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cis-4-Hydroxy-L-proline

cis-4-Hydroxy-L-proline structure

CAS No.: 618-27-9

Chemical Name:: cis-4-Hydroxy-L-proline

Synonyms: (2S,4S)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;H-CIS-HYP-OH;CIS-4-HYDROXYPROLINE;CIS-HYP-OH;cis-Hydroxy-L-proline;(4S)-4-hydroxypyrrolidine-2-carboxylic acid;CHYP;cis L;cis-L-Hyp-OH;H-L-CIS-HYP-OH

CBNumber:: CB6158895

Molecular Formula:: C5H9NO3

Molecular Weight:: 131.13

MDL Number:: MFCD00064319

MOL File:: 618-27-9.mol

MSDS File:: SDS

Last updated:2025-04-17 18:22:24

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cis-4-Hydroxy-L-proline Properties

Melting point	257 °C (dec.) (lit.)
alpha	-59 º (c=2, H2O)
Boiling point	242.42°C (rough estimate)
Density	1.3121 (rough estimate)
refractive index	-59 ° (C=2, H2O)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	soluble
form	Powder
pka	2.14±0.40(Predicted)
color	White to beige
Water Solubility	soluble
Merck	14,4840
BRN	81440
InChIKey	PMMYEEVYMWASQN-IMJSIDKUSA-N
CAS DataBase Reference	618-27-9(CAS DataBase Reference)
FDA UNII	43V78B6A3B
EPA Substance Registry System	L-Proline, 4-hydroxy-, (4S)- (618-27-9)
UNSPSC Code	12352209
NACRES	NA.26

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H315-H319-H335

Precautionary statements

P261-P305+P351+P338

Hazard Codes

Risk Statements

36/37/38

Safety Statements

24/25-36/37/39-27-26

WGK Germany

TSCA

Yes

HS Code

29339900

NFPA 704

	1
1		0

cis-4-Hydroxy-L-proline price More Price(50)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	H1637	cis-4-Hydroxy-L-proline collagen synthesis inhibitor	618-27-9	50mg	$79.9	2024-03-01	Buy
Sigma-Aldrich	H1637	cis-4-Hydroxy-L-proline collagen synthesis inhibitor	618-27-9	1g	$1050	2024-03-01	Buy
TCI Chemical	H1169	cis-4-Hydroxy-L-proline >97.0%(T)	618-27-9	100mg	$68	2024-03-01	Buy
TCI Chemical	H1169	cis-4-Hydroxy-L-proline >97.0%(T)	618-27-9	1g	$327	2024-03-01	Buy
Alfa Aesar	H27194	cis-4-Hydroxy-L-proline, 99%	618-27-9	250mg	$162.65	2024-03-01	Buy

Product number	Packaging	Price	Buy
H1637	50mg	$79.9	Buy
H1637	1g	$1050	Buy
H1169	100mg	$68	Buy
H1169	1g	$327	Buy
H27194	250mg	$162.65	Buy

cis-4-Hydroxy-L-proline Chemical Properties,Uses,Production

Chemical Properties

White to beige powder

Uses

cis-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 line and rat pancreatic carcinoma cell line DSL6A.

Uses

cis-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.

Uses

Hydroxyprolines are valuable chiral building blocks for organic synthesis of pharmaceuticals. Several microorganisms producing proline trans-4- and cis-3-hydroxylase were discovered and these enzymes were applied to the industrial production of trans-4- and cis-3-hydroxy-L-proline.

Definition

ChEBI: L-Proline in which a hydrogen at the 4-position of the pyrrolidine ring is substituted by a hydroxy group (S-configuration).

Biochem/physiol Actions

cis-4-Hydroxy-L-proline (CHP) and its derivatives may have anticancer activity. cis-4-Hydroxy-L-proline and other hydrosyl-L-prolines are important intermediates for chiral synthesis of potential drugs.

in vivo

cis-4-Hydroxy-L-proline (285-903 mg/kg; p.o.; 28 days) causes signs of liver damage in rats, showing elevated alanine aminotransferase (ALAT) and aspartate aminotransferase (ASAT)^[3].
cis-4-Hydroxy-L-proline (200 mg/kg; s.c.; twice daily; 30 days) partially prevents the accumulation of collagen in the lungs and partially improves the decrease in lung compliance in the Bleomycin (HY-108345)-induced pulmonary fibrosis model experiment of hamsters^[4].
cis-4-Hydroxy-L-proline (200 mg/kg; s.c.; injected alone for 3 days first and then co-injected with dihydrotestosterone for 10 days) significantly reduces the wet weight of the prostate, inhibits the proliferation and differentiation of prostatic glandular cells in response to androgen stimulation in Androgen-induced prostate growth model in prepubertal castrated guinea pigs^[5].
CHOP-PEG (polymeric prodrug of cis-4-Hydroxy-L-proline, 0.8 mg by continuous s.c.; 10 mg by single s.c.; 40 mg by single i.v.; 90 mg by single intratracheal injection; 7 days) can prevent and reverse chronic hypoxic pulmonary hypertension in the rat hypoxic pulmonary hypertension model^[6].

Animal Model:	Rats^[3]
Dosage:	285 mg/kg, 507 mg/kg, 903 mg/kg
Administration:	Oral gavage (p.o.), 28 days
Result:	Increased ALAT and ASAT at a dose of 903 mg/kg. Increased albumin at 507 mg/kg. Increased blood urea nitrogen at 903 mg/kg CHP. Revealed a pale appearance of the liver due to drug-induced anemia.

cis-4-Hydroxy-L-proline synthesis

Synthesis of cis-4-Hydroxy-L-proline from Z-CIS-HYP-OH

cis-4-Hydroxy-L-proline Preparation Products And Raw materials

Raw materials

L-Proline, 4-hydroxy-, ethyl ester, (4S)- (9CI) 1,2-Pyrrolidinedicarboxylic acid, 4-(formyloxy)-, 2-methyl 1-(phenylmethyl) ester, (2S-cis)- (9CI) N-Boc-cis-4-Hydroxy-L-proline （2s，4r）-1，2-dicarbobenzyloxy-4-hydroxypyrrolidine N-Cbz-Hydroxy-L-proline

Z-CIS-HYP-OH （2s，4s）-dibenzyl 4-hydroxypyrrolidine-1，2-dicarboxylate Z-HYP-OME L-Hydroxyproline

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Preparation Products

Fomc-cis-L-hydroxyproline-OH 4-HYDROXY-1-(TOLUENE-4-SULFONYL)-PYRROLIDINE-2-CARBOXYLIC ACID

cis-4-Hydroxy-L-proline Suppliers

Global( 351)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Capot Chemical Co.,Ltd.	+86-（0）57185586718 +86-13336195806	sales@capot.com	China	29730	60
Shanghai Daken Advanced Materials Co.,Ltd	+86-371-+86-371-66670886	info@dakenam.com	China	19843	58
Chembon Pharmaceutical Co., Ltd.	+86-28-8425-2981		CHINA	722	55
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29858	58
Jinan Carbotang Biotech Co.,Ltd.	+8615866703830	figo.gao@foxmail.com	China	8497	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28172	58
Accela ChemBio Inc.	+1-858-6993322	info@accelachem.com	United States	19825	58
Chengdu Pukang Biotechnology Co., Ltd	028-82550498	export@pu-kang.com	CHINA	210	58
Changzhou Ditong Chemical Co.,Ltd	+86-0519-88299272	info@edengenechem.com	China	2176	58
Hubei xin bonus chemical co. LTD	86-13657291602	linda@hubeijusheng.com	CHINA	22963	58

Supplier	Advantage
Capot Chemical Co.,Ltd.	60
Shanghai Daken Advanced Materials Co.,Ltd	58
Chembon Pharmaceutical Co., Ltd.	55
career henan chemical co	58
Jinan Carbotang Biotech Co.,Ltd.	58
Hubei Jusheng Technology Co.,Ltd.	58
Accela ChemBio Inc.	58
Chengdu Pukang Biotechnology Co., Ltd	58
Changzhou Ditong Chemical Co.,Ltd	58
Hubei xin bonus chemical co. LTD	58

View Lastest Price from cis-4-Hydroxy-L-proline manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-04-04	cis-4-Hydroxy-L-proline 618-27-9	US $0.00-0.00 / kg	1kg	98%	1Ton	Henan Aochuang Chemical Co.,Ltd.
2024-11-19	cis-4-Hydroxy-L-proline 618-27-9	US $33.00-55.00 / mg		98.81%	10g	TargetMol Chemicals Inc.
2023-11-25	cis-4-Hydroxy-L-proline 618-27-9	US $0.00-0.00 / kg	1kg	99%	500000kg	Hebei Kingfiner Technology Development Co.Ltd

cis-4-Hydroxy-L-proline
618-27-9
US $0.00-0.00 / kg
98%
Henan Aochuang Chemical Co.,Ltd.

cis-4-Hydroxy-L-proline
618-27-9
US $33.00-55.00 / mg
98.81%
TargetMol Chemicals Inc.

cis-4-Hydroxy-L-proline
618-27-9
US $0.00-0.00 / kg
99%
Hebei Kingfiner Technology Development Co.Ltd

cis-4-Hydroxy-L-proline Spectrum

cis-4-Hydroxy-L-proline(618-27-9)MS cis-4-Hydroxy-L-proline(618-27-9)¹HNMR cis-4-Hydroxy-L-proline(618-27-9)¹³CNMR cis-4-Hydroxy-L-proline(618-27-9)IR1 cis-4-Hydroxy-L-proline(618-27-9)IR2 cis-4-Hydroxy-L-proline(618-27-9)Raman

618-27-9(cis-4-Hydroxy-L-proline)Related Search:

CIS-4-HYDROXY-L-PROLINE METHYL ESTER HCL,CIS-4-HYDROXY-L-PROLINE METHYL ESTER HYDROCHLORIDE D-Proline L-PROLINE-(4-3H(N)) L-Proline CHLOROPHOSPHONAZO III

cis-4-Hydroxy-D-proline hydrochloride,CIS-4-HYDROXY-D-PROLINE HCL CIS-4-HYDROXY-D-PROLINE (4S)-4-hydroxy-L-proline hydrochloride cis-4-Hydroxycyclohexanecarboxylic acid Cyclohexanecarboxylic acid, 4-hydroxy-, Methyl ester, cis-

cis-4-Methoxy-cyclohexylamine hydrochloride cis-4-AMinocyclohexaneMethanol hydrochloride 4-(Dimethylamino)cyclohexanol CIS-4-HYDROXY-D-PROLINE METHYL ESTER L-Hydroxyproline

N-Boc-cis-4-Hydroxy-L-proline methyl ester N-ALPHA-BUTOXYCARBONYL-CIS-4-HYDROXY-L-PROLINE,N-BOC-CIS-4-HYDROXY-L-PROLINE,N-T-BOC-CIS-4-HYDROXY-L-PROLINE,BOC-CIS-4-HYDROXY-L-PROLINE N-Cbz-Hydroxy-L-proline

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(S)-Allo-hydroxyproline cis-4-Hydroxy-L-proline collagen synthesis inhibitor L-ALLO-4-HYDROXY-2-PYRROLIDINECARBOXYLIC ACID L-ALLO-4-HYDROXY-2-PYRROLIDINECARBOXYLLIC ACID L-ALLO-HYDROXYPROLINE CIS-4-HYDROXY-L-PROLINE CIS-L-4-HYDROXYPROLINE CIS-HYDROXYPROLINE CHYP HYDROXY-L-PROLINE [ALLO] H-PRO(CIS-4-OH)-OH H-L-CIS-HYP-OH cis-4-Hydroxy-L-proline, 97.0%(T) cis-L-4-Hydroxyproline≥ 99% (NMR) cis-L-Hyp-OH cis-4-Hydroxy-L-proline Hydrochloride,99%e.e. cis-4-Hydroxy-L-proline Vetec(TM) reagent grade, 98% CIS-4-HYDROXY-L-PROLINE HYDROLORIDE L-CIS-4-HYDROXYPROLINE L-CIS-HYDROXYPROLINE (2S,4S)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID ALLO-4-HYDROXY-L-PROLINE cis-4-L-Hydroxyproline (2S,4S)-(-)-4-Hydroxypyrrolidin-2-ylcarboxylic acid CIS-4-HYDROXY-L-PROLINE NATURAL ISOMER -ALLO-HYDROXYPROLINE 4-CIS-HYDROXYPROLINE L-CIS-HYDROXYPROLINE, (2S,4S)-(-)-4-HYDROXY-2-PYRROLINECARBOXYLIC ACID (2S,4S)-4-HYDROXY-L-PROLINE (2S)-4α-Hydroxy-2α-pyrrolidinecarboxylic acid (4S)-4-Hydroxy-L-proline cis-4-Hydroxy-L-proline,99% Cis-4-Hydroxy-L-proline methyl ester (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride Cis-4-hydroxy-L-proline Hyadrochloride (2S,4S)-4-Hydroxyproline (2S,4S)-(-)-4-Hydroxypyrrolidine-2-carboxylic acid 97% cis-4-Hydroxy-L-proline USP/EP/BP L-Proline, 4-hydroxy-, (4S)- cis-4-Hydroxy-L cis-4-Hydroxy-L-proline> cis L CIS-HYP-OH H-CIS-HYP-OH (4S)-4-hydroxypyrrolidine-2-carboxylic acid (2S,4S)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID CIS-4-HYDROXYPROLINE cis-Hydroxy-L-proline proline,collagen,Inhibitor,cis4HydroxyLproline,tumor,cis 4 Hydroxy L proline,inhibit,Endogenous Metabolite,fibroblast Coclaurine Impurity 4 (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid/cis-4-Hydroxy-L-proline cis-4-Hydroxy-L-proline (2S,4S)-cis-4-hydroxy-L-proline 618-27-9 618-21-7 Specialty Synthesis Proline Derivatives Peptide Synthesis