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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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P108001-100mg
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100mg |
3
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$319.90
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P108001-250mg
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250mg |
3
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$720.90
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P108001-1g
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1g |
7
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$2,592.90
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P108001-5g
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5g |
3
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$11,664.90
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P108001-25g
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25g |
1
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$52,488.90
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Inhibits TNF-induced NF-κB activation
| Synonyms | 3,3',4,5'-Tetrahydroxy-trans-stilbene | cid_667639 | K00089 | MLS003171221 | piceatannol | SW219501-1 | 1, 4-[2-(3,5-dihydroxyphenyl)ethenyl]-, (E)- | 1,2-Benzenediol, 4-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]- | BDBM50045936 | CCG-100627 | CS-5657 | Q71906 |
|---|---|
| Specifications & Purity | ≥98% |
| Biochemical and Physiological Mechanisms | Anti-inflammatory, immunomodulatory and antiproliferative agent. Inhibits p56lckand syk protein tyrosine kinases and inhibits TNF-induced NF-κB activation and gene expression. Synthesis results from conversion ofresveratrol by cytochrome P450 1B1. |
| Storage Temp | Store at 2-8°C,Protected from light,Argon charged |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
λmax 323(MeOH)(Lit.) |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Stilbenes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Stilbenes |
| Alternative Parents | Styrenes Resorcinols Catechols 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Stilbene - Styrene - Resorcinol - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Benzenoid - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. |
| External Descriptors | Diphenyl ethers, biphenyls, dibenzyls and stilbenes |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Pubchem Sid | 488191023 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488191023 |
| IUPAC Name | 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2-diol |
| INCHI | InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+ |
| InChIKey | CDRPUGZCRXZLFL-OWOJBTEDSA-N |
| Smiles | C1=CC(=C(C=C1C=CC2=CC(=CC(=C2)O)O)O)O |
| Isomeric SMILES | C1=CC(=C(C=C1/C=C/C2=CC(=CC(=C2)O)O)O)O |
| WGK Germany | 3 |
| Alternate CAS | 4339-71-3,10083-24-6 |
| NSC Number | 365798 |
| MeSH Entry Terms | 3'-hydroxyresveratol;3,3',4',5-tetrahydroxystilbene;3,3',4,5'-tetrahydroxy stilbene;3,3',4,5'-tetrahydroxystilbene;3,5,3',4'-tetrahydroxy-stilbene;3,5,3',4'-tetrahydroxy-trans-stilbene;3,5,3',4'-tetrahydroxystilbene;astringinin;demethyl isorhapontigenin;p |
| Molecular Weight | 244.25 |
| Reaxy-Rn | 2052980 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2052980&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Apr 10, 2024 | P108001 | |
| Certificate of Analysis | Nov 22, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 | |
| Certificate of Analysis | Jun 15, 2023 | P108001 |
| Solubility | Solvent:ethanol, Max Conc. mg/mL: 24.43, Max Conc. mM: 100; Solvent:DMSO, Max Conc. mg/mL: 24.43, Max Conc. mM: 100 |
|---|---|
| Sensitivity | Light sensitive;Air sensitive;Heat sensitive |
| Boil Point(°C) | 108°C/0.04mmHg |
| Melt Point(°C) | 235°C(dec.)(lit.) |
| Molecular Weight | 244.240 g/mol |
| XLogP3 | 2.900 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 244.074 Da |
| Monoisotopic Mass | 244.074 Da |
| Topological Polar Surface Area | 80.900 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 282.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jiang Yucong, Shi Yuehong, Hu Dandan, Song Xingju. (2022) The anti-Toxoplasma activity of the plant natural phenolic compound piceatannol. Frontiers in Veterinary Science, 9 |
| 2. Shengtao Bo, Sui Kiat Chang, Youxia Shan, Yipeng Chen, Hui Liu, Bailin Li, Yueming Jiang, Hong Zhu, Bao Yang. (2022) The bioactivity of prenylated stilbenoids and their structure-activity relationship. FOOD RESEARCH INTERNATIONAL, 157 (111275). |
| 3. Yugai Jia, Yumeng Miao, Mengfan Yue, Mei Shu, Zhifeng Wei, Yue Dai. (2018) Tetrandrine attenuates the bone erosion in collagen-induced arthritis rats by inhibiting osteoclastogenesis via spleen tyrosine kinase. FASEB JOURNAL, 32 (6): (3398-3410). |
| 4. Xie Xiaoyun, Han Chaofei, Zeng Weiqi, Chen Chen, Lu Lixia, Liu Queping, Peng Cong, Zhao Shuang, Su Juan, Chen Xiang. (2017) Possible Involvement of F1F0-ATP synthase and Intracellular ATP in Keratinocyte Differentiation in normal skin and skin lesions. Scientific Reports, 7 (42672). |
| 5. Guanghe Zhao, Ruifen Zhang, Lei Liu, Yuanyuan Deng, Zhencheng Wei, Yan Zhang, Yongxuan Ma, Mingwei Zhang. (2017) Different thermal drying methods affect the phenolic profiles, their bioaccessibility and antioxidant activity in Rhodomyrtus tomentosa (Ait.) Hassk berries. LWT-FOOD SCIENCE AND TECHNOLOGY, 79 (260). |