Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	121148
Common Name:	Adenosylcobalamin
Systematic Name:	(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-methanidyl-tetrahydrofuran-3,4-diol;cobalt;[(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl] [(1R)-1-methyl-2-[3-[(1R,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
RefMet Name:	Adenosylcobalamin
Synonyms:	[PubChem Synonyms]
Exact Mass:	1579.6662 (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:	C72H101CoN18O17P
InChIKey:	OAJLVMGLJZXSGX-OUCXYWSSSA-M
ClassyFire superclass:	Organoheterocyclic compounds
ClassyFire subclass:	Tetrapyrroles
ClassyFire direct parent:	Cobalamins
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)[C@@H]2[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.[CH2-][C@@H]1[C@H]([C@H]([C@H](n2cnc3c(N)ncnc23)O1)O)O.[Co+3]
Studies:	Available studies (via RefMet name)

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External database links:

PubChem CID:	70678541
CHEBI ID:	18408
HMDB ID:	HMDB0002086

Calculated physicochemical properties (?):

Heavy Atoms:	90
Rings:	8
Aromatic Rings:	2
Rotatable Bonds:	26
van der Waals Molecular volume:	1200.17 Å3 molecule-1
Toplogical Polar Sufrace Area:	464.16 Å2 molecule-1
Hydrogen Bond Donors:	10
Hydrogen Bond Acceptors:	27
logP:	6.41
Molar Refractivity:	337.73
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