Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	149346
Common Name:	AICAR
Systematic Name:	5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazole-4-carboxamide
RefMet Name:	AICAR
Synonyms:	AICA-riboside; Acadesine; 5-aminoimidazole-4-carboxamide-1-beta-D-ribofuranoside [PubChem Synonyms]
Exact Mass:	258.0964 (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:	C9H14N4O5
InChIKey:	RTRQQBHATOEIAF-UUOKFMHZSA-N
ClassyFire superclass:	Nucleosides, nucleotides, and analogues
ClassyFire class:	Imidazole ribonucleosides and ribonucleotides
ClassyFire subclass:	Imidazole ribonucleosides and ribonucleotides
SMILES:	C([C@@H]1[C@H]([C@H]([C@H](n2cnc(c2N)C(=O)N)O1)O)O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	17513
CHEBI ID:	28498
HMDB ID:	HMDB0062179
Drugbank ID:	DB04944
Plant Metabolite Hub(Pmhub):	MS000000268

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
NPClassifier classification: "NPClassifier: A Deep Neural Network-Based Structural Classification Tool for Natural Products", Kim HW, Wang M, Leber CA, Nothias LF, Reher R, Kang KB, van der Hooft JJJ, Dorrestein PC, Gerwick WH and Cottrell GW. J Nat Prod. 2021 Nov 26;84(11):2795-2807.DOI: 10.1021/acs.jnatprod.1c00399.