Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- Sakuranetin
- DrugBank Accession Number
- DB08517
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Sakuranetin (DB08517)
- Weight
- Average: 286.2794
Monoisotopic: 286.084123558 - Chemical Formula
- C16H14O5
- Synonyms
- (2S)-sakuranetin
- (S)-(−)-4',5-dihydroxy-7-methoxyflavanone
- 4',5-dihydroxy-7-methoxyflavanone
- 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-one
- 5,4'-Dihydroxy-7-methoxyflavanone
- Naringenin 7-methyl ether
Pharmacology
- Indication
Not Available
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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 AAdenosine receptor A2b antagonistHumans AAdenosine receptor A1 antagonistHumans AAdenosine receptor A3 antagonistHumans U3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ Not Available Helicobacter pylori - 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
- 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Flavonoids
- Sub Class
- O-methylated flavonoids
- Direct Parent
- 7-O-methylated flavonoids
- Alternative Parents
- Flavanones / 5-hydroxyflavonoids / 4'-hydroxyflavonoids / Chromones / Aryl alkyl ketones / Anisoles / Alkyl aryl ethers / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives show 4 more
- Substituents
- 1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 4'-hydroxyflavonoid / 5-hydroxyflavonoid / 7-methoxyflavonoid-skeleton / Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound / Aryl alkyl ketone show 19 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- monomethoxyflavanone, dihydroxyflavanone, flavonoid phytoalexin (CHEBI:28927) / flavanones (C09833) / Flavanones (LMPK12140571)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 3O38P61299
- CAS number
- 2957-21-3
- InChI Key
- DJOJDHGQRNZXQQ-AWEZNQCLSA-N
- InChI
- InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1
- IUPAC Name
- (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
- SMILES
- COC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C=C1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0030090
- KEGG Compound
- C09833
- PubChem Compound
- 73571
- PubChem Substance
- 99444988
- ChemSpider
- 66249
- BindingDB
- 50312648
- 2263158
- ChEBI
- 28927
- ChEMBL
- CHEMBL448297
- ZINC
- ZINC000000338284
- PDBe Ligand
- SAK
- Wikipedia
- Sakuranetin
- PDB Entries
- 3d04
Clinical Trials
- Clinical Trials
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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
Property Value Source Water Solubility 0.0883 mg/mL ALOGPS logP 2.86 ALOGPS logP 2.98 Chemaxon logS -3.5 ALOGPS pKa (Strongest Acidic) 8.62 Chemaxon pKa (Strongest Basic) -4.6 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 75.99 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 75.77 m3·mol-1 Chemaxon Polarizability 29.41 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
Property Value Probability Human Intestinal Absorption + 0.9766 Blood Brain Barrier + 0.5181 Caco-2 permeable + 0.8947 P-glycoprotein substrate Substrate 0.6554 P-glycoprotein inhibitor I Non-inhibitor 0.8472 P-glycoprotein inhibitor II Non-inhibitor 0.6215 Renal organic cation transporter Non-inhibitor 0.8624 CYP450 2C9 substrate Non-substrate 0.7155 CYP450 2D6 substrate Non-substrate 0.8555 CYP450 3A4 substrate Non-substrate 0.5552 CYP450 1A2 substrate Inhibitor 0.9497 CYP450 2C9 inhibitor Inhibitor 0.955 CYP450 2D6 inhibitor Inhibitor 0.5 CYP450 2C19 inhibitor Inhibitor 0.96 CYP450 3A4 inhibitor Inhibitor 0.5657 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7541 Ames test Non AMES toxic 0.5285 Carcinogenicity Non-carcinogens 0.9356 Biodegradation Not ready biodegradable 0.8698 Rat acute toxicity 3.3571 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9589 hERG inhibition (predictor II) Non-inhibitor 0.8793
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 182.5850432 predictedDarkChem Lite v0.1.0 [M-H]- 182.8324432 predictedDarkChem Lite v0.1.0 [M-H]- 165.29167 predictedDeepCCS 1.0 (2019) [M+H]+ 185.5258432 predictedDarkChem Lite v0.1.0 [M+H]+ 185.6264432 predictedDarkChem Lite v0.1.0 [M+H]+ 167.64969 predictedDeepCCS 1.0 (2019) [M+Na]+ 182.5686432 predictedDarkChem Lite v0.1.0 [M+Na]+ 182.6754432 predictedDarkChem Lite v0.1.0 [M+Na]+ 174.62967 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Antagonist
- General Function
- Receptor for adenosine. The activity of this receptor is mediated by G proteins which activate adenylyl cyclase
- Specific Function
- G protein-coupled adenosine receptor activity
- Gene Name
- ADORA2B
- Uniprot ID
- P29275
- Uniprot Name
- Adenosine receptor A2b
- Molecular Weight
- 36332.655 Da
References
- Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Antagonist
- General Function
- Receptor for adenosine. The activity of this receptor is mediated by G proteins which inhibit adenylyl cyclase
- Specific Function
- G protein-coupled adenosine receptor activity
- Gene Name
- ADORA1
- Uniprot ID
- P30542
- Uniprot Name
- Adenosine receptor A1
- Molecular Weight
- 36511.325 Da
References
- Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Antagonist
- General Function
- Receptor for adenosine. The activity of this receptor is mediated by G proteins which inhibits adenylyl cyclase (PubMed:8234299)
- Specific Function
- G protein-coupled adenosine receptor activity
- Gene Name
- ADORA3
- Uniprot ID
- P0DMS8
- Uniprot Name
- Adenosine receptor A3
- Molecular Weight
- 36184.175 Da
References
- Zhou Y, Zhang Y, Zhao D, Yu X, Shen X, Zhou Y, Wang S, Qiu Y, Chen Y, Zhu F: TTD: Therapeutic Target Database describing target druggability information. Nucleic Acids Res. 2024 Jan 5;52(D1):D1465-D1477. doi: 10.1093/nar/gkad751. [Article]
- Kind
- Protein
- Organism
- Helicobacter pylori
- Pharmacological action
- Unknown
- General Function
- Involved in unsaturated fatty acids biosynthesis. Catalyzes the dehydration of short chain beta-hydroxyacyl-ACPs and long chain saturated and unsaturated beta-hydroxyacyl-ACPs.
- Specific Function
- (3R)-hydroxyacyl-[acyl-carrier-protein] dehydratase activity
- Gene Name
- fabZ
- Uniprot ID
- Q5G940
- Uniprot Name
- 3-hydroxyacyl-[acyl-carrier-protein] dehydratase FabZ
- Molecular Weight
- 18184.08 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]
Drug created at September 15, 2010 21:32 / Updated at August 26, 2024 19:21