1.0
2011-09-21 00:19:18 UTC
2015-07-21 06:57:21 UTC
FDB022769
5beta-Cholestane-3alpha,7alpha,12alpha,23-tetrol
5b-Cholestane-3a,7a,12a,23-Tetrol is a bile present in the urine samples of patients with cerebrotendinous xanthomatosis (CTX). (PMID 6883710 ) [HMDB]
(3a,5b,7a,12a)-Cholestane-3,7,12,23-tetrol
5b-Cholestane-3a,7a,12a,23-tetrol
C27H48O4
436.6676
436.355260024
(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R)-4-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol
(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R)-4-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol
30673-09-7
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CC(O)CC(C)C
InChI=1S/C27H48O4/c1-15(2)10-19(29)11-16(3)20-6-7-21-25-22(14-24(31)27(20,21)5)26(4)9-8-18(28)12-17(26)13-23(25)30/h15-25,28-31H,6-14H2,1-5H3/t16-,17+,18-,19?,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1
VGCSSPQIZFVVCH-UVBCEDGCSA-N
belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.
Prostaglandins and related compounds
Organic compounds
Lipids and lipid-like molecules
Fatty Acyls
Eicosanoids
Aliphatic homomonocyclic compounds
Acryloyl compounds
Carboxylic acids
Cyclic alcohols and derivatives
Cyclopentanols
Enones
Hydrocarbon derivatives
Hydroxy fatty acids
Keto fatty acids
Ketones
Long-chain fatty acids
Monocarboxylic acids and derivatives
Organic oxides
Acryloyl-group
Alcohol
Aliphatic homomonocyclic compound
Alpha,beta-unsaturated ketone
Carbonyl group
Carboxylic acid
Carboxylic acid derivative
Cyclic alcohol
Cyclopentanol
Enone
Hydrocarbon derivative
Hydroxy fatty acid
Keto fatty acid
Ketone
Long-chain fatty acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Organooxygen compound
Prostaglandin skeleton
Secondary alcohol
Prostaglandins
prostaglandins Falpha
Solid
logp
3.47
logs
-4.17
solubility
2.97e-02 g/l
logp
3.59
pka_strongest_acidic
18.3
pka_strongest_basic
-0.1
iupac
(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-14-[(2R)-4-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol
average_mass
436.6676
mono_mass
436.355260024
smiles
[H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@]12C)[C@H](C)CC(O)CC(C)C
formula
C27H48O4
inchi
InChI=1S/C27H48O4/c1-15(2)10-19(29)11-16(3)20-6-7-21-25-22(14-24(31)27(20,21)5)26(4)9-8-18(28)12-17(26)13-23(25)30/h15-25,28-31H,6-14H2,1-5H3/t16-,17+,18-,19?,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1
inchikey
VGCSSPQIZFVVCH-UVBCEDGCSA-N
polar_surface_area
80.92
refractivity
124.54
polarizability
53.14
rotatable_bond_count
5
acceptor_count
4
donor_count
4
physiological_charge
0
formal_charge
0
Specdb::CMs
15843
Specdb::CMs
38204
Specdb::CMs
170617
Specdb::MsMs
301087
Specdb::MsMs
301088
Specdb::MsMs
301089
Specdb::MsMs
343528
Specdb::MsMs
343529
Specdb::MsMs
343530
Specdb::MsMs
2678419
Specdb::MsMs
2678420
Specdb::MsMs
2678421
Specdb::MsMs
3030200
Specdb::MsMs
3030201
Specdb::MsMs
3030202
HMDB01968
#<Reference:0x0000555675e80a00>
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