Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	50012
Common Name:	Nigericin
Systematic Name:	(2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-{(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl]-2,3'-dimethyloctahydro-2,2'-bifuran-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]dec-7-yl]methyl}-3-methyltetrahydro-2H-pyran-2-yl]propanoic acid
RefMet Name:	Nigericin
Synonyms:	Azalomycin M; Helixin C; Nigericin; Polyetherin A [PubChem Synonyms]
Exact Mass:	724.4762 (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:	C40H68O11
InChIKey:	DANUORFCFTYTSZ-SJSJOXFOSA-N
ClassyFire superclass:	Organic oxygen compounds [C0004603]
ClassyFire class:	Organooxygen compounds [C0000323]
ClassyFire subclass:	Ethers [C0000254]
ClassyFire direct parent:	Ketals [C0004472]
Massbank MS spectra:	View MS spectra
SMILES:	C[C@H]1CC[C@H](C[C@@H]2C[C@H]([C@@H](C)[C@]3([C@H](C)C[C@@](C)([C@H]4CC[C@@](C)([C@H]5[C@@H](C)C[C@H]([C@@H]6[C@@H](C)C[C@@H](C)[C@@](CO)(O)O6)O5)O4)O3)O2)OC)O[C@H]1[C@@H](C)C(=O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	34230
CHEBI ID:	7569
HMDB ID:	HMDB0255599
Natural Products Atlas ID:	NP001792
EPA CompTox DB:	DTXCID70209720
Plant Metabolite Hub(Pmhub):	MS000002753

Calculated physicochemical properties (?):

Heavy Atoms:	51
Rings:	6
Aromatic Rings:	0
Rotatable Bonds:	9
van der Waals Molecular volume:	720.45 Å3 molecule-1
Toplogical Polar Sufrace Area:	154.79 Å2 molecule-1
Hydrogen Bond Donors:	3
Hydrogen Bond Acceptors:	11
logP:	9.43
Molar Refractivity:	195.37
Fraction sp3 Carbons:	0.97
sp3 Carbons:	39

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