TRILOBATIN
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| CAS number: | 4192-90-9 |
| JECFA number: | 2171 |
| FEMA number: | 4674 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2012 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Specs Code: | N |
| Report: | TRS 974-JECFA 76 |
| Tox Monograph: | FAS 67 JECFA 76 |
| Specification: | Compendium of FAO food additive specifications |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6451798 |
| IUPAC Name | 1-[2,6-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one |
| InChI | InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-12-7-14(25)17(15(26)8-12)13(24)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-23,25-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1 |
| InChI Key | GSTCPEBQYSOEHV-QNDFHXLGSA-N |
| Canonical SMILES | C1=CC(=CC=C1CCC(=O)C2=C(C=C(C=C2O)OC3C(C(C(C(O3)CO)O)O)O)O)O |
| Molecular Formula | C21H24O10 |
| Wikipedia | trilobatin |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 436.413 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 7 |
| Complexity | 569.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B 4 P 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 Y I A A A A A A A A A B Q 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 I A q B S A A A C C A A k I A A I i A E G C M g d N z a G N R q i e W C l 4 B U P u Q f I 7 O z O I A A A C A A I A A B A A A A Q A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 177.0 |
| Monoisotopic Mass | 436.137 |
| Exact Mass | 436.137 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 31 |
| 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+ | 0.5623 |
| Human Intestinal Absorption | HIA- | 0.7519 |
| Caco-2 Permeability | Caco2- | 0.8260 |
| P-glycoprotein Substrate | Substrate | 0.5666 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8198 |
| Non-inhibitor | 0.7106 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8038 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7630 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7755 |
| CYP450 2D6 Substrate | Non-substrate | 0.8777 |
| CYP450 3A4 Substrate | Non-substrate | 0.5865 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9046 |
| CYP450 2C9 Inhibitor | Inhibitor | 0.5454 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9235 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8258 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8751 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7838 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9392 |
| Non-inhibitor | 0.6432 | |
| AMES Toxicity | Non AMES toxic | 0.7852 |
| Carcinogens | Non-carcinogens | 0.9695 |
| Fish Toxicity | High FHMT | 0.5659 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9713 |
| Honey Bee Toxicity | High HBT | 0.5822 |
| Biodegradation | Ready biodegradable | 0.9330 |
| Acute Oral Toxicity | III | 0.7398 |
| Carcinogenicity (Three-class) | Non-required | 0.7465 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.3044 | LogS |
| Caco-2 Permeability | -0.3015 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.1009 | LD50, mol/kg |
| Fish Toxicity | 1.1963 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3773 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Flavonoid glycosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Flavonoid O-glycosides |
| Alternative Parents |
|
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Flavonoid o-glycoside - 2'-hydroxy-dihydrochalcone - Linear 1,3-diarylpropanoid - Cinnamylphenol - Phenolic glycoside - Alkyl-phenylketone - Hexose monosaccharide - O-glycosyl compound - Glycosyl compound - Butyrophenone - Phenylketone - Aryl alkyl ketone - Aryl ketone - Benzoyl - Resorcinol - Phenoxy compound - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Monosaccharide - Oxane - Vinylogous acid - Secondary alcohol - Ketone - Acetal - Organoheterocyclic compound - Oxacycle - Polyol - Primary alcohol - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as flavonoid o-glycosides. These are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. |
From ClassyFire