Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	141728
Common Name:	Shanzhiside
Systematic Name:	(1S,4aS,5R,7S,7aS)-5,7-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylic acid
Synonyms:	[PubChem Synonyms]
Exact Mass:	392.1319 (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:	C16H24O11
InChIKey:	YSIFYNVXJOGADM-KDYWOABDSA-N
ClassyFire superclass:	Lipids and lipid-like molecules [C0000012]
ClassyFire class:	Prenol lipids [C0000259]
ClassyFire subclass:	Terpene glycosides [C0002049]
ClassyFire direct parent:	Iridoid O-glycosides [C0004081]
NP-MRD NMR spectra:	View NMR spectra
SMILES:	C[C@@]1(C[C@H]([C@@H]2C(=CO[C@H]([C@H]12)O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)C(=O)O)O)O
Studies:	Available studies(via PubChem CID)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	11948668
NP-MRD ID(NMR):	NP0032825
CHEMBL ID:	CHEMBL518392
Plant Metabolite Hub(Pmhub):	MS000175130

Calculated physicochemical properties (?):

Heavy Atoms:	27
Rings:	3
Aromatic Rings:	0
Rotatable Bonds:	4
van der Waals Molecular volume:	339.69 Å3 molecule-1
Toplogical Polar Sufrace Area:	190.51 Å2 molecule-1
Hydrogen Bond Donors:	7
Hydrogen Bond Acceptors:	11
logP:	-0.55
Molar Refractivity:	88.26
Fraction sp3 Carbons:	0.81
sp3 Carbons:	13

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