ContaminantDB: Cinchonidine

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 21:37:25 UTC

Update Date

2016-11-09 01:17:52 UTC

Accession Number

CHEM024307

Identification

Common Name

Cinchonidine

Class

Small Molecule

Description

Alkaloid from the leaves of Olea europaea Cinchonidine is an alkaloid used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonine. Cinchonidine is found in olive, herbs and spices, and fruits.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Cinchonine, hexaiodotl(-2) (1:1), (9S)-isomer	MeSH
Cinchonine, hydrochloride, (9S)-isomer	MeSH
Cinchonine, monohydrochloride, (9S)-isomer	MeSH
Cinchonine, sulfate (2:1), (9S)-isomer	MeSH
(-)-Cinchonidine	HMDB
(8a,9R)-Cinchonan-9-ol, 9ci	HMDB
(8alpha ,9R)-Cinchonan-9-ol	HMDB
(8S,9R)-Cinchonidine	HMDB
a-Quinidine	HMDB
alpha -Quinidine	HMDB
alpha-Quinidine	HMDB
Cinchovatine	HMDB
L-Cinchonidine	HMDB
Nchem.180-comp1b	HMDB
Cinchonidine monohydrochloride	MeSH, HMDB
Cinchonidine sulfate(2:1)	MeSH, HMDB
Cinchonidine, (1beta,3alpha,4beta,8alpha,9R)-isomer	MeSH, HMDB
Cinchonidine hydrochloride	MeSH, HMDB
Cinchonidine	MeSH

Chemical Formula

C₁₉H₂₂N₂O

Average Molecular Mass

294.391 g/mol

Monoisotopic Mass

294.173 g/mol

CAS Registry Number

485-71-2

IUPAC Name

{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol

Traditional Name

cinchonidine sulfate

SMILES

OC(C1CC2CCN1CC2C=C)C1=CC=NC2=C1C=CC=C2

InChI Identifier

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

InChI Key

KMPWYEUPVWOPIM-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cinchona alkaloids

Sub Class

Not Available

Direct Parent

Cinchona alkaloids

Alternative Parents

Substituents

Cinchonan-skeleton
4-quinolinemethanol
Quinoline
Quinuclidine
Aralkylamine
Piperidine
Pyridine
Benzenoid
Heteroaromatic compound
1,2-aminoalcohol
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Alcohol
Aromatic alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.38 g/L	ALOGPS
logP	3.2	ALOGPS
logP	2.67	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	13.88	ChemAxon
pKa (Strongest Basic)	9.15	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.23 m³·mol⁻¹	ChemAxon
Polarizability	33.1 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a5i-2910000000-0f0ed0cb19d7fe7fadca	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00a9-9875000000-eaf01aacdc509130f140	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0002-0960000000-6456c6c3bb2715a7fa00	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , positive	splash10-0002-0960000000-6456c6c3bb2715a7fa00	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0090000000-6187f815acdbbec47fb2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-00lu-2900000000-14f3c34cde5aa2a11079	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-00nb-2940000000-eb3a248cf968cf941040	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-069v-0980000000-48c213347c975179636c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-0002-0090000000-0e970cbc2afa57a9654f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0190000000-858bee716ec1d75adc07	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0561-1940000000-26e7e3cbae5ea5fb610f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0090000000-b480b5a0b696f940452f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0190000000-f93b51b0818b008b49b7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-00lr-1900000000-603d73783b786d42fdc1	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0190000000-6595d19fdd23a9e3238b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0190000000-5a94ad8c559d5c375bdd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0190000000-c81a1076dcd69ebccce3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0090000000-ae336d292aca65dcc174	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0090000000-166d01b77083c7e27751	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-001j-2950000000-88afa86bed375ec3a70c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 6V, Positive	splash10-0002-0190000000-6abca9144bc157cadb34	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-0090000000-ad4802f48f7823037200	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004r-0890000000-dfa80dddb949e8796af0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ac9-0910000000-23c8a136dc8bfb4979ca	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0190000000-49f8db7ac84bad0edd86	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-0290000000-9d17bd1a54e6ff3cde9b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057r-1910000000-835c9a14cf1712dd341b	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0250260

FooDB ID

FDB002116

Phenol Explorer ID

Not Available

KNApSAcK ID

C00002147

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Cinchonidine

Chemspider ID

2655

ChEBI ID

Not Available

PubChem Compound ID

2757

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Cinchonidine (CHEM024307)

Structure for CHEM024307: Cinchonidine