Quinine

C₂₀H₂₄N₂O₂CAS 130-95-0324.42 g/mol

Open in Covalent MOL file

Alcohol Alkene Ether Tertiary amine

Properties

Molecular formula: C₂₀H₂₄N₂O₂
Molar mass: 324.42 g/mol
Exact mass: 324.1838 Da
Melting point: 57 °C
pKa: 8.56, 9.7
Water solubility: 500 mg/L (15 °C)
logP: 3.17Crippen estimate
Polar surface area: 45.6 Å²
H-bond donors / acceptors: 1 / 4
Rotatable bonds: 4
Stereocentres: R, S, S, Rin SMILES atom order

Hazards

Danger

H302 Harmful if swallowed22.9% of notifiers
H315 Causes skin irritation28.4% of notifiers
H317 May cause an allergic skin reaction99.5% of notifiers
H319 Causes serious eye irritation28.4% of notifiers
H334 May cause allergy or asthma symptoms or breathing difficulties if inhaled83.1% of notifiers

Aggregated from 201 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P403, P501

Identifiers

CAS number

130-95-0

SMILES

C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccc(OC)cc12

InChIKey

LOUPRKONTZGTKE-WZBLMQSHSA-N

InChI

InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

19 names · show all

Cinchonan-9-ol, 6′-methoxy-, (8α,9R)-
(8α,9R)-6′-Methoxycinchonan-9-ol
6′-Methoxycinchonidine
(-)-Quinine
(8S,9R)-Quinine
(R)-(-)-Quinine
NSC 192949
WR297608
Qualaquin
Mosgard
Quinlup
Quine 9
Cinkona
Quinex
Quinlex
Rezquin
QSM
SW 85833
(R)-(6-Methoxy-4-quinolyl)[(2S)-5-vinylquinuclidin-2-yl]methanol

Work with Quinine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Quinidine56-54-2Diastereomer Quinidine sulfate50-54-4Salt, diastereomer Quinine sulfate804-63-7Salt Quinine hydrochloride130-89-2Salt (-)-Quinine dihydrochloride60-93-5Salt Quinine bisulfate549-56-4Salt Quinine sulfate dihydrate6119-70-6Salt Quinine hydrochloride dihydrate6119-47-7Salt Quinidine sulfate dihydrate6591-63-5Salt, diastereomer

Similar compounds

Dihydroquinidine1435-55-873 % similar Dihydroquinine522-66-773 % similar Cinchonine118-10-571 % similar Cinchonidine485-71-271 % similar Cinchonine hydrochloride24302-67-868 % similar Cinchonidine sulfate524-61-863 % similar Cinchonine sulfate5949-16-663 % similar 1,4-Bis(dihydroquinidine)phthalazine140853-10-751 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

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