MetaCyc Compound: cob(I)alamin

Synonyms: B12, cobalamin, vitamin B12, Cbl, vitamin B12s

Superclasses: a vitamin a vitamin B12
an organometallic compound

Chemical Formula: C62H88N13O14PCo

Molecular Weight: 1329.4 Daltons

Monoisotopic Molecular Weight: 1329.5721563439001 Daltons

cob(I)alamin compound structure

SMILES: CC%10(=C(C)C=C9(N8(C%12(OC(CO)C(OP([O-])(=O)OC(C)CNC(=O)CCC1(C)(C(CC(N)=O)[CH]%11(C7(C)(C(C)(CC(N)=O)C(CCC(=O)N)C6(C(C)=C5(C(CC(=O)N)(C)C(CCC(N)=O)C4(C=C3(C(C)(C)C(CCC(N)=O)C2(C(C)=C1N([Co----]([N+]=23)([N+]=45)([N+]=67)[N+](=C8)C9=C%10)%11)))))))))C(O)%12))))

InChI: InChI=1S/C62H90N13O14P.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);/q;+1/p-2/t31-,34-,35-,36-,37+,41-,52-,53-,56-,57+,59-,60+,61+,62+;/m1./s1


Unification Links: CAS:18534-66-2 , ChEBI:15982 , ChemSpider:4573816 , HMDB:HMDB03429 , IAF1260:36205 , KEGG:C00853 , MetaboLights:MTBLC15982 , PubChem:5460183

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 478.9465 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

adenosylcobalamin salvage from cobalamin :
ATP + cob(I)alamin → coenzyme B12 + PPPi

In Reactions of unknown directionality:

Not in pathways:
cob(I)alamin + hydrogen cyanide + NADP+ = cyanocob(III)alamin + NADPH
2 cob(I)alamin + NAD+ + H+ = 2 cob(II)alamin + NADH

In Transport reactions:
ATP + cob(I)alamin[periplasmic space] + H2O → ADP + cob(I)alamin[cytosol] + phosphate + H+ ,
cob(I)alamin[extracellular space]cob(I)alamin[cytosol] ,
cob(I)alamin[extracellular space]cob(I)alamin[periplasmic space] ,
a vitamin B12[extracellular space] + ATP + H2O ↔ a vitamin B12[cytosol] + ADP + phosphate

This compound has been characterized as a cofactor or prosthetic group of the following enzymes: methionine synthase , magnesium-protoporphyrin IX 13-monomethyl ester cyclase , 131-hydroxy-magnesium-protoporphyrin IX monomethyl ester cyclase , 131-oxo- magnesium-protoporphyrin IX monomethyl ester cyclase , tetrachloroethene-reductive dehalogenase , glutamate mutase , methionine synthase , leucine 2,3-aminomutase

This compound has been characterized as an alternative substrate of the following enzymes: cob(I)yrinic acid a,c-diamide adenosyltransferase


Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Tue May 5, 2015, biocyc14.