Cucurbitacin (BioDeep_00000000564)
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C30H42O6 (498.2981)
中文名称: 葫芦素 S, 雪胆素甲, 雪胆甲素
谱图信息:
最多检出来源 Homo sapiens(otcml) 24.14%
分子结构信息
SMILES: CC1C(=O)CC(C(C)(C)O)OC2CC3(C)C4CC=C5C(C=C(O)C(=O)C5(C)C)C4(C)C(=O)CC3(C)C21
InChI: InChI=1S/C30H42O6/c1-15-18(31)12-23(27(4,5)35)36-20-13-28(6)21-10-9-16-17(11-19(32)25(34)26(16,2)3)30(21,8)22(33)14-29(28,7)24(15)20/h9,11,15,17,20-21,23-24,32,35H,10,12-14H2,1-8H3/t15-,17-,20-,21+,23+,24+,28+,29-,30+/m1/s1
描述信息
Cucurbitacin S is an 11-oxo steroid.
Cucurbitacin S is a natural product found in Cucurbita foetidissima with data available.
Triterpenes that derive from LANOSTEROL by a shift of the C19 methyl to the C9 position. They are found in seeds and roots of CUCURBITACEAE and other plants and are noted for intense bitterness.
同义名列表
10 个代谢物同义名
(1S,2S,4R,6S,9S,10R,11R,14R,15R)-17-hydroxy-6-(2-hydroxypropan-2-yl)-2,9,11,14,19,19-hexamethyl-5-oxapentacyclo[12.8.0.02,11.04,10.015,20]docosa-16,20-diene-8,13,18-trione; 19-Norlanosta-1,5-diene-3,11,22-trione, 16,24-epoxy-2,25-dihydroxy-9-methyl-, (9beta,10alpha,16alpha,24S)-; 2,25-Dihydroxy-9,10,14-trimethyl-16,24-epoxy-4,9-cyclo-9,10-secocholesta-2,5-diene-1,11,22-trione; Curcurbitacin IIa; Cucurbitacin S; cucurbitacins; Cucurbitacin; ST 30:6;O6; FT-0689389; Cucurbitacin S
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:3953
- KEGG: C08806
- PubChem: 119287
- Metlin: METLIN41679
- LipidMAPS: LMST01010116
- MeSH: Cucurbitacins
- ChemIDplus: 0060137066
- CAS: 60137-06-6
- medchemexpress: HY-N0725
- PMhub: MS000020209
- PubChem: 10999
- KNApSAcK: C00003694
- 3DMET: B02425
- NIKKAJI: J18.056D
- KNApSAcK: 3953
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)
1 个相关的物种来源信息
- 184136 - Cucurbita foetidissima: 10.1021/JF60216A022
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
- Carina Stein, Johanna Voigts, Lisa Niederreiter, Stefanie Kowarschik, Roman Huber, Volker M Lüth. Antiproliferative and immunomodulative potential of Citrullus colocynthis and its bioactive compounds in human lymphocytes and lung cells.
Journal of ethnopharmacology.
2024 Jun; 328(?):118053. doi:
10.1016/j.jep.2024.118053
. [PMID: 38499257] - Sujuan Li, Sen Wang, Anping Zhang, Lixia Luo, Jie Song, Guoli Wei, Zhijun Fang. Cucurbitacin IIa promotes the immunogenic cell death‑inducing effect of doxorubicin and modulates immune microenvironment in liver cancer.
International journal of oncology.
2024 04; 64(4):. doi:
10.3892/ijo.2024.5625
. [PMID: 38391053] - Muhammed Mehdi Üremiş, Yusuf Türköz, Nuray Üremiş. Investigation of apoptotic effects of Cucurbitacin D, I, and E mediated by Bax/Bcl-xL, caspase-3/9, and oxidative stress modulators in HepG2 cell line.
Drug development research.
2024 Apr; 85(2):e22174. doi:
10.1002/ddr.22174
. [PMID: 38494997] - Yan Li, Yingrui Li, Yan Yao, Huayao Li, Chundi Gao, Changgang Sun, Jing Zhuang. Potential of cucurbitacin as an anticancer drug.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2023 Dec; 168(?):115707. doi:
10.1016/j.biopha.2023.115707
. [PMID: 37862969] - Fan Xia, Suling Sun, Shuyang Li, Wei Jiang, Li Xia, Hongzhi Wang, Xueran Chen. Chinese herb related molecules Catechins, Caudatin and Cucurbitacin-I inhibit the proliferation of glioblastoma by activating KDELR2-mediated endoplasmic reticulum stress.
Biochemical and biophysical research communications.
2023 Oct; 687(?):149196. doi:
10.1016/j.bbrc.2023.149196
. [PMID: 37939504] - Yujiao Jia, Lu Kang, Yangliu Wu, Chunran Zhou, Runze Cai, Hui Zhang, Jiaqi Li, Zhendong Chen, Dexian Kang, Li Zhang, Canping Pan. Nano-selenium Foliar Intervention-induced Resistance of Cucumber to Botrytis cinerea by Activating Jasmonic acid Biosynthesis and Regulating Phenolic acid and Cucurbitacin.
Pest management science.
2023 Sep; ?(?):. doi:
10.1002/ps.7784
. [PMID: 37733166] - Dongchao Xu, Ajuan Liu, Qiang Liu, Hongchen Zhang, Mengyao Tian, Ying Bian, Xiaofeng Zhang, Meidan Ying, Hongzhang Shen. Cucurbitacin C suppresses the progression of pancreatic ductal adenocarcinoma via inhibition of the cGMP-PKG-VASP axis.
Biochemical pharmacology.
2023 Sep; ?(?):115810. doi:
10.1016/j.bcp.2023.115810
. [PMID: 37717690] - Moritz Benka, Kristof Görlitz, Michael C Schöttgen, Simon Lagies, Daniel A Mohl, Michel Kather, Iwanette Du Preez-Bruwer, Davis Mumbengegwi, Robin Teufel, Stefanie Kowarschik, Roman Huber, Dietmar A Plattner, Bernd Kammerer. Mass Spectrometric Analysis of Cucurbitacins and Dihydrocucurbitacins from the Tuber of Citrullus naudinianus.
Biomolecules.
2023 07; 13(8):. doi:
10.3390/biom13081168
. [PMID: 37627233] - Shui-Yuan Yang, Lin-Feng Guo, Yang Liu, Ji-Bin Zou, Hai-Yan Zhu, Yan Lu, Dao-Feng Chen. Trichosanates A-G and cucurbitacins W-Y, anticomplement monoterpenoids and cucurbitane-type triterpenoids from the pericarps of Trichosanthes kirilowii.
Bioorganic chemistry.
2023 Jun; 139(?):106710. doi:
10.1016/j.bioorg.2023.106710
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Journal of separation science.
2023 Jun; ?(?):e2300019. doi:
10.1002/jssc.202300019
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Plant physiology and biochemistry : PPB.
2023 May; 201(?):107797. doi:
10.1016/j.plaphy.2023.107797
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BMC plant biology.
2023 May; 23(1):239. doi:
10.1186/s12870-023-04248-1
. [PMID: 37147560] - Charlyne Jaccard, Wenfeng Ye, Carlos Bustos-Segura, Gaetan Glauser, Ian Kaplan, Betty Benrey. Consequences of squash (Cucurbita argyrosperma) domestication for plant defence and herbivore interactions.
Planta.
2023 May; 257(6):106. doi:
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Journal of agricultural and food chemistry.
2023 Apr; 71(16):6415-6423. doi:
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Fitoterapia.
2023 Apr; 166(?):105471. doi:
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Science China. Life sciences.
2023 03; 66(3):579-594. doi:
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The New phytologist.
2023 Feb; ?(?):. doi:
10.1111/nph.18786
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Pharmacological research.
2023 01; 187(?):106587. doi:
10.1016/j.phrs.2022.106587
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Journal of translational medicine.
2022 12; 20(1):630. doi:
10.1186/s12967-022-03828-3
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Journal of ethnopharmacology.
2022 Nov; 298(?):115606. doi:
10.1016/j.jep.2022.115606
. [PMID: 35944738] - Cristina Duarte Silva, Cátia Ramalhete, Gabriella Spengler, Silva Mulhovo, Joseph Molnar, Maria-José U Ferreira. Triterpenes from Momordica balsamina (African pumpkin): ABCB1 inhibition and synergistic interaction with doxorubicin in resistant cancer cells.
Phytochemistry.
2022 Nov; 203(?):113354. doi:
10.1016/j.phytochem.2022.113354
. [PMID: 35940427] - Aydın Ş Tunçbilek, Serap Yalçın Azarkan, Fahriye Sümer Ercan. The Determination of Molecular and Toxicological Mechanisms of Cucurbitacine E in Model Organism Drosophila melanogaster and Various Cancer Cell Lines: Molecular modelling, docking and dynamic simulation studies.
Current computer-aided drug design.
2022 Oct; ?(?):. doi:
10.2174/1573409919666221031112223
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Plant physiology and biochemistry : PPB.
2022 Aug; 185(?):314-324. doi:
10.1016/j.plaphy.2022.06.014
. [PMID: 35738187] - Yang Zhong, Weibing Xun, Xiaohan Wang, Shouwei Tian, Yancong Zhang, Dawei Li, Yuan Zhou, Yuxuan Qin, Bo Zhang, Guangwei Zhao, Xu Cheng, Yaoguang Liu, Huiming Chen, Legong Li, Anne Osbourn, William J Lucas, Sanwen Huang, Yongshuo Ma, Yi Shang. Root-secreted bitter triterpene modulates the rhizosphere microbiota to improve plant fitness.
Nature plants.
2022 08; 8(8):887-896. doi:
10.1038/s41477-022-01201-2
. [PMID: 35915145] - Si-Yuan Chen, Qing Yi-Jun Zhou, Lin Chen, Jia-Yu Li, Tao Xie, Shui-Han Zhang. Screening and identifying cucurbitacins and cucurbitacin glycosides in Cucumis sativus using high-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry combined with in-source fragmentation and alkali adduct ions.
Rapid communications in mass spectrometry : RCM.
2022 Jul; 36(14):e9323. doi:
10.1002/rcm.9323
. [PMID: 35560736] - Zhixing Qing, Yao Shi, Lida Han, Pengkun Li, Ziou Zha, Chang Liu, Xiubin Liu, Peng Huang, Yisong Liu, Qi Tang, Kewu Zeng, Jianguo Zeng, Yuan Zhou. Identification of seven undescribed cucurbitacins in Cucumis sativus (cucumber) and their cytotoxic activity.
Phytochemistry.
2022 May; 197(?):113123. doi:
10.1016/j.phytochem.2022.113123
. [PMID: 35182783] - Jiayi Sun, Jiaqi Sun, Heping Li, Xiaojie Yan, Dianpeng Li, Fenglai Lu. [Preparation of cucurbitacin compounds in Siraitia grosvenorii roots by high speed countercurrent chromatography].
Se pu = Chinese journal of chromatography.
2022 Apr; 40(4):364-371. doi:
10.3724/sp.j.1123.2021.07010
. [PMID: 35362684] - Souichi Nakashima, Yoshimi Oda, Moeko Morita, Ayako Ohta, Toshio Morikawa, Hisashi Matsuda, Seikou Nakamura. Analysis of Active Compounds Using Target Protein Cofilin-Cucurbitacins in Cytotoxic Plant Bryonia cretica.
Toxins.
2022 03; 14(3):. doi:
10.3390/toxins14030212
. [PMID: 35324709] - Eun-Seon Cho, Premanand Krishnan, Hwei-San Loh, Janet M Daly, Chee-Onn Leong, Chun-Wai Mai, Yun-Yee Low, Kien-Thai Yong, Kuan-Hon Lim. Pentacyclic and hexacyclic cucurbitacins from Elaeocarpuspetiolatus.
Phytochemistry.
2022 Jan; 193(?):112988. doi:
10.1016/j.phytochem.2021.112988
. [PMID: 34717280] - Geovana F Guedes Silvestre, Renally Pereira de Lucena, Harley da Silva Alves. Cucurbitacins and the Immune System: Update in Research on Anti- inflammatory, Antioxidant, and Immunomodulatory Mechanisms.
Current medicinal chemistry.
2022; 29(21):3774-3789. doi:
10.2174/0929867329666220107153253
. [PMID: 34994307] - Nashipolo E Uushona, Godwin A Dziwornu, Nonkululeko Mkwanazi, Catherine H Kaschula, Suthananda N Sunassee, André de Villiers. New dihydroxycucurbitacin D's from the Namib desert endemic plant Acanthosicyos horridus (!nara).
Fitoterapia.
2021 Nov; 155(?):105041. doi:
10.1016/j.fitote.2021.105041
. [PMID: 34592371] - Lemeng Dong, Aldo Almeida, Jacob Pollier, Bekzod Khakimov, Jean-Etienne Bassard, Karel Miettinen, Dan Stærk, Rahimi Mehran, Carl Erik Olsen, Mohammed Saddik Motawia, Alain Goossens, Søren Bak. An Independent Evolutionary Origin for Insect Deterrent Cucurbitacins in Iberis amara.
Molecular biology and evolution.
2021 10; 38(11):4659-4673. doi:
10.1093/molbev/msab213
. [PMID: 34264303] - Yijia Zeng, Jin Wang, Qinwan Huang, Yuanyuan Ren, Tingna Li, Xiaorui Zhang, Renchuan Yao, Jilin Sun. Cucurbitacin IIa: A review of phytochemistry and pharmacology.
Phytotherapy research : PTR.
2021 Aug; 35(8):4155-4170. doi:
10.1002/ptr.7077
. [PMID: 33724593] - Cinthia Dos S Alves, Humberto V Frias, Leoni V Bonamin, Michelle S F Correia, Monica G Corrêa, Eduardo F Bondan, Maria de Fátima M Martins, Cidéli P Coelho, Maria M Bernardi, Ivana B Suffredini. Luffa operculata at a late period of gestation dysregulates melatonin and cytokines interfering with weight of dams and their male offspring.
Journal of ethnopharmacology.
2021 Jul; 275(?):113867. doi:
10.1016/j.jep.2021.113867
. [PMID: 33892067] - Min Liu, Qijia Yan, Bi Peng, Yuan Cai, Shuangshuang Zeng, Zhijie Xu, Yuanliang Yan, Zhicheng Gong. Use of cucurbitacins for lung cancer research and therapy.
Cancer chemotherapy and pharmacology.
2021 07; 88(1):1-14. doi:
10.1007/s00280-021-04265-7
. [PMID: 33825035] - Max Vidal-Gutiérrez, Heriberto Torres-Moreno, Salomón Hernández-Gutiérrez, Carlos Velazquez, Ramón E Robles-Zepeda, Wagner Vilegas. Antiproliferative activity of standardized phytopreparations from Ibervillea sonorae (S. Watson) Greene.
Steroids.
2021 05; 169(?):108824. doi:
10.1016/j.steroids.2021.108824
. [PMID: 33727120] - María Isabel Iñiguez-Luna, Jorge Cadena-Iñiguez, Ramón Marcos Soto-Hernández, Francisco Javier Morales-Flores, Moisés Cortes-Cruz, Kazuo N Watanabe, Ryoko Machida-Hirano, Jorge David Cadena-Zamudio. Bioprospecting of Sechium spp. varieties for the selection of characters with pharmacological activity.
Scientific reports.
2021 03; 11(1):6185. doi:
10.1038/s41598-021-85676-7
. [PMID: 33731771] - Dongke Wu, Dasheng Dong, Xiongjie Bi, Yuping Liu, Yunqing Ma. Cucurbitacin IIb improved active chromatin-induced systemic lupus erythematosus via balancing the percentage of Th17 and Treg cells.
Clinical and experimental pharmacology & physiology.
2021 03; 48(3):329-336. doi:
10.1111/1440-1681.13434
. [PMID: 33128285] - Lu-Te Chuang, Wen-Cheng Huang, Yu-Chen Hou, Jong-Ho Chyuan, Hsiang Chang, Chi-I Chang, Tsung-Hsien Tsai, Po-Jung Tsai. Suppressive Effect of Two Cucurbitane-Type Triterpenoids from Momordica charantia on Cutibacterium acnes-Induced Inflammatory Responses in Human THP-1 Monocytic Cell and Mouse Models.
Molecules (Basel, Switzerland).
2021 Jan; 26(3):. doi:
10.3390/molecules26030579
. [PMID: 33499307] - Xianjing Zhang, Huihui Li, Wenqiong Wang, Tong Chen, Lijiang Xuan. Lipid-Lowering Activities of Cucurbitacins Isolated from Trichosanthes cucumeroides and Their Synthetic Derivatives.
Journal of natural products.
2020 12; 83(12):3536-3544. doi:
10.1021/acs.jnatprod.0c00364
. [PMID: 33269591] - Lauren J Brzozowski, Michael A Gore, Anurag A Agrawal, Michael Mazourek. Divergence of defensive cucurbitacins in independent Cucurbita pepo domestication events leads to differences in specialist herbivore preference.
Plant, cell & environment.
2020 11; 43(11):2812-2825. doi:
10.1111/pce.13844
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Communications biology.
2020 08; 3(1):444. doi:
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Fitoterapia.
2020 Jun; 143(?):104538. doi:
10.1016/j.fitote.2020.104538
. [PMID: 32151637] - Md Shahiduzzaman, Refaat Ras, Giovanni Widmer. Effect of Ginsenoside-Rh2 and Curcurbitacin-B on Cryptosporidium parvum in vitro.
Experimental parasitology.
2020 May; 212(?):107873. doi:
10.1016/j.exppara.2020.107873
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Steroids.
2020 05; 157(?):108597. doi:
10.1016/j.steroids.2020.108597
. [PMID: 32068079] - S B Patel, U A Attar, D M Sakate, S G Ghane. Efficient extraction of cucurbitacins from Diplocyclos palmatus (L.) C. Jeffrey: Optimization using response surface methodology, extraction methods and study of some important bioactivities.
Scientific reports.
2020 02; 10(1):2109. doi:
10.1038/s41598-020-58924-5
. [PMID: 32034276] - Yueling Zhong, Hong Xu, Yi Zhong, Xuemiao Zhang, Ting Zeng, Limei Li, Gaojie Xu, Minhui Li, Jin Liu, Tai Yang. Identification and characterization of the Cucurbitacins, a novel class of small-molecule inhibitors of Tropomyosin receptor kinase a.
BMC complementary and alternative medicine.
2019 Nov; 19(1):295. doi:
10.1186/s12906-019-2709-z
. [PMID: 31694615] - Faraz Ul Haq, Arslan Ali, Muhammad Noman Khan, Syed Muhammad Zaki Shah, Ram Chandra Kandel, Nudrat Aziz, Achyut Adhikari, M Iqbal Choudhary, Atta- Ur-Rahman, Hesham R El-Seedi, Syed Ghulam Musharraf. Metabolite Profiling and Quantitation of Cucurbitacins in Cucurbitaceae Plants by Liquid Chromatography coupled to Tandem Mass Spectrometry.
Scientific reports.
2019 11; 9(1):15992. doi:
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Hypertension research : official journal of the Japanese Society of Hypertension.
2019 08; 42(8):1152-1161. doi:
10.1038/s41440-019-0258-y
. [PMID: 30962520] - Bahare Salehi, Esra Capanoglu, Nabil Adrar, Gizem Catalkaya, Shabnum Shaheen, Mehwish Jaffer, Lalit Giri, Renu Suyal, Arun K Jugran, Daniela Calina, Anca Oana Docea, Senem Kamiloglu, Dorota Kregiel, Hubert Antolak, Ewelina Pawlikowska, Surjit Sen, Krishnendu Acharya, Zeliha Selamoglu, Javad Sharifi-Rad, Miquel Martorell, Célia F Rodrigues, Farukh Sharopov, Natália Martins, Raffaele Capasso. Cucurbits Plants: A Key Emphasis to Its Pharmacological Potential.
Molecules (Basel, Switzerland).
2019 May; 24(10):. doi:
10.3390/molecules24101854
. [PMID: 31091784] - Hidayat Hussain, Ivan R Green, Muhammad Saleem, Khanzadi F Khattak, Muhammad Irshad, Maroof Ali. Cucurbitacins as Anticancer Agents: A Patent Review.
Recent patents on anti-cancer drug discovery.
2019; 14(2):133-143. doi:
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BMC complementary and alternative medicine.
2018 Oct; 18(1):274. doi:
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African journal of traditional, complementary, and alternative medicines : AJTCAM.
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BMC genomics.
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