Linderalactone (BioDeep_00000000191)

 

Secondary id: BioDeep_00000269225

natural product PANOMIX_OTCML-2023


代谢物信息卡片


NCGC00385309-01_C15H16O3_(1R)-3,8-Dimethyl-5,14-dioxatricyclo[10.2.1.0~2,6~]pentadeca-2(6),3,8,12(15)-tetraen-13-one

化学式: C15H16O3 (244.1099386)
中文名称: 异乌药内酯, 乌药内酯, 钓樟内酯
谱图信息: 最多检出来源 Viridiplantae(plant) 3.07%

分子结构信息

SMILES: c12c(occ1C)C/C(=C/CCC1=C[C@H]2OC1=O)/C
InChI: InChI=1S/C15H16O3/c1-9-4-3-5-11-7-13(18-15(11)16)14-10(2)8-17-12(14)6-9/h4,7-8,13H,3,5-6H2,1-2H3/t13-/m1/s1

描述信息

Isolinderalactone is a member of benzofurans. It has a role as a metabolite.
Isolinderalactone is a natural product found in Neolitsea villosa, Neolitsea hiiranensis, and other organisms with data available.
A natural product found in Neolitsea daibuensis.
Linderalactone is a natural product found in Neolitsea umbrosa, Neolitsea villosa, and other organisms with data available.
Isolinderalactone suppresses human glioblastoma growth and angiogenic activity through the inhibition of VEGFR2 activation in endothelial cells[1]. Isolinderalactone suppresses the expression of B-cell lymphoma 2 (Bcl-2), survi
Isolinderalactone suppresses human glioblastoma growth and angiogenic activity through the inhibition of VEGFR2 activation in endothelial cells[1]. Isolinderalactone suppresses the expression of B-cell lymphoma 2 (Bcl-2), survi
Linderalactone is an important sesquiterpene lactone isolated from Lindera aggregata. Linderalactone inhibits cancer growth by modulating the expression of apoptosis-related proteins and inhibition of JAK/STAT signalling pathway. Linderalactone also inhibits the proliferation of the lung cancer A-549 cells with an IC50 of 15 μM[1][2].
Linderalactone is an important sesquiterpene lactone isolated from Lindera aggregata. Linderalactone inhibits cancer growth by modulating the expression of apoptosis-related proteins and inhibition of JAK/STAT signalling pathway. Linderalactone also inhibits the proliferation of the lung cancer A-549 cells with an IC50 of 15 μM[1][2].

同义名列表

15 个代谢物同义名

(3aS,4R,8bR)-4,8-dimethyl-3-methylene-4-vinyl-3a,4,5,8b-tetrahydrobenzo[1,2-b:3,4-b]difuran-2(3H)-one; (3aS,4R,8bR)-4-ethenyl-4,8-dimethyl-3-methylidene-5,8b-dihydro-3aH-furo[2,3-e][1]benzofuran-2-one; isolinderalactone; Linderalactone; Germacra-1(10),4,7,11-tetraen-15-oic acid, 8,12-epoxy-6.alpha.-hydroxy-, .gamma.-lactone, (E)-(+)-; (R,7Z,10E)-3,11-dimethyl-4,8,9,12-tetrahydro-6H-4,7-(metheno)furo[3,2-c][1]oxacycloundecin-6-one; Germacra-1(10),4,7,11-tetraen-15-oic acid, 8,12-epoxy-6alpha-hydroxy-, gamma-lactone, (E)-(+)-; 6H-4,7-Methenofuro(3,2-c)oxacycloundecin-6-one, 4,8,9,12-tetrahydro-3,11-dimethyl-, (4R,10E)-; (1R,8E)-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.0?,?]pentadeca-2(6),3,8,12(15)-tetraen-13-one; 6H-4,7-Methenofuro(3,2-c)oxacycloundecin-6-one, 4,8,9,12-tetrahydro-3,11-dimethyl-, (R-(E))-; 6H-4,7-Methenofuro[3,2-c]oxacycloundecin-6-one, 4,8,9,12-tetrahydro-3,11-dimethyl-, [R-(E)]-; (1R,8E)-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-2(6),3,8,12(15)-tetraen-13-one; 3,11-Dimethyl-4,8,9,12-tetrahydro-6H-4,7-(metheno)furo[3,2-c]oxacycloundecin-6-one; LWCKQMHMTSRRAA-QGQQYVBWSA-N; NCGC00385309-01_C15H16O3_(1R)-3,8-Dimethyl-5,14-dioxatricyclo[10.2.1.0~2,6~]pentadeca-2(6),3,8,12(15)-tetraen-13-one



数据库引用编号

42 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)

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

  • Xiaofei Shen, Hongqing Chen, Hai Zhang, Liuling Luo, Tian Wen, Lu Liu, Qiongying Hu, Lun Wang. A natural sesquiterpene lactone isolinderalactone attenuates lipopolysaccharide-induced inflammatory response and acute lung injury through inhibition of NF-κB pathway and activation Nrf2 pathway in macrophages. International immunopharmacology. 2023 Sep; 124(Pt B):110965. doi: 10.1016/j.intimp.2023.110965. [PMID: 37741124]
  • Ji Young Hwang, Jung Hwa Park, Min Jae Kim, Woo Jean Kim, Ki-Tae Ha, Byung Tae Choi, Seo-Yeon Lee, Hwa Kyoung Shin. Isolinderalactone regulates the BCL-2/caspase-3/PARP pathway and suppresses tumor growth in a human glioblastoma multiforme xenograft mouse model. Cancer letters. 2019 02; 443(?):25-33. doi: 10.1016/j.canlet.2018.11.027. [PMID: 30503550]
  • Meng-Chi Yen, Ying-Chu Shih, Ya-Ling Hsu, En-Shyh Lin, Yi-Shiuan Lin, Eing-Mei Tsai, Ya-Wen Ho, Ming-Feng Hou, Po-Lin Kuo. Isolinderalactone enhances the inhibition of SOCS3 on STAT3 activity by decreasing miR-30c in breast cancer. Oncology reports. 2016 Mar; 35(3):1356-64. doi: 10.3892/or.2015.4503. [PMID: 26707189]
  • Subhash C Joshi, Chandra S Mathela. Antioxidant and antibacterial activities of the leaf essential oil and its constituents furanodienone and curzerenone from Lindera pulcherrima (Nees.) Benth. ex hook. f. Pharmacognosy research. 2012 Apr; 4(2):80-4. doi: 10.4103/0974-8490.94721. [PMID: 22518079]
  • Su-Ling Wong, Hsun-Shuo Chang, Guei-Jane Wang, Michael Y Chiang, Hung-Yi Huang, Chu-Huang Chen, Shiow-Chwen Tsai, Chu-Hung Lin, Ih-Sheng Chen. Secondary metabolites from the roots of Neolitsea daibuensis and their anti-inflammatory activity. Journal of natural products. 2011 Dec; 74(12):2489-96. doi: 10.1021/np100874f. [PMID: 22148193]
  • Li-She Gan, Yun-Liang Zheng, Jian-Xia Mo, Xin Liu, Xin-Hua Li, Chang-Xin Zhou. Sesquiterpene lactones from the root tubers of Lindera aggregata. Journal of natural products. 2009 Aug; 72(8):1497-501. doi: 10.1021/np900354q. [PMID: 19639966]
  • Xian-Long Cheng, Shuang-Cheng Ma, Feng Wei, Gang-Li Wang, Xin-Yue Xiao, Rui-Chao Lin. A new sesquiterpene isolated from Lindera aggregata (SIMS) KOSTERM. Chemical & pharmaceutical bulletin. 2007 Sep; 55(9):1390-2. doi: 10.1248/cpb.55.1390. [PMID: 17827769]
  • Yasuko Noda, Akitane Mori. Antioxidant activities of uyaku (lindera strychnifolia) leaf extract: a natural extract used in traditional medicine. Journal of clinical biochemistry and nutrition. 2007 Sep; 41(2):139-45. doi: 10.3164/jcbn2007019. [PMID: 18193108]
  • Chao-feng Zhang, Norio Nakamura, Supinya Tewtrakul, Masao Hattori, Qi-shi Sun, Zheng-tao Wang, Tamio Fujiwara. Sesquiterpenes and alkaloids from Lindera chunii and their inhibitory activities against HIV-1 integrase. Chemical & pharmaceutical bulletin. 2002 Sep; 50(9):1195-200. doi: 10.1248/cpb.50.1195. [PMID: 12237535]
  • Wataru Kobayashi, Toshio Miyase, Mitsuaki Sano, Kaoru Umehara, Tsutomu Warashina, Hiroshi Noguchi. Prolyl endopeptidase inhibitors from the roots of Lindera strychnifolia F. Vill. Biological & pharmaceutical bulletin. 2002 Aug; 25(8):1049-52. doi: 10.1248/bpb.25.1049. [PMID: 12186408]
  • C F Zhang, Q S Sun, Z T Wang, G X Chou. [Studies on constituents of the leaves of Lindera aggregata (Sims) Kosterm]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Nov; 26(11):765-7. doi: . [PMID: 12776349]
  • R Sekura, A Meister. Covalent interaction of L-2-amino-4-oxo-5-chloropentanoate at glutamate binding site of gamma-glutamylcysteine synthetase. The Journal of biological chemistry. 1977 Apr; 252(8):2606-10. doi: NULL. [PMID: 15993]
  • L K Hsu, A H Crisp, R S Kalucy, J Koval, C N Chen, M Carruthers, K J Zilkha. Early morning migraine. Nocturnal plasma levels of catecholamines, tryptophan, glucose, and free fatty acids and sleep encephalographs. Lancet (London, England). 1977 Feb; 1(8009):447-51. doi: 10.1016/s0140-6736(77)91942-0. [PMID: 65562]
  • E F Lavretskaia, Iu Sh Moshkovskii, I M Raĭkhman. [Effect of psychotropic and anticonvulsive preparations on transport ATPase in the renal tubules of the guinea pig]. Farmakologiia i toksikologiia. 1975 May; 38(3):272-5. doi: NULL. [PMID: 6303]