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MedKoo Cat#: 581047 | Name: Dihydrocyclosporin A

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dihydrocyclosporin A is closely related co-metabolite of cyclosporin A. possesses no immunosuppressant activity and has found use as a control to determine the role of immunosuppression in the pharmacology of cyclosporin A, particularly in the treatment of parasitic infections.

Chemical Structure

Dihydrocyclosporin A
CAS#59865-15-5

Theoretical Analysis

MedKoo Cat#: 581047

Name: Dihydrocyclosporin A

CAS#: 59865-15-5

Chemical Formula: C62H113N11O12

Exact Mass: 1203.8600

Molecular Weight: 1204.65

Elemental Analysis: C, 61.82; H, 9.46; N, 12.79; O, 15.94

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Dihydrocyclosporin A; Dihydrocyclosporin-A; Dihydrocyclosporin A.
IUPAC/Chemical Name
(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-Ethyl-33-[(1R,2R)-1-hydroxy-2-methylhexyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone
InChi Key
TYFOVYYNQGNDKH-HHPJSCBPSA-N
InChi Code
InChI=1S/C62H113N11O12/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/h34-47,49-52,75H,25-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
SMILES Code
O=C([C@H](C(C)C)N(C)C([C@H](CC(C)C)N(C)C([C@H](CC(C)C)N(C)C([C@@H](C)NC([C@H](C)NC([C@H](CC(C)C)N(C)C([C@H](C(C)C)NC([C@H](CC(C)C)N(C)C(CN(C)C([C@H](CC)N1)=O)=O)=O)=O)=O)=O)=O)=O)=O)N(C)[C@@H]([C@H](O)[C@H](C)CCCC)C1=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,204.65 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Sanglier JJ, Traber R, Buck RH, Hofmann H, Kobel H. Isolation of (4R)-4-[(E)-2-butenyl]-4-methyl-L-threonine, the characteristic structural element of cyclosporins, from a blocked mutant of Tolypocladium inflatum. J Antibiot (Tokyo). 1990 Jun;43(6):707-14. PubMed PMID: 2116402. 2: Meier GP, Park SB, Yee GC, Gmur DJ. Isolation and identification of a novel human metabolite of cyclosporin A: dihydro-CsA M17. Drug Metab Dispos. 1990 Jan-Feb;18(1):68-71. PubMed PMID: 1970780. 3: Chappell LH, Wastling JM, Hurd H. Action of cyclosporin A on the tapeworms Hymenolepis microstoma, H. diminuta and Mesocestoides corti in vivo. Parasitology. 1989 Apr;98 Pt 2:291-9. PubMed PMID: 2762040. 4: Chappell LH, Thomson AW, Barker GC, Smith SW. Dosage, timing, and route of administration of cyclosporin A and nonimmunosuppressive derivatives of dihydrocyclosporin A and cyclosporin C against Schistosoma mansoni in vivo and in vitro. Antimicrob Agents Chemother. 1987 Oct;31(10):1567-71. PubMed PMID: 3435104; PubMed Central PMCID: PMC174991.