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145904

Quinine

90%

Synonym(s):

6′-Methoxycinchonidine

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About This Item

Empirical Formula (Hill Notation):
C20H24N2O2
CAS Number:
130-95-0
Molecular Weight:
324.42
UNSPSC Code:
12352104
NACRES:
NA.22
PubChem Substance ID:
24848751
EC Number:
205-003-2
Beilstein/REAXYS Number:
91867
MDL number:
MFCD00198096
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Quality Level

200

assay

90%

optical activity

[α]25/D −165°, c = 2 in ethanol

mp

173-175 °C (lit.)

functional group

hydroxyl

SMILES string

COc1ccc2nccc([C@@H](O)[C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)c2c1

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

InChI key

LOUPRKONTZGTKE-WZBLMQSHSA-N

Gene Information

human ... ABCB1(5243), CYP2C9(1559), CYP2D6(1565)
rat ... Cyp2d1(266684), Cyp2d2(25053), Cyp2d3(24303), Cyp2d4v1(171522)

General description

Quinine, a cinchona alkaloid found in the bark of the cinchona tree, is known for its anti-malarial property.

Application

Resolving agent for carboxylic acids. Catalyzes the kinetic resolution of furanones.
Quinine has been used as a standard during the chemical evaluation of alkaloids in the hydroethanolic extracts of endophytic fungi obtained from the leaves of Costus spiralis by TLC.

Biochem/physiol Actions

Potassium channel blocker

Other Notes

remainder hydroquinine

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class

11 - Combustible Solids

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9535
BCCM6685
BCCL0830
BCCK4568
BCCJ1195

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Chirality, 4, 323-323 (1992)
Chemical assessment and antimicrobial and antioxidant activities of endophytic fungi extracts isolated from Costus spiralis (Jacq.) Roscoe (Costaceae)
Marson Ascencio PG, et al
Evidence-Based Complementary and Alternative Medicine : ECAM, 2014 (2014)
Tetrahedron, 50, 4775-4775 (1994)
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