Arteannuin (BioDeep_00000229835)
Secondary id: BioDeep_00000396384
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C15H20O3 (248.14123700000002)
中文名称: 青蒿乙素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1CCC2C(=C)C(=O)OC23C1CCC4(C3O4)C
InChI: InChI=1S/C15H20O3/c1-8-4-5-11-9(2)12(16)17-15(11)10(8)6-7-14(3)13(15)18-14/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10+,11+,13-,14-,15-/m1/s1
描述信息
Arteannuin B is a natural product found in Artemisia apiacea, Artemisia annua, and Artemisia carvifolia with data available.
Arteannuin B co-occurs with artemisinin, which is the potent antimalarial principle of the Chinese medicinal herb Artemisia annua (Asteraceae)[1]. Arteannuin B shows anti-SARS-CoV-2 potential with an EC50 of 10.28 μM[2].
Arteannuin B co-occurs with artemisinin, which is the potent antimalarial principle of the Chinese medicinal herb Artemisia annua (Asteraceae)[1]. Arteannuin B shows anti-SARS-CoV-2 potential with an EC50 of 10.28 μM[2].
同义名列表
6 个代谢物同义名
3H-Oxireno(7,8)naphtho(8a,1-b)furan-3-one, decahydro-7,9a-dimethyl-4-methylene-, (1aR-(1aalpha,1bR*,4abeta,7beta,7abeta,9aalpha))-; (1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo[7.5.0.01,5.012,14]tetradecan-3-one; (1aR,1bR,4aS,7R,7aS,9aR)-7,9a-Dimethyl-4-methylenedecahydro-3H-oxireno[2,3:7,8]naphtho[8a,1-b]furan-3-one; (1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo[7.5.0.0?,?.0??,??]tetradecan-3-one; Arteannuin B; Arteannuin
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 6543478
- MeSH: arteannuin B
- ChemIDplus: 0050906564
- chemspider: 5023987
- CAS: 50906-56-4
- medchemexpress: HY-N2016
分类词条
相关代谢途径
Reactome(0)
BioCyc(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
- 33090 - Plants: -
- 496566 - 青蒿: -
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
- Tian-Yu Cai, Jian-Bo Ji, Xin Wang, Jie Xing. Targeted screening of the synergistic components in Artemisia annua L. leading to enhanced antiplasmodial potency of artemisinin based on a "top down" PD-PK approach.
Journal of ethnopharmacology.
2024 Mar; 322(?):117612. doi:
10.1016/j.jep.2023.117612. [PMID: 38135228] - Hongqing Chen, Qiongying Hu, Tian Wen, Liuling Luo, Lu Liu, Lun Wang, Xiaofei Shen. Arteannuin B, a sesquiterpene lactone from Artemisia annua, attenuates inflammatory response by inhibiting the ubiquitin-conjugating enzyme UBE2D3-mediated NF-κB activation.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2024 Feb; 124(?):155263. doi:
10.1016/j.phymed.2023.155263. [PMID: 38181532] - Kaitlyn Varela, Hadi D Arman, Mitchel S Berger, Valerie M Sponsel, Chin-Hsing Annie Lin, Francis K Yoshimoto. Inhibition of Cysteine Proteases via Thiol-Michael Addition Explains the Anti-SARS-CoV-2 and Bioactive Properties of Arteannuin B.
Journal of natural products.
2023 07; 86(7):1654-1666. doi:
10.1021/acs.jnatprod.2c01146. [PMID: 37458412] - Yunjia Hu, Meiqin Liu, Hongbo Qin, Haofeng Lin, Xiaoping An, Zhengli Shi, Lihua Song, Xinglou Yang, Huahao Fan, Yigang Tong. Artemether, Artesunate, Arteannuin B, Echinatin, Licochalcone B and Andrographolide Effectively Inhibit SARS-CoV-2 and Related Viruses In Vitro.
Frontiers in cellular and infection microbiology.
2021; 11(?):680127. doi:
10.3389/fcimb.2021.680127. [PMID: 34527599] - Nur Kusaira Khairul Ikram, Arman Beyraghdar Kashkooli, Anantha Peramuna, Alexander R van der Krol, Harro Bouwmeester, Henrik Toft Simonsen. Insights into Heterologous Biosynthesis of Arteannuin B and Artemisinin in Physcomitrella patens.
Molecules (Basel, Switzerland).
2019 Oct; 24(21):. doi:
10.3390/molecules24213822. [PMID: 31652784] - Sophia J Lang, Michael Schmiech, Susanne Hafner, Christian Paetz, Carmen Steinborn, Roman Huber, Menna El Gaafary, Katharina Werner, Christoph Q Schmidt, Tatiana Syrovets, Thomas Simmet. Antitumor activity of an Artemisia annua herbal preparation and identification of active ingredients.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2019 Sep; 62(?):152962. doi:
10.1016/j.phymed.2019.152962. [PMID: 31132755] - Dongming Ma, Gui Li, Fatima Alejos-Gonzalez, Yue Zhu, Zhen Xue, Aimin Wang, Hui Zhang, Xing Li, Hechun Ye, Hong Wang, Benye Liu, De-Yu Xie. Overexpression of a type-I isopentenyl pyrophosphate isomerase of Artemisia annua in the cytosol leads to high arteannuin B production and artemisinin increase.
The Plant journal : for cell and molecular biology.
2017 Aug; 91(3):466-479. doi:
10.1111/tpj.13583. [PMID: 28440881] - Xiaobo Zhang, Yuping Zhao, Lanping Guo, Zhidong Qiu, Luqi Huang, Xiaobo Qu. Differences in chemical constituents of Artemisia annua L from different geographical regions in China.
PloS one.
2017; 12(9):e0183047. doi:
10.1371/journal.pone.0183047. [PMID: 28880869] - Ke Yang, Sajad Rashidi Monfared, Rashidi Sajad Monafared, Hongzhen Wang, Anneli Lundgren, Peter E Brodelius. The activity of the artemisinic aldehyde Δ11(13) reductase promoter is important for artemisinin yield in different chemotypes of Artemisia annua L.
Plant molecular biology.
2015 Jul; 88(4-5):325-40. doi:
10.1007/s11103-015-0284-3. [PMID: 25616735] - Qing Min, Wei Lu, Man-Yuan Wang, Dong Zhang, Tian-Yan Zhou, Liang Li. [Simultaneous quantitation of artemisinin, arteannuin B, artemisic acid, and scopoletin in mice plasma by HPLC-MS].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2014 Sep; 39(17):3306-10. doi:
. [PMID: 25522617] - Gaurav Sharma, Himanshi Kapoor, Madhu Chopra, Kaushal Kumar, Veena Agrawal. Strong larvicidal potential of Artemisia annua leaf extract against malaria (Anopheles stephensi Liston) and dengue (Aedes aegypti L.) vectors and bioassay-driven isolation of the marker compounds.
Parasitology research.
2014 Jan; 113(1):197-209. doi:
10.1007/s00436-013-3644-4. [PMID: 24158647] - John Suberu, Lijiang Song, Susan Slade, Neil Sullivan, Guy Barker, Alexei A Lapkin. A rapid method for the determination of artemisinin and its biosynthetic precursors in Artemisia annua L. crude extracts.
Journal of pharmaceutical and biomedical analysis.
2013 Oct; 84(?):269-77. doi:
10.1016/j.jpba.2013.06.025. [PMID: 23867088] - John O Suberu, Alexander P Gorka, Lauren Jacobs, Paul D Roepe, Neil Sullivan, Guy C Barker, Alexei A Lapkin. Anti-plasmodial polyvalent interactions in Artemisia annua L. aqueous extract--possible synergistic and resistance mechanisms.
PloS one.
2013; 8(11):e80790. doi:
10.1371/journal.pone.0080790. [PMID: 24244716] - Dong Zhang, Lan Yang, Li-Xin Yang, Man-Yuan Wang, You-You Tu. [Determination of artemisinin, arteannuin B and artemisinic acid in Herba Artemisiae Annuae by HPLC-UV-ELSD].
Yao xue xue bao = Acta pharmaceutica Sinica.
2007 Sep; 42(9):978-81. doi:
. [PMID: 18050742] - Pamita Bhandari, Ajai P Gupta, Bikram Singh, Vijay K Kaul. Simultaneous densitometric determination of artemisinin, artemisinic acid and arteannuin-B in Artemisia annua using reversed-phase thin layer chromatography.
Journal of separation science.
2005 Nov; 28(17):2288-92. doi:
10.1002/jssc.200500198. [PMID: 16342793] - V Dhingra, M L Narasu. Purification and characterization of an enzyme involved in biochemical transformation of arteannuin B to artemisinin from Artemisia annua.
Biochemical and biophysical research communications.
2001 Feb; 281(2):558-61. doi:
10.1006/bbrc.2000.4197. [PMID: 11181083] - H Q Tang, J Hu, L Yang, R X Tan. Terpenoids and flavonoids from Artemisia species.
Planta medica.
2000 May; 66(4):391-3. doi:
10.1055/s-2000-8538. [PMID: 10865468] - M S Nair, D V Basile. Bioconversion of arteannuin B to artemisinin.
Journal of natural products.
1993 Sep; 56(9):1559-66. doi:
10.1021/np50099a015. [PMID: 8254350] - A Cova, I Setnikar. Flavoxate and 3-methylflavone-8-carboxylic acid. Assay methods in blood and urine, plasma-red cells repartition and stability.
Arzneimittel-Forschung.
1975 Nov; 25(11):1707-9. doi:
. [PMID: 1048]