4-(2-PROPENYL)PHENYL-β-D-GLUCOPYRANOSIDE
Relevant Data
Food Additives Approved in the United States
General Information
| CAS number: | 64703-98-6 |
| JECFA number: | 2018 |
| FEMA number: | 4548 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2010 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Specs Code: | N |
| Report: | TRS 960-JECFA 73/114 |
| Tox Monograph: | FAS 64-JECFA 73/207 |
| Specification: | Compendium of FAO food additive specifications |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 44390556 |
| IUPAC Name | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(4-prop-2-enylphenoxy)oxane-3,4,5-triol |
| InChI | InChI=1S/C15H20O6/c1-2-3-9-4-6-10(7-5-9)20-15-14(19)13(18)12(17)11(8-16)21-15/h2,4-7,11-19H,1,3,8H2/t11-,12-,13+,14-,15-/m1/s1 |
| InChI Key | BGWWYZXBGAKMRB-UXXRCYHCSA-N |
| Canonical SMILES | C=CCC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O |
| Molecular Formula | C15H20O6 |
| Wikipedia | 4-(2-propenyl)phenyl-β-D-glucopyranoside |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 296.319 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 5 |
| Complexity | 328.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w O A A A A A A A A A A A A A A A A A A A A A A A A A A 0 Q A A A A A A A A A A B A A A A G g A A C A A A D B S w m A M w D o A A B g C A A i B C A A A C C A A g I A A I i A A G C I g d N i K E M R q i e C C l w B E P q A f A 4 I w O I A A A A A A A A A B A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 99.4 |
| Monoisotopic Mass | 296.126 |
| Exact Mass | 296.126 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 21 |
| Defined Atom Stereocenter Count | 5 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.6783 |
| Human Intestinal Absorption | HIA- | 0.7471 |
| Caco-2 Permeability | Caco2- | 0.7984 |
| P-glycoprotein Substrate | Substrate | 0.5392 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6786 |
| Non-inhibitor | 0.8642 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8288 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6007 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8123 |
| CYP450 2D6 Substrate | Non-substrate | 0.8806 |
| CYP450 3A4 Substrate | Non-substrate | 0.6120 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9264 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8702 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9120 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8408 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.6621 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6342 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9128 |
| Non-inhibitor | 0.8388 | |
| AMES Toxicity | Non AMES toxic | 0.5907 |
| Carcinogens | Non-carcinogens | 0.9511 |
| Fish Toxicity | High FHMT | 0.9394 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9205 |
| Honey Bee Toxicity | High HBT | 0.7073 |
| Biodegradation | Ready biodegradable | 0.6100 |
| Acute Oral Toxicity | III | 0.6991 |
| Carcinogenicity (Three-class) | Non-required | 0.6708 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.5776 | LogS |
| Caco-2 Permeability | -0.5674 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.2003 | LD50, mol/kg |
| Fish Toxicity | 0.8249 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.2434 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Glycosyl compounds |
| Direct Parent | Phenolic glycosides |
| Alternative Parents | |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Phenolic glycoside - O-glycosyl compound - Phenoxy compound - Phenol ether - Monocyclic benzene moiety - Monosaccharide - Benzenoid - Oxane - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Primary alcohol - Hydrocarbon derivative - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. |
From ClassyFire