2-Amino-3-hydroxybutanoic acid

HCID 205CAS 144-98-9
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(O)C(N)C(=O)O
InChIKey
AYFVYJQAPQTCCC-UHFFFAOYSA-N
Molecular formula
C4H9NO3
Average molar mass
119.12 g/mol
Monoisotopic mass
119.05824315

Overview

2-amino-3-hydroxybutanoic acid is an alpha-amino acid that is butanoic acid substituted by an amino group at position 2 and a hydroxy group at position 3. It has a role as a plant metabolite.

Names & identifiers

Preferred name
2-Amino-3-hydroxybutanoic acid
IUPAC
2-amino-3-hydroxybutanoic acid
English name
2-Amino-3-hydroxybutanoic acid
Molecular formula
C4H9NO3
Molecular weight
119.12

Names & synonyms

2-amino-3-hydroxybutanoic acidCHEBI:38263DTXSID301015364RefChem:463904DTXCID40210085DL-Threonine80-68-27004-04-8Allo-DL-threonineDL-allo-Threonine144-98-9DL-2-Amino-3-hydroxybutanoic acid
Show more names
R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid
2-amino-3-hydroxy-butanoic acidButanoic acid, 2-amino-3-hydroxy-MFCD00066665DL-Threonine (contains DL-Allothreonine)760PJT2SS0DL-allothreonineH-DL-allo-Thr-OHWLN: QY1&YZVQ -L

Database identifiers

CAS
144-98-9、24830-94-2、28954-12-3、632-20-2、7004-04-8、72-19-5、80-68-2
PubChem CID
205
DTXSID
DTXSID301015364
ChEMBL
CHEMBL30037
ChEBI
CHEBI:38263
UNII
760PJT2SS0
EC Number
201-300-6、205-645-3
Nikkaji
J1.252A

Properties

Computed structural properties

XLogP
-2.9
Topological polar surface area
83.6 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
8

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Amino Acids and Derivatives
DrugsPharmaceuticals
Solubility · 2 items

Sparingly soluble in water; Soluble in buffer systems pH 5.5

Practically insoluble (in ethanol)

Physical Description · 2 items

Hemihydrate: Solid; [Merck Index] White powder; [Sigma-Aldrich MSDS]

White crystalline powder; slight savoury aroma

Physicochemical properties

Boiling point
345.803 · 345.803±32.00 °C(Press: 760.00 Torr)(predicted)
Density
1.307 · 1.307±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
pka
2.186 · 2.186±0.10(predicted)
FDA UNII
760 PJT2SS0 · 760PJT2SS0
Symbol(GHS)
7 · GHS07

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 92.2% (214 of 232) of all reports.

Not Classified

Aggregated GHS information provided per 232 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory InformationChemical: DL-Threonine
Other Safety InformationIMAP assessments - DL-Threonine: Environment tier I assessment
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesNot Classified

Toxicology

Toxicity Summary · 1 item

L-Threonine is a precursor to the amino acids glycine and serine. It acts as a lipotropic in controlling fat build-up in the liver. May help combat mental illness and may be very useful in indigestion and intestinal malfunctions. Also, threonine prevents excessive liver fat. Nutrients are more readily absorbed when threonine is present.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P305+P351+P338

Chemistry & industry

Pharmacology

Metabolism/MetabolitesHepatic

Uses & manufacturing

Uses · 2 items

An essential amino acid; [Merck Index]

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.

Use ClassificationFlavoring Agents -> JECFA Flavorings Index

Upstream & downstream products

Suppliers11 total

上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
武汉丰泰威远科技有限公司+86-27-8746-5837 +86-18627785180 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
TargetMol 中国（陶术生物）400-821-0310 15002144251 · [email protected]

Additional notes

DefinitionChEBI: 2-amino-3-hydroxybutanoic acid is an alpha-amino acid that is butanoic acid substituted by an amino group at position 2 and a hydroxy group at position 3. It has a role as a plant metabolite.

Related reactions

20 records
New reaction record

Linked notes

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