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CYCLOSPORIN D

CYCLOSPORIN D structure

CAS No:
63775-96-2
Formula:
C63H111N11O12
Chemical Name:
CYCLOSPORIN D
Synonyms:
CYCLOSPORIN D;Val2-cyclosporine;(3R,4R)-3-Hydroxy-N-methyl-5-[(E)-1-propenyl]-cyclo(L-Leu-L-Val-Sar-N-methyl-L-Leu-L-Val-N-methyl-L-Leu-L-Ala-D-Ala-N-methyl-L-Leu-N-methyl-L-Leu-N-methyl-L-Val-);(3R,4R)-3-Hydroxy-N-methyl-5-[(E)-1-propenyl]cyclo(L-Leu-L-Val-Sar-N-methyl-L-Leu-L-Val-N-methyl-L-Leu-L-Ala-D-Ala-N-methyl-L-Leu-N-methyl-L-Leu-N-methyl-L-Val-);Cyclo[L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-L-valyl-3-hydroxy-N,4-dimethyl-L-2-amino-6-octenoyl-L-valyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl];7-L-Valinecyclosporin A;Cyclosporine IMpurity-D;7-L-valinecyclosporine A
Categories:
Analytical Chemistry > Standard

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].

CYCLOSPORIN D Basic Attributes

Molecular Weight：

1214.62

Exact Mass：

1215.857056

EC Number：

200-835-2

UNII：

8ZD3I5M2HF

HScode：

29419090

Characteristics

PSA：

275.64000

XLogP3：

3.70

Density：

1.0±0.1 g/cm3

Melting Point：

148-1510C

Boiling Point：

1294.7±65.0 °C at 760 mmHg

Flash Point：

9 °C

Refractive Index：

1.468

Storage Conditions：

-20°C Freezer

Specific rotation：

D20 -245° (c = 0.52 in CHCl3); D20 -211° (c = 0.51 in methanol)

Safety Information

Transport codes：

UN 1648 3 / PGII

wgk germany：

hazard class code：

11-20/21/22-36-39/23/24/25-23/24/25

safety instructions：

16-36/37-45-7

Marks：

F,Xn,T

Precautionary statement(s)：

P210-P280-P305 + P351 + P338

Hazard Statements：

H225-H302 + H312 + H332-H319

GHS Classification：

|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P263, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Drug Information

MeSH Entry Terms：

cyclosporin D

CYCLOSPORIN D Use and Manufacturing

Cyclosporin D is a minor analogue of the cyclosporin family which is only weakly immunologically active. Cyclosporin D is a potent inhibitor of tumor-promoting phorbol esters on mouse skin in vivo, and a potent inhibitor of calcium/calmodulin-dependent EF-2 phosphorylation in vitro.

Computed Properties

Molecular Weight:1216.6
XLogP3:8
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:15
Exact Mass:1215.85701808
Monoisotopic Mass:1215.85701808
Topological Polar Surface Area:279
Heavy Atom Count:86
Complexity:2360
Defined Atom Stereocenter Count:12
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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