1.0
2011-09-21 00:39:18 UTC
2017-04-03 04:53:12 UTC
FDB024063
3a-Hydroxy-5b-pregnane-20-one
3alpha-Hydroxy-5beta-pregnane-20-one is an intermediate in C21-Steroid hormone metabolism. 3alpha-Hydroxy-5beta-pregnane-20-one is converted from 5beta-Pregnane-3,20-dione via the enzyme 3-alpha-hydroxysteroid dehydrogenase (EC 1.1.1.50). It is then converted to Pregnanediol via the enzyme 3alpha(or 20beta)-hydroxysteroid dehydrogenase (EC 1.1.1.53). [HMDB]
3alpha-Hydroxy-5beta-pregnane-20-one
C21H34O2
318.4935
318.255880332
1-[(2S,5R,7R,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one
pregnanolone
128-20-1
[H][C@]12CCC3C4CC[C@H](C(C)=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@@H](O)C2
InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15-,16?,17-,18?,19?,20+,21-/m1/s1
AURFZBICLPNKBZ-KCZNCWLVSA-N
belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
Gluco/mineralocorticoids, progestogins and derivatives
Organic compounds
Lipids and lipid-like molecules
Steroids and steroid derivatives
Pregnane steroids
Aliphatic homopolycyclic compounds
20-oxosteroids
3-alpha-hydroxysteroids
Cyclic alcohols and derivatives
Hydrocarbon derivatives
Ketones
Organic oxides
Secondary alcohols
20-oxosteroid
3-alpha-hydroxysteroid
3-hydroxysteroid
Alcohol
Aliphatic homopolycyclic compound
Carbonyl group
Cyclic alcohol
Hydrocarbon derivative
Hydroxysteroid
Ketone
Organic oxide
Organic oxygen compound
Organooxygen compound
Oxosteroid
Progestogin-skeleton
Secondary alcohol
Solid
logp
4.28
logs
-5.37
solubility
1.36e-03 g/l
logp
3.99
pka_strongest_acidic
18.3
pka_strongest_basic
-1.4
iupac
1-[(2S,5R,7R,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one
average_mass
318.4935
mono_mass
318.255880332
smiles
[H][C@]12CCC3C4CC[C@H](C(C)=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@@H](O)C2
formula
C21H34O2
inchi
InChI=1S/C21H34O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14-19,23H,4-12H2,1-3H3/t14-,15-,16?,17-,18?,19?,20+,21-/m1/s1
inchikey
AURFZBICLPNKBZ-KCZNCWLVSA-N
polar_surface_area
37.3
refractivity
92.91
polarizability
38.36
rotatable_bond_count
1
acceptor_count
2
donor_count
1
physiological_charge
0
formal_charge
0
Steroidogenesis
SMP00130
map00140
Specdb::CMs
9731
Specdb::CMs
39074
Specdb::CMs
155365
Specdb::MsMs
287482
Specdb::MsMs
287483
Specdb::MsMs
287484
Specdb::MsMs
326347
Specdb::MsMs
326348
Specdb::MsMs
326349
Specdb::MsMs
2749195
Specdb::MsMs
2749196
Specdb::MsMs
2749197
Specdb::MsMs
2933148
Specdb::MsMs
2933149
Specdb::MsMs
2933150
HMDB06759
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