QUININE HYDROCHLORIDE
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | QUININE HYDROCHLORIDE |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 130-89-2 |
| Regnum |
172.575 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 91558 |
| IUPAC Name | (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;hydrochloride |
| InChI | InChI=1S/C20H24N2O2.ClH/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;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1H/t13-,14-,19-,20+;/m0./s1 |
| InChI Key | LBSFSRMTJJPTCW-DSXUQNDKSA-N |
| Canonical SMILES | COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.Cl |
| Molecular Formula | C20H25ClN2O2 |
| Wikipedia | quinine hydrochloride anhydrous |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 360.882 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Complexity | 457.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B 7 M A A E A A A A A A A A A A A A A A A A A A A A A A A 8 W L F i A A A A A A C x 8 A A A H g A A C A A A D T z h n g Y + x v M I F g C g A z R n R A C C i C A x I i A I 2 C A + b J g O N u L E s Z u E c C h k w B H Y + A e w 4 P w O g E A B A A A C A A A A g A I A A A Q A A A A A A A A A A A = = |
| Topological Polar Surface Area | 45.6 |
| Monoisotopic Mass | 360.16 |
| Exact Mass | 360.16 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 25 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 2 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.8344 |
| Human Intestinal Absorption | HIA+ | 0.9919 |
| Caco-2 Permeability | Caco2+ | 0.7893 |
| P-glycoprotein Substrate | Substrate | 0.8016 |
| P-glycoprotein Inhibitor | Inhibitor | 0.6081 |
| Inhibitor | 0.8917 | |
| Renal Organic Cation Transporter | Inhibitor | 0.7247 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7467 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7682 |
| CYP450 2D6 Substrate | Non-substrate | 0.8813 |
| CYP450 3A4 Substrate | Substrate | 0.6148 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7794 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8786 |
| CYP450 2D6 Inhibitor | Inhibitor | 0.7458 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7178 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8373 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6436 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Strong inhibitor | 0.5581 |
| Inhibitor | 0.6365 | |
| AMES Toxicity | Non AMES toxic | 0.8000 |
| Carcinogens | Non-carcinogens | 0.9554 |
| Fish Toxicity | High FHMT | 0.7280 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9233 |
| Honey Bee Toxicity | Low HBT | 0.6828 |
| Biodegradation | Not ready biodegradable | 1.0000 |
| Acute Oral Toxicity | II | 0.5991 |
| Carcinogenicity (Three-class) | Non-required | 0.5865 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.2675 | LogS |
| Caco-2 Permeability | 1.0209 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.9590 | LD50, mol/kg |
| Fish Toxicity | 1.5459 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.6478 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Cinchona alkaloids |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cinchona alkaloids |
| Alternative Parents | |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| 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 - Alcohol - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Amine - Hydrochloride - Organic oxygen compound - Aromatic alcohol - Aromatic heteropolycyclic compound |
| Description | This compound 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. |
From ClassyFire