alpha-Spinasterol (BioDeep_00000896116)

Main id: BioDeep_00000000531

 

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


14-[(3E)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol

化学式: C29H48O (412.37049579999996)
中文名称: α-Spinasterol
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1[C@@H](C[C@H]2[C@](C1)([C@@H]1C(=CC2)[C@H]2[C@](CC1)([C@H](CC2)[C@H](/C=C/[C@H](C(C)C)CC)C)C)C)O
InChI: InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+

描述信息

Constituent of spinach (Spinacia oleracea) leaves, cucumber (Cucumis sativus), alfalfa meal, pumpkin seeds and senega root. alpha-Spinasterol is found in many foods, some of which are bitter gourd, towel gourd, muskmelon, and green vegetables.
alpha-Spinasterol is found in alfalfa. alpha-Spinasterol is a constituent of spinach (Spinacia oleracea) leaves, cucumber (Cucumis sativus), alfalfa meal, pumpkin seeds and senega root.
α-Spinasterol, isolated from Melandrium firmum, has antibacterial activity[1]. α-Spinasterol is a transient receptor potential vanilloid 1 (TRPV1) antagonist, has anti-inflammatory, antidepressant, antioxidant and antinociceptive effects. α-Spinasterol inhibits COX-1 andCOX-2 activities with IC50 values of 16.17 μM and 7.76 μM, respectively[2].
α-Spinasterol, isolated from Melandrium firmum, has antibacterial activity[1]. α-Spinasterol is a transient receptor potential vanilloid 1 (TRPV1) antagonist, has anti-inflammatory, antidepressant, antioxidant and antinociceptive effects. α-Spinasterol inhibits COX-1 andCOX-2 activities with IC50 values of 16.17 μM and 7.76 μM, respectively[2].

同义名列表

15 个代谢物同义名

14-[(3E)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-5-ol; 14-[(3E)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol; (3-beta,5-alpha,22E)-Stigmasta-7,22-dien-3-ol; spinasterol, (3beta,5alpha,22E,24R)-isomer; (e)-5-alpha-Stigmasta-7,22-dien-3-beta-ol; .alpha-spinasterin; alpha-Spinasterin; Alpha-Spinasterol; Chondrillasterol; (-)-Spinasterol; a-Spinasterol; α-Spinasterol; Hitodesterol; Bessisterol; spinasterol



数据库引用编号

17 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)

131 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

  • Farid Khallouki, Mohamed Ksila, Imen Ghzaiel, Soukaina Essadek, Mounia Tahri Joutey, Samah Maaloul, Wafa Zennouhi, Laila Benbacer, Mohamed Bourhia, Lhoussain Hajji, Amira Zarrouk, Leila Rezig, Sandrine Rup-Jacques, Raoudha Abdellaoui, Taoufik Ghrairi, Olfa Masmoudi-Kouki, Boubker Nasser, Pierre Andreoletti, Mustapha-Cherkaoui-Malki, Mohammad Samadi, Anne Vejux, Gérard Lizard. Chemical and Biochemical Features of Spinasterol and Schottenol. Advances in experimental medicine and biology. 2024; 1440(?):45-55. doi: 10.1007/978-3-031-43883-7_3. [PMID: 38036874]
  • Muhammed Majeed, Furkan Ahmad, Lakshmi Mundkur, Subramoniam Appian. Pharmacology of α-spinasterol, a phytosterol with nutraceutical values: A review. Phytotherapy research : PTR. 2022 Oct; 36(10):3681-3690. doi: 10.1002/ptr.7560. [PMID: 35802356]
  • Maqsood Ahmed, Allah Rakha Sajid, Ansar Javeed, Muhammad Aslam, Taswar Ahsan, Dilbar Hussain, Abdul Mateen, Xiuwei Li, Peiwen Qin, Mingshan Ji. Antioxidant, antifungal, and aphicidal activity of the triterpenoids spinasterol and 22,23-dihydrospinasterol from leaves of Citrullus colocynthis L. Scientific reports. 2022 03; 12(1):4910. doi: 10.1038/s41598-022-08999-z. [PMID: 35318417]
  • Maqsood Ahmed, Peiwen Qin, Mingshan Ji, Ran An, Hongxia Guo, Jamil Shafi. Spinasterol, 22,23-Dihydrospinasterol and Fernenol from Citrullus Colocynthis L. with Aphicidal Activity against Cabbage Aphid Brevicoryne Brassicae L. Molecules (Basel, Switzerland). 2020 May; 25(9):. doi: 10.3390/molecules25092184. [PMID: 32392823]
  • Olamide Elizabeth Adebiyi, James Olukayode Olopade, Funsho Olakitike Olayemi. Sodium metavanadate induced cognitive decline, behavioral impairments, oxidative stress and down regulation of myelin basic protein in mice hippocampus: Ameliorative roles of β-spinasterol, and stigmasterol. Brain and behavior. 2018 07; 8(7):e01014. doi: 10.1002/brb3.1014. [PMID: 29856129]
  • Indiara Brusco, Camila Camponogara, Fabiano Barbosa Carvalho, Maria Rosa Chitolina Schetinger, Mauro Schneider Oliveira, Gabriela Trevisan, Juliano Ferreira, Sara Marchesan Oliveira. α-Spinasterol: a COX inhibitor and a transient receptor potential vanilloid 1 antagonist presents an antinociceptive effect in clinically relevant models of pain in mice. British journal of pharmacology. 2017 Dec; 174(23):4247-4262. doi: 10.1111/bph.13992. [PMID: 28849589]
  • Ivan Haralampiev, Holger A Scheidt, Daniel Huster, Peter Müller. The Potential of α-Spinasterol to Mimic the Membrane Properties of Natural Cholesterol. Molecules (Basel, Switzerland). 2017 Aug; 22(8):. doi: 10.3390/molecules22081390. [PMID: 28829376]
  • Katarzyna Socała, Piotr Wlaź. Evaluation of the antidepressant- and anxiolytic-like activity of α-spinasterol, a plant derivative with TRPV1 antagonistic effects, in mice. Behavioural brain research. 2016 Apr; 303(?):19-25. doi: 10.1016/j.bbr.2016.01.048. [PMID: 26808607]
  • Alessio Cimmino, Véronique Mathieu, Marco Evidente, Marlène Ferderin, Laetitia Moreno Y Banuls, Marco Masi, Annelise De Carvalho, Robert Kiss, Antonio Evidente. Glanduliferins A and B, two new glucosylated steroids from Impatiens glandulifera, with in vitro growth inhibitory activity in human cancer cells. Fitoterapia. 2016 Mar; 109(?):138-45. doi: 10.1016/j.fitote.2015.12.016. [PMID: 26732071]
  • Katarzyna Socała, Dorota Nieoczym, Mateusz Pieróg, Piotr Wlaź. α-Spinasterol, a TRPV1 receptor antagonist, elevates the seizure threshold in three acute seizure tests in mice. Journal of neural transmission (Vienna, Austria : 1996). 2015 Sep; 122(9):1239-47. doi: 10.1007/s00702-015-1391-7. [PMID: 25764210]
  • Asmaa Badreddine, El Mostafa Karym, Amira Zarrouk, Thomas Nury, Youssef El Kharrassi, Boubker Nasser, Mustapha Cherkaoui Malki, Gérard Lizard, Mohammad Samadi. An expeditious synthesis of spinasterol and schottenol, two phytosterols present in argan oil and in cactus pear seed oil, and evaluation of their biological activities on cells of the central nervous system. Steroids. 2015 Jul; 99(Pt B):119-24. doi: 10.1016/j.steroids.2015.01.005. [PMID: 25595450]
  • Mee-Young Lee, In-Sik Shin, Hwangbo Kyoung, Chang-Seob Seo, Jong-Keun Son, Hyeun-Kyoo Shin. α-Spinasterol from Melandrium firmum attenuates benign prostatic hyperplasia in a rat model. Molecular medicine reports. 2014 Jun; 9(6):2362-6. doi: 10.3892/mmr.2014.2081. [PMID: 24682042]
  • Youssef El Kharrassi, Mohammad Samadi, Tatiana Lopez, Thomas Nury, Riad El Kebbaj, Pierre Andreoletti, Hammam I El Hajj, Joseph Vamecq, Khadija Moustaid, Norbert Latruffe, M'Hammed Saïd El Kebbaj, David Masson, Gérard Lizard, Boubker Nasser, Mustapha Cherkaoui-Malki. Biological activities of Schottenol and Spinasterol, two natural phytosterols present in argan oil and in cactus pear seed oil, on murine miroglial BV2 cells. Biochemical and biophysical research communications. 2014 Apr; 446(3):798-804. doi: 10.1016/j.bbrc.2014.02.074. [PMID: 24582563]
  • Fabio R M Borges, Morgana D Silva, Marina M Córdova, Tiago R Schambach, Moacir G Pizzolatti, Adair R S Santos. Anti-inflammatory action of hydroalcoholic extract, dichloromethane fraction and steroid α-spinasterol from Polygala sabulosa in LPS-induced peritonitis in mice. Journal of ethnopharmacology. 2014; 151(1):144-50. doi: 10.1016/j.jep.2013.10.009. [PMID: 24161429]
  • Gabriela Trevisan, Mateus Fortes Rossato, Cristiani Isabel Banderó Walker, Jonatas Zeni Klafke, Fernanda Rosa, Sara Marchesan Oliveira, Raquel Tonello, Gustavo Petri Guerra, Aline Augusti Boligon, Ricardo Basso Zanon, Margareth Linde Athayde, Juliano Ferreira. Identification of the plant steroid α-spinasterol as a novel transient receptor potential vanilloid 1 antagonist with antinociceptive properties. The Journal of pharmacology and experimental therapeutics. 2012 Nov; 343(2):258-69. doi: 10.1124/jpet.112.195909. [PMID: 22837009]
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  • Tae Hoon Lee, Mira Jung, Myun-Ho Bang, Dae Kyun Chung, Jiyoung Kim. Inhibitory effects of a spinasterol glycoside on lipopolysaccharide-induced production of nitric oxide and proinflammatory cytokines via down-regulating MAP kinase pathways and NF-κB activation in RAW264.7 macrophage cells. International immunopharmacology. 2012 Jul; 13(3):264-70. doi: 10.1016/j.intimp.2012.05.005. [PMID: 22595195]
  • Jun Lee, Yun Mi Lee, Byong Won Lee, Joo-Hwan Kim, Jin Sook Kim. Chemical constituents from the aerial parts of Aster koraiensis with protein glycation and aldose reductase inhibitory activities. Journal of natural products. 2012 Feb; 75(2):267-70. doi: 10.1021/np200646e. [PMID: 22264115]
  • Hyun Young Park, Hyun Lim, Hyun Pyo Kim, Yong Soo Kwon. Downregulation of matrix metalloproteinase-13 by the root extract of Cyathula officinalis Kuan and its constituents in IL-1β-treated chondrocytes. Planta medica. 2011 Sep; 77(13):1528-30. doi: 10.1055/s-0030-1270834. [PMID: 21347999]
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  • Wen-yong Wang, Shi-cheng Zhao, Dong-xin Liu. [Study on the chemical constituents of Codonopsis lanceolata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2011 Apr; 34(4):553-5. doi: . [PMID: 21809542]
  • Elvia Coballase-Urrutia, José Pedraza-Chaverri, Rafael Camacho-Carranza, Noemí Cárdenas-Rodríguez, Bernardino Huerta-Gertrudis, Omar Noel Medina-Campos, Myrna Mendoza-Cruz, Guillermo Delgado-Lamas, J Javier Espinosa-Aguirre. Antioxidant activity of Heterotheca inuloides extracts and of some of its metabolites. Toxicology. 2010 Sep; 276(1):41-8. doi: 10.1016/j.tox.2010.06.013. [PMID: 20620188]
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