U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H24N2O2.2C6H8O6
Molecular Weight 676.6663
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUININE ASCORBATE

SMILES

C=C[C@@]1([H])CN2CC[C@@]1([H])C[C@@]2([H])[C@@]([H])(c3ccnc4ccc(cc34)OC)O.C([C@@]([H])([C@]1([H])C(=C(C(=O)O1)O)O)O)O.C([C@@]([H])([C@]1([H])C(=C(C(=O)O1)O)O)O)O

InChI

InChIKey=CJHQUYQRCLIWSW-JPGAVJPLSA-N
InChI=1S/C20H24N2O2.2C6H8O6/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;2*7-1-2(8)5-3(9)4(10)6(11)12-5/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;2*2,5,7-10H,1H2/t13-,14-,19-,20+;2*2-,5+/m000/s1

HIDE SMILES / InChI

Molecular Formula C6H8O6
Molecular Weight 176.1244
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C20H24N2O2
Molecular Weight 324.4175
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Quinine ascorbate is a salt of antimalarial drug quinine and ascorbic acid (vitamin C). Ascorbate reduces the potency of quinolone-containing anti-malarial drugs. Quinine ascorbate was marketed as a component of over-the-counter smoking deterrent products but was not recognized as safe by the FDA regulation in 1993.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
10.6 μg/mL
300 mg/m² single, intramuscular
dose: 300 mg/m²
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
9.7 μg/mL
300 mg/m² single, intravenous
dose: 300 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
10.3 μg/mL
300 mg/m² single, intragastric
dose: 300 mg/m²
route of administration: Intragastric
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
11.3 μg/mL
300 mg/m² 2 times / day multiple, intramuscular
dose: 300 mg/m²
route of administration: Intramuscular
experiment type: MULTIPLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
3.2 μg/mL
8.7 mg/kg single, oral
dose: 8.7 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
QUININE unknown
Homo sapiens
population: HEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
8.4 μg/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
QUININE unknown
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
87.2 μg × h/mL
300 mg/m² single, intramuscular
dose: 300 mg/m²
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
90.5 μg × h/mL
300 mg/m² single, intravenous
dose: 300 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
95.4 μg × h/mL
300 mg/m² single, intragastric
dose: 300 mg/m²
route of administration: Intragastric
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
28 μg × h/mL
8.7 mg/kg single, oral
dose: 8.7 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
QUININE unknown
Homo sapiens
population: HEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
73 μg × h/mL
10 mg/kg single, oral
dose: 10 mg/kg
route of administration: Oral
experiment type: SINGLE
co-administered:
QUININE unknown
Homo sapiens
population: UNHEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
8.4 h
300 mg/m² single, intramuscular
dose: 300 mg/m²
route of administration: Intramuscular
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
12.5 h
300 mg/m² single, intravenous
dose: 300 mg/m²
route of administration: Intravenous
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
13.1 h
300 mg/m² single, intragastric
dose: 300 mg/m²
route of administration: Intragastric
experiment type: SINGLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
9.8 h
300 mg/m² 2 times / day multiple, intramuscular
dose: 300 mg/m²
route of administration: Intramuscular
experiment type: MULTIPLE
co-administered:
QUININE serum
Homo sapiens
population: UNHEALTHY
age: CHILD
sex: UNKNOWN
food status: UNKNOWN
OverviewDrug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [IC50 >133 uM]
no [IC50 >133 uM]
no [IC50 >133 uM]
no [IC50 >133 uM]
no [Inhibition 20 uM]
no [Inhibition 20 uM]
weak
yes [IC50 1.8 uM]
yes [IC50 22.6 uM]
yes [IC50 51.6 uM]
yes [Inhibition 20 uM]
yes [Inhibition 80 uM]
yes [Ki 3.4 uM]
yes
yes
yes
yes
yes
yes
yes
yes
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
likely
likely
likely
likely
likely
yes [Km 10 uM]
yes [Km 2.6 uM]
yes
yes
yes
yes
yes
yes (co-administration study)
Comment: Coadministration of Ketoconazole increased Quinine AUC by 45% and decreased a mean oral clearance of Quinine by 31%.
Substance Class Chemical
Created
by admin
on Sat Jun 26 15:00:30 UTC 2021
Edited
by admin
on Sat Jun 26 15:00:30 UTC 2021
Record UNII
KAU4V10S2I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUININE ASCORBATE
MART.   USAN  
USAN  
Official Name English
QUININE ASCORBATE [MART.]
Common Name English
L-ASCORBIC ACID, COMPOUND WITH QUININE (2:1)
Common Name English
QUININE ASCORBATE [USAN]
Common Name English
L-ASCORBIC ACID, COMPOUND WITH (8.ALPHA.,9R)-6'-METHOXYCINCHONAN-9-OL (2:1)
Common Name English
Classification Tree Code System Code
CFR 21 CFR 310.547
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
CFR 21 CFR 310.544
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C152127
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
PRIMARY
PUBCHEM
56840788
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
PRIMARY
FDA UNII
KAU4V10S2I
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
PRIMARY
CAS
146-40-7
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
PRIMARY
RXCUI
236327
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
PRIMARY RxNorm
ECHA (EC/EINECS)
205-671-5
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
PRIMARY
ChEMBL
CHEMBL170
Created by admin on Sat Jun 26 15:00:30 UTC 2021 , Edited by admin on Sat Jun 26 15:00:30 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE