Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	69055
Common Name:	Adifoline
Systematic Name:	5-methoxy-2,8,8-trimethyl-pyrano[2,3-h]chromen-4-one
RefMet Name:	Adifoline
Synonyms:	C09020; AC1L9C18 [PubChem Synonyms]
Exact Mass:	424.1271 (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:	C22H20N2O7
InChIKey:	DJWXVEDJWPDUBQ-DEALGVFLSA-N
ClassyFire superclass:	Alkaloids and derivatives
ClassyFire class:	Akageran and related alkaloids
ClassyFire subclass:	Akageran and related alkaloids
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
SMILES:	C[C@@H]1[C@@H]2[C@H](Cc3c4c(cc(C(=O)O)n3)c3cc(ccc3n14)O)C(=CO[C@@H]2O)C(=O)OC
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	441972
CHEBI ID:	2488
KEGG ID:	C09020
EPA CompTox DB:	DTXCID70964201
Plant Metabolite Hub(Pmhub):	MS000020387

Calculated physicochemical properties (?):

Heavy Atoms:	31
Rings:	5
Aromatic Rings:	2
Rotatable Bonds:	3
van der Waals Molecular volume:	365.33 Å3 molecule-1
Toplogical Polar Sufrace Area:	131.49 Å2 molecule-1
Hydrogen Bond Donors:	3
Hydrogen Bond Acceptors:	9
logP:	2.76
Molar Refractivity:	108.80
Fraction sp3 Carbons:	0.32
sp3 Carbons:	7

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.