Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37432
Common Name:	SAICAR
Systematic Name:	(2S)-2-({5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]-1H-imidazol-4-yl}formamido)butanedioic acid
RefMet Name:	SAICAR
Synonyms:	[PubChem Synonyms]
Exact Mass:	454.0737 (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:	C13H19N4O12P
InChIKey:	NAQGHJTUZRHGAC-ZZZDFHIKSA-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]
SMILES:	C([C@@H](C(=O)O)NC(=O)c1c(N)n(cn1)[C@H]1[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O1)O)O)C(=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:	160666
CHEBI ID:	18319
HMDB ID:	HMDB0000797
KEGG ID:	C04823
Chemspider ID:	141175
METLIN ID:	5762
MetaCyc ID:	P-RIBOSYL-4-SUCCCARB-AMINOIMIDAZOLE
EPA CompTox DB:	DTXCID90219149
Plant Metabolite Hub(Pmhub):	MS000018509

Calculated physicochemical properties (?):

Heavy Atoms:	30
Rings:	2
Aromatic Rings:	1
Rotatable Bonds:	9
van der Waals Molecular volume:	353.95 Å3 molecule-1
Toplogical Polar Sufrace Area:	266.06 Å2 molecule-1
Hydrogen Bond Donors:	8
Hydrogen Bond Acceptors:	14
logP:	-1.38
Molar Refractivity:	93.97
Fraction sp3 Carbons:	0.54
sp3 Carbons:	7

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