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80-68-2 molecular structure
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(2S,3R)-2-amino-3-hydroxybutanoic acid

ChemBase ID: 42
Molecular Formular: C4H9NO3
Molecular Mass: 119.11916
Monoisotopic Mass: 119.05824315
SMILES and InChIs

SMILES:
O[C@@H]([C@H](N)C(=O)O)C
Canonical SMILES:
C[C@H]([C@@H](C(=O)O)N)O
InChI:
InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1
InChIKey:
AYFVYJQAPQTCCC-GBXIJSLDSA-N

Cite this record

CBID:42 http://www.chembase.cn/molecule-42.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3R)-2-amino-3-hydroxybutanoic acid
IUPAC Traditional name
L-threonine
Synonyms
L-(-)-Threonine
2-Amino-3-hydroxybutyric acid
(S)-Threonine
Threonine
[R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid
Threonin
L-Threonine
2-Amino-3-hydroxybutanoic acid
Threonine
L-Threonine
(2S,3R)-2-Amino-3-hydroxybutyric acid
H-Thr-OH
(2S,3R)-2-amino-3-hydroxybutanoic acid
(2S,3R)-2-氨基-3-羟基丁酸
L-苏氨酸
CAS Number
80-68-2
72-19-5
EC Number
201-300-6
200-774-1
MDL Number
MFCD00064270
Beilstein Number
1721646
Merck Index
149380
PubChem SID
24900195
46506798
24900544
24900531
24889191
160963505
PubChem CID
6288
CHEBI ID
57926
CHEMBL
291747
Chemspider ID
6051
DrugBank ID
DB00156
Wikipedia Title
Threonine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.207432  H Acceptors
H Donor LogD (pH = 5.5) -3.4708102 
LogD (pH = 7.4) -3.4806278  Log P -3.4709635 
Molar Refractivity 26.4598 cm3 Polarizability 10.868561 Å3
Polar Surface Area 83.55 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -3.01  LOG S 0.6 
Solubility (Water) 4.77e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
(H2O, g/dl) 10.6(30°),14.1(52°),19.0(61°) in water expand Show data source
H2O: soluble50 mg/mL expand Show data source
H2O: soluble50 mg/mL, clear, colorless expand Show data source
Soluble expand Show data source
Apperance
powder expand Show data source
Melting Point
255°C dec. expand Show data source
256 °C (dec.)(lit.) expand Show data source
Optical Rotation
[α]20/D -27.4°, c = 1 in H2O expand Show data source
[α]20/D -28.5±0.5°, c = 5% in H2O expand Show data source
-28 (c=5 in water) expand Show data source
Hydrophobicity(logP)
-3.5 expand Show data source
pKa
2.63 (carboxyl), 10.43 (amino) expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
XO8590000 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
Download expand Show data source
German water hazard class
1 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
20-25°C expand Show data source
Purity
≥98% (TLC) expand Show data source
≥98.5% expand Show data source
≥99.0% (NT) expand Show data source
≥99.5% (NT) expand Show data source
95+% expand Show data source
98% expand Show data source
98+% expand Show data source
99.0-101.0% expand Show data source
Grade
certified reference material expand Show data source
EP expand Show data source
JP expand Show data source
PharmaGrade expand Show data source
reagent grade expand Show data source
TraceCERT® expand Show data source
USP expand Show data source
Optical Purity
ee: 99% (GLC) expand Show data source
Suitability
meets EP, JP, USP testing specifications expand Show data source
suitable for cell culture expand Show data source
suitable for manufacturing use expand Show data source
Ignition Residue
≤0.1% expand Show data source
≤0.1% (as SO4) expand Show data source
Impurities
≤0.5% foreign amino acids expand Show data source
endotoxin, tested expand Show data source
Cation Traces
Al: ≤5 mg/kg expand Show data source
As: ≤0.1 mg/kg expand Show data source
Ba: ≤5 mg/kg expand Show data source
Bi: ≤5 mg/kg expand Show data source
Ca: ≤50 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤5 mg/kg expand Show data source
K: ≤50 mg/kg expand Show data source
Li: ≤5 mg/kg expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Mo: ≤5 mg/kg expand Show data source
Na: ≤50 mg/kg expand Show data source
NH4+: ≤500 mg/kg expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤5 mg/kg expand Show data source
Sr: ≤5 mg/kg expand Show data source
Zn: ≤5 mg/kg expand Show data source
Antion Traces
chloride (Cl-): ≤50 mg/kg expand Show data source
sulfate (SO42-): ≤100 mg/kg expand Show data source
sulfate (SO42-): ≤50 mg/kg expand Show data source
Biological Source
from non-animal source expand Show data source
Loss on Drying
≤0.1% loss on drying, 20 °C (HV) expand Show data source
≤0.5% loss on drying, 110 °C expand Show data source
Quality Level
GMP-COMPENDIA expand Show data source
Product Line
BioXtra expand Show data source
Linear Formula
CH3CH(OH)CH(NH2)CO2H expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Sigma Aldrich Sigma Aldrich InterBioScreen InterBioScreen Wikipedia Wikipedia
DrugBank - DB00156 external link
Item Information
Drug Groups approved; nutraceutical
Description An essential amino acid occurring naturally in the L-form, which is the active form. It is found in eggs, milk, gelatin, and other proteins. [PubChem]
Indication L-Threonine makes up collagen, elastin, and enamel protein. It aids proper fat metabolism in the liver, helps the digestive and intestinal tracts function more smoothly, and assists in metabolism and assimilation.
Pharmacology L-Threonine is an essential amino acid that helps to maintain the proper protein balance in the body. It is important for the formation of collagen, elastin, and tooth enamel, and aids liver and lipotropic function when combined with aspartic acid and methionine.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
External Links
Wikipedia
Sigma Aldrich - T4071 external link
Packaging
Manufactured and Packaged under cGMP
Sigma Aldrich - T8625 external link
包装
1 kg in poly bottle
1, 10, 25, 100, 500 g in poly bottle
5 kg in poly drum
Sigma Aldrich - T8441 external link
Packaging
10 mg in autosample vial
Sigma Aldrich - 61506 external link
Analysis Note
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34. This CRM is traceable to NIST SRM.
General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
Legal Information
TraceCERT is a registered trademark of Sigma-Aldrich Co. LLC
Sigma Aldrich - 89179 external link
Other Notes
Preparation of threonine-sepharose, assay and purification of protein kinase C1; Amino acid spacing in isotachophoresis on polyacrylamide gel - a critical evaluation2,3; Growth requirement of various microorganisms4.
InterBioScreen - BB_SC-9459 external link
2 Diastereomers

REFERENCES

REFERENCES

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PATENTS

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