1.0
2011-09-21 00:21:20 UTC
2015-07-21 06:57:25 UTC
FDB022899
7a,12a-Dihydroxy-cholestene-3-one
7a,12a-Dihydroxy-cholestene-3-one is an intermediate in bile acid synthesis; is considerably higher in patients with cerebrotendinous xanthomatosis (CTX) than in the normal liver. (PMID 7017048) [HMDB]
7-a,12-a-dihydroxy-4-cholesten-3-one
7-a,12-a-dihydroxycholest-4-en-3-one
7-a,12-alpha-dihydroxy-4-cholesten-3-one
7-a,12-alpha-dihydroxycholest-4-en-3-one
7-alpha,12-alpha-dihydroxy-4-cholesten-3-one
7-alpha,12-alpha-dihydroxycholest-4-en-3-one
7alpha,12alpha-Dihydroxy-cholestene-3-one
C27H44O3
416.6365
416.329045274
(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-3-en-5-one
(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-3-en-5-one
[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)CC2CC(=O)C=C[C@]12C
InChI=1S/C27H44O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h11-12,16-18,20-25,29-30H,6-10,13-15H2,1-5H3/t17-,18?,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1
VJGNBLOGSXHTLR-JFXJTJEYSA-N
belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.
Cholesterols and derivatives
Organic compounds
Lipids and lipid-like molecules
Steroids and steroid derivatives
Cholestane steroids
Aliphatic homopolycyclic compounds
12-hydroxysteroids
3-oxo delta-1-steroids
7-hydroxysteroids
Cyclic alcohols and derivatives
Cyclohexenones
Delta-1-steroids
Hydrocarbon derivatives
Organic oxides
Secondary alcohols
12-hydroxysteroid
3-oxo-delta-1-steroid
3-oxosteroid
7-hydroxysteroid
Alcohol
Aliphatic homopolycyclic compound
Carbonyl group
Cholesterol-skeleton
Cyclic alcohol
Cyclic ketone
Cyclohexenone
Delta-1-steroid
Hydrocarbon derivative
Hydroxysteroid
Ketone
Organic oxide
Organic oxygen compound
Organooxygen compound
Oxosteroid
Secondary alcohol
Solid
logp
4.69
logs
-5.16
solubility
2.86e-03 g/l
logp
5.18
pka_strongest_basic
-0.15
iupac
(1S,2R,9R,10R,11S,14R,15R,16S)-9,16-dihydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-3-en-5-one
average_mass
416.6365
mono_mass
416.329045274
smiles
[H][C@@]12CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)CC2CC(=O)C=C[C@]12C
formula
C27H44O3
inchi
InChI=1S/C27H44O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h11-12,16-18,20-25,29-30H,6-10,13-15H2,1-5H3/t17-,18?,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1
inchikey
VJGNBLOGSXHTLR-JFXJTJEYSA-N
polar_surface_area
57.53
refractivity
122.94
polarizability
50.92
rotatable_bond_count
5
acceptor_count
3
donor_count
2
physiological_charge
0
formal_charge
0
Bile Acid Biosynthesis
SMP00035
map00120
Specdb::CMs
22161
Specdb::CMs
38308
Specdb::CMs
156313
Specdb::MsMs
315208
Specdb::MsMs
315209
Specdb::MsMs
315210
Specdb::MsMs
361123
Specdb::MsMs
361124
Specdb::MsMs
361125
Specdb::MsMs
2385122
Specdb::MsMs
2385123
Specdb::MsMs
2385124
Specdb::MsMs
2577516
Specdb::MsMs
2577517
Specdb::MsMs
2577518
HMDB02197
28477
#<Reference:0x0000555675675ef0>
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
3-oxo-5-alpha-steroid 4-dehydrogenase 1
P18405
SRD5A1
3-oxo-5-alpha-steroid 4-dehydrogenase 2
P31213
SRD5A2
3-oxo-5-beta-steroid 4-dehydrogenase
P51857
AKR1D1