Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	2545
Common Name:	15-keto-PGD2
Systematic Name:	9S-hydroxy-11,15-dioxo-5Z,13E-prostadienoic acid
Synonyms:	15-dehydro-prostaglandin D2; (5Z,13E)-9alpha-Hydroxy-11,15-dioxoprosta-5,13-dienoate; 15-dehydro-prostaglandin D2; 15-deoxy-15-oxo-prostaglandin D2 [PubChem Synonyms]
Exact Mass:	350.2093 (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:	C20H30O5
InChIKey:	XEQAHADLFLAPQL-RBIQQSKKSA-N
LIPID MAPS Category:	Fatty Acyls [FA]
LIPID MAPS mainclass:	Eicosanoids [FA03]
LIPID MAPS subclass:	Prostaglandins [FA0301]
SMILES:	CCCCCC(=O)/C=C/[C@@H]1[C@@H](C/C=CCCCC(=O)O)[C@H](CC1=O)O
Studies:	-

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5280727
LIPID MAPS ID:	LMFA03010206
CHEBI ID:	15557
HMDB ID:	HMDB0062297
KEGG ID:	C04758
Plant Metabolite Hub(Pmhub):	MS000018487

Calculated physicochemical properties (?):

Heavy Atoms:	25
Rings:	1
Aromatic Rings:	0
Rotatable Bonds:	12
van der Waals Molecular volume:	372.95 Å3 molecule-1
Toplogical Polar Sufrace Area:	91.67 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	5
logP:	3.75
Molar Refractivity:	96.66
Fraction sp3 Carbons:	0.65
sp3 Carbons:	13

Human Pathway links:

REACTOME pathways containing this metabolite

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