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145920

Sigma-Aldrich

Quinine monohydrochloride dihydrate

90%

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Synonym(s):
Quinine hydrochloride dihydrate
Empirical Formula (Hill Notation):
C20H24N2O2 · HCl · 2H2O
CAS Number:
6119-47-7
Molecular Weight:
396.91
Beilstein:
6112655
EC Number:
205-001-1
MDL number:
MFCD00151248
UNSPSC Code:
12352005
PubChem Substance ID:
24848752
NACRES:
NA.22

Quality Level

100

Assay

90%

form

solid

optical activity

[α]20/D −144°, c = 1 in H2O

mp

115-116 °C (dec.) (lit.)

SMILES string

Cl[H].[H]O[H].[H]O[H].[H][C@@]12CCN(C[C@@H]1C=C)[C@@]([H])(C2)[C@H](O)c3ccnc4ccc(OC)cc34

InChI

1S/C20H24N2O2.ClH.2H2O/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;1H;2*1H2/t13-,14-,19-,20+;;;/m0.../s1

InChI key

MPQKYZPYCSTMEI-FLZPLBAKSA-N

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General description

Quinine monohydrochloride dihydrate is commonly used as a standard for bitterness in sensory evaluation experiments of food samples.

Other Notes

Remainder hydroquinine hydrochloride dihydrate

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H317,H334

Hazard Classifications

Acute Tox. 4 Oral - Resp. Sens. 1 - Skin Sens. 1

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Prediction of grape polyphenol astringency by means of a fluorimetric micro-plate assay
Fia G, et al.
Food Chemistry, 113(1), 325-330 (2009)
Temporary modification of salivary protein profile and individual responses to repeated phenolic astringent stimuli.
Dinnella C, et al.
Chemical Senses, 35(1), 75-85 (2010)
Benjamin Troutwine et al.
Alcoholism, clinical and experimental research, 43(12), 2480-2493 (2019-10-09)
N-methyl-D-aspartate (NMDA) receptors regulate synaptic plasticity and modulate a wide variety of behaviors. Mammalian NMDA receptors are inhibited by ethanol (EtOH) even at low concentrations. In mice, the F639A mutation in transmembrane domain (TMD) 3 of the NR1 subunit reduces
Hao Jin et al.
Cell, 184(1), 257-271 (2021-01-09)
Hardwired circuits encoding innate responses have emerged as an essential feature of the mammalian brain. Sweet and bitter evoke opposing predetermined behaviors. Sweet drives appetitive responses and consumption of energy-rich food sources, whereas bitter prevents ingestion of toxic chemicals. Here

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