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Merck

47869

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
PubChem Substance ID:
24871566
UNSPSC Code:
12164500
MDL number:
MFCD00151092
EC Number:
200-680-0
Beilstein/REAXYS Number:
4122889

Key Documents

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Product Name

Cyanocobalamin (B12), analytical standard

Quality Level

100

InChI key

RMRCNWBMXRMIRW-QJRSUKKJSA-L

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

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@

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

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Related Categories

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.

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.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class

11 - Combustible Solids

wgk

WGK 1

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

47869:4548173942407

jan

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Certificates of Analysis (COA)

Lot/Batch Number
LRAD1073
LC26584V
LC26364V
LC25708V
LC24634V

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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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