Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	121658
Common Name:	Mexicanolide
Systematic Name:	methyl 2-[(1R,2S,5R,6R,13S,16S)-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,14,17-trioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate
Synonyms:	[PubChem Synonyms]
Exact Mass:	468.2148 (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:	C27H32O7
InChIKey:	DNFJSIPZGYBGON-JCLAUGGVSA-N
ClassyFire superclass:	Lipids and lipid-like molecules
ClassyFire class:	Prenol lipids
ClassyFire subclass:	Triterpenoids
ClassyFire direct parent:	Limonoids
SMILES:	CC1(C)[C@H](CC(=O)OC)[C@@]2(C)[C@H]3CC[C@]4(C)C(=C3C[C@@H](C1=O)C2=O)CC(=O)O[C@H]4c1ccoc1
Studies:	Available studies(via PubChem CID)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	21596309
CHEMBL ID:	CHEMBL1080142
Plant Metabolite Hub(Pmhub):	MS000011414

Calculated physicochemical properties (?):

Heavy Atoms:	34
Rings:	5
Aromatic Rings:	1
Rotatable Bonds:	4
van der Waals Molecular volume:	446.01 Å3 molecule-1
Toplogical Polar Sufrace Area:	101.95 Å2 molecule-1
Hydrogen Bond Donors:	0
Hydrogen Bond Acceptors:	7
logP:	4.36
Molar Refractivity:	120.15
Fraction sp3 Carbons:	0.63
sp3 Carbons:	17

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.