cis-[8]-Shogaol (BioDeep_00000017330)
Secondary id: BioDeep_00000872448
human metabolite PANOMIX_OTCML-2023 Endogenous
代谢物信息卡片
化学式: C19H28O3 (304.2038338)
中文名称: 8-姜烯酚
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 2.88%
分子结构信息
SMILES: CCCCCC=CC(=O)CCC1=CC(OC)=C(O)C=C1
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
描述信息
cis-[8]-Shogaol is found in ginger. cis-[8]-Shogaol is isolated from ginger (Zingiber officinale) [DFC] (Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
[8]-Shogaol is a monomethoxybenzene, an enone and a member of phenols.
(8)-Shogaol is a natural product found in Zingiber officinale with data available.
See also: Ginger (part of).
Constituent of grains of paradise (Amomum melegueta) and (Zingiber officinale) [DFC]. [8]-Shogaol is found in ginger.
[8]-Shogaol, one of the pungent phenolic compounds in ginger, exhibits anti-platelet activity (IC50=5 μM) and inhibits COX-2 (IC50=17.5 μM). [8]-Shogaol induces apoptosis in human leukemia cells[1][2][3][4].
[8]-Shogaol, one of the pungent phenolic compounds in ginger, exhibits anti-platelet activity (IC50=5 μM) and inhibits COX-2 (IC50=17.5 μM). [8]-Shogaol induces apoptosis in human leukemia cells[1][2][3][4].
同义名列表
23 个代谢物同义名
4-Dodecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-, (4E)-; (E)-1-(4-Hydroxy-3-methoxy-phenyl)-dodec-4-en-3-one; (4e)-1-(4-hydroxy-3-methoxyphenyl)dodec-4-en-3-one; (e)-1-(4-hydroxy-3-methoxyphenyl) dodec-4-en-3-one; (E)-1-(4-hydroxy-3-methoxyphenyl)dodec-4-en-3-one; 4-Dodecen-3-one, 1-(4-hydroxy-3-methoxyphenyl)-; 4-Dodecen-3-one, 1-(4-hydroxy-3-methoxyphenyl); 1-(4-Hydroxy-3-methoxyphenyl)dodec-4-en-3-one; 8-Shogaol (constituent of ginger) [DSC]; 8-Shogaol (constituent of ginger); LGZSMXJRMTYABD-MDZDMXLPSA-N; trans-(8)-Shogaol; (E)-(8)-Shogaol; cis-[8]-Shogaol; UNII-AV4IK2HCNT; SHOGAOL, 8-(P); CIS-8-SHOGAOL; MEGxp0_001220; ACon1_001127; [8]-Shogaol; (8)-Shogaol; AV4IK2HCNT; 8-Shogaol
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:174643
- PubChem: 6442560
- PubChem: 181129
- HMDB: HMDB0031464
- ChEMBL: CHEMBL25893
- MeSH: (8)-shogaol
- ChemIDplus: 0036700455
- KNApSAcK: C00035035
- foodb: FDB007772
- chemspider: 4445106
- chemspider: 4946630
- CAS: 104186-07-4
- CAS: 36752-54-2
- CAS: 36700-45-5
- medchemexpress: HY-N2435
- PMhub: MS000138601
- LOTUS: LTS0019883
- wikidata: Q105151658
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
5 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
文献列表
- Nur Fatin Nabilah Mohd Sahardi, Faizul Jaafar, Jen Kit Tan, Mariam Firdhaus Mad Nordin, Suzana Makpol. Elucidating the Pharmacological Properties of Zingiber officinale Roscoe (Ginger) on Muscle Ageing by Untargeted Metabolomic Profiling of Human Myoblasts.
Nutrients.
2023 Oct; 15(21):. doi:
10.3390/nu15214520
. [PMID: 37960173] - Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products.
ACS pharmacology & translational science.
2023 May; 6(5):683-701. doi:
10.1021/acsptsci.2c00194
. [PMID: 37200814] - Ali Ghasemzadeh, Hawa Z E Jaafar, Ali Baghdadi, Amin Tayebi-Meigooni. Formation of 6-, 8- and 10-Shogaol in Ginger through Application of Different Drying Methods: Altered Antioxidant and Antimicrobial Activity.
Molecules (Basel, Switzerland).
2018 07; 23(7):. doi:
10.3390/molecules23071646
. [PMID: 29976903] - Huadong Chen, Dominique N Soroka, Yuhui Hu, Xiaoxin Chen, Shengmin Sang. Characterization of thiol-conjugated metabolites of ginger components shogaols in mouse and human urine and modulation of the glutathione levels in cancer cells by [6]-shogaol.
Molecular nutrition & food research.
2013 Mar; 57(3):447-58. doi:
10.1002/mnfr.201200679
. [PMID: 23322393] - Darrick S H L Kim, Jin Yung Kim. Side-chain length is important for shogaols in protecting neuronal cells from beta-amyloid insult.
Bioorganic & medicinal chemistry letters.
2004 Mar; 14(5):1287-9. doi:
10.1016/j.bmcl.2003.12.041
. [PMID: 14980683]