Methylcobalamin

Methylcobalamin
Clinical data
Trade names	Cobolmin
AHFS/Drugs.com	International Drug Names
Routes of; administration	By mouth, sublingual, injection.
ATC code	B03BA05 (WHO) ;
Legal status
Legal status	US: OTC;
Identifiers
	IUPAC name Coα-[α-(5,6-dimethylbenzimidazolyl)]-Coβ-methylcobamide;
CAS Number	13422-55-4 ;
PubChem CID	6436232;
ChemSpider	29368587;
UNII	BR1SN1JS2W;
ChEMBL	ChEMBL1697757 ;
CompTox Dashboard (EPA)	DTXSID5048631 ;
ECHA InfoCard	100.033.200
Chemical and physical data
Formula	C63H91CoN13O14P
Molar mass	1344.405 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [CH3-].CC1=CC2=C(C=C1C)N(C=N2)C3C(C(C(O3)CO)OP(=O)([O-])OC(C)CNC(=O)CCC4(C(C5C6(C(C(C(=N6)C(=C7C(C(C(=N7)C=C8C(C(C(=N8)C(=C4[N-]5)C)CCC(=O)N)(C)C)CCC(=O)N)(C)CC(=O)N)C)CCC(=O)N)(C)CC(=O)N)C)CC(=O)N)C)O.[Co+3];
	InChI InChI=1S/C62H90N13O14P.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,(H15,63,64,65,66,67,68,69,71,72,73,74,77,78,79,80,81,82,83,85,86);1H3;/q;-1;+3/p-2; Key:ZFLASALABLFSNM-UHFFFAOYSA-L;
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Methylcobalamin (mecobalamin, MeCbl, or MeB₁₂) is a cobalamin, a form of vitamin B₁₂. It differs from cyanocobalamin in that the cyano group at the cobalt is replaced with a methyl group. Methylcobalamin features an octahedral cobalt(III) centre and can be obtained as bright red crystals. From the perspective of coordination chemistry, methylcobalamin is notable as a rare example of a compound that contains metal–alkyl bonds. Nickel–methyl intermediates have been proposed for the final step of methanogenesis.