Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	53209
Common Name:	Grayanotoxin I
Systematic Name:	(14R)-3beta,5,6beta,10,16-pentahydroxygrayanotoxan-14-yl acetate
RefMet Name:	Grayanotoxin I
Synonyms:	(3beta,6beta,14R)-Grayanotoxane-3,5,6,10,14,16-hexol, 14-acetate; Grayanotoxin I; Perhydro-2beta,4alpha,8alpha,11beta,11abeta-pentahydroxy-1,1,4,8-tetramethyl-7,9a-methano-9aalphaH-cyclopenta(b)heptalen-12beta-yl acetate; acetylandromedol; andromedotoxin; asebotoxin; grayanotoxane-3,5,6,10,14,16-hexol 14-acetate; rhodotoxin [PubChem Synonyms]
Exact Mass:	412.2461 (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:	C22H36O7
InChIKey:	NXCYBYJXCJWMRY-VGBBEZPXSA-N
ClassyFire superclass:	Lipids and lipid-like molecules [C0000012]
MoNA MS spectra:	View MS spectra
SMILES:	CC(=O)O[C@@H]1[C@H]2CC[C@H]3[C@](C)([C@@H]4C[C@@H](C(C)(C)[C@]4([C@@H](C[C@@]13C[C@@]2(C)O)O)O)O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	9548612
CHEBI ID:	5542

Calculated physicochemical properties (?):

Heavy Atoms:	29
Rings:	4
Aromatic Rings:	0
Rotatable Bonds:	2
van der Waals Molecular volume:	398.61 Å3 molecule-1
Toplogical Polar Sufrace Area:	127.45 Å2 molecule-1
Hydrogen Bond Donors:	5
Hydrogen Bond Acceptors:	7
logP:	2.46
Molar Refractivity:	106.61
Fraction sp3 Carbons:	0.95
sp3 Carbons:	21

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