Details
Stereochemistry | RACEMIC |
Molecular Formula | C15H12O3 |
Molecular Weight | 240.254 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC=C(C=C1)C2CC(=O)C3=CC=CC=C3O2
InChI
InChIKey=ZLHVIYHWWQYJID-UHFFFAOYSA-N
InChI=1S/C15H12O3/c16-11-7-5-10(6-8-11)15-9-13(17)12-3-1-2-4-14(12)18-15/h1-8,15-16H,9H2
DescriptionSources: https://www.drugbank.ca/drugs/DB04429Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/17685652 | https://www.ncbi.nlm.nih.gov/pubmed/22634867
Sources: https://www.drugbank.ca/drugs/DB04429
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/17685652 | https://www.ncbi.nlm.nih.gov/pubmed/22634867
4’-Hydroxyflavanone is a flavonoid that can be found naturally in parsley, onions, berries, tea, and citrus fruits. 4-Hydroxyflavanone is an inhibitor of SREBP maturation and lipid synthesis, and 4-Hydroxyflavanone may have major potential as a pharmaceutical preparation against hepatic steatosis and dyslipidemia.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL237 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652 |
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Target ID: CHEMBL236 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652 |
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Target ID: CHEMBL233 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities. | 2012 Nov 19 |
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Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein. | 2015 Feb |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugbank.ca/drugs/DB04429
Rat acute toxicity (LD50) 2.8753 mol/kg
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17685652
Test compounds (4-Hydroxyflavanone) were first assayed at 10 mkM for intrinsic activity using the [35S]GTP-gamma-S binding assay and CHO cell membrane homogenates that express the human muOR, deltaOR, or kappaOR. The subtype selective agonists (D-Ala2,MePhe4,Gly-ol5)enkephalin (DAMGO, muOR), (D-Pen2,D-Pen5)enkephalin (DPDPE, deltaOR), or U69,593 (kappaOR) were run as positive controls as appropriate. The CHO membranes were incubated in duplicate in 1.4 mL polypropylene tubes (Matrix Technologies, Hudson, NH) with positive control or test compound, 0.1 nM [35S]GTP-gamma-S, and 1 mkM GDP in 50 mM HEPES buffer (pH 7.4) at room temperature for 1 h, after which bound radioligand was separated from free via rapid vacuum filtration over GF-B filters with a Brandel Scientific (Gaithersburg, MD) 96-well harvester. Bound radioactivity was determined using a TopCount 12-detector instrument (Packard Instruments) using standard scintillation counting techniques. The data were normalized to samples containing vehicle (basal binding).
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6515-37-3
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C561123
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5K6L8O868Y
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34361
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DTXSID5022487
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165506
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41965
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DB04429
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SUBSTANCE RECORD