NAV

7,8-dihydroxy-4-phenyl-2H-chromen-2-one

Identification

Generic Name
7,8-dihydroxy-4-phenyl-2H-chromen-2-one
DrugBank Accession Number
DB08049
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 254.2375
Monoisotopic: 254.057908808
Chemical Formula
C15H10O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCatechol O-methyltransferaseNot 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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as neoflavones. These are neoflavonoids with a structure based on the 4-phenylcoumarin skeleton.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Neoflavonoids
Sub Class
Neoflavones
Direct Parent
Neoflavones
Alternative Parents
7,8-dihydroxycoumarins / 7-hydroxycoumarins / 1-benzopyrans / Pyranones and derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Heteroaromatic compounds / Lactones / Oxacyclic compounds
show 3 more
Substituents
1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 4-phenylcoumarin / 7,8-dihydroxycoumarin / 7-hydroxycoumarin / Aromatic heteropolycyclic compound / Benzenoid / Benzopyran / Coumarin
show 12 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JRVIIPJSVKTPBK-UHFFFAOYSA-N
InChI
InChI=1S/C15H10O4/c16-12-7-6-10-11(9-4-2-1-3-5-9)8-13(17)19-15(10)14(12)18/h1-8,16,18H
IUPAC Name
7,8-dihydroxy-4-phenyl-2H-chromen-2-one
SMILES
OC1=CC=C2C(OC(=O)C=C2C2=CC=CC=C2)=C1O

References

General References
Not Available
PubChem Compound
5413034
PubChem Substance
99444520
ChemSpider
4550515
ChEMBL
CHEMBL1233867
ZINC
ZINC000000406883
PDBe Ligand
KOM
PDB Entries
2zvj

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.0829 mg/mLALOGPS
logP3.15ALOGPS
logP3.26Chemaxon
logS-3.5ALOGPS
pKa (Strongest Acidic)7.93Chemaxon
pKa (Strongest Basic)-4.7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area66.76 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity79.06 m3·mol-1Chemaxon
Polarizability25.36 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9494
Blood Brain Barrier-0.5382
Caco-2 permeable-0.845
P-glycoprotein substrateSubstrate0.5179
P-glycoprotein inhibitor INon-inhibitor0.931
P-glycoprotein inhibitor IINon-inhibitor0.9011
Renal organic cation transporterNon-inhibitor0.932
CYP450 2C9 substrateNon-substrate0.8092
CYP450 2D6 substrateNon-substrate0.9153
CYP450 3A4 substrateNon-substrate0.6796
CYP450 1A2 substrateInhibitor0.5463
CYP450 2C9 inhibitorInhibitor0.6934
CYP450 2D6 inhibitorNon-inhibitor0.9567
CYP450 2C19 inhibitorNon-inhibitor0.8682
CYP450 3A4 inhibitorNon-inhibitor0.8594
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.788
Ames testNon AMES toxic0.9469
CarcinogenicityNon-carcinogens0.9443
BiodegradationNot ready biodegradable0.7876
Rat acute toxicity3.1183 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9841
hERG inhibition (predictor II)Non-inhibitor0.8748
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-MSsplash10-0fi0-0490000000-d0e858c105c2f91801b6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-76f03b52a452136576d0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-77513c633504edc19756
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-f81d561ab362f723b0bc
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-5656c15c3403fa376d03
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udj-0940000000-9fcdef652cd747256c74
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0920000000-925e641b70ceeaaa170a
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-165.7064898
predicted
DarkChem Lite v0.1.0
[M-H]-146.99966
predicted
DeepCCS 1.0 (2019)
[M+H]+166.7612898
predicted
DarkChem Lite v0.1.0
[M+H]+149.38918
predicted
DeepCCS 1.0 (2019)
[M+Na]+165.8307898
predicted
DarkChem Lite v0.1.0
[M+Na]+155.45082
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Catechol O-methyltransferase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
O-methyltransferase activity
Specific Function
Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOP...
Gene Name
COMT
Uniprot ID
P21964
Uniprot Name
Catechol O-methyltransferase
Molecular Weight
30036.77 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:28 / Updated at June 12, 2020 16:52