NEOHESPERIDIN DIHYDROCHALCONE
Relevant Data
Flavouring Substances Approved by European Union:
General Information
| Mainterm | NEOHESPERIDIN DIHYDROCHALCONE |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 20702-77-6 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 30231 |
| IUPAC Name | 1-[4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one |
| InChI | InChI=1S/C28H36O15/c1-11-21(34)23(36)25(38)27(40-11)43-26-24(37)22(35)19(10-29)42-28(26)41-13-8-16(32)20(17(33)9-13)14(30)5-3-12-4-6-18(39-2)15(31)7-12/h4,6-9,11,19,21-29,31-38H,3,5,10H2,1-2H3/t11-,19+,21-,22+,23+,24-,25+,26+,27-,28+/m0/s1 |
| InChI Key | ITVGXXMINPYUHD-CUVHLRMHSA-N |
| Canonical SMILES | CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC(=C(C(=C3)O)C(=O)CCC4=CC(=C(C=C4)OC)O)O)CO)O)O)O)O)O |
| Molecular Formula | C28H36O15 |
| Wikipedia | neohesperidin dihydrochalone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 612.581 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 15 |
| Rotatable Bond Count | 10 |
| Complexity | 882.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f 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 a I E 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 y 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 i M g d N z a G N R q i e W O l 4 B U P u Q f I 7 P z O I A A B C A A I Q A B A A A I Q A B C A A A A A A A A A A A = = |
| Topological Polar Surface Area | 245.0 |
| Monoisotopic Mass | 612.205 |
| Exact Mass | 612.205 |
| XLogP3 | None |
| XLogP3-AA | -0.3 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 43 |
| Defined Atom Stereocenter Count | 10 |
| 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- | 0.7878 |
| Human Intestinal Absorption | HIA- | 0.8215 |
| Caco-2 Permeability | Caco2- | 0.7755 |
| P-glycoprotein Substrate | Substrate | 0.6444 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8439 |
| Non-inhibitor | 0.7684 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8261 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7590 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7797 |
| CYP450 2D6 Substrate | Non-substrate | 0.8780 |
| CYP450 3A4 Substrate | Substrate | 0.5191 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8883 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7338 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9200 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8756 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8988 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8070 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9517 |
| Non-inhibitor | 0.7165 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.9710 |
| Fish Toxicity | Low FHMT | 0.6346 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9910 |
| Honey Bee Toxicity | High HBT | 0.5878 |
| Biodegradation | Ready biodegradable | 0.7280 |
| Acute Oral Toxicity | III | 0.8085 |
| Carcinogenicity (Three-class) | Non-required | 0.7645 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.4171 | LogS |
| Caco-2 Permeability | -0.0801 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.1020 | LD50, mol/kg |
| Fish Toxicity | 1.3690 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3818 | 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 - Phenolic glycoside - Linear 1,3-diarylpropanoid - Cinnamylphenol - Alkyl-phenylketone - Butyrophenone - Disaccharide - Glycosyl compound - O-glycosyl compound - Methoxyphenol - Phenylketone - Anisole - Benzoyl - Phenoxy compound - Phenol ether - Resorcinol - Methoxybenzene - Aryl ketone - Aryl alkyl ketone - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Oxane - Vinylogous acid - Ketone - Secondary alcohol - Polyol - Ether - Oxacycle - Organoheterocyclic compound - Acetal - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Primary alcohol - Organooxygen compound - Alcohol - 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