Protohypericin (BioDeep_00000020319)

   

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


7,11,13,16,18,22-hexahydroxy-5,24-dimethylheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),4,6,10,12,14,16,18,21(26),22,24-tridecaene-9,20-dione

化学式: C30H18O8 (506.10016279999996)
中文名称: 原金丝桃素
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1=CC(=O)C2=C(C3=C(C=C(C4=C3C(=C5C6=CC(=CC(=O)C6=C(C7=C(C=C(C4=C57)O)O)O)C)C2=C1)O)O)O
InChI: InChI=1S/C30H18O8/c1-9-3-11-19(13(31)5-9)29(37)25-17(35)7-15(33)23-24-16(34)8-18(36)26-28(24)22(21(11)27(23)25)12-4-10(2)6-14(32)20(12)30(26)38/h3-8,31-36H,1-2H3

描述信息

Isolated from Hypericum perforatum (St. Johns Wort). Protohypericin is found in tea, alcoholic beverages, and herbs and spices.
Protohypericin is found in alcoholic beverages. Protohypericin is isolated from Hypericum perforatum (St. Johns Wort).

同义名列表

2 个代谢物同义名

7,11,13,16,18,22-hexahydroxy-5,24-dimethylheptacyclo[13.11.1.1²,¹⁰.0³,⁸.0¹⁹,²⁷.0²¹,²⁶.0¹⁴,²⁸]octacosa-1(27),2(28),3(8),4,6,10,12,14,16,18,21(26),22,24-tridecaene-9,20-dione; Protohypericin



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)

4 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

  • Andrea Kucharíková, Katarína Kimáková, Christian Janfelt, Eva Čellárová. Interspecific variation in localization of hypericins and phloroglucinols in the genus Hypericum as revealed by desorption electrospray ionization mass spectrometry imaging. Physiologia plantarum. 2016 May; 157(1):2-12. doi: 10.1111/ppl.12422. [PMID: 26822391]
  • Dongjian Zhang, Cuihua Jiang, Shengwei Yang, Meng Gao, Dejian Huang, Xiaoning Wang, Haibo Shao, Yuanbo Feng, Ziping Sun, Yicheng Ni, Jian Zhang, Zhiqi Yin. Effects of skeleton structure on necrosis targeting and clearance properties of radioiodinated dianthrones. Journal of drug targeting. 2016; 24(6):566-77. doi: 10.3109/1061186x.2015.1113541. [PMID: 26586010]
  • Xuejiao Liu, Cuihua Jiang, Dongjian Zhang, Meng Gao, Fei Peng, Dejian Huang, Ziping Sun, Yicheng Ni, Jian Zhang, Zhiqi Yin. Tumor necrosis targeted radiotherapy of non-small cell lung cancer using radioiodinated protohypericin in a mouse model. Oncotarget. 2015 Sep; 6(28):26400-10. doi: 10.18632/oncotarget.4568. [PMID: 26305548]
  • Xuejiao Liu, Yuanbo Feng, Cuihua Jiang, Bin Lou, Yue Li, Wei Liu, Nan Yao, Meng Gao, Yun Ji, Qingqing Wang, Dejian Huang, Zhiqi Yin, Ziping Sun, Yicheng Ni, Jian Zhang. Radiopharmaceutical evaluation of (131)I-protohypericin as a necrosis avid compound. Journal of drug targeting. 2015 Jun; 23(5):417-26. doi: 10.3109/1061186x.2014.1002787. [PMID: 25655506]
  • Souvik Kusari, Sebastian Zühlke, Ján Kosuth, Eva Cellárová, Michael Spiteller. Light-independent metabolomics of endophytic Thielavia subthermophila provides insight into microbial hypericin biosynthesis. Journal of natural products. 2009 Oct; 72(10):1825-35. doi: 10.1021/np9002977. [PMID: 19746917]
  • Marina Xenophontos, Ilias Stavropoulos, Emmanuel Avramakis, Eleni Navakoudis, Dieter Dörnemann, Kiriakos Kotzabasis. Influence of the habitat altitude on the (proto)hypericin and (proto)pseudohypericin levels of hypericum plants from Crete. Planta medica. 2008 Oct; 74(12):1496-503. doi: 10.1055/s-2008-1081337. [PMID: 18671196]
  • Steven F Baugh. Simultaneous determination of protopseudohypericin, pseudohypericin, protohypericin, and hypericin without light exposure. Journal of AOAC International. 2005 Nov; 88(6):1607-12. doi: . [PMID: 16526439]
  • Ari Tolonen, Anja Hohtola, Jorma Jalonen. Fast high-performance liquid chromatographic analysis of naphthodianthrones and phloroglucinols from Hypericum perforatum extracts. Phytochemical analysis : PCA. 2003 Sep; 14(5):306-9. doi: 10.1002/pca.720. [PMID: 14516003]
  • Anette Gemal Jensen, Steen Honoré Hansen. Separation of hypericins and hyperforins in extracts of Hypericum perforatum L. using non-aqueous capillary electrophoresis with reversed electro-osmotic flow. Journal of pharmaceutical and biomedical analysis. 2002 Jan; 27(1-2):167-76. doi: 10.1016/s0731-7085(01)00548-9. [PMID: 11682223]
  • A Poutaraud, A Lobstein, P Girardin, B Weniger. Improved procedure for the quality control of Hypericum perforatum L. Phytochemical analysis : PCA. 2001 Nov; 12(6):355-62. doi: 10.1002/pca.601. [PMID: 11793812]
  • A Poutaraud, F Di Gregorio, V C Tin, P Girardin. Effect of light on hypericins contents in fresh flowering top parts and in an extract of St. John's Wort (Hypericum perforatum). Planta medica. 2001 Apr; 67(3):254-9. doi: 10.1055/s-2001-12003. [PMID: 11345698]
  • A Vandenbogaerde, P Zanoli, G Puia, C Truzzi, A Kamuhabwa, P De Witte, W Merlevede, M Baraldi. Evidence that total extract of Hypericum perforatum affects exploratory behavior and exerts anxiolytic effects in rats. Pharmacology, biochemistry, and behavior. 2000 Apr; 65(4):627-33. doi: 10.1016/s0091-3057(99)00233-6. [PMID: 10764915]
  • A R Kamuhabwa, P Augustijns, P A de Witte. In vitro transport and uptake of protohypericin and hypericin in the Caco-2 model. International journal of pharmaceutics. 1999 Oct; 188(1):81-6. doi: 10.1016/s0378-5173(99)00203-3. [PMID: 10528085]
  • G Piperopoulos, R Lotz, A Wixforth, T Schmierer, K P Zeller. Determination of naphthodianthrones in plant extracts from Hypericum perforatum L. by liquid chromatography-electrospray mass spectrometry. Journal of chromatography. B, Biomedical sciences and applications. 1997 Aug; 695(2):309-16. doi: 10.1016/s0378-4347(97)00188-6. [PMID: 9300867]