28-Epirapamycin

CAS: 253431-35-5

Ref. TR-E588680

Product Information

• Name: 28-Epirapamycin
• Synonyms: 28-epi-Rapamycin, (31S)-Rapamycin

Description

Applications 28-Epirapamycin is an epimer of Rapamycin (R124000), a triene macrolide antibiotic isolated from Streptomyces hygroscopicus. Name derived from the native word for Easter Island, Rapa’Nui. Used as an immunosuppressant; antirestenotic. Sirolimus (INN/USAN), also known as rapamycin, is an immunosuppressant drug used to prevent rejection in organ transplantation; it is especially useful in kidney transplants.
References Yang, W., et. al.: Org. Lett., 1, 2033 (1999); 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: 914.17
• Formula: C₅₁H₇₉NO₁₃
• Purity: >90%
• Color/Form: Neat
• InChI: InChI=1S/C51H79NO13/c1-30-16-12-11-13-17-31(2)42(61-8)28-38-21-19-36(7)51(60,65-38)48(57)49(58)52-23-15-14-18-39(52)50(59)64-43(33(4)26-37-20-22-40(53)44(27-37)62-9)29-41(54)32(3)25-35(6)46(56)47(63-10)45(55)34(5)24-30/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,56,60H,14-15,18-24,26-29H2,1-10H3/b13-11-,16-12-,31-17-,35-25-/t30-,32-,33-,34-,36-,37+,38+,39+,40-,42+,43+,44-,46+,47+,51-/m1/s1
• InChI key: InChIKey=QFJCIRLUMZQUOT-YGZCESKOSA-N
• SMILES: CO[C@H]1C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)O[C@H]([C@H](C)C[C@@H]2CC[C@@H](O)[C@H](OC)C2)CC(=O)[C@H](C)/C=C(\C)[C@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C/1C