(+)-Cinchonine - 98%, high purity , CAS No.118-10-5

  • ≥98%
Item Number
C106926
Grouped product items
SKUSizeAvailabilityPrice Qty
C106926-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$9.90
C106926-25g
25g
In stock
$32.90
C106926-100g
100g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$100.90
C106926-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$453.90

Basic Description

Synonyms(S)-quinolin-4-yl((2R,4S,5R)-5-vinylquinuclidin-2-yl)methanol | GNF-Pf-3189 | NCGC00262542-03 | .alpha.-Quinidine | NSC 6176 | HMS2096J18 | Prestwick3_000608 | LA40221 | (8R,9S)-Cinchonine | UNII-V43X79NZCD | 2-Quinuclidinemethanol, .alpha.-4-quinolyl-5-v
Specifications & Purity≥98%
Storage TempStore at 2-8°C
Shipped InWet ice

Associated Targets(Human)

ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC2A1 Tchem Glucose transporter (14755 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A498 (42825 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHN (49357 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CAKI-1 (44928 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
COLO 205 (50209 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Huh-7 (12904 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KM12 (47707 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
M14 (47487 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MOLT-4 (49676 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-4 (44535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-5 (45555 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-8 (47708 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RPMI-8226 (44974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXF 393 (41971 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-295 (48000 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-2 (46422 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-28 (48833 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-5 (47095 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-OV-3 (52876 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SN12C (47755 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNB-19 (46794 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TK-10 (45540 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-251 (51189 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-257 (46019 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UACC-62 (47335 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UO-31 (46270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WI-38 (2654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
786-0 (47912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI/ADR-RES (33767 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T47D (39041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EKVX (44102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H322M (45589 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hs-578T (29457 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SF-268 (49410 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IGROV-1 (47897 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LOX IMVI (44321 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HOP-62 (47048 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trichomonas vaginalis (2376 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ht1 Hexose transporter 1 (14071 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania mexicana mexicana (27 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (S)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
INCHI InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18+,19-/m0/s1
InChi Key KMPWYEUPVWOPIM-QAMTZSDWSA-N
Canonical SMILES C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O
Isomeric SMILES C=C[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](C3=CC=NC4=CC=CC=C34)O
WGK Germany 3
RTECS GD3500000
PubChem CID 90454
Molecular Weight 294.39
Beilstein 89689
Reaxy-Rn 89689

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

9 results found

Lot NumberCertificate TypeDateItem
G2416568Certificate of AnalysisApr 27, 2024 C106926
F2216161Certificate of AnalysisFeb 24, 2022 C106926
F2216248Certificate of AnalysisFeb 24, 2022 C106926
F2216249Certificate of AnalysisFeb 24, 2022 C106926
F2216250Certificate of AnalysisFeb 24, 2022 C106926
H2309591Certificate of AnalysisFeb 24, 2022 C106926
K2425024Certificate of AnalysisFeb 24, 2022 C106926
L2321176Certificate of AnalysisFeb 24, 2022 C106926
A2220063Certificate of AnalysisJan 22, 2022 C106926

Chemical and Physical Properties

SolubilityInsoluble in water; Slightly soluble in Alcohol; Very slightly soluble in Ether,Chloroform
SensitivityLight sensitive.
Specific Rotation[α]223 ° (C=0.5, EtOH)
Melt Point(°C)256-266°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H302:Harmful if swallowed

H317:May cause an allergic skin reaction

H332:Harmful if inhaled

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P301+P317:IF SWALLOWED: Get medical help.

P317:Get emergency medical help.

WGK Germany 3
RTECS GD3500000
Reaxy-Rn 89689
Merck Index 2287

Related Documents

Citations of This Product

1. Huan Xue, Hao-Jie Xing, Bin Wang, Chao Fu, Yu-Shan Zhang, Xi Qiao, Chao Guo, Xiao-Li Zhang, Bin Hu, Xin Zhao, Li-Jiao Deng, Xiao-Chan Zhu, Yi Zhang, Yun-Feng Liu.  (2023)  Cinchonine, a Potential Oral Small-Molecule Glucagon-Like Peptide-1 Receptor Agonist, Lowers Blood Glucose and Ameliorates Non-Alcoholic Steatohepatitis.  Drug Design Development and Therapy,      [PMID:37197367] [10.2147/DDDT.S404055]
2. Zhi-Yuan Zhang, Li-Li Rui, Ya-Li Lin, Hui-Dan Zhang, Ji-Ming Ou, Jian-Feng He, Quan-Zhou Wu.  (2021)  Preparation of ordered macroporous molecularly imprinted polymers and their applications in purifying cinchona alkaloids from cinchona extract.  POLYMER INTERNATIONAL,  70  (9): (1344-1355).  [PMID:] [10.1002/pi.6205]
3. Yuan Tan, Lijing Jing, Yonghong Ding, Tianxin Wei.  (2015)  A novel double-layer molecularly imprinted polymer film based surface plasmon resonance for determination of testosterone in aqueous media.  APPLIED SURFACE SCIENCE,  342  (84).  [PMID:] [10.1016/j.apsusc.2015.03.031]
4. Li Liu, Xuecai Tan, Xiaoxue Fang, Yuexin Sun, Fuhou Lei, Zaiyin Huang.  (2012)  Electrochemical Sensor Based on Molecularly Imprinted Polymer Film Prepared with Functional Abietic-Type Acids as Cross-Linker for the Determination of Quinine.  ELECTROANALYSIS,  24  (7): (1647-1654).  [PMID:] [10.1002/elan.201200085]

References

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15. Aleksandra Wesełucha-Birczyńska,Barbara J Oleksyn,Joanna Watroba.  (2009-11-04)  Channel-like crystal structure of cinchoninium L-O-phosphoserine salt dihydrate..  Chirality,  22  ((6)): (557-564).  [PMID:19885820]
16. Yueqi Liu,Kaori Hoshina,Jun Haginaka.  (2010-02-16)  Monodispersed, molecularly imprinted polymers for cinchonidine by precipitation polymerization..  Talanta,  80  ((5)): (1713-1718).  [PMID:20152401]
17. Francisco J Prado-Prado,Xerardo García-Mera,Humberto González-Díaz.  (2010-02-27)  Multi-target spectral moment QSAR versus ANN for antiparasitic drugs against different parasite species..  Bioorganic & medicinal chemistry,  18  ((6)): (2225-2231).  [PMID:20185316]
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19. Zbigniew Karczmarzyk,Teodozja M Lipińska,Waldemar Wysocki,Monika Denisiuk,Katarzyna Piechocka.  (2011-09-02)  Tosyl esters of cinchonidine and cinchonine alkaloids: the structure-reactivity relationship in the hydrolysis to 9-epibases..  Acta crystallographica. Section C, Crystal structure communications,  67  ((Pt 9)): (o346-o349).  [PMID:21881184]
20. Qing Gu,Shu-Li You.  (2011-09-15)  Desymmetrization of cyclohexadienones via asymmetric Michael reaction catalyzed by cinchonine-derived urea..  Organic letters,  13  ((19)): (5192-5195).  [PMID:21913734]
21. Yu-Hua Liao,Xiong-Li Liu,Zhi-Jun Wu,Xi-Lin Du,Xiao-Mei Zhang,Wei-Cheng Yuan.  (2012-04-14)  Organocatalytic asymmetric conjugate addition of 3-monosubstituted oxindoles to (E)-1,4-diaryl-2-buten-1,4-diones: a strategy for the indirect enantioselective furanylation and pyrrolylation of 3-alkyloxindoles..  Chemistry (Weinheim an der Bergstrasse, Germany),  18  ((21)): (6679-6687).  [PMID:22499157]
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23. Carol E Griffin,Jonathan M Hoke,Upeka Samarakoon,Junhui Duan,Jianbing Mu,Michael T Ferdig,David C Warhurst,Roland A Cooper.  (2012-08-08)  Mutation in the Plasmodium falciparum CRT protein determines the stereospecific activity of antimalarial cinchona alkaloids..  Antimicrobial agents and chemotherapy,  56  ((10)): (5356-5364).  [PMID:22869567]
24. Matthew L Beckman,Akula Bala Pramod,Danielle Perley,L Keith Henry.  (2013-10-29)  Stereoselective inhibition of serotonin transporters by antimalarial compounds..  Neurochemistry international,  73  (98-106).  [PMID:24161619]
25. Leeor Zilbermintz,William Leonardi,Sun-Young Jeong,Megan Sjodt,Ryan McComb,Chi-Lee C Ho,Cary Retterer,Dima Gharaibeh,Rouzbeh Zamani,Veronica Soloveva,Sina Bavari,Anastasia Levitin,Joel West,Kenneth A Bradley,Robert T Clubb,Stanley N Cohen,Vivek Gupta,Mikhail Martchenko.  (2015-08-28)  Identification of agents effective against multiple toxins and viruses by host-oriented cell targeting..  Scientific reports,  (13476-13476).  [PMID:26310922]
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27. G Rankovic,V Stankovic,M Zivkovic,B Rankovic,D Laketic,M Potic,M Saranovic,G Nedin Rankovic.  (2019-08-06)  Effects of cinchonine, a Cinchona bark alkaloid, on spontaneous and induced rat ileum contractions..  Bratislavske lekarske listy,  120  ((8)): (576-580).  [PMID:31379180]
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30. Jiabing Jiang,Kesheng Song,Zhi Chen,Qi Zhou,Youwen Tang,Fenglong Gu,Xiongjun Zuo,Zhiguang Xu.  (2011-05-11)  Novel molecularly imprinted microsphere using a single chiral monomer and chirality-matching (S)-ketoprofen template..  Journal of chromatography. A,  1218  ((24)): (3763-3770).  [PMID:21555129]
31. Anita Bosak,Alma Ramić,Tamara Šmidlehner,Tomica Hrenar,Ines Primožič,Zrinka Kovarik.  (2018-10-06)  Design and evaluation of selective butyrylcholinesterase inhibitors based on Cinchona alkaloid scaffold..  PloS one,  13  ((10)): (e0205193-e0205193).  [PMID:30289893]
32. Huan Xue, Hao-Jie Xing, Bin Wang, Chao Fu, Yu-Shan Zhang, Xi Qiao, Chao Guo, Xiao-Li Zhang, Bin Hu, Xin Zhao, Li-Jiao Deng, Xiao-Chan Zhu, Yi Zhang, Yun-Feng Liu.  (2023)  Cinchonine, a Potential Oral Small-Molecule Glucagon-Like Peptide-1 Receptor Agonist, Lowers Blood Glucose and Ameliorates Non-Alcoholic Steatohepatitis.  Drug Design Development and Therapy,      [PMID:37197367] [10.2147/DDDT.S404055]
33. Zhi-Yuan Zhang, Li-Li Rui, Ya-Li Lin, Hui-Dan Zhang, Ji-Ming Ou, Jian-Feng He, Quan-Zhou Wu.  (2021)  Preparation of ordered macroporous molecularly imprinted polymers and their applications in purifying cinchona alkaloids from cinchona extract.  POLYMER INTERNATIONAL,  70  (9): (1344-1355).  [PMID:] [10.1002/pi.6205]
34. Yuan Tan, Lijing Jing, Yonghong Ding, Tianxin Wei.  (2015)  A novel double-layer molecularly imprinted polymer film based surface plasmon resonance for determination of testosterone in aqueous media.  APPLIED SURFACE SCIENCE,  342  (84).  [PMID:] [10.1016/j.apsusc.2015.03.031]
35. Li Liu, Xuecai Tan, Xiaoxue Fang, Yuexin Sun, Fuhou Lei, Zaiyin Huang.  (2012)  Electrochemical Sensor Based on Molecularly Imprinted Polymer Film Prepared with Functional Abietic-Type Acids as Cross-Linker for the Determination of Quinine.  ELECTROANALYSIS,  24  (7): (1647-1654).  [PMID:] [10.1002/elan.201200085]

Solution Calculators