ABC00437NR

8-Epi-cyanocobalamin

8-Epi-cyanocobalamin is a stereoisomeric impurity of cyanocobalamin generated via epimerization at the 8-hydroxyl position of the corrin macrocycle. This structural variant retains the cyanide coordination, propionyl substituents, and dimethylbenzimidazole nucleotide but exhibits inverted stereochemistry at C8, altering its diastereomeric profile. The compound's distinct conformation affects its chromatographic behavior and enantioselective detection, necessitating its use as a reference standard for HPLC method validation in quantifying epimeric impurities during cyanocobalamin synthesis and stability testing.

On Request
Molecular Formula C63H88CoN14O14P
Molecular Weight 1355.4000
CAS Number 41325-63-7 โœ“ Verified
Purity N/A
Product Type API Impurity
Parent Drug Cyanocobalamin
Lead Time On Request
IUPAC Name cobalt(3+);[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2R)-1-[3-[(2R,3R,4Z,7S,9Z,12R,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]propan-2-yl] phosphate;cyanide

๐Ÿ“ Synonyms

8-Epicobalamine 1NLZ726SN2 RefChem:53839 UNII-1NLZ726SN2 8-epi-Cyanocobalamin (constituent of cyanocobalamin) Cobinamide, Co-(cyano-kappaC)-, dihydrogen phosphate (ester), inner salt, 3'-ester with (5,6-dimethyl-1-alpha-D-ribofuranosyl-1H-benzimidazole-kappaN3), (8beta)- 41325-63-7 8-epi-Cyanocobalamin Cyano-8-epicobalamin CYANOCOBALAMIN IMPURITY E [EP IMPURITY]

๐Ÿ”ฌ Chemical Identifiers

CC1=CC2=C(C=C1C)N(C=N2)[C@@H]3[C@@H]([C@@H]([C@H](O3)CO)OP(=O)([O-])O[C@H](C)CNC(=O)CC[C@@]\4([C@H](C5[C@]6([C@@]([C@@H](C(=N6)/C(=C\7/[C@@]([C@H](C(=N7)/C=C\8/C([C@@H](C(=N8)/C(=C4\[N-]5)/C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)/C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[C-]#N.[Co+3]
InChI=1S/C62H90N13O14P.CN.Co/c1-29-20-39-40(21-30(29)2)75(28-70-39)57-52(84)53(41(27-76)87-57)89-90(85,86)88-31(3)26-69-49(83)18-19-59(8)37(22-46(66)80)56-62(11)61(10,25-48(68)82)36(14-17-45(65)79)51(74-62)33(5)55-60(9,24-47(67)81)34(12-15-43(63)77)38(71-55)23-42-58(6,7)35(13-16-44(64)78)50(72-42)32(4)54(59)73-56;1-2;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);;/q;-1;+3/p-2/t31-,34+,35-,36-,37+,41-,52-,53-,56?,57+,59-,60+,61+,62+;;/m1../s1
FDJOLVPMNUYSCM-KYGGNWNPSA-L

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