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| SKU | Size | Availability |
Price | Qty |
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S463196-50mg
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50mg |
Available within 8-12 weeks(?)
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$262.90
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| Synonyms | [6]-Shogaol;6-Shogaol | 6-Shogaol | AC-34334 | NSC752389 | NSC-752389 | Q2746448 | (E)-1-(4-Hydroxy-3- methoxyphenyl)dec-4-en-3-one | [(E)-1-(4-hydroxy-3-methoxyphenyl)-dec-4-en-3-one] | 1-(4-Hydroxy-3-methoxyphenyl)-4-dodecen-3-one, 9CI | BDBM50237536 | |
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| Specifications & Purity | Moligand™, ≥90%(HPLC) |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| Grade | Moligand™ |
| Product Description |
Description Shogaol or 6-shogaol, the pungent metabolite of dried ginger, is one of the main bioactive compounds extracted from the natural dietary rhizome,Zingiber officinaleRoscoe (ginger). It is the dehydrated successor of 6-gingerol with an α,β-unsaturated ketone skeleton.Shogaol has been used to determine its safe dose to evaluate potential toxicity in higher concentrations in mice models. It has also been used to investigate its antioxidant effects on the modulation of TRPC5 (ITRPC5) and TRPA1 (ITRPA1) currents. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenols |
| Subclass | Methoxyphenols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Shogaols |
| Alternative Parents | Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Enones Acryloyl compounds Ketones Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Shogaol - Phenoxy compound - Anisole - Phenol ether - Methoxybenzene - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Enone - Acryloyl-group - Alpha,beta-unsaturated ketone - Ketone - Ether - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as shogaols. These are ginger derivatives containing a shogaol moiety, which consists of a benzene ring bearing a dec-4-en-3-one moiety, a methoxyphenyl group, a hydroxyl group and at positions 1, 3, and 4, respectively. |
| External Descriptors | Zingiber derived compounds |
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| IUPAC Name | (E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one |
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| INCHI | InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+ |
| InChIKey | OQWKEEOHDMUXEO-BQYQJAHWSA-N |
| Smiles | CCCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC |
| Isomeric SMILES | CCCCC/C=C/C(=O)CCC1=CC(=C(C=C1)O)OC |
| WGK Germany | 3 |
| Alternate CAS | 23513-13-5,555-66-8 |
| NSC Number | 752389 |
| MeSH Entry Terms | (6)-shogaol;6-shogaol;shogaol |
| Molecular Weight | 276.37 |
| Beilstein | 2056098 |
| Reaxy-Rn | 2056098 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2056098&ln= |
| Molecular Weight | 276.400 g/mol |
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| XLogP3 | 3.700 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 9 |
| Exact Mass | 276.173 Da |
| Monoisotopic Mass | 276.173 Da |
| Topological Polar Surface Area | 46.500 Ų |
| Heavy Atom Count | 20 |
| Formal Charge | 0 |
| Complexity | 299.000 |
| 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. Xiaomin Zhang, Gaofeng Hu, Chaoyang Xu, Wen Nie, Kezhou Cai, Hongmei Fang, Baocai Xu. (2023) Inhibition of benzo[a]pyrene formation in charcoal-grilled pork sausages by ginger and its key compounds. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 103 (6): (2838-2847). |
| 2. Rui Bao, Qi-Long Wang, Ran Li, Michael Adu-Frimpong, Elmurat Toreniyazov, Hao Ji, Xi-Ming Xu, Jiang-Nan Yu. (2020) Improved oral bioavailability and target delivery of 6-shogaol via vitamin E TPGS-modified liposomes: Preparation, in-vitro and in-vivo characterizations. JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, 59 (101842). |
| 3. Huiyun Zhang, Qilong Wang, Congyong Sun, Yuan Zhu, Qiuxuan Yang, Qiuyu Wei, Jiaxin Chen, Wenwen Deng, Michael Adu-Frimpong, Jiangnan Yu, Ximing Xu. (2019) Enhanced Oral Bioavailability, Anti-Tumor Activity and Hepatoprotective Effect of 6-Shogaol Loaded in a Type of Novel Micelles of Polyethylene Glycol and Linoleic Acid Conjugate. Pharmaceutics, 11 (3): (107). |
| 4. Yanni Tai, Mintong Zhao, Feng Ding, Gelin Wu, Haibin Qu, Ping Gong, Yongjian Xie, Peng Zhou, Xingchu Gong. (2024) Analytical quality by design based on knowledge organization: A case study of developing an ultrahigh-performance liquid chromatography method for the detection of phenolic compounds. PHYTOCHEMICAL ANALYSIS, |