Diosmetin
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Diosmetin
- DrugBank Accession Number
- DB11259
- Background
Diosmetin is an O-methylated flavone and the aglycone part of the flavonoid glycosides diosmin that occurs naturally in citrus fruits 2. Pharmacologically, diosmetin is reported to exhibit anticancer, antimicrobial, antioxidant, oestrogenic and anti-inflamatory activities 2. It also acts as a weak TrkB receptor agonist 1.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 300.2629
Monoisotopic: 300.063388116 - Chemical Formula
- C16H12O6
- Synonyms
- 3',5,7-trihydroxy-4'-methoxyflavone
- 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone
- Luteolin 4'-methyl ether
- Salinigricoflavonol
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Diosmin is hydrolyzed to its aglycone diosmetin by intestinal microflora enzymes before its absorption into the body 2.
- 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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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
Products
- Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.
- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Gingjinhyang Seol Whitening Lotion 0.1 mL/100mL Topical Lg Household & Health Care Ltd. 2010-04-08 2011-06-01 US Gongjinhyang Seol Whitening Cream 0.10 g/100g Topical Lg Household & Health Care Ltd. 2010-03-24 Not applicable US Gongjinhyang Seol Whitening Essence Cream 0.1 mL/100mL Topical Lg Household & Health Care Ltd. 2010-03-26 2011-06-01 US Isa Knox Wxii Plus Whitening Revolution Serum Cream 0.11 mL/100mL Topical Lg Household & Health Care Ltd. 2010-04-23 Not applicable US Isaknox X202 Whitening Secret Essence Cream 0.055 mL/100mL Topical Lg Household & Health Care Ltd. 2011-06-01 Not applicable US - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Gingjinhyang Seol Whitening Diosmetin (0.1 mL/100mL) Lotion Topical Lg Household & Health Care Ltd. 2010-04-08 2011-06-01 US Gongjinhyang Seol Whitening Essence Diosmetin (0.1 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2010-03-26 2011-06-01 US Isaknox X202 Whitening Secret Essence Diosmetin (0.055 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2011-06-01 Not applicable US Whoo Gongjinhyang Seol Whitening Jin Essence Diosmetin (0.055 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2010-05-24 Not applicable US
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Flavonoids
- Sub Class
- O-methylated flavonoids
- Direct Parent
- 4'-O-methylated flavonoids
- Alternative Parents
- 3'-hydroxyflavonoids / 5-hydroxyflavonoids / 7-hydroxyflavonoids / Flavones / Chromones / Methoxyphenols / Phenoxy compounds / Methoxybenzenes / Anisoles / 1-hydroxy-2-unsubstituted benzenoids show 8 more
- Substituents
- 1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 3'-hydroxyflavonoid / 4p-methoxyflavonoid-skeleton / 5-hydroxyflavonoid / 7-hydroxyflavonoid / Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound show 22 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- monomethoxyflavone, trihydroxyflavone, 3'-hydroxyflavonoid (CHEBI:4630) / flavones, Flavones and Flavonols (C10038) / Flavones and Flavonols (LMPK12110824)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- TWZ37241OT
- CAS number
- 520-34-3
- InChI Key
- MBNGWHIJMBWFHU-UHFFFAOYSA-N
- InChI
- InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3
- IUPAC Name
- 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one
- SMILES
- COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O1)C=C(O)C=C2O
References
- General References
- Jang SW, Liu X, Yepes M, Shepherd KR, Miller GW, Liu Y, Wilson WD, Xiao G, Blanchi B, Sun YE, Ye K: A selective TrkB agonist with potent neurotrophic activities by 7,8-dihydroxyflavone. Proc Natl Acad Sci U S A. 2010 Feb 9;107(6):2687-92. doi: 10.1073/pnas.0913572107. Epub 2010 Jan 25. [Article]
- Patel K, Gadewar M, Tahilyani V, Patel DK: A review on pharmacological and analytical aspects of diosmetin: a concise report. Chin J Integr Med. 2013 Oct;19(10):792-800. doi: 10.1007/s11655-013-1595-3. Epub 2013 Oct 4. [Article]
- External Links
- Human Metabolome Database
- HMDB0029676
- KEGG Compound
- C10038
- PubChem Compound
- 5281612
- PubChem Substance
- 347827956
- ChemSpider
- 4444931
- BindingDB
- 23414
- 1314347
- ChEBI
- 4630
- ChEMBL
- CHEMBL90568
- ZINC
- ZINC000005733652
- PDBe Ligand
- J8D
- Wikipedia
- Diosmetin
- PDB Entries
- 6m8d
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count Not Available Not Yet Recruiting Treatment Digital Ulcers / Scleroderma, Systemic 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Lotion Topical 0.1 mL/100mL Cream Topical 0.10 g/100g Cream Topical 0.1 mL/100mL Cream Topical 0.11 mL/100mL Cream Topical 0.055 mL/100mL - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0754 mg/mL ALOGPS logP 3.06 ALOGPS logP 2.55 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 6.58 Chemaxon pKa (Strongest Basic) -4.8 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 96.22 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 79.38 m3·mol-1 Chemaxon Polarizability 29.84 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 183.3338886 predictedDarkChem Lite v0.1.0 [M-H]- 183.3531886 predictedDarkChem Lite v0.1.0 [M-H]- 183.4594886 predictedDarkChem Lite v0.1.0 [M-H]- 169.99042 predictedDeepCCS 1.0 (2019) [M+H]+ 186.1046886 predictedDarkChem Lite v0.1.0 [M+H]+ 186.9491886 predictedDarkChem Lite v0.1.0 [M+H]+ 187.4137886 predictedDarkChem Lite v0.1.0 [M+H]+ 172.34842 predictedDeepCCS 1.0 (2019) [M+Na]+ 184.0612886 predictedDarkChem Lite v0.1.0 [M+Na]+ 184.9671886 predictedDarkChem Lite v0.1.0 [M+Na]+ 183.7953886 predictedDarkChem Lite v0.1.0 [M+Na]+ 178.85918 predictedDeepCCS 1.0 (2019)
Drug created at December 03, 2015 16:51 / Updated at June 12, 2020 16:53