NAV

(2S)-7-hydroxyflavanone

Identification

Generic Name
(2S)-7-hydroxyflavanone
DrugBank Accession Number
DB04274
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 240.254
Monoisotopic: 240.07864425
Chemical Formula
C15H12O3
Synonyms
  • (-)-7-Hydroxyflavanone
External IDs
  • J641.665I
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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 / 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 / 7-hydroxyflavonoid / Alkyl aryl ether / Aromatic heteropolycyclic compound / Aryl alkyl ketone / Aryl ketone / Benzenoid / Benzopyran / Chromane
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
7-hydroxyflavanone (CHEBI:41888)
Affected organisms
Not Available

Chemical Identifiers

UNII
MF98742K2H
CAS number
2545-13-3
InChI Key
SWAJPHCXKPCPQZ-AWEZNQCLSA-N
InChI
InChI=1S/C15H12O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-8,14,16H,9H2/t14-/m0/s1
IUPAC Name
(2S)-7-hydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
SMILES
OC1=CC2=C(C=C1)C(=O)C[C@H](O2)C1=CC=CC=C1

References

General References
Not Available
PubChem Compound
688857
PubChem Substance
46507009
ChemSpider
600255
ChEBI
41888
ChEMBL
CHEMBL402744
ZINC
ZINC000000057920
PDBe Ligand
DDC
PDB Entries
1fm8

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 Solubility0.111 mg/mLALOGPS
logP3.27ALOGPS
logP2.79Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)7.8Chemaxon
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-MSsplash10-01xy-3690000000-22455d48376a3c1213c5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-0090000000-9ba6afefdbdbba29aa5d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0090000000-87615d55113cf084ecb9
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f7c-0920000000-1e0924e0166789a3ee17
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f79-1930000000-f512f2cf18e09388a549
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-022l-3920000000-7d1a98fa20a4f1571323
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f79-0900000000-73d9f821c4a6ae792ccd
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]-165.8331252
predicted
DarkChem Lite v0.1.0
[M-H]-165.4303252
predicted
DarkChem Lite v0.1.0
[M-H]-151.35872
predicted
DeepCCS 1.0 (2019)
[M+H]+166.1451252
predicted
DarkChem Lite v0.1.0
[M+H]+165.2804252
predicted
DarkChem Lite v0.1.0
[M+H]+153.7543
predicted
DeepCCS 1.0 (2019)
[M+Na]+165.6781252
predicted
DarkChem Lite v0.1.0
[M+Na]+165.9438252
predicted
DarkChem Lite v0.1.0
[M+Na]+159.66682
predicted
DeepCCS 1.0 (2019)

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