Val2-Cyclosporine

Modify Date: 2024-01-10 18:46:58

Val2-Cyclosporine structure	Common Name	Val2-Cyclosporine
	CAS Number	63775-96-2	Molecular Weight	1216.638
	Density	1.0±0.1 g/cm3	Boiling Point	1294.7±65.0 °C at 760 mmHg
	Molecular Formula	C₆₃H₁₁₃N₁₁O₁₂	Melting Point	148-151ºC
	MSDS	N/A	Flash Point	736.8±34.3 °C
	Symbol	GHS02, GHS07	Signal Word	Danger

Use of Val2-Cyclosporine

Cyclosporin D, a metabolite of Cyclosporin A, is a weak immunosuppressant. Cyclosporin D is used as internal standard for quantification of Cyclosporin A[1][2]. Cyclosporin A is a potent immunosuppressant drug, suppress T cell activation by inhibiting calcineurin and the calcineurin-dependent transcription factors nuclear factor of activated T cells (NFAc)[3].

Name	Cyclosporin D
Synonym	More Synonyms

Description	Cyclosporin D, a metabolite of Cyclosporin A, is a weak immunosuppressant. Cyclosporin D is used as internal standard for quantification of Cyclosporin A[1][2]. Cyclosporin A is a potent immunosuppressant drug, suppress T cell activation by inhibiting calcineurin and the calcineurin-dependent transcription factors nuclear factor of activated T cells (NFAc)[3].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology
In Vitro	Cyclosporine D inhibits Ca2+/calmodulin dependent EF-2 phosphorylation in vitro[1].
In Vivo	Cyclosporine D is a potent inhibitor in vivo of phorbol ester TPA-induced biological effects in mouse skin[1].
References	[1]. Gschwendt M, et al. The weak immunosuppressant cyclosporine D as well as the immunologically inactive cyclosporine H are potent inhibitors in vivo of phorbol ester TPA-induced biological effects in mouse skin and of Ca2+/calmodulin dependent EF-2 phosphorylation in vitro. Biochem Biophys Res Commun. 1988 Jan 29;150(2):545-51. [2]. Kaiser P, et al. A new approach for the determination of immunosuppressive drugs using HPLC-MS/MS and Cs+ adducts. Ger Med Sci. 2006 Jan 18;4:Doc01. [3]. Minguillón J, et al. Concentrations of cyclosporin A and FK506 that inhibit IL-2 induction in human T cells do not affect TGF-beta1 biosynthesis, whereas higher doses of cyclosporin A trigger apoptosis and release of preformed TGF-beta1. J Leukoc Biol. 2005 May;77(5):748-58. Epub 2005 Feb 16.

Density	1.0±0.1 g/cm3
Boiling Point	1294.7±65.0 °C at 760 mmHg
Melting Point	148-151ºC
Molecular Formula	C₆₃H₁₁₃N₁₁O₁₂
Molecular Weight	1216.638
Flash Point	736.8±34.3 °C
Exact Mass	1215.857056
PSA	275.64000
LogP	3.70
Vapour Pressure	0.0±0.6 mmHg at 25°C
Index of Refraction	1.468
Storage condition	20°C

Symbol	GHS02, GHS07
Signal Word	Danger
Hazard Statements	H225-H302 + H312 + H332-H319
Precautionary Statements	P210-P280-P305 + P351 + P338
Hazard Codes	F,Xn,T
Risk Phrases	11-20/21/22-36-39/23/24/25-23/24/25
Safety Phrases	16-36/37-45-7
RIDADR	UN 1648 3 / PGII
HS Code	29419090

Antimalarial activity of cyclosporins A, C and D.

Afr. J. Med. Med. Sci. 23(1) , 47-51, (1994)

Cyclosporin A (CsA) is an immunosuppressive drug widely used in organ transplants. It is also accumulated by the erythrocyte, a site that accommodates one of the stages of malaria parasite. We observe...

Enzymatic synthesis of cyclosporin A.

J. Biol. Chem. 262(36) , 17258-9, (1987)

An enzyme fraction, isolated from crude extracts of the fungus Tolypocladium inflatum, strain 7939/F, is able to synthesize the undecapeptide cyclosporin A. The formation of cyclosporin A was monitore...

In vitro and in vivo comparative studies on immunosuppressive properties of cyclosporines A, C, D and metabolites M1, M17 and M21.

Immunopharmacol. Immunotoxicol. 15(2-3) , 163-77, (1993)

Cyclosporine A (CsA) and its major metabolites: M1, M17 and M21 and two analogues: cyclosporines C (CsC) and D (CsD), were studied for their capacity to interfere with different in vitro activation pa...

33-[(4E)-1-Hydroxy-2-methylhex-4-en-1-yl]-6,9,18,24-tetraisobutyl-3,21,30-triisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

33-[(4E)-1-hydroxy-2-methylhex-4-en-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21,30-tri(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

CyclosporinD

cyclosporine D

Val2-Cyclosporine

1,4,7,10,13,16,19,22,25,28,31-Undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone, 33-[(4E)-1-hydroxy-2-methyl-4-hexen-1-yl]-1,4,7,10,12,15,19,25,28-nonamethyl-3,21,30-tris(1-methylethyl)-6,9,18,24-tetrakis(2-methylpropyl)-

33-[(4E)-1-Hydroxy-2-methyl-4-hexen-1-yl]-6,9,18,24-tetraisobutyl-3,21,30-triisopropyl-1,4,7,10,12,15,19,25,28-nonamethyl-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

7-L-Valinecyclosporin A

Cyclosporin Impurity 4