Cyclosporin H

AdipoGen Life Sciences
Product Code: AG-CN2-0447

CodeSizePrice
AG-CN2-0447-M0011 mg£85.00
Quantity:
AG-CN2-0447-M0055 mg£270.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
D-MeVal11-Cyclosporine; CsH
Appearance:
White solid.
CAS:
83602-39-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07,GHS08
Handling Advice:
Keep cool and dry.Protect from light.
Hazards:
H302, H350, H360
InChi:
InChI=1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25-/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
InChiKey:
PMATZTZNYRCHOR-DAYHEYMASA-N
Long Description:
Chemical. CAS: 83602-39-5. Formula: C62H111N11O12. MW: 1202.6. Isolated from Tolypocladium inflatum. Potent inhibitor of tumor promoting phorbol ester TPA/PMA (AG-CN2-0010) effects in vivo. Antifungal. Potent and effective inhibitor of formyl peptide receptor (FPR) and formyl peptide-induced superoxide formation. Shows no immunosuppresive activity like other cyclosporins.
MDL:
MFCD04039488
Molecular Formula:
C62H111N11O12
Molecular Weight:
1202.6
Package Type:
Vial
Precautions:
P301, P312, P308, P313, P330
Product Description:
Potent inhibitor of tumor promoting phorbol ester TPA/PMA (AG-CN2-0010) effects in vivo. Antifungal. Potent and effective inhibitor of formyl peptide receptor (FPR) and formyl peptide-induced superoxide formation. Shows no immunosuppresive activity like other cyclosporins.
Purity:
>97% (HPLC)
Signal word:
Danger
SMILES:
[H][C@@]1([C@H](O)[C@H](C)CC=CC)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C(=O)C(CC)NC1=O)C(C)C
Solubility Chemicals:
Soluble in 100% ethanol (20mg/ml), DMSO (40mg/ml), DMF, acetone or ethyl acetate. Insoluble in water.
Source / Host:
Isolated from Tolypocladium inflatum.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 3 years after receipt when stored at -20°C.

References

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: M. Gschwendt, et al.; BBRC 150, 545 (1988) | 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: K. Wenzel-Seifert, et al.; J. Immunol. 147, 1940 (1991) | Cyclosporin H, Boc-MLF and Boc-FLFLF are antagonists that preferentially inhibit activity triggered through the formyl peptide receptor: A.L. Stenfeldt, et al.; Inflammation 30, 224 (2007) | The f subunit of human ATP synthase is essential for normal mitochondrial morphology and permeability transition: C. Galber, et al.; Cell Rep. 35, 109111 (2021)

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