Isocyclosporin A | CAS#59865-16-6 | rearranged degradation product

MedKoo Cat#: 581048 | Name: Isocyclosporin A

Featured

Description:

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

Isocyclosporin A is a rearranged degradation product formed by acid treatment of cyclosporin A under aqueous and non-aqueous conditions.

Chemical Structure

Isocyclosporin A

CAS#59865-16-6

Theoretical Analysis

MedKoo Cat#: 581048

Name: Isocyclosporin A

CAS#: 59865-16-6

Chemical Formula: C62H111N11O12

Exact Mass: 1201.8414

Molecular Weight: 1202.64

Elemental Analysis: C, 61.92; H, 9.30; N, 12.81; O, 15.96

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 350.00	2 Weeks
5mg	USD 850.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Isocyclosporin A; Isocyclosporin-A; IsocyclosporinA.

IUPAC/Chemical Name

(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S,34R)-30-Ethyl-34-[(E,2R)-hex-4-en-2-yl]-4,7,10,12,15,19,25,28-octamethyl-33-(methylamino)-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1-oxa-4,7,10,13,16,19,22,25,28,31-decazacyclotetratriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

InChi Key

QEKLELUAISGHEL-CGLBZJNRSA-N

InChi Code

InChI=1S/C62H111N11O12/c1-25-27-28-40(15)52-50(63-18)56(78)66-43(26-2)58(80)68(19)33-48(74)69(20)44(29-34(3)4)55(77)67-49(38(11)12)61(83)70(21)45(30-35(5)6)54(76)64-41(16)53(75)65-42(17)57(79)71(22)46(31-36(7)8)59(81)72(23)47(32-37(9)10)60(82)73(24)51(39(13)14)62(84)85-52/h25,27,34-47,49-52,63H,26,28-33H2,1-24H3,(H,64,76)(H,65,75)(H,66,78)(H,67,77)/b27-25+/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)O[C@H]([C@@H](C/C=C/C)C)[C@H](NC)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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,202.64 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.

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.