Identification
- Generic Name
- Flavone
- DrugBank Accession Number
- DB07776
- Background
Not Available
- Type
- Small Molecule
- Groups
- Approved, Experimental
- Structure
Structure for Flavone (DB07776)
- Weight
- Average: 222.2387
Monoisotopic: 222.068079564 - Chemical Formula
- C15H10O2
- Synonyms
- 2-Phenyl-4-benzopyron
- 2-Phenyl-4-chromone
- 2-phenyl-4H-1-benzopyran-4-one
- 2-phenyl-4H-benzopyran-4-one
- 2-phenyl-γ-benzopyrone
- 2-Phenylbenzopyran-4-one
- 2-phenylchromone
- Flavon
- External IDs
- NSC-19028
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UNeocarzinostatin Not Available Streptomyces carzinostaticus USteroid hormone receptor ERR1 agonistHumans USteroid hormone receptor ERR2 agonistHumans UCytochrome P450 1B1 Not Available Humans - 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
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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- 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
- No interactions found.
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.- Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Bacmin Flavone (50 mg/1) + Ascorbic acid (500 mg/1) + Biotin (150 ug/1) + Chromium Cr-51 chloride (0.1 mg/1) + Cupric oxide (3 mg/1) + Cyanocobalamin (50 ug/1) + Ferrous fumarate (27 mg/1) + Folic acid (1 mg/1) + Magnesium oxide (50 mg/1) + Manganese gluconate (5 mg/1) + Nicotinamide (100 mg/1) + Calcium pantothenate (25 mg/1) + Pyridoxine hydrochloride (25 mg/1) + Riboflavin (20 mg/1) + Selenomethionine (50 ug/1) + Thiamine mononitrate (20 mg/1) + Vitamin A acetate (2000 [iU]/1) + Zinc oxide (22.5 mg/1) + alpha-Tocopherol acetate (30 [iU]/1) Tablet, coated Oral Marnel Pharmaceuticals, Llc 2000-04-01 Not applicable US 
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Flavonoids
- Sub Class
- Flavones
- Direct Parent
- Flavones
- Alternative Parents
- Chromones / Pyranones and derivatives / Benzene and substituted derivatives / Heteroaromatic compounds / Oxacyclic compounds / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1-benzopyran / Aromatic heteropolycyclic compound / Benzenoid / Benzopyran / Chromone / Flavone / Heteroaromatic compound / Hydrocarbon derivative / Monocyclic benzene moiety / Organic oxide
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- flavones (CHEBI:42491) / flavones (C15608) / Flavones and Flavonols (LMPK12110097) / a flavone (CPD-8485)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- S2V45N7G3B
- CAS number
- 525-82-6
- InChI Key
- VHBFFQKBGNRLFZ-UHFFFAOYSA-N
- InChI
- InChI=1S/C15H10O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H
- IUPAC Name
- 2-phenyl-4H-chromen-4-one
- SMILES
- O=C1C=C(OC2=CC=CC=C12)C1=CC=CC=C1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0003075
- KEGG Compound
- C15608
- PubChem Compound
- 10680
- PubChem Substance
- 99444247
- ChemSpider
- 10230
- BindingDB
- 50028962
- 1536070
- ChEBI
- 42491
- ChEMBL
- CHEMBL275638
- ZINC
- ZINC000000057674
- Guide to Pharmacology
- GtP Drug Page
- PDBe Ligand
- FLN
- Wikipedia
- Flavones
- PDB Entries
- 2g0l / 4hki
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Tablet, coated Oral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.00819 mg/mL ALOGPS logP 3.54 ALOGPS logP 2.97 Chemaxon logS -4.4 ALOGPS pKa (Strongest Basic) -5.4 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 26.3 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 66.97 m3·mol-1 Chemaxon Polarizability 23.79 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9641 Caco-2 permeable + 0.8868 P-glycoprotein substrate Non-substrate 0.6558 P-glycoprotein inhibitor I Non-inhibitor 0.7379 P-glycoprotein inhibitor II Non-inhibitor 0.5145 Renal organic cation transporter Non-inhibitor 0.837 CYP450 2C9 substrate Non-substrate 0.809 CYP450 2D6 substrate Non-substrate 0.9124 CYP450 3A4 substrate Non-substrate 0.7084 CYP450 1A2 substrate Inhibitor 0.9644 CYP450 2C9 inhibitor Non-inhibitor 0.5201 CYP450 2D6 inhibitor Non-inhibitor 0.9372 CYP450 2C19 inhibitor Inhibitor 0.8993 CYP450 3A4 inhibitor Inhibitor 0.6321 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.5396 Ames test Non AMES toxic 0.731 Carcinogenicity Non-carcinogens 0.9114 Biodegradation Not ready biodegradable 0.7247 Rat acute toxicity 2.8447 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8858 hERG inhibition (predictor II) Non-inhibitor 0.935
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 157.2120799 predictedDarkChem Lite v0.1.0 [M-H]- 156.8231799 predictedDarkChem Lite v0.1.0 [M-H]- 157.0900799 predictedDarkChem Lite v0.1.0 [M-H]- 157.1974799 predictedDarkChem Lite v0.1.0 [M-H]- 157.1152799 predictedDarkChem Lite v0.1.0 [M-H]- 148.53017 predictedDeepCCS 1.0 (2019) [M+H]+ 157.4505799 predictedDarkChem Lite v0.1.0 [M+H]+ 157.7111799 predictedDarkChem Lite v0.1.0 [M+H]+ 157.4926799 predictedDarkChem Lite v0.1.0 [M+H]+ 157.7851799 predictedDarkChem Lite v0.1.0 [M+H]+ 157.4282799 predictedDarkChem Lite v0.1.0 [M+H]+ 150.92574 predictedDeepCCS 1.0 (2019) [M+Na]+ 157.6074799 predictedDarkChem Lite v0.1.0 [M+Na]+ 157.5448799 predictedDarkChem Lite v0.1.0 [M+Na]+ 170.1221134 predictedDarkChem Lite v0.1.0 [M+Na]+ 157.2378799 predictedDarkChem Lite v0.1.0 [M+Na]+ 157.0359799 predictedDarkChem Lite v0.1.0 [M+Na]+ 156.87032 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Streptomyces carzinostaticus
- Pharmacological action
- Unknown
- General Function
- NCS has antibiotic activity (for Gram-positive bacteria) and antitumor activity (for certain mouse tumors). NCS binds non-covalently to a chromophore which is the cytotoxic and mutagenic component of the antibiotic. The chromophore binds to DNA as a weak intercalator and causes single- and double-strand breaks.
- Specific Function
- Dna binding
- Gene Name
- ncsA
- Uniprot ID
- P0A3R9
- Uniprot Name
- Neocarzinostatin
- Molecular Weight
- 14455.08 Da
References
- 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. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Agonist
- General Function
- Zinc ion binding
- Specific Function
- Binds to an ERR-alpha response element (ERRE) containing a single consensus half-site, 5'-TNAAGGTCA-3'. Can bind to the medium-chain acyl coenzyme A dehydrogenase (MCAD) response element NRRE-1 and...
- Gene Name
- ESRRA
- Uniprot ID
- P11474
- Uniprot Name
- Steroid hormone receptor ERR1
- Molecular Weight
- 45509.11 Da
References
- Suetsugi M, Su L, Karlsberg K, Yuan YC, Chen S: Flavone and isoflavone phytoestrogens are agonists of estrogen-related receptors. Mol Cancer Res. 2003 Nov;1(13):981-91. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Agonist
- General Function
- Zinc ion binding
- Specific Function
- Nuclear receptor, may regulate ESR1 transcriptional activity. Induces the expression of PERM1 in the skeletal muscle.
- Gene Name
- ESRRB
- Uniprot ID
- O95718
- Uniprot Name
- Steroid hormone receptor ERR2
- Molecular Weight
- 56207.085 Da
References
- Suetsugi M, Su L, Karlsberg K, Yuan YC, Chen S: Flavone and isoflavone phytoestrogens are agonists of estrogen-related receptors. Mol Cancer Res. 2003 Nov;1(13):981-91. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Oxygen binding
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally un...
- Gene Name
- CYP1B1
- Uniprot ID
- Q16678
- Uniprot Name
- Cytochrome P450 1B1
- Molecular Weight
- 60845.33 Da
References
- Shimada T, Tanaka K, Takenaka S, Foroozesh MK, Murayama N, Yamazaki H, Guengerich FP, Komori M: Reverse type I binding spectra of human cytochrome P450 1B1 induced by flavonoid, stilbene, pyrene, naphthalene, phenanthrene, and biphenyl derivatives that inhibit catalytic activity: a structure-function relationship study. Chem Res Toxicol. 2009 Jul;22(7):1325-33. doi: 10.1021/tx900127s. [Article]
- Shimada T, Tanaka K, Takenaka S, Murayama N, Martin MV, Foroozesh MK, Yamazaki H, Guengerich FP, Komori M: Structure-function relationships of inhibition of human cytochromes P450 1A1, 1A2, 1B1, 2C9, and 3A4 by 33 flavonoid derivatives. Chem Res Toxicol. 2010 Dec 20;23(12):1921-35. doi: 10.1021/tx100286d. [Article]
Drug created at September 15, 2010 21:25 / Updated at September 28, 2021 21:54