Lactupicrin (BioDeep_00000001041)

 

Secondary id: BioDeep_00000410994, BioDeep_00001867589

human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds natural product


代谢物信息卡片


Benzeneacetic acid, 4-hydroxy-, 2,3,3a,4,5,7,9a,9b-octahydro-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxoazuleno(4,5-b)furan-4-yl ester, (3aR-(3aalpha,4alpha,9aalpha,9bbeta))-

化学式: C23H22O7 (410.1365462)
中文名称:
谱图信息: 最多检出来源 Escherichia coli(natural_products) 30.3%

分子结构信息

SMILES: C=C1C(=O)OC2C3C(CO)=CC(=O)C3=C(C)CC(OC(=O)Cc3ccc(O)cc3)C12
InChI: InChI=1S/C23H22O7/c1-11-7-17(29-18(27)8-13-3-5-15(25)6-4-13)20-12(2)23(28)30-22(20)21-14(10-24)9-16(26)19(11)21/h3-6,9,17,20-22,24-25H,2,7-8,10H2,1H3

描述信息

Lactucopicrin is an azulenofuran, a cyclic terpene ketone, an enone, a member of phenols, a sesquiterpene lactone and a primary alcohol. It has a role as a plant metabolite, a sedative and an antimalarial. It is functionally related to a 4-hydroxyphenylacetic acid and a lactucin.
Lactupicrin is a natural product found in Cichorium endivia, Cichorium spinosum, and other organisms with data available.
Constituent of Lactuca sativa (lettuce), Cichorium intybus (chicory) and Cichorium endivia (endive). Lactupicrin is found in many foods, some of which are endive, romaine lettuce, chicory, and lettuce.
Lactupicrin is found in chicory. Lactupicrin is a constituent of Lactuca sativa (lettuce), Cichorium intybus (chicory) and Cichorium endivia (endive)
Lactupicrin (Lactucopicrin) is a characteristic bitter sesquiterpene lactone that can relieve pain. Lactupicrin exhibits atheroprotective effect[1][2].
Lactupicrin (Lactucopicrin) is a characteristic bitter sesquiterpene lactone that can relieve pain. Lactupicrin exhibits atheroprotective effect[1][2].

同义名列表

14 个代谢物同义名

Benzeneacetic acid, 4-hydroxy-, 2,3,3a,4,5,7,9a,9b-octahydro-9-(hydroxymethyl)-6-methyl-3-methylene-2,7-dioxoazuleno(4,5-b)furan-4-yl ester, (3aR-(3aalpha,4alpha,9aalpha,9bbeta))-; Lactucopicrin3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methyleneazuleno(4,5-b)furan-2,7-dione p-hydroxyphenylacetate hydrate; [(3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-(4-hydroxyphenyl)acetate; 9-(Hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetic acid; 9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetate; 9-(Hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydroazuleno[4,5-b]furan-4-yl (4-hydroxyphenyl)acetate; 9-(hydroxymethyl)-6-methyl-3-methylidene-2,7-dioxo-3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl 2-(4-hydroxyphenyl)acetate; Lactucopicrin; MEGxp0_000597; ACon1_000375; Lactopicrin; Lactupicrin; Intybin; Lactupicrin



数据库引用编号

21 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)

45 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

  • Yilizere Aibaidula, Mutalifu Aimaiti, Huiwen Tan, Bingting Chen, Jian Yang, Xiaoli Ma. Lactucin & Lactucopicrin ameliorates FFA-induced steatosis in HepG2 cells via modulating lipid metabolism. Journal of pharmacological sciences. 2022 Oct; 150(2):110-122. doi: 10.1016/j.jphs.2022.07.007. [PMID: 36055749]
  • Qing Li, Xiuping Liu, Xu Zhang, Yushi Du, Guanyu Chen, Panyin Xiang, Wenhua Ling, Dongliang Wang. Terpene Lactucopicrin Limits Macrophage Foam Cell Formation by a Reduction of Lectin-Like Oxidized Low-Density Lipoprotein Receptor-1 in Lipid Rafts. Molecular nutrition & food research. 2022 02; 66(4):e2100905. doi: 10.1002/mnfr.202100905. [PMID: 34932892]
  • Luanying He, Hui Weng, Qing Li, Guojun Shi, Xiuping Liu, Yushi Du, Jiakun Zheng, Wenhua Ling, Dongliang Wang. Lactucopicrin Inhibits Cytoplasmic Dynein-Mediated NF-κB Activation in Inflammated Macrophages and Alleviates Atherogenesis in Apolipoprotein E-Deficient Mice. Molecular nutrition & food research. 2021 02; 65(4):e2000989. doi: 10.1002/mnfr.202000989. [PMID: 33377310]
  • Carlos J García, David Beltrán, Francisco A Tomás-Barberán. Human Gut Microbiota Metabolism of Dietary Sesquiterpene Lactones: Untargeted Metabolomics Study of Lactucopicrin and Lactucin Conversion In Vitro and In Vivo. Molecular nutrition & food research. 2020 11; 64(21):e2000619. doi: 10.1002/mnfr.202000619. [PMID: 32970341]
  • Hyo-Won Kim, Hyung Joo Suh, Hyeon-Son Choi, Ki-Bae Hong, Kyungae Jo. Effectiveness of the Sleep Enhancement by Green Romaine Lettuce (Lactuca sativa) in a Rodent Model. Biological & pharmaceutical bulletin. 2019; 42(10):1726-1732. doi: 10.1248/bpb.b19-00454. [PMID: 31582660]
  • A Wesołowska, A Nikiforuk, K Michalska, W Kisiel, E Chojnacka-Wójcik. Analgesic and sedative activities of lactucin and some lactucin-like guaianolides in mice. Journal of ethnopharmacology. 2006 Sep; 107(2):254-8. doi: 10.1016/j.jep.2006.03.003. [PMID: 16621374]
  • G SCHENCK, H LOTH, W REUBERT. [Research on the preparation of lactucin and lactucopicrin from Lactuca virosa plants. 15. On the enzymatic and non-enzymatic oxidation of therapeutically active plant substances]. Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft. 1961 Jan; 294/66(?):17-24. doi: 10.1002/ardp.19612940105. [PMID: 13747469]