Cycloartenol (BioDeep_00000288897)

Main id: BioDeep_00000001004

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


9beta,19-cyclolanost-24-en-3beta-ol

化学式: C30H50O (426.3861)
中文名称: 环阿屯醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CC[C@H]4C(C)(C)[C@H](CC[C@]54C[C@@]35CC[C@]12C)O)C
InChI: InChI=1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21?,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1

描述信息

同义名列表

3 个代谢物同义名

9beta,19-cyclolanost-24-en-3beta-ol; Cycloartenol; Cycloartenol



数据库引用编号

13 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)

683 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。

亚细胞结构定位 关联基因列表


文献列表

  • Bokyung Kim, Gyusik Kim, Shozo Fujioka, Suguru Takatsuto, Sunghwa Choe. Overexpression of 3β-hydroxysteroid dehydrogenases/C-4 decarboxylases causes growth defects possibly due to abnormal auxin transport in Arabidopsis. Molecules and cells. 2012 Jul; 34(1):77-84. doi: 10.1007/s10059-012-0102-6. [PMID: 22673766]
  • Markus Schröder, Walter Vetter. Investigation of unsaponifiable matter of plant oils and isolation of eight phytosterols by means of high-speed counter-current chromatography. Journal of chromatography. A. 2012 May; 1237(?):96-105. doi: 10.1016/j.chroma.2012.03.033. [PMID: 22481107]
  • Satoshi Sakai, Takahisa Murata, Yoshiki Tsubosaka, Hideki Ushio, Masatoshi Hori, Hiroshi Ozaki. γ-Oryzanol reduces adhesion molecule expression in vascular endothelial cells via suppression of nuclear factor-κB activation. Journal of agricultural and food chemistry. 2012 Apr; 60(13):3367-72. doi: 10.1021/jf2043407. [PMID: 22401580]
  • Wen-Qiang Yang, Hong-Cheng Wang, Wen-Jing Wang, Ying Wang, Xiao-Qi Zhang, Wen-Cai Ye. [Chemical constituents from the fruits of Areca catechu]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Mar; 35(3):400-3. doi: ". [PMID: 22876678]
  • Rahele Ghanbari, Farooq Anwar, Khalid M Alkharfy, Anwarul-Hassan Gilani, Nazamid Saari. Valuable nutrients and functional bioactives in different parts of olive (Olea europaea L.)-a review. International journal of molecular sciences. 2012; 13(3):3291-3340. doi: 10.3390/ijms13033291. [PMID: 22489153]
  • Naïm Stiti, Marie-Andrée Hartmann. Nonsterol Triterpenoids as Major Constituents of Olea europaea. Journal of lipids. 2012; 2012(?):476595. doi: 10.1155/2012/476595. [PMID: 22523691]
  • Anjanasree K Neelakandan, Swetha Chamala, Babu Valliyodan, William David Nes, Henry T Nguyen. Metabolic engineering of soybean affords improved phytosterol seed traits. Plant biotechnology journal. 2012 Jan; 10(1):12-9. doi: 10.1111/j.1467-7652.2011.00623.x. [PMID: 21554529]
  • Kathrin Schrick, Seth Debolt, Vincent Bulone. Deciphering the molecular functions of sterols in cellulose biosynthesis. Frontiers in plant science. 2012; 3(?):84. doi: 10.3389/fpls.2012.00084. [PMID: 22639668]
  • Ebenezer O Farombi, Olatunde Owoeye. Antioxidative and chemopreventive properties of Vernonia amygdalina and Garcinia biflavonoid. International journal of environmental research and public health. 2011 06; 8(6):2533-55. doi: 10.3390/ijerph8062533. [PMID: 21776245]
  • Kathrin Schrick, Cindy Cordova, Grace Li, Leigh Murray, Shozo Fujioka. A dynamic role for sterols in embryogenesis of Pisum sativum. Phytochemistry. 2011 Apr; 72(6):465-75. doi: 10.1016/j.phytochem.2011.01.009. [PMID: 21315386]
  • Lei Wang, Wei Chen, Yun Feng, Yan Ren, Zhennan Gu, Haiqin Chen, Hongchao Wang, Michael J Thomas, Baixi Zhang, Isabelle M Berquin, Yang Li, Jiansheng Wu, Huanxin Zhang, Yuanda Song, Xiang Liu, James S Norris, Suriguga Wang, Peng Du, Junguo Shen, Na Wang, Yanlin Yang, Wei Wang, Lu Feng, Colin Ratledge, Hao Zhang, Yong Q Chen. Genome characterization of the oleaginous fungus Mortierella alpina. PloS one. 2011; 6(12):e28319. doi: 10.1371/journal.pone.0028319. [PMID: 22174787]
  • Zhonghua Wang, Ortwin Guhling, Ruonan Yao, Fengling Li, Trevor H Yeats, Jocelyn K C Rose, Reinhard Jetter. Two oxidosqualene cyclases responsible for biosynthesis of tomato fruit cuticular triterpenoids. Plant physiology. 2011 Jan; 155(1):540-52. doi: 10.1104/pp.110.162883. [PMID: 21059824]
  • Satoru Sawai, Kazuki Saito. Triterpenoid biosynthesis and engineering in plants. Frontiers in plant science. 2011; 2(?):25. doi: 10.3389/fpls.2011.00025. [PMID: 22639586]
  • Meihua Yu, Aijun Hou. [Anti-HBV constituents from Euphorbia fischeriana]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Nov; 35(22):3002-6. doi: . [PMID: 21355270]
  • Maristela Pereira, Zhihong Song, Ludier Kesser Santos-Silva, Mathew H Richards, Thi Thuy Minh Nguyen, JiaLin Liu, Celia Maria de Almeida Soares, Aline Helena da Silva Cruz, Kulothungan Ganapathy, W David Nes. Cloning, mechanistic and functional analysis of a fungal sterol C24-methyltransferase implicated in brassicasterol biosynthesis. Biochimica et biophysica acta. 2010 Oct; 1801(10):1163-74. doi: 10.1016/j.bbalip.2010.06.007. [PMID: 20624480]
  • Augusta Caligiani, Francesca Bonzanini, Gerardo Palla, Martina Cirlini, Renato Bruni. Characterization of a potential nutraceutical ingredient: pomegranate (Punica granatum L.) seed oil unsaponifiable fraction. Plant foods for human nutrition (Dordrecht, Netherlands). 2010 Sep; 65(3):277-83. doi: 10.1007/s11130-010-0173-5. [PMID: 20607413]
  • Francine Carland, Shozo Fujioka, Timothy Nelson. The sterol methyltransferases SMT1, SMT2, and SMT3 influence Arabidopsis development through nonbrassinosteroid products. Plant physiology. 2010 Jun; 153(2):741-56. doi: 10.1104/pp.109.152587. [PMID: 20421456]
  • Chao Sun, Ying Li, Qiong Wu, Hongmei Luo, Yongzhen Sun, Jingyuan Song, Edmund M K Lui, Shilin Chen. De novo sequencing and analysis of the American ginseng root transcriptome using a GS FLX Titanium platform to discover putative genes involved in ginsenoside biosynthesis. BMC genomics. 2010 Apr; 11(?):262. doi: 10.1186/1471-2164-11-262. [PMID: 20416102]
  • Kristy M Brumfield, James V Moroney, Thomas S Moore, Tiffany A Simms, David Donze. Functional characterization of the Chlamydomonas reinhardtii ERG3 ortholog, a gene involved in the biosynthesis of ergosterol. PloS one. 2010 Jan; 5(1):e8659. doi: 10.1371/journal.pone.0008659. [PMID: 20084111]
  • Hyun Ah Jung, Yu Jung Jung, Sook Kyung Hyun, Byung-Sun Min, Dong-Wook Kim, Jee H Jung, Jae Sue Choi. Selective cholinesterase inhibitory activities of a new monoterpene diglycoside and other constituents from Nelumbo nucifera stamens. Biological & pharmaceutical bulletin. 2010; 33(2):267-72. doi: 10.1248/bpb.33.267. [PMID: 20118551]
  • Anjanasree K Neelakandan, Zhihong Song, Junqing Wang, Matthew H Richards, Xiaolei Wu, Babu Valliyodan, Henry T Nguyen, W David Nes. Cloning, functional expression and phylogenetic analysis of plant sterol 24C-methyltransferases involved in sitosterol biosynthesis. Phytochemistry. 2009 Dec; 70(17-18):1982-98. doi: 10.1016/j.phytochem.2009.09.003. [PMID: 19818974]
  • Md Shafiqul Islam, Hiroshi Yoshida, Naoaki Matsuki, Kenichiro Ono, Reiko Nagasaka, Hideki Ushio, Ying Guo, Toshiyuki Hiramatsu, Takamitsu Hosoya, Takahisa Murata, Masatoshi Hori, Hiroshi Ozaki. Antioxidant, free radical-scavenging, and NF-kappaB-inhibitory activities of phytosteryl ferulates: structure-activity studies. Journal of pharmacological sciences. 2009 Dec; 111(4):328-37. doi: 10.1254/jphs.09146fp. [PMID: 19942803]
  • Jialin Liu, William David Nes. Steroidal triterpenes: design of substrate-based inhibitors of ergosterol and sitosterol synthesis. Molecules (Basel, Switzerland). 2009 Nov; 14(11):4690-706. doi: 10.3390/molecules14114690. [PMID: 19924096]
  • Wahid Herchi, Saoussem Harrabi, Khaled Sebei, Sophie Rochut, Sadok Boukhchina, Claude Pepe, Habib Kallel. Phytosterols accumulation in the seeds of Linum usitatissimum L. Plant physiology and biochemistry : PPB. 2009 Oct; 47(10):880-5. doi: 10.1016/j.plaphy.2009.07.001. [PMID: 19616960]
  • Mitja Martelanc, Irena Vovk, Breda Simonovska. Separation and identification of some common isomeric plant triterpenoids by thin-layer chromatography and high-performance liquid chromatography. Journal of chromatography. A. 2009 Sep; 1216(38):6662-70. doi: 10.1016/j.chroma.2009.07.038. [PMID: 19695573]
  • Junqing Wang, W David Nes. Cyclobranol: a substrate for C25-methyl sterol side chains and potent mechanism-based inactivator of plant sterol methyltransferase. Bioorganic & medicinal chemistry letters. 2008 Jul; 18(14):3878-81. doi: 10.1016/j.bmcl.2008.06.044. [PMID: 18590960]
  • Qilin Chen, Lee Steinhauer, Joe Hammerlindl, Wilf Keller, Jitao Zou. Biosynthesis of phytosterol esters: identification of a sterol o-acyltransferase in Arabidopsis. Plant physiology. 2007 Nov; 145(3):974-84. doi: 10.1104/pp.107.106278. [PMID: 17885082]
  • Friedemann Gaube, Stefan Wolfl, Larissa Pusch, Torsten C Kroll, Matthias Hamburger. Gene expression profiling reveals effects of Cimicifuga racemosa (L.) NUTT. (black cohosh) on the estrogen receptor positive human breast cancer cell line MCF-7. BMC pharmacology. 2007 Sep; 7(?):11. doi: 10.1186/1471-2210-7-11. [PMID: 17880733]
  • Xiao-Bei Zheng, Ke-Li Chen, Wen-Zhong Yin, Wan-Fu Zhang. [Analysis of lipid compounds of high-yielded rhizoma pinelliae growing in the west of Hubei province by gas chromatography-mass spectrometry]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Jun; 30(6):665-7. doi: . [PMID: 17918435]
  • Hamada Haba, Catherine Lavaud, Hassina Harkat, Abdulmagid Alabdul Magid, Laurence Marcourt, Mohammed Benkhaled. Diterpenoids and triterpenoids from Euphorbia guyoniana. Phytochemistry. 2007 May; 68(9):1255-60. doi: 10.1016/j.phytochem.2007.01.017. [PMID: 17337022]
  • Naïm Stiti, Saïda Triki, Marie-Andrée Hartmann. Formation of triterpenoids throughout Olea europaea fruit ontogeny. Lipids. 2007 Feb; 42(1):55-67. doi: 10.1007/s11745-006-3002-8. [PMID: 17393211]
  • Satoru Sawai, Tomoyoshi Akashi, Nozomu Sakurai, Hideyuki Suzuki, Daisuke Shibata, Shin-Ichi Ayabe, Toshio Aoki. Plant lanosterol synthase: divergence of the sterol and triterpene biosynthetic pathways in eukaryotes. Plant & cell physiology. 2006 May; 47(5):673-7. doi: 10.1093/pcp/pcj032. [PMID: 16531457]
  • Masashi Suzuki, Ting Xiang, Kiyoshi Ohyama, Hikaru Seki, Kazuki Saito, Toshiya Muranaka, Hiroaki Hayashi, Yuji Katsube, Tetsuo Kushiro, Masaaki Shibuya, Yutaka Ebizuka. Lanosterol synthase in dicotyledonous plants. Plant & cell physiology. 2006 May; 47(5):565-71. doi: 10.1093/pcp/pcj031. [PMID: 16531458]
  • Mariya D Kolesnikova, Quanbo Xiong, Silvia Lodeiro, Ling Hua, Seiichi P T Matsuda. Lanosterol biosynthesis in plants. Archives of biochemistry and biophysics. 2006 Mar; 447(1):87-95. doi: 10.1016/j.abb.2005.12.010. [PMID: 16445886]
  • Mahmud Tareq Hassan Khan, Sher Bahadar Khan, Arjumand Ather. Tyrosinase inhibitory cycloartane type triterpenoids from the methanol extract of the whole plant of Amberboa ramosa Jafri and their structure-activity relationship. Bioorganic & medicinal chemistry. 2006 Feb; 14(4):938-43. doi: 10.1016/j.bmc.2005.09.010. [PMID: 16202612]
  • R H Delaporte, M H Sarragiotto, O S Takemura, G M Sánchez, B P D Filho, C V Nakamura. Evaluation of the antioedematogenic, free radical scavenging and antimicrobial activities of aerial parts of Tillandsiastreptocarpa Baker-Bromeliaceae. Journal of ethnopharmacology. 2004 Dec; 95(2-3):229-33. doi: 10.1016/j.jep.2004.07.022. [PMID: 15507341]
  • Nguyen-Hai Nam, Yong Kim, Young-Jae You, Dong-Ho Hong, Hwan-Mook Kim, Byung-Zun Ahn. New constituents from Crinum latifolium with inhibitory effects against tube-like formation of human umbilical venous endothelial cells. Natural product research. 2004 Dec; 18(6):485-91. doi: 10.1080/1057563031000122103. [PMID: 15595606]
  • V S Prakash Chaturvedula, Bing-Nan Zhou, Zhijie Gao, Shannon J Thomas, Sidney M Hecht, David G I Kingston. New lupane triterpenoids from Solidago canadensis that inhibit the lyase activity of DNA polymerase beta. Bioorganic & medicinal chemistry. 2004 Dec; 12(23):6271-5. doi: 10.1016/j.bmc.2004.08.048. [PMID: 15519169]
  • Consolacion Y Ragasa, Floren Tiu, John A Rideout. New cycloartenol esters from Ixora coccinea. Natural product research. 2004 Aug; 18(4):319-23. doi: 10.1080/14786410310001630519. [PMID: 15214483]
  • Alfonso Ranalli, Stefania Contento, Lucia Lucera, Giulio Pavone, Gabriele Di Giacomo, Loretta Aloisio, Claudio Di Gregorio, Adriano Mucci, Ioannis Kourtikakis. Characterization of carrot root oil arising from supercritical fluid carbon dioxide extraction. Journal of agricultural and food chemistry. 2004 Jul; 52(15):4795-801. doi: 10.1021/jf049713h. [PMID: 15264917]
  • Tadeja Rezen, Natasa Debeljak, Dusan Kordis, Damjana Rozman. New aspects on lanosterol 14alpha-demethylase and cytochrome P450 evolution: lanosterol/cycloartenol diversification and lateral transfer. Journal of molecular evolution. 2004 Jul; 59(1):51-8. doi: 10.1007/s00239-004-2603-1. [PMID: 15383907]
  • Alvin Berger, Peter J H Jones, Suhad S Abumweis. Plant sterols: factors affecting their efficacy and safety as functional food ingredients. Lipids in health and disease. 2004 Apr; 3(?):5. doi: 10.1186/1476-511x-3-5. [PMID: 15070410]
  • Sylvain Darnet, Alain Rahier. Plant sterol biosynthesis: identification of two distinct families of sterol 4alpha-methyl oxidases. The Biochemical journal. 2004 Mar; 378(Pt 3):889-98. doi: 10.1042/bj20031572. [PMID: 14653780]
  • Wenxu Zhou, W David Nes. Sterol methyltransferase2: purification, properties, and inhibition. Archives of biochemistry and biophysics. 2003 Dec; 420(1):18-34. doi: 10.1016/j.abb.2003.08.029. [PMID: 14622971]
  • Xing-qi Tan, Hai-sheng Chen, Cong-li Xu, Run-hui Liu, Wei-dong Xuan. [Studies on chemical constituents of Ervatamia hainanensis]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2003 Nov; 28(11):1040-2. doi: ". [PMID: 15615411]
  • Thomas Cavalier-Smith, Ema E-Y Chao. Phylogeny of choanozoa, apusozoa, and other protozoa and early eukaryote megaevolution. Journal of molecular evolution. 2003 May; 56(5):540-63. doi: 10.1007/s00239-002-2424-z. [PMID: 12698292]
  • Mark Harker, Niklas Holmberg, John C Clayton, Carl L Gibbard, Andrew D Wallace, Sally Rawlins, S Amanda Hellyer, Alexandra Lanot, Richard Safford. Enhancement of seed phytosterol levels by expression of an N-terminal truncated Hevea brasiliensis (rubber tree) 3-hydroxy-3-methylglutaryl-CoA reductase. Plant biotechnology journal. 2003 Mar; 1(2):113-21. doi: 10.1046/j.1467-7652.2003.00011.x. [PMID: 17147748]
  • Sebastian Maurer-Stroh, Stefan Washietl, Frank Eisenhaber. Protein prenyltransferases. Genome biology. 2003; 4(4):212. doi: 10.1186/gb-2003-4-4-212. [PMID: 12702202]
  • Sarwat Sultana, Aftab Alam, Naghma Khan, Sonia Sharma. Inhibition of benzoyl peroxide and ultraviolet-B radiation induced oxidative stress and tumor promotion markers by cycloartenol in murine skin. Redox report : communications in free radical research. 2003; 8(2):105-12. doi: 10.1179/135100003125001422. [PMID: 12804013]
  • Helge Björn Bode, Bernd Zeggel, Barbara Silakowski, Silke C Wenzel, Hans Reichenbach, Rolf Müller. Steroid biosynthesis in prokaryotes: identification of myxobacterial steroids and cloning of the first bacterial 2,3(S)-oxidosqualene cyclase from the myxobacterium Stigmatella aurantiaca. Molecular microbiology. 2003 Jan; 47(2):471-81. doi: 10.1046/j.1365-2958.2003.03309.x. [PMID: 12519197]
  • Hideyuki Suzuki, Lahoucine Achnine, Ran Xu, Seiichi P T Matsuda, Richard A Dixon. A genomics approach to the early stages of triterpene saponin biosynthesis in Medicago truncatula. The Plant journal : for cell and molecular biology. 2002 Dec; 32(6):1033-48. doi: 10.1046/j.1365-313x.2002.01497.x. [PMID: 12492844]
  • Jonel P Saludes, Mary J Garson, Scott G Franzblau, Alicia M Aguinaldo. Antitubercular constituents from the hexane fraction of Morinda citrifolia Linn. (Rubiaceae). Phytotherapy research : PTR. 2002 Nov; 16(7):683-5. doi: 10.1002/ptr.1003. [PMID: 12410555]
  • Laurent F Wentzinger, Thomas J Bach, Marie-Andrée Hartmann. Inhibition of squalene synthase and squalene epoxidase in tobacco cells triggers an up-regulation of 3-hydroxy-3-methylglutaryl coenzyme a reductase. Plant physiology. 2002 Sep; 130(1):334-46. doi: 10.1104/pp.004655. [PMID: 12226513]
  • Marie-Andrée Hartmann, Anne-Marie Perret, Jean-Pierre Carde, Claude Cassagne, Patrick Moreau. Inhibition of the sterol pathway in leek seedlings impairs phosphatidylserine and glucosylceramide synthesis but triggers an accumulation of triacylglycerols. Biochimica et biophysica acta. 2002 Aug; 1583(3):285-96. doi: 10.1016/s1388-1981(02)00249-4. [PMID: 12176396]
  • Steven D Clouse. Brassinosteroids. Plant counterparts to animal steroid hormones?. Vitamins and hormones. 2002; 65(?):195-223. doi: 10.1016/s0083-6729(02)65065-4. [PMID: 12481548]
  • V Ravikanth, V L Niranjan Reddy, P Ramesh, T Prabhakar Rao, P V Diwan, A Khar, Y Venkateswarlu. An immunosuppressive tryptophan-derived alkaloid from Lepidagathis cristata. Phytochemistry. 2001 Dec; 58(8):1263-6. doi: 10.1016/s0031-9422(01)00383-1. [PMID: 11738419]
  • C Ahumada, D García, T Saenz, A Gómez, A Cert. Influence of the parasite Viscum cruciatum Sieber on the chemical constituents of Crataegus monogyna Jacq. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2001 Nov; 56(11-12):1091-4. doi: 10.1515/znc-2001-11-1228. [PMID: 11837662]
  • J I Ruan, J B Chen, X Y Zhao, N J Sun, J M Cassady, G D Stoner. [Studies on chemical constituents of Fragaria ananassa Duch]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Sep; 26(9):610-2. doi: ". [PMID: 12776428]
  • T Husselstein-Muller, H Schaller, P Benveniste. Molecular cloning and expression in yeast of 2,3-oxidosqualene-triterpenoid cyclases from Arabidopsis thaliana. Plant molecular biology. 2001 Jan; 45(1):75-92. doi: 10.1023/a:1006476123930. [PMID: 11247608]
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  • . . . . doi: . [PMID: 20610397]
  • . . . . doi: . [PMID: 11557074]