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312-84-5 molecular structure
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(2R)-2-amino-3-hydroxypropanoic acid

ChemBase ID: 3564
Molecular Formular: C3H7NO3
Molecular Mass: 105.09258
Monoisotopic Mass: 105.04259309
SMILES and InChIs

SMILES:
N[C@H](CO)C(=O)O
Canonical SMILES:
OC[C@H](C(=O)O)N
InChI:
InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1
InChIKey:
MTCFGRXMJLQNBG-UWTATZPHSA-N

Cite this record

CBID:3564 http://www.chembase.cn/molecule-3564.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R)-2-amino-3-hydroxypropanoic acid
IUPAC Traditional name
D-serine
Synonyms
D-Serine
D-2-Amino-3-hydroxypropionic acid
β-Hydroxyalanine
Ser
β-Hydroxyalanine
(R)-(-)-Serine
(R)-2-Amino-3-hydroxypropionic acid
2-Amino-3-hydroxypropanoic acid
D-Serine
H-D-Ser-OH
(R)-2-Amino-3-hydroxypropanoic Acid
(R)-Serine
NSC 77689
β-羟基丙氨酸
(R)-(-)-丝氨酸
(R)-2-氨基-3-羟基丙酸
2-氨基-3-羟基丙酸
D-丝氨酸
CAS Number
312-84-5
EC Number
206-229-4
MDL Number
MFCD00004269
Beilstein Number
1721403
Merck Index
148460
PubChem SID
160967002
24888288
24278008
PubChem CID
71077

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 2.03399  H Acceptors
H Donor LogD (pH = 5.5) -3.8875728 
LogD (pH = 7.4) -3.8992038  Log P -3.8877351 
Molar Refractivity 22.041 cm3 Polarizability 9.0643015 Å3
Polar Surface Area 83.55 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -3.42  LOG S 0.66 
Solubility (Water) 4.80e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
H2O: soluble0.1 g/mL, clear, colorless expand Show data source
Melting Point
218-220°C dec. expand Show data source
220 °C (dec.)(lit.) expand Show data source
220°C expand Show data source
Optical Rotation
[α]20/D -13.6°, c = 10 in 1 M HCl expand Show data source
[α]20/D -13±1°, c = 5% in 5 M HCl expand Show data source
-13 (c=5 in 5N HCl) expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
VT8200000 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
3 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
Gene Information
human ... GRIN1(2902) expand Show data source
Purity
≥98% (TLC) expand Show data source
≥99.0% (NT) expand Show data source
95+% expand Show data source
97% expand Show data source
98% expand Show data source
99% expand Show data source
Grade
puriss. expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Ignition Residue
≤0.05% expand Show data source
Linear Formula
HOCH2CH(NH2)CO2H expand Show data source
Empirical Formula (Hill Notation)
C3H7NO3 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Sigma Aldrich Sigma Aldrich TRC TRC
DrugBank - DB03929 external link
Item Information
Drug Groups experimental
Description A non-essential amino acid occurring in natural form as the L-isomer. It is synthesized from GLYCINE or THREONINE. It is involved in the biosynthesis of PURINES; PYRIMIDINES; and other amino acids. [PubChem]
Sigma Aldrich - S4250 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
5, 25 g in poly bottle
Biochem/physiol Actions
Glycine mimic active at the strychnine-insensitive glycine binding site associated with the NMDA receptor as well as the inhibitory post-synaptic glycine receptor.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. S4250.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Toronto Research Chemicals - S270975 external link
A proteinogenic amino acids involved in the biosynthesis of purines and pyrimidines. Inhibitor of serine palmitoyltransferase. A neuromodulator.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Junjaud, G. et al.: J. Neurochem., 98, 1159 (2006)
  • • Hanada, K. et al.: FEBS Lett., 474, 63 (2006)
  • • Pollegionni, L. et al.: Cell. Mol. Life Sci., 67, 2387 (2006)
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PATENTS

PATENTS

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INTERNET

INTERNET

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