5-deoxyflavanone

Identification

Name
5-deoxyflavanone
Accession Number
DB03601  (EXPT01172)
Type
Small Molecule
Groups
Experimental
Description

5-deoxyflavanone is a solid. This compound belongs to the flavanones. These are compounds containing a flavan-3-one moiety, whose structure is characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
T194LKP9W6
CAS number
578-86-9
Weight
Average: 256.2534
Monoisotopic: 256.073558872
Chemical Formula
C15H12O4
InChI Key
FURUXTVZLHCCNA-AWEZNQCLSA-N
InChI
InChI=1S/C15H12O4/c16-10-3-1-9(2-4-10)14-8-13(18)12-6-5-11(17)7-15(12)19-14/h1-7,14,16-17H,8H2/t14-/m0/s1
IUPAC Name
(2S)-7-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
SMILES
OC1=CC=C(C=C1)[[email protected]@H]1CC(=O)C2=CC=C(O)C=C2O1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C09762
PubChem Compound
114829
PubChem Substance
46505285
ChemSpider
102790
BindingDB
50241408
ChEBI
28777
ChEMBL
CHEMBL252642
HET
DFV
PDB Entries
1fm7 / 1jx0 / 1jx1

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.133 mg/mLALOGPS
logP2.79ALOGPS
logP2.49ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)7.79ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.76 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.31 m3·mol-1ChemAxon
Polarizability26.41 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9915
Blood Brain Barrier+0.708
Caco-2 permeable+0.7142
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor INon-inhibitor0.9273
P-glycoprotein inhibitor IINon-inhibitor0.88
Renal organic cation transporterNon-inhibitor0.8988
CYP450 2C9 substrateNon-substrate0.7954
CYP450 2D6 substrateNon-substrate0.888
CYP450 3A4 substrateNon-substrate0.6725
CYP450 1A2 substrateInhibitor0.8739
CYP450 2C9 inhibitorInhibitor0.9352
CYP450 2D6 inhibitorNon-inhibitor0.885
CYP450 2C19 inhibitorInhibitor0.8456
CYP450 3A4 inhibitorInhibitor0.5207
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5609
Ames testNon AMES toxic0.8005
CarcinogenicityNon-carcinogens0.9249
BiodegradationNot ready biodegradable0.8095
Rat acute toxicity3.1675 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9602
hERG inhibition (predictor II)Non-inhibitor0.9019
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-014r-0900000000-8829ca13726fa5ef2894

Taxonomy

Description
This compound belongs to the class of organic compounds known as flavanones. These are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Flavonoids
Sub Class
Flavans
Direct Parent
Flavanones
Alternative Parents
7-hydroxyflavonoids / 4'-hydroxyflavonoids / Chromones / Aryl alkyl ketones / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Oxacyclic compounds / Organic oxides / Hydrocarbon derivatives
Substituents
4'-hydroxyflavonoid / 7-hydroxyflavonoid / Hydroxyflavonoid / Flavanone / Chromone / Chromane / 1-benzopyran / Benzopyran / Aryl alkyl ketone / Aryl ketone
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
dihydroxyflavanone (CHEBI:28777) / flavanones (C09762) / Flavanones (LMPK12140061)

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:16