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Cyclosporin H

CAS No.
83602-39-5
Chemical Name:
Cyclosporin H
Synonyms
CS-1741;CS-1030;Sandoz 37-839;CYCLOSPORIN H;CsH cyclosporin;Cyclosporin H, >=95%;Cyclosporin impurity H;Cyclosporine IMpurity-H;Cyclosporine Impurity 8;Cyclosporin H, EvoPure?
CBNumber:
CB8279114
Molecular Formula:
C62H111N11O12
Molecular Weight:
1202.61
MDL Number:
MFCD04039488
MOL File:
83602-39-5.mol
Last updated:2023-06-30 15:45:59

Cyclosporin H Properties

Melting point 148-151°C
Boiling point 1293.8±65.0 °C(Predicted)
Density 1.016±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
pka 13.32±0.70(Predicted)
form powder
color white to beige
optical activity [α]/D -100 to -115°, c = 0.5 in methanol
FDA UNII FUO6O3NDNH

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H350-H360
Precautionary statements  P202-P264-P270-P280-P301+P312-P308+P313
HS Code  29420000
NFPA 704
0
2 0

Cyclosporin H price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1575 Cyclosporin H ≥97% (HPLC) 83602-39-5 1mg $108 2024-03-01 Buy
Sigma-Aldrich SML1575 Cyclosporin H ≥97% (HPLC) 83602-39-5 5mg $435 2024-03-01 Buy
Cayman Chemical 17182 Cyclosporin H ≥95% 83602-39-5 1mg $97 2024-03-01 Buy
Cayman Chemical 17182 Cyclosporin H ≥95% 83602-39-5 5mg $385 2024-03-01 Buy
Tocris 6982 Cyclosporin H ≥97%(HPLC) 83602-39-5 5 $295 2021-12-16 Buy
Product number Packaging Price Buy
SML1575 1mg $108 Buy
SML1575 5mg $435 Buy
17182 1mg $97 Buy
17182 5mg $385 Buy
6982 5 $295 Buy

Cyclosporin H Chemical Properties,Uses,Production

Description

Cyclosporin H is a natural cyclic undecapeptide that selectively antagonizes the formyl peptide receptor at concentrations ranging from 0.1 to 10 μM. Unlike cyclosporin A , cyclosporin H does not bind cyclophilin to evoke an immunosuppressant response. Cyclosporin H has been reported to inhibit phorbol ester-mediated effects in mouse skin and block calcium/calmodulin-dependent EF-2 phosphorylation in vitro.

Chemical Properties

White Powder

Uses

Cyclosporin H is a minor analogue of the cyclosporin family which is immunologically inactive as it does not bind to immunophilin. Cyclopsorin H is the most extensively investigated of the minor cyclosporin analogues and displays a range of activities. It is a potent inhibitor of tumour-promoting phorbol esters on mouse skin in vivo, and of calcium/calmodulin-dependent EF-2 phosphorylation in vitro, a potent and selective antagonist of formyl peptide receptor and inhibitor of formyl peptide-induced superoxide formation.

Uses

Cyclosporin is an immunosuppressant that has revolutionized organ transplantation through its use in the prevention of graft rejection.A group of nonpolar cyclic oligopeptides with immunosupppressant activity.

Uses

An immunosuppressant that has revolutionized organ transplantation through its use in the prevention of graft rejection. A group of nonpolar cyclic oligopeptides with immunosupppressant activity.

Biochem/physiol Actions

Cyclosporin H is a selective inhibitor of formyl peptide receptor-1 (FPR-1) and formyl peptide-induced superoxide formation in neutrophils. Cyclosporin H does not bind cyclophilin or evoke an immunosuppressant response. Cyclosporin H has been reported to inhibit tumor promoting phorbol ester TPA/PMA in mouse skin cells and to inhibit calcium/calmodulin-dependent EF-2 phosphorylation.

storage

+4°C

References

[1]. wenzel-seifert k, seifert r. cyclosporin h is a potent and selective formyl peptide receptor antagonist. comparison with n-t-butoxycarbonyl-l-phenylalanyl-l-leucyl-l-phenylalanyl-l- leucyl-l-phenylalanine and cyclosporins a, b, c, d, and e. j immunol, 1993, 150(10): 4591-4599.
[2]. wenzel-seifert k, grünbaum l, seifert r. differential inhibition of human neutrophil activation by cyclosporins a, d, and h. cyclosporin h is a potent and effective inhibitor of formyl peptide-induced superoxide formation. j immunol, 1991, 147(6): 1940-1946.
[3]. de paulis a, ciccarelli a, de crescenzo g, et al. cyclosporin h is a potent and selective competitive antagonist of human basophil activation by n-formyl-methionyl-leucyl-phenylalanine. j allergy clin immunol, 1996, 98(1): 152-164.
[4]. kitagaki k, nagai h, hayashi s, et al. facilitation of apoptosis by cyclosporins a and h, but not fk506 in mouse bronchial eosinophils. eur j pharmacol, 1997, 337(2-3): 283-289.

Cyclosporin H Preparation Products And Raw materials

Raw materials

Preparation Products

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CYCLOSPORIN H Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-D-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl] 5-(N-Methyl-D-valine)cyclosporin A Cyclo[L-alanyl-D-alanyl-N-Methyl-L- leucyl-N-Methyl-L-leucyl-N-Methyl-D-valyl-(3R,4R,6E)-6,7-didehydro-3-hydroxy-N,4-diMethyl-L-2-aMinooctanoyl-L-2-aMinobutanoyl-N-Methylglycyl-N-Methyl-L-leucyl-L-valyl-N-Methyl-L-leucyl] Sandoz 37-839 Cyclosporin H, >=95% Cyclosporine IMpurity-H 5-(N-Methyl-D-valine)cyclosporine A Cyclosporin H, froM MicroMonospora Cyclosporin H/Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-D-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl] CS-1741 CS-1030 Cyclosporin H, 95%, from Micromonospora Cyclosporin Impurity 8(Cyclosporin H) Cyclosporin A, 5-(N-methyl-D-valine)- Cyclosporine Impurity 8 (3R,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-Ethyl-33-((1R,2R,E)-1-hydroxy-2-methylhex-4-en-1-yl)-6,9,18,24-tetraisobutyl-3,21-diisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2,5,8,11,14,17,20,23,26,29,32-undecaone Cyclosporin Impurity HQ: What is Cyclosporin Impurity H Q: What is the CAS Number of Cyclosporin Impurity H Q: What is the storage condition of Cyclosporin Impurity H Q: What are the applications of Cyclosporin Impurity H Cyclosporin impurity H Cyclosporin H, EvoPure? CsH cyclosporin 83602-39-5 C62H111N11O12 Intermediates & Fine Chemicals Peptides Pharmaceuticals ACTIVE PHARMACEUTICAL INGREDIENTS