Cinchonidine

Category	Influenza Virus
CAS	485-71-2
Description	Cinchonidine is an alkaloid found in Cinchona officinalis. It is used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonine. Cinchonidine is a weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively.

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Synonyms	(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]oct-2-yl](quinolin-4-yl)methanol; Cinchovatine; NSC 5364; α-Quinidine; (8α,9R)-Cinchonan-9-ol; (-)-Cinchonidine; (8S,9R)-Cinchonidine; (8α,9R)-Cinchonan-9-ol
IUPAC Name	(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol
Molecular Weight	294.39
Molecular Formula	C19H22N2O
Canonical SMILES	C=CC1CN2CCC1CC2C(C3=CC=NC4=CC=CC=C34)O
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
InChIKey	KMPWYEUPVWOPIM-KODHJQJWSA-N
Boiling Point	464.5 °C / 760 mmHg
Melting Point	200-206 °C
Flash Point	234.7±24.6 °C
Purity	>98%
Density	1.2±0.1 g/cm3
Solubility	DMSO: 29 mg/mL (98.5 mM) Ethanol: 29 mg/mL (98.5 mM) Water: Insoluble
Appearance	White to Off-white Solid
Storage	Sealed in dry. Keep in dark place. Room temperature.
Complexity	412
Exact Mass	294.173213330
Index Of Refraction	1.652
In Vitro	Cinchonidine (α-Quinidine) is a cinchona alkaloid found in Cinchona officinalis and Gongronema latifolium. A building block used in asymmetric synthesis in organic chemistry. Weak inhibitor of serotonin transporter (SERT) with Kis of 330, 4.2, 36, 196, 15 μM for dSERT, hSERT, hSERT I172M, hSERT S438T, hSERT Y95F, respectively.
PSA	36.36000
Target	Ki: 330 μM (dSERT), 4.2 μM (hSERT), 36 μM (hSERT I172M), 196 μM (hSERT S438T), 15 μM (hSERT Y95F).
Vapor Pressure	0.0±1.2 mmHg at 25°C
XLogP3-AA	2.7