1.0
2011-09-21 00:29:31 UTC
2015-07-21 06:57:41 UTC
FDB023412
8(S)-HPETE
8S-HPETE is metabolized from arachidonic acid by the enzyme 8S-lipoxygenase (8-LOX in mouse, ALOX15 and ALOX15B in human). 8S-HPETE will be readily reduced under physiological circumstances to 8S-hydroxyeicosatetraenoic acid (8S-HETE), a natural agonist of peroxisome proliferator-activated receptor alpha (PPAR alpha). (PMID: 16112079) [HMDB]
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyeicosa-5,9,11,14-tetraenoate
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyeicosa-5,9,11,14-tetraenoic acid
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyicosa-5,9,11,14-tetraenoate
(5Z,9e,11Z,14Z)-(8S)-8-Hydroperoxyicosa-5,9,11,14-tetraenoic acid
8-peroxy-5Z,9E,11Z,14Z-eicosatetraenoate
8-peroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid
8S-HpETE
8S-hydoperoxy-5Z,9E,11Z,14Z-eicosatetraenoate
8S-hydoperoxy-5Z,9E,11Z,14Z-eicosatetraenoic acid
C20H32O4
336.4657
336.230059512
(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid
(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid
[H][C@@](CC=CCCCC(O)=O)(OO)\C=C\C=CCC=CCCCCC
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b7-6?,10-9?,14-11?,16-13+/t19-/m1/s1
QQUFCXFFOZDXLA-XVZCTOAFSA-N
belongs to the class of organic compounds known as hydroperoxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroperoxyl group and four CC double bonds.
Hydroperoxyeicosatetraenoic acids
Organic compounds
Lipids and lipid-like molecules
Fatty Acyls
Eicosanoids
Aliphatic acyclic compounds
Alkyl hydroperoxides
Allylic hydroperoxides
Carbonyl compounds
Carboxylic acids
Hydrocarbon derivatives
Hydroperoxy fatty acids
Long-chain fatty acids
Monocarboxylic acids and derivatives
Organic oxides
Peroxols
Unsaturated fatty acids
Aliphatic acyclic compound
Alkyl hydroperoxide
Allylic hydroperoxide
Carbonyl group
Carboxylic acid
Carboxylic acid derivative
Fatty acid
Hydrocarbon derivative
Hydroperoxide
Hydroperoxy fatty acid
Hydroperoxyeicosatetraenoic acid
Long-chain fatty acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Organooxygen compound
Peroxol
Unsaturated fatty acid
Solid
logp
5.91
logs
-5.30
solubility
1.69e-03 g/l
logp
5.81
pka_strongest_acidic
4.39
pka_strongest_basic
-4.2
iupac
(8S,9E)-8-hydroperoxyicosa-5,9,11,14-tetraenoic acid
average_mass
336.4657
mono_mass
336.230059512
smiles
[H][C@@](CC=CCCCC(O)=O)(OO)\C=C\C=CCC=CCCCCC
formula
C20H32O4
inchi
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-13-16-19(24-23)17-14-11-12-15-18-20(21)22/h6-7,9-11,13-14,16,19,23H,2-5,8,12,15,17-18H2,1H3,(H,21,22)/b7-6?,10-9?,14-11?,16-13+/t19-/m1/s1
inchikey
QQUFCXFFOZDXLA-XVZCTOAFSA-N
polar_surface_area
66.76
refractivity
102.82
polarizability
40.03
rotatable_bond_count
15
acceptor_count
4
donor_count
2
physiological_charge
-1
formal_charge
0
Arachidonic Acid Metabolism
SMP00075
map00590
HMDB04699
34487
#<Reference:0x0000555676371de8>
Anatidae
Type 1
specific
Anatidae
8830
Beefalo
Type 1
specific
Bos taurus X Bison bison
297284
Bison
Type 1
specific
Bison bison
9901
Buffalo
Type 1
specific
Bubalus bubalis
89462
Cattle (Beef, Veal)
Type 1
specific
Bos taurus
9913
Chicken
Type 1
specific
Gallus gallus
9031
Columbidae (Dove, Pigeon)
Type 1
specific
Columbidae
8930
Deer
Type 1
specific
Cervidae
9850
Domestic goat
Type 1
specific
Capra aegagrus hircus
9925
Domestic pig
Type 1
specific
Sus scrofa domestica
9825
Elk
Type 1
specific
Cervus canadensis
1574408
Emu
Type 1
specific
Dromaius novaehollandiae
8790
European rabbit
Type 1
specific
Oryctolagus
9984
Greylag goose
Type 1
specific
Anser anser
8843
Guinea hen
Type 1
specific
Numida meleagris
8996
Horse
Type 1
specific
Equus caballus
9796
Mallard duck
Type 1
specific
Anas platyrhynchos
8839
Mountain hare
Type 1
specific
Lepus timidus
62621
Mule deer
Type 1
specific
Odocoileus
9871
Ostrich
Type 1
specific
Struthio camelus
8801
Pheasant
Type 1
specific
Phasianus colchicus
9054
Quail
Type 1
specific
Phasianidae
9005
Rabbit
Type 1
specific
Leporidae
9979
Rock ptarmigan
Type 1
specific
Lagopus muta
64668
Sheep (Mutton, Lamb)
Type 1
specific
Ovis aries
9940
Squab
Type 1
specific
Columba
8931
Turkey
Type 1
specific
Meleagris gallopavo
9103
Velvet duck
Type 1
specific
Melanitta fusca
371864
Wild boar
Type 1
specific
Sus scrofa
9823