cis-4-hydroxy-L-proline

Names

[ CAS No. ]:
618-27-9

[ Name ]:
cis-4-hydroxy-L-proline

[Synonym ]:
D-Proline, 4-hydroxy-, (4R)-
(2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid
cis-4-Hydroxy-L-proline
(4R)-4-Hydroxy-D-proline
cis-4-Hydroxyproline
MFCD00064319
(4S)-4-Hydroxy-L-prolin
cis-4-Hydroxy-D-proline
EINECS 210-542-1

Biological Activity

[Description]:

cis-4-Hydroxy-L-proline, a proline analogue, is an inhibitor of collagen production. cis-4-Hydroxy-L-proline could inhibit fibroblast growth by preventing the deposition of triple-helical collagen on the cell layer. cis-4-Hydroxy-L-proline also depresses the growth of primary N-nitrosomethylurea-induced rat mammary tumors[1][2][3][4].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Metabolic Disease

[References]

[1]. Lewko WM, et, al. Sensitivity of N-nitrosomethylurea-induced rat mammary tumors to cis-hydroxyproline, an inhibitor of collagen production. Cancer Res. 1981 Jul;41(7):2855-62.

[2]. Kao WW, et, al. Proline analogue removes fibroblasts from cultured mixed cell populations. Nature. 1977 Mar 3;266(5597):63-4.

[3]. Tan EM, et, al. Proline analogues inhibit human skin fibroblast growth and collagen production in culture. J Invest Dermatol. 1983 Apr;80(4):261-7.

[4]. Riley DJ, et, al. Prevention of bleomycin-induced pulmonary fibrosis in the hamster by cis-4-hydroxy-l-proline. Am Rev Respir Dis. 1981 Apr;123(4 Pt 1):388-93.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
355.2±42.0 °C at 760 mmHg

[ Melting Point ]:
257ºC

[ Molecular Formula ]:
C₅H₉NO₃

[ Molecular Weight ]:
131.130

[ Flash Point ]:
168.6±27.9 °C

[ Exact Mass ]:
131.058243

[ PSA ]:
69.56000

[ LogP ]:
-1.84

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.540

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Related Compounds

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