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145920

Sigma-Aldrich

Quinine monohydrochloride dihydrate

90%

Synonym(s):

Quinine hydrochloride dihydrate

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About This Item

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
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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.[1][2]

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3005
STBL1403
STBK7545
STBK6665
STBK3364

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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)
Prediction of grape polyphenol astringency by means of a fluorimetric micro-plate assay
Fia G, et al.
Food Chemistry, 113(1), 325-330 (2009)
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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