Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	71110
Common Name:	Cyanocobalamin
Systematic Name:	cobaltic;[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] [(1R)-1-methyl-2-[3-[(2R,3R,4Z,7S,9Z,12S,13S,14Z,17S,18S,19R)-2,13,18-tris(2-amino-2-oxo-ethyl)-7,12,17-tris(3-amino-3-oxo-propyl)-3,5,8,8,13,15,18,19-octamethyl-2,7,12,17-tetrahydro-1H-corrin-21-id-3-yl]propanoylamino]ethyl] phosphate;cyanide
RefMet Name:	Cyanocobalamin
Synonyms:	cyanocobalamin; Crystamine; Erythrotin; Berubigen; Cobavite [PubChem Synonyms]
Exact Mass:	1354.5674 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C63H88CoN14O14P
InChIKey:	FDJOLVPMNUYSCM-UVKKECPRSA-L
ClassyFire superclass:	Organoheterocyclic compounds [C0000002]
ClassyFire class:	Tetrapyrroles and derivatives [C0001455]
ClassyFire subclass:	Corrinoids [C0000353]
ClassyFire direct parent:	Cobalamin derivatives [C0000352]
SMILES:	Cc1cc2c(cc1C)n(cn2)[C@@H]1[C@@H]([C@@H]([C@@H](CO)O1)OP(=O)([O-])O[C@H](C)CNC(=O)CC[C@]1(C)[C@@H](CC(=O)N)C2[C@@]3(C)[C@@](C)(CC(=O)N)[C@H](CCC(=O)N)C(=N3)/C(=C/[C@@](C)(CC(=O)N)[C@H](CCC(=O)N)C(=N3)/C=C/C(C)(C)[C@H](CCC(=O)N)C(=N3)/C(=C/1[N-]2)/C)/C)O.[C-]#N.[Co+3]
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	118701720
HMDB ID:	HMDB0000607
KEGG ID:	C02823
Plant Metabolite Hub(Pmhub):	MS000012898

Calculated physicochemical properties (?):

Heavy Atoms:	90
Rings:	8
Aromatic Rings:	2
Rotatable Bonds:	26
van der Waals Molecular volume:	1198.85 Å3 molecule-1
Toplogical Polar Sufrace Area:	466.99 Å2 molecule-1
Hydrogen Bond Donors:	9
Hydrogen Bond Acceptors:	20
logP:	5.60
Molar Refractivity:	335.65
Fraction sp3 Carbons:	0.63
sp3 Carbons:	39

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y