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C3607

Cyanocobalamin

Name: Cyanocobalamin
Brand: SIAL

meets USP testing specifications

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

MDL number:

MFCD00151092

UNSPSC Code:

12352205

eCl@ss:

34058004

PubChem Substance ID:

24892627

EC Number:

200-680-0

NACRES:

NA.21

Beilstein/REAXYS Number:

4122889

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Properties

Quality Level

200

agency

USP/NF, meets USP testing specifications

assay

96.0-102.0% dry basis

form

powder

color

dark red

application(s)

pharmaceutical (small molecule)

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

Description

General description

Cyanocobalamin (B₁₂) is a water soluble vitamin, which is mainly found in animal products, like dairy products, meat and eggs. It belongs to the B₁₂ class of vitamins, commonly called as cobalamins. Cyanocobalamin consists of four pyrrole rings with a central cobalt atom coordinated by four equatorial nitrogen ligands.

Application

Required for growth, genetic stability and survival of cells in vitro. Functions to support one-carbon metabolism. Present in many classical and serum-free formulations.

Cyanocobalamin has been used to study its effects on the prevention of colon cancer.

Biochem/physiol Actions

Cyanocobalamin is used in the preparation of multivitamin supplements and fortified food. It acts as a coenzyme to convert L-methylmalonyl CoA to succinyl CoA, which is catalyzed by isomerase. Cyanocobalamin is used to treat vitamin B₁₂ deficiency. Cyanocobalamin meets USP testing specifications.

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Storage Class

11 - Combustible Solids

ppe

Eyeshields, Gloves, type N95 (US)

flash_point_f

Not applicable

flash_point_c

Not applicable

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Dose-Dependent Effect of Cyanocobalamin on the Prevention of Colon Cancer: An In Vivo Study

Padmanabhan S, et al.

EC nutrition, 13, 563-571 (2018)

Oral cyanocobalamin supplementation in older people with vitamin B12 deficiency: a dose-finding trial

Eussen SJPM, et al.

Archives of Internal Medicine, 165(10), 1167-1172 (2005)

Determination of cyanocobalamin by isotope dilution LC-MS/MS

D Ulivo L, et al.

Analytica Chimica Acta, 990, 103-109 (2017)

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