Lobetyolin (BioDeep_00000230128)

   

PANOMIX_OTCML-2023


代谢物信息卡片


(2R,3R,4S,5S,6R)-2-[(4E,6R,7R,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

化学式: C20H28O8 (396.1784088)
中文名称: 党参炔苷
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 10%

分子结构信息

SMILES: CC=CC#CC#CC(C(C=CCCCO)OC1C(C(C(C(O1)CO)O)O)O)O
InChI: InChI=1S/C20H28O8/c1-2-3-4-5-7-10-14(23)15(11-8-6-9-12-21)27-20-19(26)18(25)17(24)16(13-22)28-20/h2-3,8,11,14-26H,6,9,12-13H2,1H3/b3-2+,11-8+/t14-,15-,16-,17-,18+,19-,20-/m1/s1

描述信息

Unii-yjz71tro1X is a natural product found in Platycodon grandiflorus with data available.
See also: Codonopsis pilosula root (part of).
Lobetyolin, a bioactive compound, is derived from Codonopsis pilosula. Lobetyolin has anti-inflammatory, anti-oxidative and xanthine oxidase inhibiting activities. Lobetyolin also induces the apoptosis via the inhibition of ASCT2-mediated glutamine metabolism[1][2]. Lobetyolin is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
Lobetyolin, a bioactive compound, is derived from Codonopsis pilosula. Lobetyolin has anti-inflammatory, anti-oxidative and xanthine oxidase inhibiting activities. Lobetyolin also induces the apoptosis via the inhibition of ASCT2-mediated glutamine metabolism[1][2]. Lobetyolin is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
Lobetyolin, a bioactive compound, is derived from Codonopsis pilosula. Lobetyolin has anti-inflammatory, anti-oxidative and xanthine oxidase inhibiting activities. Lobetyolin also induces the apoptosis via the inhibition of ASCT2-mediated glutamine metabolism[1][2]. Lobetyolin is a click chemistry reagent, itcontains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

同义名列表

7 个代谢物同义名

(2R,3R,4S,5S,6R)-2-[(4E,6R,7R,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol; .BETA.-D-GLUCOPYRANOSIDE, (1R,2R,7E)-2-HYDROXY-1-((1E)-5-HYDROXY-1-PENTENYL)-7-NONENE-3,5-DIYNYL; beta-D-Glucopyranoside, (1R,2R,7E)-2-hydroxy-1-((1E)-5-hydroxy-1-pentenyl)-7-nonene-3,5-diynyl; UNII-YJZ71TRO1X; isolobetyol; Lobetyolin; YJZ71TRO1X



数据库引用编号

10 个数据库交叉引用编号

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)

2 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

  • Jie Wang, Xin Liu, Wenyi Wei, Jing Yang, Qinqing Li, Shifeng Chu, Pulin Liu, Junlong Zhang, Wenbin He. Regulation of oxygen-glucose deprivation/reperfusion-induced inflammatory responses and M1-M2 phenotype switch of BV2 microglia by lobetyolin. Metabolic brain disease. 2023 Oct; ?(?):. doi: 10.1007/s11011-023-01292-6. [PMID: 37837601]
  • Shi-Hao Ni, Xiao-Jiao Zhang, Xiao-Lu OuYang, Tao-Chun Ye, Jin Li, Yue Li, Shu-Ning Sun, Xiao-Wei Han, Wen-Jie Long, Ling-Jun Wang, Zhong-Qi Yang, Lu Lu. Lobetyolin Alleviates Ferroptosis of Skeletal Muscle in 5/6 Nephrectomized Mice via Activation of Hedgehog-GLI1 Signaling. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Jul; 115(?):154807. doi: 10.1016/j.phymed.2023.154807. [PMID: 37121057]
  • Qi Xie, Hanxue Wang, Huida Guan, Nan Xu, Xiang Zhao, Xuemei Cheng, Changhong Wang. The in vitro/in vivo metabolic pathways analysis of lobetyol, lobetyolin, and lobetyolinin, three polyacetylenes from Codonopsis Radix, by UHPLC-Q/TOF-MS and UHPLC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2023 Jan; 223(?):115140. doi: 10.1016/j.jpba.2022.115140. [PMID: 36356406]
  • Shi-Hao Ni, Xiao-Lu OuYang, Xin Liu, Jin-Hai Lin, Yue Li, Shu-Ning Sun, Jian-Ping Deng, Xiao-Wei Han, Xiao-Jiao Zhang, Huan Li, Yu-Sheng Huang, Zi-Xin Chen, Zhi-Ming Lian, Zhen-Kui Wang, Wen-Jie Long, Ling-Jun Wang, Zhong-Qi Yang, Lu Lu. A molecular phenotypic screen reveals that lobetyolin alleviates cardiac dysfunction in 5/6 nephrectomized mice by inhibiting osteopontin. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Dec; 107(?):154412. doi: 10.1016/j.phymed.2022.154412. [PMID: 36191549]
  • Getnet Tadege, Yonatan Alebachew, Ariaya Hymete, Solomon Tadesse. Identification of lobetyolin as a major antimalarial constituent of the roots of Lobelia giberroa Hemsl. International journal for parasitology. Drugs and drug resistance. 2022 04; 18(?):43-51. doi: 10.1016/j.ijpddr.2022.01.002. [PMID: 35092864]
  • Wei Li. Isolobetyol, a new polyacetylene derivative from Platycodon grandiflorum root. Natural product research. 2022 Jan; 36(1):466-469. doi: 10.1080/14786419.2020.1779269. [PMID: 32573262]
  • Yonggang Wang, Jiaping Yuan, Shaowei Li, Lei Hui, Yuanli Li, Kai Chen, Tongtong Meng, Chengqun Yu, Feifan Leng, Jianzhong Ma. Comparative analysis of carbon and nitrogen metabolism, antioxidant indexes, polysaccharides and lobetyolin changes of different tissues from Codonopsis pilosula co-inoculated with Trichoderma. Journal of plant physiology. 2021 Dec; 267(?):153546. doi: 10.1016/j.jplph.2021.153546. [PMID: 34736004]
  • Jiajia Dong, Ming Cheng, Rong Xue, Chang Deng, Huanhuan Liu, Ting Zhang, Tulin Lu, Chunqin Mao, Shuxian Xiao, Lin Li, Wenxia Pi. Comparative pharmacokinetic and bioavailability study of lobetyolin in rats after administration of lobetyolin and Codonopsis pilosula extract by ultra-performance LC-tandem mass spectrometry. Biomedical chromatography : BMC. 2021 Aug; 35(8):e5125. doi: 10.1002/bmc.5125. [PMID: 33783828]
  • Wei He, Weiwei Tao, Feng Zhang, Qian Jie, Yun He, Wei Zhu, Jiani Tan, Weixing Shen, Liu Li, Ye Yang, Haibo Cheng, Dongdong Sun. Lobetyolin induces apoptosis of colon cancer cells by inhibiting glutamine metabolism. Journal of cellular and molecular medicine. 2020 03; 24(6):3359-3369. doi: 10.1111/jcmm.15009. [PMID: 31990147]
  • Jiao-Jiao Ji, Qi Feng, Hai-Feng Sun, Xue-Jun Zhang, Xiao-Xiao Li, Jian-Kuan Li, Jian-Ping Gao. Response of Bioactive Metabolite and Biosynthesis Related Genes to Methyl Jasmonate Elicitation in Codonopsis pilosula. Molecules (Basel, Switzerland). 2019 Feb; 24(3):. doi: 10.3390/molecules24030533. [PMID: 30717158]
  • Qi Zhao, Yong-Na Wu, Qin Fan, Qing-Qing Han, Paul W Paré, Rui Xu, Yin-Quan Wang, Suo-Min Wang, Jin-Lin Zhang. Improved Growth and Metabolite Accumulation in Codonopsis pilosula (Franch.) Nannf. by Inoculation of Bacillus amyloliquefaciens GB03. Journal of agricultural and food chemistry. 2016 Nov; 64(43):8103-8108. doi: 10.1021/acs.jafc.6b03390. [PMID: 27723315]
  • Shi-Man Gao, Jiu-Shi Liu, Tian Sun, Feng-Song Liu, Hao Jing, Yao-Dong Qi, Ben-Gang Zhang, Hai-Tao Liu, Pei-Gen Xiao. [Influence of different cultivation measures on chemical quality of Codonopsis Radix]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2016 Oct; 41(20):3753-3760. doi: 10.4268/cjcmm20162009. [PMID: 28929652]
  • Yue-Ping Jiang, Yu-Feng Liu, Qing-Lan Guo, Jian-Gong Shi. C14-polyacetylenol glycosides from the roots of Codonopsis pilosula. Journal of Asian natural products research. 2015; 17(12):1166-79. doi: 10.1080/10286020.2015.1112797. [PMID: 26595102]
  • Jing-Yu He, Shu Zhu, Yukihiro Goda, Shao-Qing Cai, Katsuko Komatsu. Quality evaluation of medicinally-used Codonopsis species and Codonopsis Radix based on the contents of pyrrolidine alkaloids, phenylpropanoid and polyacetylenes. Journal of natural medicines. 2014 Apr; 68(2):326-39. doi: 10.1007/s11418-013-0801-0. [PMID: 24203345]
  • Eun Young Kim, Jin Ah Kim, Hye Jin Jeon, Sungun Kim, Yang Hee Kim, Hye Yeon Kim, Wan Kyunn Whang. Chemical fingerprinting of Codonopsis pilosula and simultaneous analysis of its major components by HPLC-UV. Archives of pharmacal research. 2014; 37(9):1148-58. doi: 10.1007/s12272-014-0335-3. [PMID: 24497036]
  • Huan-yang Qi, Rui Wang, Yong Liu, Yan-ping Shi. [Studies on the chemical constituents of Codonopsis pilosula]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Apr; 34(4):546-8. doi: . [PMID: 21809539]
  • Sungwon Hong, Yeonjoong Yong, Kyungrai Kang, Soon Young Shin, Young Han Lee, Yoongho Lim. NF-kappaB Activation by compounds found in Platycodon grandiflorum extract. Journal of microbiology and biotechnology. 2009 Jun; 19(6):556-9. doi: 10.4014/jmb.0809.518. [PMID: 19597312]
  • Dan Song, Xue-mei Cheng, Long-yun Li, Guo-yue Zhong, Zheng-tao Wang. [Determination of lobetyolin in root of Codonopsis tangshen from various cultivation areas by high-performance liquid chromatography]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2008 Sep; 33(17):2133-5. doi: ". [PMID: 19066059]