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C3607

Sigma-Aldrich

Cyanocobalamin

meets USP testing specifications

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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:
eCl@ss:
34058004
PubChem Substance ID:
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

Quality Level

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

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1 of 4

This Item
PHR1234V662943107
Cyanocobalamin meets USP testing specifications

Sigma-Aldrich

C3607

Cyanocobalamin

Cyanocobalamin pharmaceutical secondary standard, certified reference material

Supelco

PHR1234

Cyanocobalamin

Vitamin B12 BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture, ≥98%

Sigma-Aldrich

V6629

Vitamin B12

Cyanocobalamin tested according to Ph. Eur.

Sigma-Aldrich

43107

Cyanocobalamin

form

powder

form

-

form

powder

form

powder

color

dark red

color

-

color

red to brown

color

dark red

application(s)

pharmaceutical (small molecule)

application(s)

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

application(s)

-

application(s)

cell analysis

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

100

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

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
Tóshiko Takahashi-Iñiguez et al.
Journal of Zhejiang University. Science. B, 13(6), 423-437 (2012-06-05)
Vitamin B(12) is an organometallic compound with important metabolic derivatives that act as cofactors of certain enzymes, which have been grouped into three subfamilies depending on their cofactors. Among them, methylmalonyl-CoA mutase (MCM) has been extensively studied. This enzyme catalyzes
Bamini Gopinath et al.
The American journal of clinical nutrition, 98(1), 129-135 (2013-05-03)
Epidemiologic evidence of a relation between serum total homocysteine (tHcy), vitamin B-12, and folate and age-related macular degeneration (AMD) is inconsistent and unresolved. In this cohort study, we aimed to investigate associations between intakes and serum concentrations of folate and

Articles

Importance and uses of folic acid in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures. Folic acid and its reduced derivative(s), such as folinic acid, are an essential water soluble vitamins added to virtually all cell culture media.

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