QUININE SULFATE
Relevant Data
Flavouring Substances Approved by European Union:
General Information
| Chemical Names: | (8S,9R)-6-METHOXY-4-QUINOLENYL-5-VINYL-2-QUINUCLIDINYLMETHANOL SULFATE DIHYDRATE |
| CAS number: | 804-63-7 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 1993 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 41 |
| Specs Code: | R |
| Comments: | Current use levels up to 100 mg/l (as quinine base) in soft drinks not of toxicological concern |
| Report: | TRS 837-JECFA 41/13 |
| Tox Monograph: | FAS 30-JECFA 39/81 (1992) |
| Specification: | COMPENDIUM ADDENDUM 2/FNP 52 Add.2/109. R; FAO JECFA Monographs 1 vol.3/225 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 11949689 |
| IUPAC Name | (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;sulfuric acid |
| InChI | InChI=1S/C20H24N2O2.H2O4S/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;1-5(2,3)4/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;(H2,1,2,3,4)/t13-,14-,19-,20+;/m0./s1 |
| InChI Key | AKYHKWQPZHDOBW-DSXUQNDKSA-N |
| Canonical SMILES | COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.OS(=O)(=O)O |
| Molecular Formula | C20H26N2O6S |
| Wikipedia | quinine sulfate dihydrate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 422.496 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 4 |
| Complexity | 538.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B 7 O A B A 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 o C g A z R n R D 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 | 129.0 |
| Monoisotopic Mass | 422.151 |
| Exact Mass | 422.151 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 29 |
| 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+ | 0.7348 |
| Human Intestinal Absorption | HIA+ | 0.7269 |
| Caco-2 Permeability | Caco2- | 0.5680 |
| P-glycoprotein Substrate | Substrate | 0.7857 |
| P-glycoprotein Inhibitor | Inhibitor | 0.6773 |
| Non-inhibitor | 0.9254 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.5509 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4117 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7913 |
| CYP450 2D6 Substrate | Non-substrate | 0.8014 |
| CYP450 3A4 Substrate | Substrate | 0.5565 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7716 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8114 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8340 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7793 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8525 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8443 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Strong inhibitor | 0.7484 |
| Inhibitor | 0.7518 | |
| AMES Toxicity | Non AMES toxic | 0.6108 |
| Carcinogens | Non-carcinogens | 0.6870 |
| Fish Toxicity | High FHMT | 0.9382 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8779 |
| Honey Bee Toxicity | High HBT | 0.5059 |
| Biodegradation | Not ready biodegradable | 0.9969 |
| Acute Oral Toxicity | III | 0.6020 |
| Carcinogenicity (Three-class) | Non-required | 0.6123 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.4267 | LogS |
| Caco-2 Permeability | 0.0543 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.5106 | LD50, mol/kg |
| Fish Toxicity | 1.4877 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.5357 | 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 - Sulfuric acid - Aralkylamine - Benzenoid - Pyridine - Piperidine - Heteroaromatic compound - Organic sulfuric acid or derivatives - 1,2-aminoalcohol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Organoheterocyclic compound - Azacycle - Ether - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Alcohol - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Organic oxide - 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