3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXYPHENYL)PROPAN-1-ONE

Identification

Name
3-(4-HYDROXYPHENYL)-1-(2,4,6-TRIHYDROXYPHENYL)PROPAN-1-ONE
Accession Number
DB07810
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
FEMA NO. 4390
Categories
Not Available
UNII
S5J5OE47MK
CAS number
Not Available
Weight
Average: 274.2687
Monoisotopic: 274.084123558
Chemical Formula
C15H14O5
InChI Key
VGEREEWJJVICBM-UHFFFAOYSA-N
InChI
InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2
IUPAC Name
3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one
SMILES
OC1=CC=C(CCC(=O)C2=C(O)C=C(O)C=C2O)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UHTH-type transcriptional regulator TtgRNot AvailablePseudomonas putida (strain DOT-T1E)
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
Human Metabolome Database
HMDB0003306
KEGG Compound
C00774
PubChem Compound
4788
PubChem Substance
99444281
ChemSpider
4624
BindingDB
23446
ChEBI
17276
ChEMBL
CHEMBL45068
IUPHAR
4285
Guide to Pharmacology
GtP Drug Page
HET
G50
PDB Entries
2uxi

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 Solubility0.132 mg/mLALOGPS
logP2.23ALOGPS
logP3.9ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)8ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity73.71 m3·mol-1ChemAxon
Polarizability27.75 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8742
Blood Brain Barrier+0.699
Caco-2 permeable+0.8866
P-glycoprotein substrateNon-substrate0.5748
P-glycoprotein inhibitor INon-inhibitor0.9427
P-glycoprotein inhibitor IINon-inhibitor0.8578
Renal organic cation transporterNon-inhibitor0.8001
CYP450 2C9 substrateNon-substrate0.7142
CYP450 2D6 substrateNon-substrate0.8806
CYP450 3A4 substrateNon-substrate0.5785
CYP450 1A2 substrateInhibitor0.9108
CYP450 2C9 inhibitorInhibitor0.8948
CYP450 2D6 inhibitorNon-inhibitor0.7867
CYP450 2C19 inhibitorInhibitor0.8993
CYP450 3A4 inhibitorInhibitor0.7961
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7172
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.9099
BiodegradationNot ready biodegradable0.6501
Rat acute toxicity2.0976 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8407
hERG inhibition (predictor II)Non-inhibitor0.8737
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
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-002f-0915000000-2cd118505cf4ff16b664
MS/MS Spectrum - Quattro_QQQ 10V, PositiveLC-MS/MSsplash10-0006-1900000000-b990d3eca878be81222b
MS/MS Spectrum - Quattro_QQQ 25V, PositiveLC-MS/MSsplash10-014i-2900000000-4eb9bf83b7d70a97bd0b
MS/MS Spectrum - Quattro_QQQ 40V, PositiveLC-MS/MSsplash10-0w2c-4900000000-77d3779ddd5455f0b9a3
LC-MS/MS Spectrum - LC-ESI-ITTOF (LCMS-IT-TOF) , PositiveLC-MS/MSsplash10-004i-0090000000-a2a168a2f04c479df8ed
LC-MS/MS Spectrum - LC-ESI-ITTOF (LCMS-IT-TOF) , NegativeLC-MS/MSsplash10-00dj-0090050000-15d417468db5c396463e
LC-MS/MS Spectrum - LC-ESI-ITTOF (LCMS-IT-TOF) , PositiveLC-MS/MSsplash10-0a4i-0900000000-bc6e2e1009d1b50ad9f7
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0290000000-826fa92be2be280f2e5e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zfr-0930000000-6abeede53ef1753e2613
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-2900000000-a2ba5d714e72373837bb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0290000000-8a18e7ae5b70f7a0683f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00b9-0930000000-66ecbda03ca96ea053b3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-3910000000-831048d96d049d47cd92
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0290000000-826fa92be2be280f2e5e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zfr-0930000000-6abeede53ef1753e2613
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-2900000000-a2ba5d714e72373837bb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-0290000000-8a18e7ae5b70f7a0683f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00b9-0930000000-66ecbda03ca96ea053b3
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-3910000000-831048d96d049d47cd92
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-00xr-0690000000-e5774d71d08a1df83336
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-014i-0900000000-d051b74295a78047c5f0
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-01b9-0900000000-6e6539df4cbbef8d26b3
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-01b9-0940000000-e06c676ae64bfbb5107b
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-014i-0900000000-949e95a0767d512e3d04
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-014i-0910000000-bb2134d05e29fff0bc78
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-014i-0910000000-eb3ed13a8222a6f19622
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-014i-0910000000-667b033138f7ace9d55f
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0fmi-0023970000-393be1dcce343cb4741e
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0umi-0023970000-3a5237456ae522f69560
MS/MS Spectrum - Linear Ion Trap , negativeLC-MS/MSsplash10-0umi-0024970000-1b94154d82b12915f577
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a6r-0940000000-4efa4b943568aeb36bfe
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0900000000-f6a73eb3753eaa9c13ac
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0900000000-0c999f95c930697ca836
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-2900000000-b071b34e8decf08d20cb
LC-MS/MS Spectrum - LC-ESI-ITTOF , positiveLC-MS/MSsplash10-0a4i-0900000000-ed2c23e84df7f42a0a67
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0900000000-c8896aeaf8559ac26f93
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0900000000-d57cecd4ec328ffa5040
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-0900000000-52e9b7bfdbff1b9771bd
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0aor-0920000000-9caa394f42bff9a3a176
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-0aor-0930000000-707d689e0109c4da44ad
1H NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable

Taxonomy

Description
This compound belongs to the class of organic compounds known as 2'-hydroxy-dihydrochalcones. These are organic compounds containing dihydrochalcone skeleton that carries a hydroxyl group at the 2'-position.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Linear 1,3-diarylpropanoids
Sub Class
Chalcones and dihydrochalcones
Direct Parent
2'-Hydroxy-dihydrochalcones
Alternative Parents
Cinnamylphenols / Alkyl-phenylketones / Butyrophenones / Acylphloroglucinols and derivatives / Benzoyl derivatives / Aryl alkyl ketones / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Vinylogous acids / Polyols
show 2 more
Substituents
2'-hydroxy-dihydrochalcone / Cinnamylphenol / Alkyl-phenylketone / Acylphloroglucinol derivative / Butyrophenone / Benzenetriol / Phloroglucinol derivative / Phenylketone / Aryl alkyl ketone / Aryl ketone
show 14 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
dihydrochalcones (CHEBI:17276) / dihydrochalcones, Chalcones and dihydrochalcones (C00774) / Chalcones and dihydrochalcones (LMPK12120525) / a small molecule (PHLORETIN)

Targets

Kind
Protein
Organism
Pseudomonas putida (strain DOT-T1E)
Pharmacological action
Unknown
General Function
Dna binding
Specific Function
Represses expression from the ttgABC operon promoter and its own expression. Binds to a promoter region between the divergently transcribed ttgR and ttgABC genes/operons; in the presence of chloram...
Gene Name
ttgR
Uniprot ID
Q9AIU0
Uniprot Name
HTH-type transcriptional regulator TtgR
Molecular Weight
23854.075 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 02, 2018 06:38