Calycosin-7-O-β-D-glucoside (BioDeep_00000230246)
Secondary id: BioDeep_00000231330
PANOMIX_OTCML-2023
代谢物信息卡片
Calycosin-7-O-β-D-glucoside
化学式: C22H22O10 (446.1212912)
中文名称: 毛蕊异黄酮苷, 毛蕊异黄酮-7-O-β-D 葡萄糖苷
谱图信息:
最多检出来源 Macaca mulatta(otcml) 0.1%
分子结构信息
SMILES: COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O
InChI: InChI=1S/C22H22O10/c1-29-15-5-2-10(6-14(15)24)13-9-30-16-7-11(3-4-12(16)18(13)25)31-22-21(28)20(27)19(26)17(8-23)32-22/h2-7,9,17,19-24,26-28H,8H2,1H3/t17-,19-,20+,21-,22-/m1/s1
描述信息
Calycosin-7-O-beta-D-glucoside is a glycosyloxyisoflavone that is calycosin substituted by a beta-D-glucopyranosyl residue at position at 7 via a glycosidic linkage. It is a hydroxyisoflavone, a monosaccharide derivative, a member of 4-methoxyisoflavones and a 7-hydroxyisoflavones 7-O-beta-D-glucoside. It is functionally related to a calycosin.
Calycosin 7-O-glucoside is a natural product found in Astragalus mongholicus, Maackia amurensis, and other organisms with data available.
See also: Astragalus propinquus root (part of).
Calycosin-7-O-β-D-glucoside is an isoflavone isolated from Astragali Radix. Calycosin-7-O-β-D-glucoside has variety of biological activities, such as neuroprotective, cardioprotection, anti-inflammation, and antioxidative stress effects[1][2].
Calycosin-7-O-β-D-glucoside is an isoflavone isolated from Astragali Radix. Calycosin-7-O-β-D-glucoside has variety of biological activities, such as neuroprotective, cardioprotection, anti-inflammation, and antioxidative stress effects[1][2].
同义名列表
34 个代谢物同义名
Calycosin-7-O-AfAEA centa notA inverted exclamation markAfasAA|AfAEAdaggeratrade markAfA centA centasA notA em leaderA inverted exclamation mark-D-glucoside; 3-(3-hydroxy-4-methoxyphenyl)-7-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2h-pyran-2-yl)oxy)-4h-chromen-4-one; 3-(3-hydroxy-4-methoxy-phenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one; 3-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; 4H-1-BENZOPYRAN-4-ONE, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-3-(3-HYDROXY-4-METHOXYPHENYL)-; 4H-1-Benzopyran-4-one, 7-(beta-D-glucopyranosyloxy)-3-(3-hydroxy-4-methoxyphenyl)-; 3-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl beta-D-glucopyranoside; ISOFLAVONE, 3,7-DIHYDROXY-4-METHOXY-, 7-.BETA.-D-GLUCOPYRANOSIDE; Calycosin 7-O-glucopyranoside (constituent of astragalus) [DSC]; Isoflavone, 3,7-dihydroxy-4-methoxy-, 7-beta-D-glucopyranoside; 3,7-DIHYDROXY-4-METHOXYISOFLAVONE-7-.BETA.-D-GLUCOPYRANOSIDE; 3,7-Dihydroxy-4-methoxyisoflavone-7-beta-D-glucopyranoside; Calycosin 7-O-glucopyranoside (constituent of astragalus); 7,3-DIHYDROXY-4-METHOXYISOFLAVONE-7-O-.BETA.-D-GLUCOSIDE; 7,3-Dihydroxy-4-methoxyisoflavone-7-o-beta-D-glucoside; 3-Hydroxy-4-methoxyisoflavone-7-O-beta-D-glucoside; CALYCOSIN 7-O-BETA-D-GLUCOPYRANOSIDE [USP-RS]; CALYCOSIN 7-O-BETA-D-GLUCOPYRANOSIDE (USP-RS); CALYCOSIN-7-O-.BETA.-D-GLUCOPYRANOSIDE; calycosin-7-O-beta-D-glucopyranoside; CALYCOSIN 7-.BETA.-D-GLUCOPYRANOSIDE; CALYCOSIN 7-O-BETA-D-GLUCOPYRANOSIDE; Calycosin 7-beta-D-glucopyranoside; CALYCOSIN 7-O-.BETA.-D-GLUCOSIDE; CALYCOSIN 7-O-beta-D-GLUCOSIDE; calycosin-7-O-beta-D-glucoside; Calycosin 7-O-glucopyranoside; Calycosin-7-O-|A-D-glucoside; Calycosin-7-O-β-D-glucoside; CALYCOSIN-7-O-B-D-GLUCOSIDE; Calycosin 7-O-glucoside; Calycosin 7-glucoside; ononin; Calycosin-7-glucoside
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:86512
- PubChem: 5318267
- ChEMBL: CHEMBL3289608
- LipidMAPS: LMPK12050045
- MeSH: calycosin-7-O-beta-D-glucoside
- ChemIDplus: 0020633674
- chemspider: 24842705
- CAS: 20633-67-4
- medchemexpress: HY-N0520
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
2 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(1)
- calycosin 7-O-glucoside biosynthesis:
UDP-α-D-glucose + calycosin ⟶ H+ + UDP + calycosin 7-O-glucoside
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(1)
- calycosin 7-O-glucoside biosynthesis:
UDP-α-D-glucose + calycosin ⟶ H+ + UDP + calycosin 7-O-glucoside
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
3 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
- Yi-Ming Zhang, Zhi-Ming Miao, Ya-Ping Chen, Zhang-Bo Song, Yang-Yang Li, Zhi-Wei Liu, Gu-Cheng Zhou, Jing Li, Liang-Liang Shi, Yan Chen, Shang-Zu Zhang, Xiaohui Xu, Jin-Peng He, Ju-Fang Wang, Li-Ying Zhang, Yong-Qi Liu. Ononin promotes radiosensitivity in lung cancer by inhibiting HIF-1α/VEGF pathway.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2023 Dec; 125(?):155290. doi:
10.1016/j.phymed.2023.155290. [PMID: 38308918] - Yu-Zhu Yang, Tao Wang, Qi-Lei Chen, Hu-Biao Chen, Qian-Song He, Ya-Zhou Zhang. Identification of the Metabolites of Both Formononetin in Rat Hepatic S9 and Ononin in Rat Urine Samples and Preliminary Network Pharmacology Evaluation of Their Main Metabolites.
Molecules (Basel, Switzerland).
2023 Nov; 28(21):. doi:
10.3390/molecules28217451. [PMID: 37959870] - Liangliang Du, Douyun Zeng, Xian Hu, Xi Ren, Dazhi He. Ononin Relieves the Thyroid Cancer Progression through Targeting the Caspase 3 and CD274 Expression Levels.
Biological & pharmaceutical bulletin.
2023; 46(8):1041-1048. doi:
10.1248/bpb.b22-00796. [PMID: 37532555] - Wan Xu, Feiye Zhou, Qin Zhu, Mengyao Bai, Tiancheng Luo, Libin Zhou, Ruyuan Deng. Calycosin-7-O-β-D-glucoside attenuates palmitate-induced lipid accumulation in hepatocytes through AMPK activation.
European journal of pharmacology.
2022 Jun; 925(?):174988. doi:
10.1016/j.ejphar.2022.174988. [PMID: 35490724] - Jiao Guan, Liming Wang, Yuan Ji, Tianyi Zhang, Ye Sang, Sheng Chang, Bo Feng, Heyun Zhu. UHPLC-MS/MS Method for Quantifying Fangchinoline, Tetrandrine and Calycosin-7-O-β-D-Glucoside of Fangji Huangqi Decoction in Rat Plasma and Its Application to a Pharmacokinetic Study.
Journal of chromatographic science.
2022 Jun; 60(5):458-464. doi:
10.1093/chromsci/bmab116. [PMID: 34734235] - Zhen Yang, Xiaoping Tan, Zhiqiang Zhang, Jing Han, Shenye Qu, Tianqiang Liu, Gaoxue Wang. Ononin: A candidate anti-parasitic drug isolated from Spatholobi caulis against infections of Dactylogyrus intermedius (Monogenea).
Parasitology international.
2022 Jun; 88(?):102535. doi:
10.1016/j.parint.2021.102535. [PMID: 34995771] - Saveta G Mladenova, Martina S Savova, Andrey S Marchev, Claudio Ferrante, Giustino Orlando, Martin Wabitsch, Milen I Georgiev. Anti-adipogenic activity of maackiain and ononin is mediated via inhibition of PPARγ in human adipocytes.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2022 May; 149(?):112908. doi:
10.1016/j.biopha.2022.112908. [PMID: 35367764] - Fang Xu, Liang-Jun Zhao, Ting Liao, Zhao-Cong Li, Lei-Lei Wang, Pan-Yu Lin, Rui Jiang, Qing-Jun Wei. Ononin ameliorates inflammation and cartilage degradation in rat chondrocytes with IL-1β-induced osteoarthritis by downregulating the MAPK and NF-κB pathways.
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International journal of molecular sciences.
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PloS one.
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2018 06; 38(6):801-809. doi:
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Drug metabolism and disposition: the biological fate of chemicals.
2015 Oct; 43(10):1601-11. doi:
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BMC complementary and alternative medicine.
2015 Sep; 15(?):315. doi:
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Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
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Cell biochemistry and biophysics.
2014 Sep; 70(1):677-86. doi:
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Journal of ethnopharmacology.
2014 Aug; 155(1):692-701. doi:
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Biomedical chromatography : BMC.
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Phytomedicine : international journal of phytotherapy and phytopharmacology.
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