-Diaminocaproic acid

Database identifiers

CAS
70-54-2
PubChem CID
866
DTXSID
DTXSID90859004
ChEMBL
CHEMBL28328
ChEBI
CHEBI:25094
UNII
AI4RT59273
EC Number
200-740-6
Nikkaji
J1.280G

Properties

Computed structural propertiesFilling in

XLogP
-3
Topological polar surface area
89.3 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
5
Heavy atoms
10
Formal charge
0
Complexity
106

Physicochemical properties

Melting point
170 °C · 170 °C (dec.)(lit.)
Boiling point
265.81 °C · 265.81°C (rough estimate)
Density
1 · 1,12 g/cm3
refractive index
1.465 · 1.4650 (estimate)
FLAVIS Number
17.013 · 17.013 | D,L-Lysine
storage temp.
2 · under inert gas (nitrogen or Argon) at 2–8 °C
solubility
Methanol (Slightly), Water (Slightly)
pka
2.49 · 2.49±0.24(Predicted)
form
Solid
color
Pale Yellow to Light Beige
Odor
odorless
InChI
InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)
InChIKey
KDXKERNSBIXSRK-UHFFFAOYSA-N
SMILES
C(O)(=O)C(CCCCN)N
LogP
-2.99 · -2.99

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 · 3 items

This chemical does not meet GHS hazard criteria for 100% (200 of 200) of all reports.

Not Classified

Aggregated GHS information provided per 200 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationStatus: Active Update: 29-05-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/7099
Hazard Classes and CategoriesNot Classified

Safety data

F
3-10
wgk
3
hs_code
2922411000
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
24/25
Hazard statements
H302-H315-H319-H335
REACH Registrations
Active
Precautionary statements
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Chemistry & industry

Applications

UsesDL-Lysine is a racemic mixture of the D and L enantiomers of lysine amino acid. Used in the synthesis of proteins, alkaloids and other chemical compounds. Used as a precursor in biosynthesis of Marcfortine A.

Additional notes

DefinitionChEBI: A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.

Related reactions

49 records
New reaction record
HRID 101304 reaction equation
HRID 101304As productAs reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 116828 reaction equation
HRID 116828As productAs reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 135884 reaction equation
HRID 135884As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 155986 reaction equation
HRID 155986As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 157687 reaction equation
HRID 157687As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 161724 reaction equation
HRID 161724As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 172854 reaction equation
HRID 172854As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 190173 reaction equation
HRID 190173As productTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
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CAS DataBase Reference
70 · 70-54-2(CAS DataBase Reference)
FDA UNII
4 RT59273 · AI4RT59273
NIST Chemistry Reference
DL-Lysine(70-54-2)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
Safety Statements
24 · 24/25
WGK Germany
3 · 3
F
3 · 3-10
HS Code
2922411000 · 2922411000
REACH Registrations
Active