IUPAC Name: | (1R,3S,5R,6R,9R,11R,15S,16R,17R,18S,19Z,21Z,23Z,25Z,27Z,29Z,33R,35S,36R,37S)-33-[(2R,3S,4S,5S,6R)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,6,9,11,17,37-octahydroxy-15,16,18-trimethyl-13-oxo-14,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid |
Description: | N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Amphotericin B is an intermediate in the synthesis of Amphoteronolide B (A634910), a glycon form of Amphotericin B (A634250) which are polyene macrolide antibiotics. It is also an intermediate in the synthesis of 13-O-Ethylamphotericin B (E899350), an analogue of 13-O-Methylamphotericin B (M287440), which is a derivative of Amphotericin B and an antifungal. |
Molecular Weight: | 1146.33 |
Molecular Formula: | C62H83NO19 |
Canonical SMILES: | CC1C=CC=CC=CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC(C(CCC(CC(CC(=O)OC(C(C1O)C)C)O)O)O)O)O)O)O)C(=O)O)OC3C(C(C(C(O3)C)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46)O |
InChI: | InChI=1S/C62H83NO19/c1-36-21-15-13-11-9-7-5-6-8-10-12-14-16-22-43(81-60-58(73)55(57(72)39(4)80-60)63-61(76)78-35-48-46-25-19-17-23-44(46)45-24-18-20-26-47(45)48)32-52-54(59(74)75)51(69)34-62(77,82-52)33-42(66)30-50(68)49(67)28-27-40(64)29-41(65)31-53(70)79-38(3)37(2)56(36)71/h5-26,36-43,48-52,54-58,60,64-69,71-73,77H,27-35H2,1-4H3,(H,63,76)(H,74,75)/b6-5-,9-7-,10-8-,13-11-,14-12-,21-15-,22-16?/t36-,37-,38-,39+,40+,41+,42-,43-,49+,50+,51-,52-,54+,55-,56+,57+,58-,60-,62+/m0/s1 |
InChI Key: | UYWPTGKPRRSGJE-ANKLMAIHSA-N |
Solubility: | Methanol (partially) |
Appearance: | Orange Solid |
References: | Asher, I.M., et al. Anal. Profiles Drug Subs., 6, 1, (1977); Nicolaou, K., et al. J. Am. Chem. Soc., 110, 4672 (1988); Taylor, A.W., et. al. J. Antibiot., 46, 486 (1993). |
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