Secorapamycin B (Cat No.:C001129) is a macrocyclic polyketide antibiotic, a derivative of rapamycin. It exhibits promising antibacterial activity against certain Gram-positive bacteria, making it valuable in pharmaceutical research. This compound shows potential as an antibacterial agent for combating bacterial infections, and its structural similarities to rapamycin have sparked interest in its applications.
| Catalog Number | C001129 |
| CAS Number | 185107-79-3 |
| Synonyms | [(2S,3E,5E,7E,9S,11R,13R,14R,15E,17R,20S,21R)-14,20-Dihydroxy-22-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-2,13-dimethoxy-3,9,11,15,17,21-hexamethyl-12,18-dioxo-3,5,7,15-docosatetraen-1-yl]tetrahydro-2-hydroxy-3-methyl-2H-pyran-2-yl]-2-oxoacetyl]-2-piperidinecarboxylic Acid; 34-Hydroxy Sirolimus; 34-Hydroxy Rapamycin |
| Molecular Formula | C₅₁H₈₁NO₁₄ |
| Purity | 95% |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Storage | -20°C, Hygroscopic |
| IUPAC Name | (2S)-1-[2-[(2R,3R,6S)-6-[(2S,3E,5E,7E,9S,11R,13R,14R,15E,17R,20S,21R)-14,20-dihydroxy-22-[(1S,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-2,13-dimethoxy-3,9,11,15,17,21-hexamethyl-12,18-dioxodocosa-3,5,7,15-tetraenyl]-2-hydroxy-3-methyloxan-2-yl]-2-oxoacetyl]piperidine-2-carboxylic acid |
| InChI | InChI=1S/C51H81NO14/c1-30(24-34(5)45(56)47(65-10)46(57)35(6)25-32(3)41(54)29-42(55)33(4)26-37-20-22-40(53)44(27-37)64-9)16-12-11-13-17-31(2)43(63-8)28-38-21-19-36(7)51(62,66-38)48(58)49(59)52-23-15-14-18-39(52)50(60)61/h11-13,16-17,25,30,32-34,36-40,42-44,46-47,53,55,57,62H,14-15,18-24,26-29H2,1-10H3,(H,60,61)/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 |
| InChIKey | HAZKEXYMOCBCBG-HPLJOQBZSA-N |
| SMILES | CC1CCC(OC1(C(=O)C(=O)N2CCCCC2C(=O)O)O)CC(C(=CC=CC=CC(C)CC(C)C(=O)C(C(C(=CC(C)C(=O)CC(C(C)CC3CCC(C(C3)OC)O)O)C)O)OC)C)OC |
| Reference | 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), |
