Rapamycin Dialdehyde (Technical Grade)

CAS: 500733-49-3

Ref. TR-R124250

Product Information

• Name: Rapamycin Dialdehyde (Technical Grade)
• Synonyms: (2S)-(2R,3S,6R,7E,9R,15E)-9-Hydroxy-1-((1S,4R)-4-hydroxy-3-methoxycyclohexyl)-10-methoxy-2,6,8,12,14-pentamethyl-5,11,17-trioxoheptadeca-7,15-dien-3-yl 1-(2-((2R,3R,6S)-2-hydroxy-6-((S,E)-2-methoxy-3-methyl-5-oxopent-3-en-1-yl)-3-methyltetrahydro-2H-pyran-2-yl)-2-oxoacetyl)piperidine-2-carboxylate

Description

Stability Air Sensitive, Light Sensitive
Applications Rapamycin Dialdehyde is an impurity of Rapamycin (R124000), a triene macrolide antibiotic isolated from Streptomyces hygroscopicus and a useful immunosuppressant to prevent rejection in organ transplantation.
References Martel, P.R., et al.: Can. J. Physiol. Pharmacol., 55, 48 (1977), Carlson, R.P., et al.: J. Pharmacol. Exp. Ther., 266, 1125 (1993), Kahan, B.D., et al.: Lancet, 356, 194 (2000), Holmes, D.R., et al.: Circulation, 109, 634 (2004)

• Brand: TRC

Chemical properties

• Molecular weight: 946.17
• Formula: C₅₁H₇₉NO₁₅
• Color/Form: Neat
• InChI: InChI=1S/C51H79NO15/c1-30(14-13-22-53)24-34(5)45(57)47(65-10)46(58)35(6)25-32(3)41(56)29-43(33(4)26-37-17-19-40(55)44(27-37)64-9)66-50(61)39-15-11-12-21-52(39)49(60)48(59)51(62)36(7)16-18-38(67-51)28-42(63-8)31(2)20-23-54/h13-14,20,22-23,25,30,32-34,36-40,42-44,46-47,55,58,62H,11-12,15-19,21,24,26-29H2,1-10H3/b14-13+,31-20+,35-25+/t30?,32-,33-,34?,36-,37+,38+,39?,40-,42+,43+,44?,46-,47?,51-/m1/s1
• InChI key: InChIKey=SQLZDXFTEMMIKN-ABJVDQPLSA-N
• SMILES: COC1C[C@H](C[C@@H](C)[C@H](CC(=O)[C@H](C)/C=C(\C)[C@@H](O)C(OC)C(=O)C(C)CC(C)C=CC=O)OC(=O)C2CCCCN2C(=O)C(=O)[C@]2(O)O[C@H](C[C@H](OC)/C(C)=C/C=O)CC[C@H]2C)CC[C@H]1O