quinine
cinchonan-9-ol, 6'-methoxy-, (8a,9R)-
Identification
| Name | quinine |
| CAS Number | 130-95-0 |
| EINECS | 205-003-2 |
| FDA UNII | A7V27PHC7A |
| Molecular Formula | C20 H24 N2 O2 |
| Molecular Weight | 324.42368000 |
| MDL Number | MFCD00198096 |
| Nikkaji Number | J654.524F |
| Beilstein | 91867 |
| XlogP3 | 2.90 (est) |
Regulatory
Physical Properties
| Appearance | pale yellow to brown needles (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 177.00 °C. @ 760.00 mm Hg |
| Boiling Point | 495.00 to 496.00 °C. @ 760.00 mm Hg (est) |
| Flash Point | 489.00 °F. TCC ( 253.70 °C. ) (est) |
| logP (o/w) | 3.440 |
| Soluble in | alcohol |
| Insoluble in | water |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | denaturants |
Organoleptic Properties
| Taste Description | bitter |
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intravenous-cat LDLo 100 mg/kg |
| Dermal Toxicity | subcutaneous-cat LDLo 100 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA', 'BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA\nBLOOD: OTHER CHANGES\nCARDIAC: OTHER CHANGES', 'CARDIAC: OTHER CHANGES\nBLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA\nBLOOD: OTHER CHANGES']
Safety in Use
| Category | cosmetic agents |
| Recommendation for quinine usage levels up to | not for fragrance use. |
| Recommendation for quinine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
chinin
cinchonan-9-ol, 6'-methoxy-, (3a,8a,9R)-
cinchonan-9-ol, 6'-methoxy-, (8a,9R)-
(R)-[(2S,4S,5R)-5-
ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
(R)-(6-
methoxy-4-chinolinyl)[(2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol
(R)-(6-
methoxy-4-quinolinyl)[(2S,4S,5R)-5-vinyl-1-azabicyclo[2.2.2]oct-2-yl]methanol
(3a,8a,9R)-6'-
methoxycinchonan-9-ol
(8a,9R)-6'-
methoxycinchonan-9-ol
6'-
methoxycinchonan-9-ol
(8S,9R)-
quinine
(R)-(-)-
quinine
Info:
Quinine
PubMed:
[Kansei biosensors to reproduce gustatory and olfactory senses].
PubMed:
Role of NMDA, opioid and dopamine D1 and D2 receptor signaling in the acquisition of a quinine-conditioned flavor avoidance in rats.
PubMed:
Taste loss in hospitalized multimorbid elderly subjects.
PubMed:
Genetic analysis of chemosensory traits in human twins.
PubMed:
Somatosensory factors in taste perception: effects of active tasting and solution temperature.
PubMed:
[Functional MRI investigation of brain activity triggered by taste stimulation].
PubMed:
Rational development of taste masked oral liquids guided by an electronic tongue.
PubMed:
Evidence for an integrated oral sensory module in the human anterior ventral insula.
PubMed:
The role of transient receptor potential vanilloid-1 on neural responses to acids by the chorda tympani, glossopharyngeal and superior laryngeal nerves in mice.
PubMed:
Structural analogues of homoeriodictyol as flavor modifiers. Part III: short chain gingerdione derivatives.
PubMed:
Potentiation of taste and extract stimuli in conditioned flavor preference learning.
PubMed:
New bitter-masking compounds: hydroxylated benzoic acid amides of aromatic amines as structural analogues of homoeriodictyol.
PubMed:
Hunger alters the expression of acquired hedonic but not sensory qualities of food-paired odors in humans.
PubMed:
Olfactory influences on appetite and satiety in humans.
PubMed:
Olfactory influences on appetite and satiety in humans.
PubMed:
Taste masking analysis in pharmaceutical formulation development using an electronic tongue.
PubMed:
Bitterness suppression with zinc sulfate and na-cyclamate: a model of combined peripheral and central neural approaches to flavor modification.
PubMed:
'Thermal taste' predicts higher responsiveness to chemical taste and flavor.
PubMed:
Two procedures establishing preference for oral cocaine and lidocaine solutions which do not use an associative history with a reinforcer.
PubMed:
Interaction of gustatory and lingual somatosensory perceptions at the cortical level in the human: a functional magnetic resonance imaging study.
PubMed:
An opioid receptor antagonist, naltrexone, does not alter taste and smell responses in humans.
PubMed:
The representation of umami taste in the taste cortex.
PubMed:
Glutamate and the flavor of foods.
PubMed:
Factors affecting the perception of naturalness and flavor strength in citrus drinks.
PubMed:
The neurophysiology of taste and olfaction in primates, and umami flavor.
PubMed:
Flavor avoidance learning and its implications in reducing strychnine baiting hazards to nontarget animals.
PubMed:
Glucose- and fructose-conditioned flavor preferences in rats: taste versus postingestive conditioning.
PubMed:
Oral caffeine consumption by rats: the role of flavor history, concentration, concurrent food, and an adenosine agonist.
PubMed:
Preference of Old World monkeys for amino acids and other gustatory stimuli: the influence of monosodium glutamate.
PubMed:
Influence of the sense of taste on broiler chick feed consumption.
PubMed:
Conditioned flavor preferences based on delayed caloric consequences.
PubMed:
Norepinephrine-facilitated eating: reduction in saccharin preference and conditioned flavor preferences with increase in quinine aversion.
PubMed:
Rats learn to like the taste of morphine.
PubMed:
Use of taste repellants and emetics to prevent accidental poisoning of dogs.
PubMed:
Developmental flavor experience affects utilization of odor, not taste in toxiphobic conditioning.
PubMed:
Flavor enhances the antidipsogenic effect of naloxone.