ContaminantDB: hydroquinine

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

Record Information

Version

1.0

Creation Date

2016-06-03 10:26:59 UTC

Update Date

2016-11-09 01:22:49 UTC

Accession Number

CHEM042943

Identification

Common Name

hydroquinine

Class

Small Molecule

Description

Contaminant Sources

STOFF IDENT Compounds

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hydroquinine	HMDB
Hydroquinidine, (+-)-isomer	HMDB
Hydroquinidine sulfate	HMDB
Hydroquinidine, (1beta, 3alpha,4beta,8alpha,9R)-isomer	HMDB
Hydroquinidine, (9R)-isomer	HMDB
Hydroquinidine sulfate, (9S)-isomer	HMDB
Hydroquinidine monosulfate, (1beta,3alpha,4beta,8alpha,9R)-isomer	HMDB
Hydroquinidine, (8alpha,9S)-isomer	HMDB
Dihydroquinidine	HMDB
Hydroquinidine monosulfate, (1beta,3alpha,4beta,9S)-isomer	HMDB
Hydroquinidine, (1beta,3alpha,4beta,9S)-isomer	HMDB
Hydroquinidine dihydrochloride, (3alpha,9S)-(+-)-isomer	HMDB
Hydroquinidine, (3alpha,9S)-(+-)-isomer	HMDB
LCN-834	HMDB
Hydroquinidine hydrochloride	HMDB
Hydroquinidine, (8alpha,9R)-isomer	HMDB
Lentoquine	HMDB
Dihydroquinine	HMDB
Hydroquinidine dihydrochloride, (1beta,4beta,3S)-(+-)-isomer	HMDB
Hydroquinidine, (1beta,4beta,9S)-(+-)-isomer	HMDB
LCN 834	HMDB
Hydroquinidine monosulfate	HMDB
Sérécor	HMDB
Hydroquinidine, (9S)-(+-)-isomer	HMDB

Chemical Formula

C₂₀H₂₆N₂O₂

Average Molecular Mass

326.440 g/mol

Monoisotopic Mass

326.199 g/mol

CAS Registry Number

522-66-7

IUPAC Name

{5-ethyl-1-azabicyclo[2.2.2]octan-2-yl}(6-methoxyquinolin-4-yl)methanol

Traditional Name

hydroquinidine

SMILES

CCC1CN2CCC1CC2C(O)C1=C2C=C(OC)C=CC2=NC=C1

InChI Identifier

InChI=1S/C20H26N2O2/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/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3

InChI Key

LJOQGZACKSYWCH-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
Anisole
Quinuclidine
Alkyl aryl ether
Aralkylamine
Piperidine
Pyridine
Benzenoid
Heteroaromatic compound
1,2-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Ether
Azacycle
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Amine
Alcohol
Organic oxygen compound
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	0.31 g/L	ALOGPS
logP	3.36	ALOGPS
logP	2.82	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	13.89	ChemAxon
pKa (Strongest Basic)	9.18	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.59 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	94.65 m³·mol⁻¹	ChemAxon
Polarizability	36.85 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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	splash10-000i-0901000000-6111a5db755ffb60c823	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
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 (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-001i-0900000000-30624c9ae4ae85d7373a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0109000000-754be050140048010ba5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0009000000-568c4cb4a9c122b16d4b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0219000000-07e613db7f43b5015350	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-9f77223102e63de01c6e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0bt9-5930000000-11a403e34439fae3ea06	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0009000000-0f9ff877809178a8d945	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0009000000-3f58b1a4d562a09036d0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0079-0930000000-d450d372fa43e755e96b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-0009000000-888b209122cf9b25e3ec	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-0907000000-aa06742d9d032f32ead7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052r-0900000000-3c1229c1a351f8ba9aae	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-1d2ffb7d7c9bbf4e4d50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-0219000000-2fe1b539616cd5d061c6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052r-0920000000-a3060ee71dd56ef68ea3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0009000000-dae1999fa32e1d569c50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0009000000-12e20092bb9c2882ab8b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01qi-0901000000-8429fff96883f31de2fa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-dac436f1ca5194242739	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0309000000-513c34993e70a691ad68	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0609-0900000000-632019d019ec73eeafb5	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

HMDB0242615

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

C00002173

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Dihydroquinidine

Chemspider ID

3523

ChEBI ID

Not Available

PubChem Compound ID

3649

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26.

hydroquinine (CHEM042943)

Structure for CHEM042943: hydroquinine