RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0152295
RefMet name	5S-HpETE
Systematic name	5S-hydroperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acid
Synonyms	PubChem Synonyms
Sum Composition	FA 20:4;O2	View other entries in RefMet with this sum composition
Exact mass	336.230060 (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+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C20H32O4	View other entries in RefMet with this formula
Molecular descriptors
Molfile	2638 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H 3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
InChIKey	JNUUNUQHXIOFDA-JGKLHWIESA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	CCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)O)OO Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Fatty Acyls
Main Class	Eicosanoids
Sub Class	HETE
Distribution of 5S-HpETE in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting 5S-HpETE
External Links
Pubchem CID	5280778
LIPID MAPS	LMFA03060012
ChEBI ID	15632
KEGG ID	C05356
HMDB ID	HMDB0001193
Chemspider ID	4444340
MetaCyc ID	6E8Z11Z14Z-5S-5-HYDROPEROXYCOSA-6
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving 5S-HpETE

Rxn ID	KEGG Reaction	Enzyme
R01595	Arachidonate + Oxygen <=> 5(S)-HPETE	Arachidonate:oxygen 5-oxidoreductase
R03058	5(S)-HPETE <=> Leukotriene A4 + H2O	arachidonate:oxygen 5-oxidoreductase
R07034	2 Glutathione + 5(S)-HPETE <=> Glutathione disulfide + 5(S)-HETE + H2O	Glutathione: 5-HPETE oxidoreductase

Table of KEGG human pathways containing 5S-HpETE

Pathway ID	Human Pathway	# of reactions
hsa00590	Arachidonic acid metabolism	3