1.0
2011-09-21 00:13:45 UTC
2015-07-21 06:57:12 UTC
FDB022421
3-Hydroxyquinine
3-Hydroxyquinine is a major metabolite of quinine. The formation of 3-hydroxyquinine is catalysed by cytochrome P450 3A4. [HMDB]
3-hydroxyquinidine
6'-Methoxycinchonan-3,9-diol
C20H24N2O3
340.4162
340.178692644
(3S,4R,6S)-3-ethenyl-6-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-3-ol
3-hydroxyquinidine
53467-23-5
[H][C@]12CCN(C[C@]1(O)C=C)[C@@]([H])(C2)[C@H](O)C1=CC=NC2=CC=C(OC)C=C12
InChI=1S/C20H24N2O3/c1-3-20(24)12-22-9-7-13(20)10-18(22)19(23)15-6-8-21-17-5-4-14(25-2)11-16(15)17/h3-6,8,11,13,18-19,23-24H,1,7,9-10,12H2,2H3/t13-,18+,19-,20-/m1/s1
BSRUJCFCZKMFMB-ZNYHDOEXSA-N
belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety.
Cinchona alkaloids
Organic compounds
Alkaloids and derivatives
Cinchona alkaloids
Aromatic heteropolycyclic compounds
1,2-aminoalcohols
4-quinolinemethanols
Alkyl aryl ethers
Anisoles
Aralkylamines
Aromatic alcohols
Azacyclic compounds
Heteroaromatic compounds
Hydrocarbon derivatives
Organopnictogen compounds
Piperidines
Pyridines and derivatives
Quinuclidines
Secondary alcohols
Tertiary alcohols
Trialkylamines
1,2-aminoalcohol
4-quinolinemethanol
Alcohol
Alkyl aryl ether
Amine
Anisole
Aralkylamine
Aromatic alcohol
Aromatic heteropolycyclic compound
Azacycle
Benzenoid
Cinchonan-skeleton
Ether
Heteroaromatic compound
Hydrocarbon derivative
Organic nitrogen compound
Organic oxygen compound
Organoheterocyclic compound
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Piperidine
Pyridine
Quinoline
Quinuclidine
Secondary alcohol
Tertiary alcohol
Tertiary aliphatic amine
Tertiary amine
Solid
logp
2.24
logs
-2.47
solubility
1.14e+00 g/l
logp
1.67
pka_strongest_acidic
13.55
pka_strongest_basic
8.63
iupac
(3S,4R,6S)-3-ethenyl-6-[(R)-hydroxy(6-methoxyquinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-3-ol
average_mass
340.4162
mono_mass
340.178692644
smiles
[H][C@]12CCN(C[C@]1(O)C=C)[C@@]([H])(C2)[C@H](O)C1=CC=NC2=CC=C(OC)C=C12
formula
C20H24N2O3
inchi
InChI=1S/C20H24N2O3/c1-3-20(24)12-22-9-7-13(20)10-18(22)19(23)15-6-8-21-17-5-4-14(25-2)11-16(15)17/h3-6,8,11,13,18-19,23-24H,1,7,9-10,12H2,2H3/t13-,18+,19-,20-/m1/s1
inchikey
BSRUJCFCZKMFMB-ZNYHDOEXSA-N
polar_surface_area
65.82
refractivity
95.91
polarizability
36.89
rotatable_bond_count
4
acceptor_count
5
donor_count
2
physiological_charge
1
formal_charge
0
Specdb::CMs
15858
Specdb::CMs
37923
Specdb::CMs
131579
Specdb::CMs
139313
Specdb::MsMs
301126
Specdb::MsMs
301127
Specdb::MsMs
301128
Specdb::MsMs
343576
Specdb::MsMs
343577
Specdb::MsMs
343578
Specdb::MsMs
2738170
Specdb::MsMs
2738171
Specdb::MsMs
2738172
Specdb::MsMs
2970705
Specdb::MsMs
2970706
Specdb::MsMs
2970707
HMDB01091
17685
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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