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33-0550

Sigma-Aldrich

Cyanocobalamin

SAJ special grade, ≥95.0%

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
Beilstein/REAXYS Number:
4122889
UNSPSC Code:
41100000
PubChem Substance ID:
329754449
Pricing and availability is not currently available.

grade

SAJ special grade

assay

≥95.0%

form

solid

availability

available only in Japan

color

white

mp

>300 °C (decomposes before melting)

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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Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

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Certificates of Analysis (COA)

Lot/Batch Number
U2337
U4048
U4922
U1928
U5845

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David Preiss et al.
The lancet. Diabetes & endocrinology, 2(2), 116-124 (2014-03-14)
Metformin reduces cardiovascular risk in patients with type 2 diabetes seemingly independent of lowering blood glucose concentration. We assessed the cardiovascular effects of metformin in individuals without type 2 diabetes. We did a single-centre, double-blind, placebo-controlled trial at the Glasgow
Roy Lardenoije et al.
Progress in neurobiology, 131, 21-64 (2015-06-15)
Epigenetics is a quickly growing field encompassing mechanisms regulating gene expression that do not involve changes in the genotype. Epigenetics is of increasing relevance to neuroscience, with epigenetic mechanisms being implicated in brain development and neuronal differentiation, as well as
Johan Frederik Berg Arendt et al.
Journal of the National Cancer Institute, 105(23), 1799-1805 (2013-11-20)
A substantial proportion of patients referred for plasma vitamin B12 (cobalamin [Cbl]) measurement present with high Cbl levels, which have been reported in patients with different cancer types. However, the cancer risk among patients with newly diagnosed high Cbl levels
Christine M Armour et al.
Pediatrics, 132(1), e257-e261 (2013-06-19)
A neonate, who was found to have an elevated C3/C2 ratio and minimally elevated propionylcarnitine on newborn screening, was subsequently identified as having the rare cblF inborn error of vitamin B12 (cobalamin) metabolism. This disorder is characterized by the retention
E Andrès et al.
QJM : monthly journal of the Association of Physicians, 106(6), 505-515 (2013-03-01)
Hypercobalaminemia (high serum vitamin B12 levels) is a frequent and underestimated anomaly. Clinically, it can be paradoxically accompanied by signs of deficiency, reflecting a functional deficiency linked to qualitative abnormalities, which are related to defects in tissue uptake and action
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