(±)-β-Elemene (BioDeep_00000860064)

Main id: BioDeep_00000000612

 

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


(1S,2S,4R)-1-ethenyl-1-methyl-2,4-di(prop-1-en-2-yl)cyclohexane

化学式: C15H24 (204.1877904)
中文名称: 榄香烯, 环己烷，1-乙烯基-1-甲基-2,4-双（1-甲基乙烯基）-，（1R，2R，4S）-rel
谱图信息: 最多检出来源 () 0%

Reviewed

Last reviewed on 2024-11-15.

Cite this Page

(±)-β-Elemene. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/(±)-β-elemene (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000860064). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(=C)C1CCC(C(C1)C(=C)C)(C)C=C
InChI: InChI=1S/C15H24/c1-7-15(6)9-8-13(11(2)3)10-14(15)12(4)5/h7,13-14H,1-2,4,8-10H2,3,5-6H3/t13-,14+,15-/m1/s1

描述信息

β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.
β-Elemene ((-)-β-Elemene; Levo-β-elemene) is isolated from natural plant Curcuma aromatica with an antitumor activity. β-Elemene can induce cell apoptosis.

同义名列表

12 个代谢物同义名

(1S,2S,4R)-1-ethenyl-1-methyl-2,4-di(prop-1-en-2-yl)cyclohexane; (1S,2S,4R)-2,4-diisopropenyl-1-methyl-1-vinyl-cyclohexane; (1S,2S,4R)-2,4-diisopropenyl-1-methyl-1-vinylcyclohexane; nchembio.2007.29-comp11; Beta-Elemene; SDP-111; (-)-β-Elemene; Levo-β-elemene; beta-Elemene; Cyclohexane, 1-ethenyl-1-methyl-2,4-bis(1-methylethenyl)-, (1R,2R,4S)-rel-; Cyclohexane, 1-ethenyl-1-methyl-2,4-bis(1-methylethenyl)-, (1R,2R,4S)-rel-; beta-Elemene



数据库引用编号

12 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)

332 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

  • Yewen Feng, Qingwen An, Zhengqi Zhao, Mengting Wu, Chuqi Yang, WeiYu Liang, Xuefei Xu, Tao Jiang, Guangji Zhang. Beta-elemene: A phytochemical with promise as a drug candidate for tumor therapy and adjuvant tumor therapy. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2024 Mar; 172(?):116266. doi: 10.1016/j.biopha.2024.116266. [PMID: 38350368]
  • N R Kiran, Ananth Krishna Narayanan, Soumyajit Mohapatra, Priyanka Gupta, Dinesh A Nagegowda. Analysis of root volatiles and functional characterization of a root-specific germacrene A synthase in Artemisia pallens. Planta. 2024 Feb; 259(3):58. doi: 10.1007/s00425-024-04334-0. [PMID: 38308700]
  • Yuan Gao, Jilong Duan, Xiawen Dang, Yinghui Yuan, Yu Wang, Xingrui He, Renren Bai, Xiang-Yang Ye, Tian Xie. Design, synthesis and biological evaluation of novel histone deacetylase (HDAC) inhibitors derived from β-elemene scaffold. Journal of enzyme inhibition and medicinal chemistry. 2023 Dec; 38(1):2195991. doi: 10.1080/14756366.2023.2195991. [PMID: 37013860]
  • Kai Tan, Changhui Zhang, Zuomei He, Puhua Zeng. Construction of an anoikis-associated lncRNA-miRNA-mRNA network reveals the prognostic role of β-elemene in non-small cell lung cancer. Scientific reports. 2023 11; 13(1):20185. doi: 10.1038/s41598-023-46480-7. [PMID: 37980372]
  • Wenjuan Li, Jie Mai, Lu Lin, Zhi-Gang Zhang, Rodrigo Ledesma-Amaro, Weiliang Dong, Xiao-Jun Ji. Combination of microbial and chemical synthesis for the sustainable production of β-elemene, a promising plant-extracted anticancer compound. Biotechnology and bioengineering. 2023 Sep; ?(?):. doi: 10.1002/bit.28544. [PMID: 37661795]
  • Ting Zhang, Tianhua Zhang, Chuanzhou Gao, Sajid Jalal, Ruqiang Yuan, Hongming Teng, Cong Li, Lin Huang. Antitumor Effects of β-Elemene Through Inducing Autophagy-Mediated Apoptosis in Ewing Sarcoma Family Tumor Cells. DNA and cell biology. 2023 Aug; ?(?):. doi: 10.1089/dna.2023.0084. [PMID: 37610845]
  • Wei Chen, Yongjiang Li, Chuang Liu, Yong Kang, Duotian Qin, Shuying Chen, Jun Zhou, Hai-Jun Liu, Bijan Emiliano Ferdows, Dylan Neal Patel, Xiangang Huang, Seyoung Koo, Na Kong, Xiaoyuan Ji, Yihai Cao, Wei Tao, Tian Xie. In situ Engineering of Tumor-Associated Macrophages via a Nanodrug-Delivering-Drug (β-Elemene@Stanene) Strategy for Enhanced Cancer Chemo-Immunotherapy. Angewandte Chemie (International ed. in English). 2023 Jun; ?(?):e202308413. doi: 10.1002/anie.202308413. [PMID: 37380606]
  • Tuan Quoc Doan, Dien Dinh, Thang Nam Tran, Phu Quynh Dinh Nguyen, Chau Bao Hoai Nguyen, Nhan Trong Le, Hung Quoc Vo, Duc Viet Ho, Anh Le Tuan, Hoai Thi Nguyen, Isiaka A Ogunwande. Chemical composition and acetylcholinesterase inhibitory activity of essential oil from the leaves of Mitrephora poilanei Weeras. & R.M.K. Saunders. Natural product research. 2023 Jun; ?(?):1-5. doi: 10.1080/14786419.2023.2227989. [PMID: 37357615]
  • Diep Trinh Thi, Dung Luong Van, Trung Phung Van, Hoai Nguyen Thi, Thao Do Thi, Uyen Nguyen Thi To, Linh Tran Thi Hoai, Khai Dang Vinh, Thanh Truc Huynh, Tran Le Thi Thanh. Chemical composition, anti-inflammatory and cytotoxic activity of essential oils from two Luvunga species (L. scandens and L. hongiaoensis) from Vietnam. Natural product research. 2023 Jun; ?(?):1-10. doi: 10.1080/14786419.2023.2225125. [PMID: 37337451]
  • Eric Fordjour, Chun-Li Liu, Yunpeng Hao, Isaac Sackey, Yankun Yang, Xiuxia Liu, Ye Li, Tianwei Tan, Zhonghu Bai. Engineering Escherichia coli BL21 (DE3) for high-yield production of germacrene A, a precursor of β-elemene via combinatorial metabolic engineering strategies. Biotechnology and bioengineering. 2023 Jun; ?(?):. doi: 10.1002/bit.28467. [PMID: 37309999]
  • Gao-Qian Song, Pu Wu, Xue-Man Dong, Long-Hui Cheng, Hua-Qiu Lu, Yuan-Yuan Lin, Wei-Yang Tang, Tian Xie, Jian-Liang Zhou. Elemene induces cell apoptosis via inhibiting glutathione synthesis in lung adenocarcinoma. Journal of ethnopharmacology. 2023 Mar; 311(?):116409. doi: 10.1016/j.jep.2023.116409. [PMID: 37003401]
  • Yufei Liang, Shengmian Li. β-elemene suppresses Migration of Esophageal Squamous Cell Carcinoma by Modulating Expression of MMP9 through the PI3K/Akt/NF-κB Pathway. Combinatorial chemistry & high throughput screening. 2023 Mar; ?(?):. doi: 10.2174/1386207326666230303120514. [PMID: 36872359]
  • Min Ye, Jiaoqi Gao, Yongjin J Zhou. Global metabolic rewiring of the nonconventional yeast Ogataea polymorpha for biosynthesis of the sesquiterpenoid β-elemene. Metabolic engineering. 2023 03; 76(?):225-231. doi: 10.1016/j.ymben.2023.02.008. [PMID: 36828231]
  • Heng Deng, Guo Chen, Jun Zhang. β-elemene regulates epithelial-mesenchymal transformation and inhibits invasion and metastasis of colorectal cancer cells. Journal of complementary & integrative medicine. 2022 Dec; ?(?):. doi: 10.1515/jcim-2022-0295. [PMID: 36480470]
  • Renren Bai, Junlong Zhu, Ziqiang Bai, Qing Mao, Yingqian Zhang, Zi Hui, Xinyu Luo, Xiang-Yang Ye, Tian Xie. Second generation β-elemene nitric oxide derivatives with reasonable linkers: potential hybrids against malignant brain glioma. Journal of enzyme inhibition and medicinal chemistry. 2022 Dec; 37(1):379-385. doi: 10.1080/14756366.2021.2016734. [PMID: 35012394]
  • Meijie Li, Qifeng Wen, Shuzhe Lv, Rumeng Yang, Tao Cheng, Zhaobao Wang, Jianming Yang. Co-biosynthesis of germacrene A, a precursor of β-elemene, and lycopene in engineered Escherichia coli. Applied microbiology and biotechnology. 2022 Dec; 106(24):8053-8066. doi: 10.1007/s00253-022-12257-7. [PMID: 36374331]
  • Yuan Gao, Nian-Dong Mao, Hao Che, Li Xu, Renren Bai, Li-Wei Wang, Xiang-Yang Ye, Tian Xie. Novel hydroxyl carboximates derived from β-elemene: design, synthesis and anti-tumour activities evaluation. Journal of enzyme inhibition and medicinal chemistry. 2022 Dec; 37(1):2403-2416. doi: 10.1080/14756366.2022.2117314. [PMID: 36065895]
  • Xiang Qi, Songwei Jiang, Zi Hui, Yuan Gao, Yang Ye, Frédéric Lirussi, Carmen Garrido, Li Xu, Xingrui He, Renren Bai, Xiang-Yang Ye, Tian Xie. Design, synthesis and antitumor efficacy evaluation of a series of novel β-elemene-based macrocycles. Bioorganic & medicinal chemistry. 2022 11; 74(?):117049. doi: 10.1016/j.bmc.2022.117049. [PMID: 36240626]
  • Qin Guo, Yujia Li, Yuan Chen, Jin Ji, Shizhong Zheng, Xuefen Xu, Biyun Zhang, Jianzhou Ye. β-Elemene induces apoptosis by activating the P53 pathway in human hypertrophic scar fibroblasts. IUBMB life. 2022 06; 74(6):508-518. doi: 10.1002/iub.2614. [PMID: 35294085]
  • Yingyu Zhou, Tomohiro Takano, Xuyang Li, Yimei Wang, Rong Wang, Zhangliang Zhu, Masaru Tanokura, Takuya Miyakawa, Satoshi Hachimura. β-elemene regulates M1-M2 macrophage balance through the ERK/JNK/P38 MAPK signaling pathway. Communications biology. 2022 05; 5(1):519. doi: 10.1038/s42003-022-03369-x. [PMID: 35641589]
  • Wenjuan Sun, Dong Hyun Kim, Chang Hyun Byon, Hoon In Choi, Jung Sun Park, Eun Hui Bae, Seong Kwon Ma, Soo Wan Kim. β-Elemene Attenuates Renal Fibrosis in the Unilateral Ureteral Obstruction Model by Inhibition of STAT3 and Smad3 Signaling via Suppressing MyD88 Expression. International journal of molecular sciences. 2022 May; 23(10):. doi: 10.3390/ijms23105553. [PMID: 35628363]
  • Li-Tian Ma, Yang Bai, Peng Cao, Kai-Xi Ren, Jing Chen, Ting Zhang, Bo-Yuan Fan, Yu Qiao, Hong-Yu Yan, Jing-Jie Wang, Yun-Qing Li, Jin Zheng. The analgesic effects of β-elemene in rats with neuropathic pain by inhibition of spinal astrocytic ERK activation. Molecular pain. 2022 04; 18(?):17448069221121562. doi: 10.1177/17448069221121562. [PMID: 35976914]
  • JingJing Wu, XiaoJuan Tang, Yao Shi, ChangJu Ma, Hongyu Zhang, Junhong Zhang, Yue Lu, Jianan Wei, Li Li, Ling Han. Crosstalk of LncRNA HOTAIR and SP1-mediated repression of PDK1 contributes to β-Elemene-inhibited proliferation of hepatocellular carcinoma cells. Journal of ethnopharmacology. 2022 Jan; 283(?):114456. doi: 10.1016/j.jep.2021.114456. [PMID: 34333105]
  • Cuiwei Zhang, Shuiqin Li, Ziyi Zhao. β-Elemene Promotes Apoptosis Induced by Hyperthermia via Inhibiting HSP70. Disease markers. 2022; 2022(?):7313026. doi: 10.1155/2022/7313026. [PMID: 35903296]
  • Márcia Moraes Cascaes, Odirleny Dos Santos Carneiro, Lidiane Diniz do Nascimento, Ângelo Antônio Barbosa de Moraes, Mozaniel Santana de Oliveira, Jorddy Neves Cruz, Giselle Maria Skelding Pinheiro Guilhon, Eloisa Helena de Aguiar Andrade. Essential Oils from Annonaceae Species from Brazil: A Systematic Review of Their Phytochemistry, and Biological Activities. International journal of molecular sciences. 2021 Nov; 22(22):. doi: 10.3390/ijms222212140. [PMID: 34830022]
  • Mingyan Shao, Mingmin Wang, Lin Ma, Qian Wang, Pengrong Gao, Xue Tian, Changxiang Li, Linghui Lu, Chun Li, Wei Wang, Yong Wang. β-elemene blocks lipid-induced inflammatory pathways via PPARβ activation in heart failure. European journal of pharmacology. 2021 Nov; 910(?):174450. doi: 10.1016/j.ejphar.2021.174450. [PMID: 34454927]
  • Tianming Zhao, Chao Ma, Guofei Zhu. Chemical Composition and Biological Activities of Essential Oils from the Leaves, Stems, and Roots of Kadsura coccinea. Molecules (Basel, Switzerland). 2021 Oct; 26(20):. doi: 10.3390/molecules26206259. [PMID: 34684838]
  • Chuang Liu, Shan Sun, Qiang Feng, Gongwei Wu, Yiting Wu, Na Kong, Zhangsen Yu, Junlie Yao, Xingcai Zhang, Wei Chen, Zhongmin Tang, Yufen Xiao, Xiangang Huang, Aman Lv, Chenyang Yao, Haibo Cheng, Aiguo Wu, Tian Xie, Wei Tao. Arsenene Nanodots with Selective Killing Effects and their Low-Dose Combination with ß-Elemene for Cancer Therapy. Advanced materials (Deerfield Beach, Fla.). 2021 Sep; 33(37):e2102054. doi: 10.1002/adma.202102054. [PMID: 34309925]
  • Kadis Mujiono, Tilisa Tohi, Islam S Sobhy, Yuko Hojo, Tomonori Shinya, Ivan Galis. Herbivore-induced and constitutive volatiles are controlled by different oxylipin-dependent mechanisms in rice. Plant, cell & environment. 2021 08; 44(8):2687-2699. doi: 10.1111/pce.14126. [PMID: 34114241]
  • Elisa Ovidi, Stefania Garzoli, Valentina Laghezza Masci, Giovanni Turchetti, Antonio Tiezzi. GC-MS investigation and antiproliferative activities of extracts from male and female flowers of Schinus molle L. Natural product research. 2021 Jun; 35(11):1923-1927. doi: 10.1080/14786419.2019.1644628. [PMID: 31328565]
  • Pu Wu, Xue-Man Dong, Gao-Qian Song, Meng-Meng Wei, Can Fang, Fu-Bo Zheng, Yue-Ji Zhao, Hua-Qiu Lu, Long-Hui Cheng, Jian-Liang Zhou, Tian Xie. Bioactivity-guided discovery of quality control markers in rhizomes of Curcuma wenyujin based on spectrum-effect relationship against human lung cancer cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2021 Jun; 86(?):153559. doi: 10.1016/j.phymed.2021.153559. [PMID: 33857848]
  • Celeste de Jesus Pereira Franco, Oberdan Oliveira Ferreira, Ângelo Antônio Barbosa de Moraes, Everton Luiz Pompeu Varela, Lidiane Diniz do Nascimento, Sandro Percário, Mozaniel Santana de Oliveira, Eloisa Helena de Aguiar Andrade. Chemical Composition and Antioxidant Activity of Essential Oils from Eugenia patrisii Vahl, E. punicifolia (Kunth) DC., and Myrcia tomentosa (Aubl.) DC., Leaf of Family Myrtaceae. Molecules (Basel, Switzerland). 2021 May; 26(11):. doi: 10.3390/molecules26113292. [PMID: 34072598]
  • Ziqiang Bai, Chuansheng Yao, Junlong Zhu, Yuanyuan Xie, Xiang-Yang Ye, Renren Bai, Tian Xie. Anti-Tumor Drug Discovery Based on Natural Product β-Elemene: Anti-Tumor Mechanisms and Structural Modification. Molecules (Basel, Switzerland). 2021 Mar; 26(6):. doi: 10.3390/molecules26061499. [PMID: 33801899]
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  • Shuiping Liu, Qiujie Li, Guohua Li, Qin Zhang, Lvjia Zhuo, Xuemeng Han, Mingming Zhang, Xiaying Chen, Ting Pan, Lili Yan, Ting Jin, Jianjun Wang, Qun Lv, Xinbing Sui, Tian Xie. The mechanism of m6A methyltransferase METTL3-mediated autophagy in reversing gefitinib resistance in NSCLC cells by β-elemene. Cell death & disease. 2020 11; 11(11):969. doi: 10.1038/s41419-020-03148-8. [PMID: 33177491]
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