Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	52975
Common Name:	Aristolochic acid
Systematic Name:	8-methoxy-6-nitrophenanthro[3,4-d][1,3]dioxole-5-carboxylic acid
RefMet Name:	Aristolochic acid
Synonyms:	3,4-methylenedioxy-8-methoxy-10-nitro-1-phenanthrenecarboxylic acid; 8-methoxy-6-nitrophenanthol (3,4-d) 1,3-dioxole-5-carboxylic acid; Aristolochic acid; Aristolochic acid I; Aristolochine; aristolochic acid A; aristolochic acid-I; aristolochin [PubChem Synonyms]
Exact Mass:	341.0536 (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:	C17H11NO7
InChIKey:	BBFQZRXNYIEMAW-UHFFFAOYSA-N
LIPID MAPS Category:	Polyketides
LIPID MAPS mainclass:	Aromatic polyketides
LIPID MAPS subclass:	Anthracenes and phenanthrenes
SMILES:	COc1cccc2c1cc(c1c(cc3c(c21)OCO3)C(=O)O)[N+](=O)[O-]
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	2236
CHEBI ID:	2825
HMDB ID:	HMDB0248598
KEGG ID:	C08469
EPA CompTox DB:	DTXCID8020969
Plant Metabolite Hub(Pmhub):	MS000019941

Calculated physicochemical properties (?):

Heavy Atoms:	25
Rings:	4
Aromatic Rings:	3
Rotatable Bonds:	3
van der Waals Molecular volume:	269.29 Å3 molecule-1
Toplogical Polar Sufrace Area:	112.27 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	8
logP:	3.34
Molar Refractivity:	87.74
Fraction sp3 Carbons:	0.12
sp3 Carbons:	2

Human Pathway links:

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