CAS 618-27-9 L-Proline, 4-hydroxy-, cis- (HCID 69248)

Überblick

4-hydroxy-L-proline is the L-stereoisomer of 4-hydroxyproline. It is a 4-hydroxyproline, a non-proteinogenic L-alpha-amino acid and a L-proline derivative. It is a conjugate acid of a 4-hydroxy-L-prolinate. It is an enantiomer of a 4-hydroxy-D-proline. It is a tautomer of a 4-hydroxy-L-proline zwitterion.

Namen und Bezeichner

Bevorzugter Name: L-Proline, 4-hydroxy-, cis-
IUPAC: (2S)-4-hydroxypyrrolidine-2-carboxylic acid
Lokaler Name: cis-4-Hydroxy-L-prolin
Englischer Name: cis-4-Hydroxy-L-proline
Summenformel: C5H9NO3
Molmasse: 131.13

Namen und Synonyme

L-Proline, 4-hydroxy-, cis-RefChem:797378L-Proline, 4-hydroxy-, cis-(9CI)(2S)-4-hydroxypyrrolidine-2-carboxylic acid4-Hydroxy-L-proline1599456-27-5Proline, 4-hydroxy-The (R)-4-hydroxy L-isomer has been assumedunless otherwise specified or implied in the original document and is indexed at L-Proline,4-hydroxy-,(4R)- [51-35-4]. When synthetichydroxyproline has been clearly indicated in theoriginal document,the 4-hydroxyL-Allohydroxyprolineallo-L-Hydroxyproline4-Hydroxy-proline4hydroxy-l-proline

Weitere Namen anzeigen

(2S,4S)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACIDH-CIS-HYP-OHCIS-4-HYDROXYPROLINECIS-HYP-OHCIS-HYDROXYPROLINEcis-Hydroxy-L-proline(4S)-4-hydroxypyrrolidine-2-carboxylic acidCHYPcis Lcis-L-Hyp-OH

(2S)-4-hydroxy-2-pyrrolidinecarboxylic acidcis-4-hydroxy-l-pro4-Hydroxy-(L)-prolineSCHEMBL211844-Hydroxy-L-proline, (Z)-SCHEMBL1302842SCHEMBL1662290L-Proline, allo-hydroxy-, cis

Datenbank-Bezeichner

CAS: 618-27-9、6912-67-0
PubChem CID: 69248
ChEBI: CHEBI:18240
Nikkaji: J94.857H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -3,3
Polarare Oberfläche (TPSA): 69,6 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 1
Schwere Atome: 9
Formalladung: 0
Komplexität: 125

Physikochemische Eigenschaften

Schmelzpunkt: 257 °C · 257 °C (dec.) (lit.)
Siedepunkt: 242.42 °C · 242.42°C (rough estimate)
Dichte: 1.3121 · 1.3121 (rough estimate)
Brechungsindex: -59 ° · -59 ° (C=2, H2O)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: soluble
Aggregatzustand: Powder
pka: 2.14 · 2.14±0.40(Predicted)
Farbe: White to beige
Wasserlöslichkeit: soluble
Merck: 14 · 14,4840
BRN: 81440 · 81440
Major Application: peptide synthesis
InChI: 1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m0/s1
InChIKey: PMMYEEVYMWASQN-IMJSIDKUSA-N
SMILES: O[C@@H]1CN[C@@H](C1)C(O)=O
CAS Datenbank: 618 · 618-27-9(CAS DataBase Reference)
EPA chemische Informationen: 4 · L-Proline, 4-hydroxy-, (4S)- (618-27-9)

Sicherheit und Regulatorisches

Gefahrenhinweise

Regulatory InformationChemical: L-Proline, 4-hydroxy-, cis-

Other Safety InformationIMAP assessments - L-Proline, 4-hydroxy-, cis-: Environment tier I assessment

Sicherheitsdaten

F: 10
wgk: 3
tsca: TSCA listed
hs_code: 29339900
risk_code: 36/37/38
hazard_code: Xi
safety_code: 24/25-36/37/39-27-26
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwendencis-4-Hydroxy-L-proline (CHP) is a proline analog that inhibits collagen synthesis and has been used as an anticancer compound. CHP blocked myotube formation and expression of sarcomeric myosin heavy chain in C2C12 murine skeletal muscle cells. CHP inhibited proliferation of murine Panc02 pancreatic carcinoma cell line3 and rat pancreatic carcinoma cell line DSL6A. cis-4-Hydroxy-L-proline and other hydrosyl-L-prolines are important intermediates for chiral synthesis of potential drugs.