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| h English (en) | <!--Identifiers--> | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 13422-55-4 | ATC_prefix = B03 | ATC_suffix = BA05 | PubChem = 6436232 | ChemSpiderID = 29368587 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | UNII_Ref = {{fdacite|changed|FDA}} | UNII = BR1SN1JS2W | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 1697757 | StdInChI=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 | StdInChIKey = ZFLASALABLFSNM-UHFFFAOYSA-L | 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] <!--Chemical data--> | C=63 | H=91 | Co=1 | N=13 | O=14 | P=1 |drug_name=|alt=|caption=|type=|MedlinePlus=|licence_EU=|licence_US=}} '''Methylcobalamin''' (mecobalamin, MeCbl, or MeB{{sub|12}}) is a [[cobalamin]], a form of [[vitamin B12|vitamin B{{sub|12}}]]. It differs from [[cyanocobalamin]] in that the [[cyanide|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]]. |
| h Japanese (ja) | <!--Identifiers--> | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 13422-55-4 | ATC_prefix = B03 | ATC_suffix = BA05 | PubChem = 6436232 | ChemSpiderID = 29368587 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | UNII_Ref = {{fdacite|changed|FDA}} | UNII = BR1SN1JS2W | ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL = 1697757 | StdInChI=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 | StdInChIKey = ZFLASALABLFSNM-UHFFFAOYSA-L | 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] <!--Chemical data--> | C=63 | H=91 | Co=1 | N=13 | O=14 | P=1 |drug_name=|alt=|caption=|type=|MedlinePlus=|licence_EU=|licence_US=}} '''メチルコバラミン'''（'''Methylcobalamin''', メコバラミン、MeCbl、MeB{{sub|12}}）は、[[Vitamin B12|ビタミンB{{sub|12}}]]の一種である[[cobalamin/ja|コバラミン]]である。コバルトの[[cyanide/ja|シアノ基]]が[[methyl group/ja|メチル基]]に置換されている点で[[cyanocobalamin/ja|シアノコバラミン]]とは異なる。メチルコバラミンは八面体のコバルト(III)中心を持ち、明るい赤色の結晶として得られる。 [[coordination chemistry/ja|配位化学]]の観点からは、メチルコバラミンが金属-アルキル結合を含む化合物の珍しい例として注目される。[[Nickel/ja|ニッケル]]-メチル中間体は、[[methanogenesis/ja|メタン生成]]の最終段階として提案されている。 |