5,7-DIHYDROXY-2-(3-HYDROXY-4-METHOXY-PHENYL)-CHROMAN-4-ONE
Relevant Data
Food Additives Approved by WHO:
General Information
| Mainterm | 5,7-DIHYDROXY-2-(3-HYDROXY-4-METHOXY-PHENYL)-CHROMAN-4-ONE |
| FEMA Number | 4313 |
| CAS Reg.No.(or other ID) | 69097-99-0 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 3593 |
| IUPAC Name | 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one |
| InChI | InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3 |
| InChI Key | AIONOLUJZLIMTK-UHFFFAOYSA-N |
| Canonical SMILES | COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O)O |
| Molecular Formula | C16H14O6 |
| Wikipedia | 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 302.282 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Complexity | 413.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B 4 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 Y I A A A A A A A A C R Q A A A G g A A C A A A D B S g m A I y B 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 N J z a G N R q C e W O l 4 B U L 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 | 96.2 |
| Monoisotopic Mass | 302.079 |
| Exact Mass | 302.079 |
| XLogP3 | None |
| XLogP3-AA | 2.4 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 22 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| 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- | 0.6591 |
| Human Intestinal Absorption | HIA+ | 0.9511 |
| Caco-2 Permeability | Caco2+ | 0.8286 |
| P-glycoprotein Substrate | Substrate | 0.6682 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7430 |
| Inhibitor | 0.5576 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8866 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6551 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7059 |
| CYP450 2D6 Substrate | Non-substrate | 0.8630 |
| CYP450 3A4 Substrate | Non-substrate | 0.5067 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.9106 |
| CYP450 2C9 Inhibitor | Inhibitor | 0.8949 |
| CYP450 2D6 Inhibitor | Inhibitor | 0.6510 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.8994 |
| CYP450 3A4 Inhibitor | Inhibitor | 0.7959 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.7998 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9747 |
| Non-inhibitor | 0.8574 | |
| AMES Toxicity | Non AMES toxic | 0.8777 |
| Carcinogens | Non-carcinogens | 0.9483 |
| Fish Toxicity | High FHMT | 0.7765 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9961 |
| Honey Bee Toxicity | High HBT | 0.6713 |
| Biodegradation | Not ready biodegradable | 0.8978 |
| Acute Oral Toxicity | III | 0.5979 |
| Carcinogenicity (Three-class) | Non-required | 0.5775 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.4782 | LogS |
| Caco-2 Permeability | 0.7259 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 3.1455 | LD50, mol/kg |
| Fish Toxicity | 0.6128 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.1507 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | O-methylated flavonoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 4'-O-methylated flavonoids |
| Alternative Parents |
|
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 4p-methoxyflavonoid-skeleton - Flavanone - Hydroxyflavonoid - 7-hydroxyflavonoid - 5-hydroxyflavonoid - 3'-hydroxyflavonoid - Flavan - Chromone - Chromane - Benzopyran - Methoxyphenol - 1-benzopyran - Methoxybenzene - Phenoxy compound - Aryl alkyl ketone - Anisole - Phenol ether - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Ketone - Oxacycle - Organoheterocyclic compound - Ether - Organic oxide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. |
From ClassyFire