Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37843
Common Name:	AICAR-P
Systematic Name:	5'-Phosphoribosyl-5-amino-4-imidazolecarboxamide
RefMet Name:	AICAR-P
Synonyms:	AICA ribonucleotide; AICAR monophosphate; [PubChem Synonyms]
Exact Mass:	338.0628 (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:	C9H15N4O8P
InChIKey:	NOTGFIUVDGNKRI-UUOKFMHZSA-N
ClassyFire superclass:	Nucleosides, nucleotides, and analogues [C0000289]
ClassyFire class:	Imidazole ribonucleosides and ribonucleotides [C0001997]
ClassyFire subclass:	1-ribosyl-imidazolecarboxamides [C0001420]
ClassyFire direct parent:	1-ribosyl-imidazolecarboxamides [C0001420]
MoNA MS spectra:	View MS spectra
SMILES:	C([C@@H]1[C@H]([C@H]([C@H](n2cnc(c2N)C(=O)N)O1)O)O)OP(=O)(O)O
Studies:	Available studies (via RefMet name)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	65110
CHEBI ID:	18406
HMDB ID:	HMDB0001517
KEGG ID:	C04677
Chemspider ID:	58620
METLIN ID:	6294
MetaCyc ID:	AICAR
Plant Metabolite Hub(Pmhub):	MS000002259

Calculated physicochemical properties (?):

Heavy Atoms:	22
Rings:	2
Aromatic Rings:	1
Rotatable Bonds:	5
van der Waals Molecular volume:	254.87 Å3 molecule-1
Toplogical Polar Sufrace Area:	205.45 Å2 molecule-1
Hydrogen Bond Donors:	6
Hydrogen Bond Acceptors:	10
logP:	-1.22
Molar Refractivity:	70.83
Fraction sp3 Carbons:	0.56
sp3 Carbons:	5

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

REACTOME pathways containing this metabolite

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