Basic information
- Standard SMILES
O=C(O)[C@H]1CCCN1- InChIKey
ONIBWKKTOPOVIA-SCSAIBSYSA-N- Molecular formula
- C5H9NO2
- Average molar mass
- 115.13 g/mol
- Monoisotopic mass
- 115.06332853
Overview
D-proline is the D-enantiomer of proline. It has a role as a mouse metabolite. It is a D-alpha-amino acid and a proline. It is a conjugate base of a D-prolinium. It is a conjugate acid of a D-prolinate. It is an enantiomer of a L-proline. It is a tautomer of a D-proline zwitterion.
Names & identifiers
- Preferred name
- D-Proline
- IUPAC
- (2R)-pyrrolidine-2-carboxylic acid
Names & synonyms
D-proline344-25-2(2R)-pyrrolidine-2-carboxylic acid(R)-pyrrolidine-2-carboxylic acidD-(+)-ProlineD-Prolin(R)-PROLINE(R)-2-CARBOXYPYRROLIDINEL01Q4LGZ5LPROLINE, D-EINECS 206-452-7(+)-(R)-PROLINE
Show more names
CHEBI:16313DTXSID70883367(2R)-pyrrolidin-1-ium-2-carboxylateRefChem:584407DTXCID801022904H-D-Pro-OHMFCD00064317R-Proline
Database identifiers
- CAS
344-25-2- PubChem CID
- 8988
- DTXSID
DTXSID70883367- ChEMBL
CHEMBL80257- ChEBI
CHEBI:16313- UNII
- L01Q4LGZ5L
- EC Number
- 206-452-7
- Nikkaji
- J9.118I
Properties
Computed structural properties
- XLogP
- -2.5
- Topological polar surface area
- 49.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 103
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Melting Point221 °C
Physical DescriptionSolid
Collision Cross Section122.49 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 85.7% (12 of 14) of all reports.
Warning
H315 (14.3%): 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 14 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 01-06-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23252
Hazard Classes and CategoriesSkin Irrit. 2 (14.3%)
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Metabolite PathwaysArginine and proline metabolism
Uses & manufacturing
General Manufacturing InformationD-Proline: ACTIVE
Related reactions
211 records
Linked notes
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