Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	28675
Common Name:	Ginkgolide B
Systematic Name:	(1R,3R,8S,10R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
Synonyms:	[PubChem Synonyms]
Exact Mass:	424.1370 (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:	C20H24O10
InChIKey:	SQOJOAFXDQDRGF-NNGCZKEZSA-N
LIPID MAPS Category:	Prenol Lipids [PR]
LIPID MAPS mainclass:	Isoprenoids [PR01]
LIPID MAPS subclass:	C20 isoprenoids (diterpenes) [PR0104]
LIPID MAPS level4class:	Ginkgolides and Bilobalides [LMPR010454]
SMILES:	C[C@@H]1C(=O)O[C@H]2[C@@H](C34[C@H]5C[C@@H](C(C)(C)C)C63[C@H](C(=O)O[C@H]6O[C@@]4(C(=O)O5)[C@@]12O)O)O
Studies:	-

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External database links:

PubChem CID:	441294
LIPID MAPS ID:	LMPR0104540002
CHEBI ID:	5356
KEGG ID:	C07602
EPA CompTox DB:	DTXCID701318736
Plant Metabolite Hub(Pmhub):	MS000007126

Calculated physicochemical properties (?):

Heavy Atoms:	30
Rings:	6
Aromatic Rings:	0
Rotatable Bonds:	1
van der Waals Molecular volume:	360.38 Å3 molecule-1
Toplogical Polar Sufrace Area:	157.10 Å2 molecule-1
Hydrogen Bond Donors:	3
Hydrogen Bond Acceptors:	10
logP:	0.64
Molar Refractivity:	95.60
Fraction sp3 Carbons:	0.85
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.