3,7,3',4'-TETRAHYDROXYFLAVONE

Identification

Name
3,7,3',4'-TETRAHYDROXYFLAVONE
Accession Number
DB07795
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
NSC-407010 / NSC-656275
Categories
Not Available
UNII
OO2ABO9578
CAS number
Not Available
Weight
Average: 286.2363
Monoisotopic: 286.047738052
Chemical Formula
C15H10O6
InChI Key
XHEFDIBZLJXQHF-UHFFFAOYSA-N
InChI
InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
IUPAC Name
2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-4H-chromen-4-one
SMILES
OC1=CC2=C(C=C1)C(=O)C(O)=C(O2)C1=CC=C(O)C(O)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCyclin homologNot AvailableSaHV-2
UCyclin-dependent kinase 6Not AvailableHuman
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
C10041
PubChem Compound
5281614
PubChem Substance
99444266
ChemSpider
4444933
BindingDB
7457
ChEBI
42567
ChEMBL
CHEMBL31574
HET
FSE
PDB Entries
1xo2 / 3p0h / 4rlt

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 Solubility0.151 mg/mLALOGPS
logP2.03ALOGPS
logP1.81ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)6.32ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity74.88 m3·mol-1ChemAxon
Polarizability27.64 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9833
Blood Brain Barrier+0.5116
Caco-2 permeable-0.8367
P-glycoprotein substrateSubstrate0.551
P-glycoprotein inhibitor INon-inhibitor0.9018
P-glycoprotein inhibitor IINon-inhibitor0.8259
Renal organic cation transporterNon-inhibitor0.9242
CYP450 2C9 substrateNon-substrate0.8088
CYP450 2D6 substrateNon-substrate0.911
CYP450 3A4 substrateNon-substrate0.663
CYP450 1A2 substrateInhibitor0.9249
CYP450 2C9 inhibitorInhibitor0.8949
CYP450 2D6 inhibitorNon-inhibitor0.923
CYP450 2C19 inhibitorNon-inhibitor0.6965
CYP450 3A4 inhibitorNon-inhibitor0.7054
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5409
Ames testNon AMES toxic0.5905
CarcinogenicityNon-carcinogens0.939
BiodegradationNot ready biodegradable0.8902
Rat acute toxicity3.1831 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9774
hERG inhibition (predictor II)Non-inhibitor0.8374
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 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000i-0090000000-c1553f0c611f67bf4f9d
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000i-0590000000-d5ae2c650c208f2280a1
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0f79-0940000000-01a46744a5b3400edf4e
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0079-0920000000-e90e3306aeee5a3a860c
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-00du-2910000000-290829e57b6f173be8a6
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000i-0390000000-5b81a7908f16f0a7ea48
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-000i-0090000000-d6424bbb654f1f6f9a3d
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-03dr-0930000000-e2686cac73cb1e9d586c
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-03dr-0930000000-fc2111437a5a1f4d2f76
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-0a4r-0290000000-5c8ad469168402341b9f
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-00b9-0890000000-a1442e3e62aebd868ecc
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-60a3ecd3089a9c06f89b
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-1ecacca5cc3e871c68dc
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0190000000-9735c20afc466c288b66
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0960000000-ca43a054785d31625955
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0920000000-76dea0f1763f3705a124
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-000i-0090000000-fa8ea3d7ca32952650d3
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4s-0900000000-752f52a6aa237a03bea0
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-01py-0390000000-5cddff1a8299cea287f7
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-01pp-0390000000-df0f65b084511f53d17b
MS/MS Spectrum - , positiveLC-MS/MSsplash10-000i-0290000000-e9c0c8202292d2ce3c4f
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as flavonols. These are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Flavonoids
Sub Class
Flavones
Direct Parent
Flavonols
Alternative Parents
7-hydroxyflavonoids / 4'-hydroxyflavonoids / 3-hydroxyflavonoids / 3'-hydroxyflavonoids / Chromones / Catechols / Pyranones and derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives
show 5 more
Substituents
3-hydroxyflavone / 3'-hydroxyflavonoid / 3-hydroxyflavonoid / 4'-hydroxyflavonoid / 7-hydroxyflavonoid / Hydroxyflavonoid / Chromone / Benzopyran / 1-benzopyran / Catechol
show 15 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
tetrahydroxyflavone, 3'-hydroxyflavonoid, 7-hydroxyflavonol (CHEBI:42567) / flavonols (C10041) / Flavones and Flavonols (LMPK12111566)

Targets

Kind
Protein
Organism
SaHV-2
Pharmacological action
Unknown
General Function
Not Available
Specific Function
May be highly relevant to the process of cellular transformation and rapid T-cell proliferation effected by HVS during latent infections of T-cells in susceptible hosts.
Gene Name
72
Uniprot ID
Q01043
Uniprot Name
Cyclin homolog
Molecular Weight
28637.055 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. [PubMed:10592235]
Details
2. Cyclin-dependent kinase 6
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Cyclin-dependent protein serine/threonine kinase activity
Specific Function
Serine/threonine-protein kinase involved in the control of the cell cycle and differentiation; promotes G1/S transition. Phosphorylates pRB/RB1 and NPM1. Interacts with D-type G1 cyclins during int...
Gene Name
CDK6
Uniprot ID
Q00534
Uniprot Name
Cyclin-dependent kinase 6
Molecular Weight
36938.025 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. [PubMed:10592235]

Drug created on September 15, 2010 15:26 / Updated on November 09, 2017 04:20