NAV

5-deoxyflavanone

Identification

Generic Name
5-deoxyflavanone
DrugBank Accession Number
DB03601
Background

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.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 256.2534
Monoisotopic: 256.073558872
Chemical Formula
C15H12O4
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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

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 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
1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 4'-hydroxyflavonoid / 7-hydroxyflavonoid / Alkyl aryl ether / Aromatic heteropolycyclic compound / Aryl alkyl ketone / Aryl ketone / Benzenoid / Benzopyran
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
dihydroxyflavanone (CHEBI:28777) / flavanones (C09762) / Flavanones (LMPK12140061)
Affected organisms
Not Available

Chemical Identifiers

UNII
T194LKP9W6
CAS number
578-86-9
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)[C@@H]1CC(=O)C2=CC=C(O)C=C2O1

References

General References
Not Available
KEGG Compound
C09762
PubChem Compound
114829
PubChem Substance
46505285
ChemSpider
102790
BindingDB
50241408
ChEBI
28777
ChEMBL
CHEMBL252642
ZINC
ZINC000000985403
PDBe Ligand
DFV
PDB Entries
1fm7 / 1jx0 / 1jx1

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 Solubility0.133 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-MSsplash10-06vr-1290000000-473372a9cbd8aa299c8c
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSsplash10-014r-0900000000-8829ca13726fa5ef2894
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSsplash10-0a4i-0090010000-4f0e0e7c69cd0563f154
LC-MS/MS Spectrum - LC-ESI-TOF , negativeLC-MS/MSsplash10-014r-0900000000-8829ca13726fa5ef2894
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0190000000-bcc7d99ad028cf3c02ff
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-ba67a10cc8985be58dc9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052r-1930000000-e56c6f8e3f5970c983bb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-2960000000-ea3bd4e9cafda513375c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-58d686b4ac85c2e33298
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00g0-2950000000-1ee8e48f5702aab886d1
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]-171.6392444
predicted
DarkChem Lite v0.1.0
[M-H]-171.5255444
predicted
DarkChem Lite v0.1.0
[M-H]-160.83217
predicted
DeepCCS 1.0 (2019)
[M+H]+171.4262444
predicted
DarkChem Lite v0.1.0
[M+H]+173.4880444
predicted
DarkChem Lite v0.1.0
[M+H]+163.19017
predicted
DeepCCS 1.0 (2019)
[M+Na]+172.4122444
predicted
DarkChem Lite v0.1.0
[M+Na]+172.6896444
predicted
DarkChem Lite v0.1.0
[M+Na]+169.28331
predicted
DeepCCS 1.0 (2019)

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52