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47869

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Cyanocobalamin (B12)

analytical standard

Synonym(s):

Vitamin B12, α-(5,6-Dimethylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamin, Cyanocobalamin

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About This Item

Empirical Formula (Hill Notation):
C63H88CoN14O14P
CAS Number:
68-19-9
Molecular Weight:
1355.37
Beilstein/REAXYS Number:
4122889
EC Number:
200-680-0
UNSPSC Code:
12164500
PubChem Substance ID:
24871566

grade

analytical standard

CofA

current certificate can be downloaded

packaging

ampule of 100 mg

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

>300 °C (decomposes before melting)

application(s)

pharmaceutical (small molecule)
vitamins, nutraceuticals, and natural products

format

neat

storage temp.

2-8°C

SMILES string

C/C(C1=N[C@]([C@]([C@H](CC(N)=O)[C@@]/2(C)CCC(NC[C@@H](OP([O-])(O[C@H]3[C@@H](O)[C@@H](N4C=[N]5C6=C4C=C(C)C(C)=C6)O[C@@H]3CO)=O)C)=O)([H])N([Co+]5C#N)C2=C(C)/C([C@@H](CCC(N)=O)C/7(C)C)=NC7=C/8)(C)[C@@](C)(CC(N)=O)[C@@H]1CCC(N)=O)=C9N=C8[C@@H](CCC(N)=O)[C@

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;;+2/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57?,59-,60+,61+,62+;;/m1../s1

InChI key

RMRCNWBMXRMIRW-QJRSUKKJSA-L

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General description

Cyanocobalamin (B12) is a water soluble vitamin, which belongs to the B12 class of vitamins, commonly called as cobalamins.(1) It is mainly found in animal products such as dairy products, meat and also eggs. It can find applications in the preparation of multivitamin supplements and fortified food. It works as a coenzyme to convert L-methylmalonyl CoA to succinyl CoA, which is catalyzed by isomerase.

Application

Cyanocobalamin (B12) may be used as an analytical reference standard for the determination of the analyte in pharmaceutical formulations and food products by various chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cyanocobalamin
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 20(3), 2178-2179 (2014)
Shreemathy V and Dandekar PS
Nutrition and Biochemistry for Nurses, (2) (2015)
Determination of cyanocobalamin by isotope dilution LC-MS/MS
D-Ulivo L, et al.
Analytica Chimica Acta (2017)
A rapid determination of the relative purity of vitamin B12 (Cyanocobalamin) in pharmaceutical products
Bruening CF, et al.
Journal of the American Pharmaceutical Association, 47(1), 15-20 (1958)
The assay of cyanocobalamin in pharmaceutical preparations by solid-phase extraction and HPLC
Jansen CC and De Kleijn JP
Journal of Chromatographic Science, 28(1), 42-45 (1990)
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