Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37944
Common Name:	Lisinopril
Systematic Name:	(2S)-1-[(2S)-6-amino-2-{[(1S)-1-carboxy-3-phenylpropyl]amino}hexanoyl]pyrrolidine-2-carboxylic acid
RefMet Name:	Lisinopril
Synonyms:	[PubChem Synonyms]
Exact Mass:	405.2264 (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:	C21H31N3O5
InChIKey:	RLAWWYSOJDYHDC-BZSNNMDCSA-N
ClassyFire superclass:	Organic acids and derivatives [C0000264]
ClassyFire class:	Carboxylic acids and derivatives [C0000265]
ClassyFire subclass:	Amino acids, peptides, and analogues [C0000013]
ClassyFire direct parent:	Dipeptides [C0004830]
Massbank MS spectra:	View MS spectra
SMILES:	c1ccc(cc1)CC[C@@H](C(=O)O)N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=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:	5362119
CHEBI ID:	43755
HMDB ID:	HMDB0001938
KEGG ID:	D00362
Chemspider ID:	4514933
METLIN ID:	1009
EPA CompTox DB:	DTXCID70197077
Plant Metabolite Hub(Pmhub):	MS000001892

Calculated physicochemical properties (?):

Heavy Atoms:	29
Rings:	2
Aromatic Rings:	1
Rotatable Bonds:	12
van der Waals Molecular volume:	397.35 Å3 molecule-1
Toplogical Polar Sufrace Area:	132.96 Å2 molecule-1
Hydrogen Bond Donors:	4
Hydrogen Bond Acceptors:	6
logP:	2.66
Molar Refractivity:	110.90
Fraction sp3 Carbons:	0.57
sp3 Carbons:	12

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