Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	2446
Common Name:	PGI2
Systematic Name:	6,9S-epoxy-11R,15S-dihydoxy-5Z,13E-prostadienoic acid
RefMet Name:	PGI2
Synonyms:	Prostaglandin I2; Prostacyclin [PubChem Synonyms]
Exact Mass:	352.2250 (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:	C20H32O5
InChIKey:	KAQKFAOMNZTLHT-OZUDYXHBSA-N
LIPID MAPS Category:	Fatty Acyls [FA]
LIPID MAPS mainclass:	Eicosanoids [FA03]
LIPID MAPS subclass:	Prostaglandins [FA0301]
Massbank MS spectra:	View MS spectra
SMILES:	CCCCC[C@@H](/C=C/[C@@H]1[C@H]2C/C(=C/CCCC(=O)O)/O[C@H]2C[C@H]1O)O
Studies:	Available studies (via RefMet name)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5282411
LIPID MAPS ID:	LMFA03010087
CHEBI ID:	15552
HMDB ID:	HMDB0001335
KEGG ID:	C01312
Chemspider ID:	4445566
METLIN ID:	778
MetaCyc ID:	5Z13E-15S-69-ALPHA-EPOXY-11-ALPHA
Plant Metabolite Hub(Pmhub):	MS000014722

Calculated physicochemical properties (?):

Heavy Atoms:	25
Rings:	2
Aromatic Rings:	0
Rotatable Bonds:	10
van der Waals Molecular volume:	365.87 Å3 molecule-1
Toplogical Polar Sufrace Area:	89.06 Å2 molecule-1
Hydrogen Bond Donors:	3
Hydrogen Bond Acceptors:	5
logP:	4.27
Molar Refractivity:	97.49
Fraction sp3 Carbons:	0.75
sp3 Carbons:	15

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

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