1.0
2011-09-21 01:47:50 UTC
2015-07-21 06:59:35 UTC
FDB028948
4-Oxoretinol
4-oxo-retinol, a metabolite of retinol synthesized in mouse embryonal carcinoma F9 cells,is active in inducing differentiation of these cells. It also functions as a ligand of retinoic acid receptors and a transcriptional activator of reporter
genes.[PMID: 9110564]
4-Oxoretinol is a metabolite of retinol in the human promyelocytic leukemia cell line NB4 which induces cell growth arrest and granulocytic differentiation.[PMID: 9581846] [HMDB]
3,7-dimethyl-9-(3-oxo-2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraen-1-ol
4-ketoretinol
4-ketovitamin A(1)
4-ketovitamin-A-alcohol
4-ketovitamin-alpha-alcohol
4-oxo-Retinol
4-oxoROL
4-oxovitamin A1
4-oxovitamin-A-alcohol
4-oxovitamin-alpha-alcohol
4OVA1
all-trans-4-oxoretinol
OXR
C20H28O2
300.4351
300.20893014
3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
4-oxoretinol
62702-55-0
C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C
InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+
PLIUCYCUYQIBDZ-RMWYGNQTSA-N
belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof.
Retinoids
Organic compounds
Lipids and lipid-like molecules
Prenol lipids
Retinoids
Aliphatic homomonocyclic compounds
Cyclohexenones
Diterpenoids
Fatty alcohols
Hydrocarbon derivatives
Organic oxides
Primary alcohols
Alcohol
Aliphatic homomonocyclic compound
Carbonyl group
Cyclic ketone
Cyclohexenone
Diterpenoid
Fatty acyl
Fatty alcohol
Hydrocarbon derivative
Ketone
Organic oxide
Organic oxygen compound
Organooxygen compound
Primary alcohol
Retinoid skeleton
Retinoids
retinoid
Solid
logp
5.31
logs
-4.39
solubility
1.21e-02 g/l
logp
4.03
pka_strongest_acidic
16.44
pka_strongest_basic
-2.2
iupac
3-[(1E,3E,5E,7E)-9-hydroxy-3,7-dimethylnona-1,3,5,7-tetraen-1-yl]-2,4,4-trimethylcyclohex-2-en-1-one
average_mass
300.4351
mono_mass
300.20893014
smiles
C\C(=C/CO)\C=C\C=C(/C)\C=C\C1=C(C)C(=O)CCC1(C)C
formula
C20H28O2
inchi
InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,21H,11,13-14H2,1-5H3/b8-6+,10-9+,15-7+,16-12+
inchikey
PLIUCYCUYQIBDZ-RMWYGNQTSA-N
polar_surface_area
37.3
refractivity
98.62
polarizability
36.69
rotatable_bond_count
5
acceptor_count
2
donor_count
1
physiological_charge
0
formal_charge
0
Retinol Metabolism
SMP00074
map00830
Specdb::CMs
7715
Specdb::CMs
39918
Specdb::CMs
161676
Specdb::MsMs
255510
Specdb::MsMs
255511
Specdb::MsMs
255512
Specdb::MsMs
275451
Specdb::MsMs
275452
Specdb::MsMs
275453
Specdb::MsMs
2786521
Specdb::MsMs
2786522
Specdb::MsMs
2786523
Specdb::MsMs
2923213
Specdb::MsMs
2923214
Specdb::MsMs
2923215
HMDB12329
OXR
#<Reference:0x0000555675b6a028>
#<Reference:0x0000555675b69e70>
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