All Photos(1)

47869

Supelco

Cyanocobalamin (B12)

analytical standard

Synonym(s):
Vitamin B12, α-(5,6-Dimethylbenzimidazolyl)cyanocobamide, CN-Cbl, Cyanocob(III)alamin, Cyanocobalamin
Empirical Formula (Hill Notation):
C63H88CoN14O14P
CAS Number:
Molecular Weight:
1355.37
Beilstein:
4122889
EC Number:
PubChem Substance ID:

Quality Level

grade

analytical standard

form

neat

CofA

current certificate can be downloaded

packaging

ampule of 100 mg

application(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

> 300 °C (decomposes before melting)

Featured Industry

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

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 47869.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 1

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Cyanocobalamin
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 20(3), 2178-2179 (2014)
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)
Shreemathy V and Dandekar PS
Nutrition and Biochemistry for Nurses, (2) (2015)
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)

Articles

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