4'-Hydroxyflavanone

Identification

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Name
4'-Hydroxyflavanone
Accession Number
DB04429  (EXPT01169)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
5K6L8O868Y
CAS number
Not Available
Weight
Average: 240.254
Monoisotopic: 240.07864425
Chemical Formula
C15H12O3
InChI Key
ZLHVIYHWWQYJID-HNNXBMFYSA-N
InChI
InChI=1S/C15H12O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-8,15-16H,9H2/t15-/m0/s1
IUPAC Name
(2S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
SMILES
OC1=CC=C(C=C1)[C@@H]1CC(=O)C2=CC=CC=C2O1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
USex hormone-binding globulinNot AvailableHumans
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
PubChem Compound
688859
PubChem Substance
46508379
ChemSpider
600257
ChEBI
41965
HET
DFL
PDB Entries
1jep / 4kzq

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 Solubility0.0992 mg/mLALOGPS
logP3.15ALOGPS
logP2.79ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.47ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity67.33 m3·mol-1ChemAxon
Polarizability25.37 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.8826
Caco-2 permeable+0.7555
P-glycoprotein substrateNon-substrate0.5963
P-glycoprotein inhibitor INon-inhibitor0.845
P-glycoprotein inhibitor IINon-inhibitor0.8467
Renal organic cation transporterNon-inhibitor0.8863
CYP450 2C9 substrateNon-substrate0.7718
CYP450 2D6 substrateNon-substrate0.9051
CYP450 3A4 substrateNon-substrate0.7048
CYP450 1A2 substrateInhibitor0.8866
CYP450 2C9 inhibitorInhibitor0.7387
CYP450 2D6 inhibitorNon-inhibitor0.9088
CYP450 2C19 inhibitorInhibitor0.8853
CYP450 3A4 inhibitorNon-inhibitor0.7768
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6271
Ames testNon AMES toxic0.6898
CarcinogenicityNon-carcinogens0.9159
BiodegradationNot ready biodegradable0.78
Rat acute toxicity2.8753 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.95
hERG inhibition (predictor II)Non-inhibitor0.9262
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

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
Monohydroxyflavonoids / 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 / Monohydroxyflavonoid / Hydroxyflavonoid / Flavanone / Chromone / Chromane / Benzopyran / 1-benzopyran / Aryl alkyl ketone / Aryl ketone
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
4'-hydroxyflavanone (CHEBI:41965)

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Androgen binding
Specific Function
Functions as an androgen transport protein, but may also be involved in receptor mediated processes. Each dimer binds one molecule of steroid. Specific for 5-alpha-dihydrotestosterone, testosterone...
Gene Name
SHBG
Uniprot ID
P04278
Uniprot Name
Sex hormone-binding globulin
Molecular Weight
43778.755 Da
References
  1. Hong H, Branham WS, Ng HW, Moland CL, Dial SL, Fang H, Perkins R, Sheehan D, Tong W: Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and alpha-fetoprotein. Toxicol Sci. 2015 Feb;143(2):333-48. doi: 10.1093/toxsci/kfu231. Epub 2014 Oct 27. [PubMed:25349334]

Drug created on June 13, 2005 07:24 / Updated on June 04, 2019 06:06