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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
NACRES:
NA.24

Key Documents

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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

Quality Level

100

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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.

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)

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Certificates of Analysis (COA)

Lot/Batch Number
LRAD3866
LRAC8577
LRAD6004
LRAD1073
LC26584V

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Determination of cyanocobalamin by isotope dilution LC-MS/MS
D-Ulivo L, et al.
Analytica Chimica Acta (2017)
Shreemathy V and Dandekar PS
Nutrition and Biochemistry for Nurses, (2) (2015)
Cyanocobalamin
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 20(3), 2178-2179 (2014)
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)
O Heudi et al.
Journal of chromatography. A, 1101(1-2), 63-68 (2005-10-12)
A new, faster and simple method to quantify Vitamin B12, both in foods and in premixes, by reversed-phase liquid chromatography with UV detection has been developed. Vitamin B12 was extracted from food products with 50 mM sodium acetate buffer pH
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