Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	68680
Common Name:	5-Amino-1-ribofuranosylimidazole-4-carboxyamide
Systematic Name:	[5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]imidazol-4-yl]carbamic acid
RefMet Name:	5-Amino-1-Ribofuranosylimidazole-4-carboxyamide
Synonyms:	AC1L99B3; 5-Amino-1-ribofuranosylimidazole-4-carboxyamide [PubChem Synonyms]
Exact Mass:	274.0913 (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:	C9H14N4O6
InChIKey:	XKACFVWLVYRWGZ-AFCXAGJDSA-N
ClassyFire superclass:	Nucleosides, nucleotides, and analogues
ClassyFire class:	Imidazole ribonucleosides and ribonucleotides
ClassyFire subclass:	Imidazole ribonucleosides and ribonucleotides
ClassyFire direct parent:	Aromatic heteromonocyclic compounds
SMILES:	C([C@@H]1[C@H]([C@H]([C@H](n2cnc(c2N)NC(=O)O)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:	440429
CHEBI ID:	177803
KEGG ID:	C04663
Plant Metabolite Hub(Pmhub):	MS000000268

Calculated physicochemical properties (?):

Heavy Atoms:	19
Rings:	2
Aromatic Rings:	1
Rotatable Bonds:	4
van der Waals Molecular volume:	217.46 Å3 molecule-1
Toplogical Polar Sufrace Area:	165.16 Å2 molecule-1
Hydrogen Bond Donors:	6
Hydrogen Bond Acceptors:	8
logP:	-0.69
Molar Refractivity:	63.32
Fraction sp3 Carbons:	0.56
sp3 Carbons:	5

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.