1.0
2011-09-21 00:39:14 UTC
2015-07-21 06:57:59 UTC
FDB024059
3a,21-Dihydroxy-5b-pregnane-11,20-dione
3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione is an intermediate in C21-Steroid hormone metabolism. 3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione
is converted from Tetrahydrocorticosterone via the enzyme 11beta-hydroxysteroid dehydrogenase (EC 1.1.1.146). It is then converted to 3alpha,20alpha,21-Trihydroxy-5beta-pregnane-11-one via the enzyme 3alpha(or 20beta)-hydroxysteroid dehydrogenase (EC 1.1.1.53). [HMDB]
3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione
5beta-Pregnane-3alpha,21-diol-11,20-dione
C21H32O4
348.4764
348.230059512
(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-17-one
(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-17-one
566-03-0
[H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C
InChI=1S/C21H32O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-16,19,22-23H,3-11H2,1-2H3/t12-,13-,14+,15+,16?,19-,20+,21+/m1/s1
XWYBFXIUISNTQG-XPYNSANSSA-N
belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone.
21-hydroxysteroids
Organic compounds
Lipids and lipid-like molecules
Steroids and steroid derivatives
Hydroxysteroids
Aliphatic homopolycyclic compounds
11-oxosteroids
20-oxosteroids
3-alpha-hydroxysteroids
Alpha-hydroxy ketones
Cyclic alcohols and derivatives
Gluco/mineralocorticoids, progestogins and derivatives
Hydrocarbon derivatives
Organic oxides
Primary alcohols
Secondary alcohols
11-oxosteroid
20-oxosteroid
21-hydroxysteroid
3-alpha-hydroxysteroid
3-hydroxysteroid
Alcohol
Aliphatic homopolycyclic compound
Alpha-hydroxy ketone
Carbonyl group
Cyclic alcohol
Hydrocarbon derivative
Ketone
Organic oxide
Organic oxygen compound
Organooxygen compound
Oxosteroid
Pregnane-skeleton
Primary alcohol
Progestogin-skeleton
Secondary alcohol
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives
Solid
logp
2.56
logs
-3.74
solubility
6.39e-02 g/l
logp
2.25
pka_strongest_acidic
13.86
pka_strongest_basic
-1.4
iupac
(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-17-one
average_mass
348.4764
mono_mass
348.230059512
smiles
[H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C
formula
C21H32O4
inchi
InChI=1S/C21H32O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-16,19,22-23H,3-11H2,1-2H3/t12-,13-,14+,15+,16?,19-,20+,21+/m1/s1
inchikey
XWYBFXIUISNTQG-XPYNSANSSA-N
polar_surface_area
74.6
refractivity
95.28
polarizability
39.15
rotatable_bond_count
2
acceptor_count
4
donor_count
2
physiological_charge
0
formal_charge
0
Steroidogenesis
SMP00130
map00140
Specdb::CMs
26054
Specdb::CMs
39070
Specdb::CMs
159878
Specdb::MsMs
323722
Specdb::MsMs
323723
Specdb::MsMs
323724
Specdb::MsMs
371947
Specdb::MsMs
371948
Specdb::MsMs
371949
Specdb::MsMs
2315792
Specdb::MsMs
2315793
Specdb::MsMs
2315794
Specdb::MsMs
2622773
Specdb::MsMs
2622774
Specdb::MsMs
2622775
HMDB06755
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
Corticosteroid 11-beta-dehydrogenase isozyme 1
P28845
HSD11B1