Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	67825
Common Name:	Lupulone
Systematic Name:	3,5-dihydroxy-2-(3-methylbutanoyl)-4,6,6-tris(3-methylbut-2-enyl)cyclohexa-2,4-dien-1-one
RefMet Name:	Lupulone
Synonyms:	Lupulon; beta-Bitter acid; beta-Lupulic acid; B'' -Acid; EINECS 207-405-3 [PubChem Synonyms]
Exact Mass:	414.2770 (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:	C26H38O4
InChIKey:	LSDULPZJLTZEFD-UHFFFAOYSA-N
ClassyFire superclass:	Organic acids and derivatives
ClassyFire class:	Vinylogous acids
ClassyFire subclass:	Vinylogous acids
ClassyFire direct parent:	Aliphatic homomonocyclic compounds
Massbank MS spectra:	View MS spectra
SMILES:	CC(=CCC1=C(C(CC=C(C)C)(CC=C(C)C)C(=O)C(=C1O)C(=O)CC(C)C)O)C
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	68051
CHEBI ID:	6574
HMDB ID:	HMDB0030041
KEGG ID:	C10706
Plant Metabolite Hub(Pmhub):	MS000010427
PhytoHub ID:	PHUB001681

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.