FComEx: Methylcobalamin (PC000936)

Record Information

Version

1.0

Creation date

2015-10-09 22:33:28 UTC

Update date

2017-01-19 02:36:42 UTC

FoodComEx ID

PC000936

FoodDB Record

FDB022939

Chemical Information

Name

Methylcobalamin

Description

The name vitamin B12 is used in two different ways. In a broad sense it refers to a group of cobalt-containing compounds known as cobalamins - cyanocobalamin (an artifact formed as a result of the use of cyanide in the purification procedures), hydroxocobalamin and the two coenzyme forms of B12, methylcobalamin (MeB12) and 5-deoxyadenosylcobalamin (adenosylcobalamin - AdoB12). In a more specific way, the term B12 is used to refer to only one of these forms, cyanocobalamin, which is the principal B12 form used for foods and in nutritional supplements. B12 cannot be made by plants or by animals, as the only type of organisms that have the enzymes required for the synthesis of B12 are bacteria and archaea. The total synthesis of B12 was reported in 1973 by Robert Burns Woodward, and remains one of the classic feats of total synthesis. Cyanocobalamin is a vitamin commonly known as vitamin B12 (or B12 for short). [HMDB]

CAS Number

13422-55-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Algobaz	hmdb
Co-Methylcobalamin	hmdb
Hitocobamin M	hmdb
MeCbl	hmdb
Mecobalamin	hmdb
Methycobal	hmdb
Methyl cobalamine	hmdb
Methyl vitamin B12	hmdb
Methyl-5,6-dimethylbenzimidazolylcobalamin	hmdb
Methyl-B12	hmdb
Methylcob(III)alamin	hmdb
Methylcobalamin	hmdb
Methylcobaz	hmdb

Chemical Formula

C63H91CoN13O14P

IUPAC name

Not Available

InChI Identifier

InChI=1S/C62H89N13O14P.CH3.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;;/h20-21,23,28,31,34-37,41,52-53,56-57,76,84H,12-19,22,24-27H2,1-11H3,(H2,63,77)(H2,64,78)(H2,65,79)(H2,66,80)(H2,67,81)(H2,68,82)(H,69,83)(H,85,86);1H3;/q-1;;+4/p-1/b54-32-;;

InChI Key

GUIGZNJFVFPEGI-IGKGNRFDSA-M

Isomeric SMILES

C(CC(N)=O)C1C2=[N]3[Co+3]456(C)[N]7=CN(C8=CC(=C(C)C=C78)C)C7OC(C(C7O)OP([O-])(=O)OC(CNC(=O)CCC7(C(CC(N)=O)C(N4C7=C2C)C2(C(CC(N)=O)(C(CCC(N)=O)C(C(=C4[N]5=C(C(C4(CC(N)=O)C)CCC(N)=O)C=C3C1(C)C)C)=[N]62)C)C)C)C)CO

Average Molecular Weight

1344.3823

Monoisotopic Molecular Weight

1343.587806391

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cobalamin derivatives. These are organic compounds containing a corrin ring, a cobalt atom, an a nucleotide moiety. Cobalamin Derivatives are actually derived from vitamin B12.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Corrinoids

Direct Parent

Cobalamin derivatives

Alternative Parents