Grundinformationen
- Standard-SMILES
O=C1CC[C@H](C(=O)O)N1- InChIKey
ODHCTXKNWHHXJC-GSVOUGTGSA-N- Summenformel
- C5H7NO3
- Durchschnittliche Molmasse
- 129,11 g/mol
- Monoisotopische Masse
- 129,04259308
Überblick
5-oxo-D-proline is the D-enantiomer of 5-oxoproline. It has a role as a metabolite. It is a 5-oxoproline and a D-proline derivative. It is a conjugate acid of a 5-oxo-D-prolinate. It is an enantiomer of a 5-oxo-L-proline.
Namen und Bezeichner
- Bevorzugter Name
- D-Pyroglutamic acid
- IUPAC
- (2R)-5-oxopyrrolidine-2-carboxylic acid
- Lokaler Name
- 5-Oxo-D-prolin
- Englischer Name
- D-Pyroglutamic acid
- Summenformel
- C5H7NO3
- Molmasse
- 129.11
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
4042-36-8- PubChem CID
- 439685
- DTXSID
DTXSID10193432- ChEMBL
CHEMBL1235172- ChEBI
CHEBI:16924- UNII
- TQP297C4HN
- EC Number
- 223-735-0
- Nikkaji
- J53.019K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,8
- Polarare Oberfläche (TPSA)
- 66,4 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 9
- Formalladung
- 0
- Komplexität
- 154
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 155 · 155-162 °C
- Siedepunkt
- 239.15 °C · 239.15°C (rough estimate)
- Dichte
- 1.3816 · 1.3816 (rough estimate)
- Brechungsindex
- 10 ° · 10 ° (C=5, H2O)
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- Dimethylformamide, DMSO (Slightly), Methanol (Slightly), Water
- Aggregatzustand
- Solid
- pka
- 3.48 · 3.48±0.20(Predicted)
- Farbe
- Off-White to Light Beige
- Wasserlöslichkeit
- soluble
- Merck
- 14 · 14,8001
- BRN
- 82133 · 82133
- Major Application
- peptide synthesis
- InChI
- 1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m1/s1
- InChIKey
- ODHCTXKNWHHXJC-GSVOUGTGSA-N
- SMILES
- OC(=O)[C@H]1CCC(=O)N1
- CAS Datenbank
- 4042 · 4042-36-8(CAS DataBase Reference)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): 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 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29339900
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36-37/39
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
BeschreibungD-Pyroglutamic acid, also known as 5-oxo-D-proline, is a metabolite of D-glutamate. It is formed from D-glutamate by D-glutamate cyclase. The levels of D-pyroglutamic acid are increased in the urine of patients with nascent metabolic syndrome and the plasma of patients with end-stage renal disease.
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Ergänzende Hinweise
DefinitionChEBI: D-Pyroglutamic acid is the D-enantiomer of 5-oxoproline. It has a role as a metabolite. It is a D-proline derivative and a 5-oxoproline. It is a conjugate acid of a 5-oxo-D-prolinate. It is an enantiomer of a 5-oxo-L-proline.
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