Home > Compound List > Compound details
56-87-1 molecular structure
click picture or here to close

(2S)-2,6-diaminohexanoic acid

ChemBase ID: 10
Molecular Formular: C6H14N2O2
Molecular Mass: 146.18756
Monoisotopic Mass: 146.1055277
SMILES and InChIs

SMILES:
OC(=O)[C@@H](N)CCCCN
Canonical SMILES:
NCCCC[C@@H](C(=O)O)N
InChI:
InChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
InChIKey:
KDXKERNSBIXSRK-YFKPBYRVSA-N

Cite this record

CBID:10 http://www.chembase.cn/molecule-10.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2,6-diaminohexanoic acid
IUPAC Traditional name
L-lysine
Brand Name
Enisyl
Synonyms
2,6-diaminohexanoic acid
L-lys
LYS
lysine
lysine acid
(2S)-2,6-Diaminocaproic acid
(2S)-2,6-Diaminohexanoic acid
L-Lysine
L-Lysine solution
H-Lys-OH
(+)-S-Lysine
(S)-2,6-Diaminohexanoic Acid
(S)-Lysine
(S)-α,ε-Diaminocaproic Acid
Aminutrin
Biolys
(S)- 2,6-diamino-Hexanoic Acid
L-(+)-Lysine
L-2,6-Diaminocaproic Acid
6-Amino-L-norleucine
L-Lysine
(S)-2,6-Diaminocaproic acid
Malandil
α-Lysine
(S)-2,6-二氨基己酸
L-赖氨酸
L-赖氨酸 溶液
CAS Number
56-87-1
EC Number
200-294-2
MDL Number
MFCD00064433
Beilstein Number
1722531
PubChem SID
24896404
160963473
24901905
46504770
22435038
PubChem CID
5962
FEMA ID
3847
Flavis Number
17.026

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.7382863  H Acceptors
H Donor LogD (pH = 5.5) -5.9555907 
LogD (pH = 7.4) -4.978252  Log P -3.2145348 
Molar Refractivity 37.8095 cm3 Polarizability 15.365045 Å3
Polar Surface Area 89.34 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -3.76  LOG S -0.14 
Solubility (Water) 1.05e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
appreciable expand Show data source
H2O: soluble0.1 g/mL, clear, colorless to very faintly greenish-yellow expand Show data source
Water expand Show data source
Apperance
Off-White to Pale Yellow Solid expand Show data source
Melting Point
~215 °C (dec.) expand Show data source
203-205°C (dec.) expand Show data source
215 °C (dec.)(lit.) expand Show data source
215°C expand Show data source
Optical Rotation
[α]20/D +13.0±1°, c = 2% in 6 M HCl expand Show data source
[α]20/D +24°, c = 2 in 0.6 M HCl expand Show data source
[α]20/D +25.2°, c = 2 in 6 M HCl expand Show data source
[α]20/D +26.0±1.0°, c = 2% in 6 M HCl expand Show data source
Hydrophobicity(logP)
-2.9 expand Show data source
Storage Condition
Refrigerator expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant/Hygroscopic/Store under Argon expand Show data source
RTECS
OL5540000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
1 expand Show data source
TSCA Listed
false expand Show data source
Personal Protective Equipment
Eyeshields, Gloves expand Show data source
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
≥97% expand Show data source
≥98% (TLC) expand Show data source
≥98.0% (NT) expand Show data source
95+% expand Show data source
97% expand Show data source
Concentration
50% in H2O expand Show data source
Grade
NI expand Show data source
purum expand Show data source
Optical Purity
ee: 98% (GLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Impurities
≤1% water expand Show data source
Cation Traces
As: ≤3 ppm expand Show data source
Cd: ≤1 ppm expand Show data source
Hg: ≤1.0 ppm expand Show data source
Pb: ≤10 ppm expand Show data source
Quality Level
PREMIUM expand Show data source
Quality
crystallized expand Show data source
Linear Formula
H2N(CH2)4CH(NH2)CO2H expand Show data source
Empirical Formula (Hill Notation)
C6H14N2O2 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank - DB00123 external link
Item Information
Drug Groups approved; nutraceutical
Description L-Lysine (abbreviated as Lys or K) is an α-amino acid with the chemical formula HO2CCH(NH2)(CH2)4NH2. This amino acid is an essential amino acid, which means that humans cannot synthesize it. Its codons are AAA and AAG.

L-Lysine is a base, as are arginine and histidine. The ε-amino group often participates in hydrogen bonding and as a general base in catalysis. Common posttranslational modifications include methylation of the ε-amino group, giving methyl-, dimethyl-, and trimethyllysine. The latter occurs in calmodulin. Other posttranslational modifications include acetylation. Collagen contains hydroxylysine which is derived from lysine by lysyl hydroxylase. O-Glycosylation of lysine residues in the endoplasmic reticulum or Golgi apparatus is used to mark certain proteins for secretion from the cell.
Indication Supplemental L-lysine has putative anti-herpes simplex virus activity. There is preliminary research suggesting that it may have some anti-osteoporotic activity.
Pharmacology Insures the adequate absorption of calcium; helps form collagen ( which makes up bone cartilage & connective tissues); aids in the production of antibodies, hormones & enzymes. Recent studies have shown that Lysine may be effective against herpes by improving the balance of nutrients that reduce viral growth. A deficiency may result in tiredness, inability to concentrate, irritability, bloodshot eyes, retarded growth, hair loss, anemia & reproductive problems.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
Absorption Absorbed from the lumen of the small intestine into the enterocytes by an active transport process
References
Griffith RS, Norins AL, Kagan C: A multicentered study of lysine therapy in Herpes simplex infection. Dermatologica. 1978;156(5):257-67. [Pubmed]
External Links
Wikipedia
PDRhealth
Sigma Aldrich - 62840 external link
Packaging
25, 100, 500 g in poly bottle
Sigma Aldrich - L5501 external link
包装
1 g in poly tube
10 mg in autosmp vl
5, 25, 100 g in poly bottle
Sigma Aldrich - W384704 external link
Packaging
1 kg in poly bottle
1 sample in glass bottle
100 g in poly bottle
5 kg in fiber drum
Toronto Research Chemicals - L468895 external link
Essential amino acid for human development. Lysine residues are useful in many cellular processes, due to their ability to accept a wide variety of post-translational modifications.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Griffith RS, Norins AL, Kagan C: A multicentered study of lysine therapy in Herpes simplex infection. Dermatologica. 1978;156(5):257-67. Pubmed
  • • Tosha, L. et. al.: Biochem. J. 435, 509 (2011)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle