D-Serine

HCID 71077CAS 312-84-5

Basic information

Standard SMILES
N[C@H](CO)C(=O)O
InChIKey
MTCFGRXMJLQNBG-UWTATZPHSA-N
Molecular formula
C3H7NO3
Average molar mass
105.09 g/mol
Monoisotopic mass
105.04259308

Overview

D-serine is the R-enantiomer of serine. It has a role as a NMDA receptor agonist, an Escherichia coli metabolite and a human metabolite. It is a D-alpha-amino acid and a serine. It is a conjugate base of a D-serinium. It is a conjugate acid of a D-serinate. It is an enantiomer of a L-serine. It is a tautomer of a D-serine zwitterion.

Names & identifiers

Preferred name
D-Serine
IUPAC
(2R)-2-amino-3-hydroxypropanoic acid

Names & synonyms

D-serine312-84-5(R)-Serine(R)-2-amino-3-hydroxypropanoic acid(2R)-2-amino-3-hydroxypropanoic acidSerine D-formSerine, D-D-SerinDTXSID9041021EINECS 206-229-4NSC 77689AI3-18476
Show more names
1K77H2Z9B1(D)-SERINESERINE D-FORM [MI]DTXCID7021021CHEBI:16523NSC77689NSC-77689(R)-2-Amino-3-hydroxy-propionic acid

Database identifiers

CAS
312-84-5
PubChem CID
71077
DTXSID
DTXSID9041021
ChEMBL
CHEMBL285123
ChEBI
CHEBI:16523
UNII
1K77H2Z9B1
EC Number
206-229-4
Nikkaji
J1.196G

Properties

Computed structural properties

XLogP
-3.1
Topological polar surface area
83.6 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
2
Heavy atoms
7

Experimental & physicochemical properties

Solubility364 mg/mL at 20 °C
Melting Point229 °C
Physical DescriptionSolid

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 90% (18 of 20) of all reports.

Warning

H315 (10%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 20 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 19-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/21814

D-Serine: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (10%)

Chemistry & industry

Pharmacology

Tissue LocationsAdipose Tissue
Cellular LocationsExtracellular
Metabolite Pathways3-Phosphoglycerate dehydrogenase deficiency

Uses & manufacturing

UsesUse (kg; approx.) in Germany (2009): >10000
General Manufacturing InformationD-Serine: ACTIVE

Related reactions

73 records

Linked notes

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