25d20E (BioDeep_00000000846)

 

Secondary id: BioDeep_00000403034

PANOMIX_OTCML-2023


代谢物信息卡片


(2S,3R,5R,9R,10R,13R,14S,17S)-17-((2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl)-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6(10H)-one

化学式: C27H44O6 (464.3138)
中文名称: 坡那甾酮A, 松甾酮A
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 70.83%

分子结构信息

SMILES: C1[C@@]2(C)[C@]([H])(C(=O)C=C3[C@]2([H])CC[C@@]2(C)[C@@]3(O)CC[C@]2([H])[C@]([C@H](O)CCC(C)C)(O)C)C[C@@H](O)[C@H]1O
InChI: InChI=1S/C27H44O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,1-5H3/t16-,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1

描述信息

Ponasterone A is a 2beta-hydroxy steroid, a 3beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 20-hydroxy steroid, a 22-hydroxy steroid, a 6-oxo steroid and a phytoecdysteroid.
Ponasterone A is a natural product found in Zoanthus, Lomaridium contiguum, and other organisms with data available.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
Ponasterone A (25-Deoxyecdysterone), an ecdysteroid, has strong affinity for the ecdysone receptor. Ponasterone A is a potent regulator of gene expression in cells and transgenic animals, enabling reporter genes to be turned on and off rapidly[1][2].

同义名列表

25 个代谢物同义名

(2S,3R,5R,9R,10R,13R,14S,17S)-17-((2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl)-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6(10H)-one; (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one; Cholest-7-en-6-one, 2,3,14,20,22-pentahydroxy-, (2.beta.,3.beta.,5.beta.,22R)-; 5.BETA.-CHOLEST-7-EN-6-ONE, 2.BETA.,3.BETA.,14,20,22-PENTAHYDROXY-, (22R)-; Cholest-7-en-6-one, 2,3,14,20,22-pentahydroxy-, (2beta,3beta,5beta,22R)-; (2alpha,3alpha,5alpha,22R)-2,3,14,20,22-pentahydroxycholest-7-en-6-one; (2beta,3beta,5beta,22R)-2,3,14,20,22-pentahydroxycholest-7-en-6-one; (22R)-2beta,3beta,14,20,22-pentahydroxy-5beta-cholest-7-en-6-one; PONASTERONE A; 25-DEOXYECDYSTERONE; 25-DEOXY-20-HYDROXYECDYSONE,; 2 beta,3 beta,14,20,22-pentahydroxy-5 beta- cholest-7-en-6-one; ponasterone A, ponasterone B (2alpha,3alpha,5beta,22R)-isomer; 2beta,3beta,14,20,22-Pentahydroxy-5beta-cholest-7-en-6-one; 2,3,14,20,22-PENTAHYDROXYCHOLEST-7-EN-6-ONE; PJYYBCXMCWDUAZ-JJJZTNILSA-N; Ponasterone A, >=65\\%; 25-deoxy-20-ecdysone; 25-Deoxycedysterone; 25-deoxyecdysterone; PONASTERONE A [MI]; Ponasterone A; ponasteron a; ST 27:2;O6; 25d20E; P1A; Ponasterone A



数据库引用编号

18 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)

17 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
Cytoplasm 11 CCND1, GZMB, HPGDS, ISL1, OLIG2, PIK3CA, PRKD1, RPRM, RXRA, SMN1, SMN2
Peripheral membrane protein 2 ACHE, CYP1B1
Endoplasmic reticulum membrane 1 CYP1B1
Nucleus 13 ACHE, CCND1, GZMB, ISL1, JUN, MECR, MNX1, NKX2-2, OLIG2, PRKD1, RXRA, SMN1, SMN2
cytosol 10 CCND1, GZMB, HPGDS, MNX1, NGF, PIK3CA, PRKD1, RXRA, SMN1, SMN2
dendrite 1 NGF
nuclear body 2 SMN1, SMN2
trans-Golgi network 1 PRKD1
centrosome 1 CCND1
nucleoplasm 8 CCND1, HPGDS, JUN, MNX1, NKX2-2, RXRA, SMN1, SMN2
RNA polymerase II transcription regulator complex 2 JUN, RXRA
Cell membrane 2 ACHE, PRKD1
lamellipodium 1 PIK3CA
Cell projection, axon 2 SMN1, SMN2
Cytoplasmic granule 2 SMN1, SMN2
Synapse 1 ACHE
cell cortex 1 PRKD1
cell surface 2 ACHE, PRLR
Golgi apparatus 2 ACHE, PRKD1
neuromuscular junction 1 ACHE
synaptic vesicle 1 NGF
plasma membrane 4 ACHE, PIK3CA, PRKD1, PRLR
Membrane 6 ACHE, CYP1B1, GZMB, PRKD1, PRLR, RPRM
axon 3 NGF, SMN1, SMN2
extracellular space 2 ACHE, NGF
perinuclear region of cytoplasm 3 ACHE, PIK3CA, PRKD1
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 3 CYP1B1, MECR, RXRA
intracellular membrane-bounded organelle 3 CYP1B1, GZMB, HPGDS
Microsome membrane 1 CYP1B1
Single-pass type I membrane protein 1 PRLR
Secreted 3 ACHE, GZMB, NGF
extracellular region 4 ACHE, GZMB, NGF, PRLR
Single-pass membrane protein 1 RPRM
mitochondrial matrix 1 MECR
Extracellular side 1 ACHE
transcription regulator complex 2 JUN, RXRA
Nucleus membrane 1 CCND1
nuclear membrane 1 CCND1
external side of plasma membrane 1 PRLR
perikaryon 2 SMN1, SMN2
Z disc 3 PRKD1, SMN1, SMN2
nucleolus 1 MNX1
cell-cell junction 1 PRKD1
basement membrane 1 ACHE
receptor complex 2 PRLR, RXRA
Cell projection, neuron projection 2 SMN1, SMN2
neuron projection 2 SMN1, SMN2
chromatin 6 ISL1, JUN, MNX1, NKX2-2, OLIG2, RXRA
autophagosome membrane 1 PRKD1
cytoplasmic ribonucleoprotein granule 2 SMN1, SMN2
[Isoform 1]: Mitochondrion 1 MECR
Golgi apparatus, trans-Golgi network 1 PRKD1
nuclear chromosome 1 JUN
Lipid-anchor, GPI-anchor 1 ACHE
endosome lumen 2 NGF, PRLR
euchromatin 1 JUN
side of membrane 1 ACHE
Cytoplasm, myofibril, sarcomere, Z line 2 SMN1, SMN2
Golgi lumen 1 NGF
transcription repressor complex 1 CCND1
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
immunological synapse 1 GZMB
[Isoform 2]: Cytoplasm 1 MECR
Gemini of coiled bodies 2 SMN1, SMN2
SMN complex 2 SMN1, SMN2
SMN-Sm protein complex 2 SMN1, SMN2
Cajal body 2 SMN1, SMN2
synaptic cleft 1 ACHE
Nucleus, Cajal body 2 SMN1, SMN2
cyclin-dependent protein kinase holoenzyme complex 1 CCND1
transcription factor AP-1 complex 1 JUN
Cytolytic granule 1 GZMB
cytolytic granule lumen 1 GZMB
cyclin D1-CDK4 complex 1 CCND1
[Isoform H]: Cell membrane 1 ACHE
cyclin D1-CDK6 complex 1 CCND1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
Nucleus, gem 2 SMN1, SMN2


文献列表

  • Z-M Yang, N Yu, S-J Wang, S K Korai, Z-W Liu. Characterization of ecdysteroid biosynthesis in the pond wolf spider, Pardosa pseudoannulata. Insect molecular biology. 2021 02; 30(1):71-80. doi: 10.1111/imb.12678. [PMID: 33131130]
  • Gang Li, Jin-Zhi Niu, Moises Zotti, Qin-Zhe Sun, Lin Zhu, Jun Zhang, Chong-Yu Liao, Wei Dou, Dan-Dan Wei, Jin-Jun Wang, Guy Smagghe. Characterization and expression patterns of key ecdysteroid biosynthesis and signaling genes in a spider mite (Panonychus citri). Insect biochemistry and molecular biology. 2017 08; 87(?):136-146. doi: 10.1016/j.ibmb.2017.06.009. [PMID: 28645488]
  • Phu Hoang Dang, Hai Xuan Nguyen, Truc Thanh Thi Duong, Thao Kim Thi Tran, Phuc Thi Nguyen, Trang Kieu Thi Vu, Hung Chi Vuong, Nguyen Huu Trong Phan, Mai Thanh Thi Nguyen, Nhan Trung Nguyen, Suresh Awale. α-Glucosidase Inhibitory and Cytotoxic Taxane Diterpenoids from the Stem Bark of Taxus wallichiana. Journal of natural products. 2017 04; 80(4):1087-1095. doi: 10.1021/acs.jnatprod.7b00006. [PMID: 28240909]
  • Attila Ványolós, Zoltán Béni, Miklós Dékány, András Simon, Mária Báthori. Novel ecdysteroids from Serratula wolffii. TheScientificWorldJournal. 2012; 2012(?):651275. doi: 10.1100/2012/651275. [PMID: 22645442]
  • Miodrag Grbić, Thomas Van Leeuwen, Richard M Clark, Stephane Rombauts, Pierre Rouzé, Vojislava Grbić, Edward J Osborne, Wannes Dermauw, Phuong Cao Thi Ngoc, Félix Ortego, Pedro Hernández-Crespo, Isabel Diaz, Manuel Martinez, Maria Navajas, Élio Sucena, Sara Magalhães, Lisa Nagy, Ryan M Pace, Sergej Djuranović, Guy Smagghe, Masatoshi Iga, Olivier Christiaens, Jan A Veenstra, John Ewer, Rodrigo Mancilla Villalobos, Jeffrey L Hutter, Stephen D Hudson, Marisela Velez, Soojin V Yi, Jia Zeng, Andre Pires-daSilva, Fernando Roch, Marc Cazaux, Marie Navarro, Vladimir Zhurov, Gustavo Acevedo, Anica Bjelica, Jeffrey A Fawcett, Eric Bonnet, Cindy Martens, Guy Baele, Lothar Wissler, Aminael Sanchez-Rodriguez, Luc Tirry, Catherine Blais, Kristof Demeestere, Stefan R Henz, T Ryan Gregory, Johannes Mathieu, Lou Verdon, Laurent Farinelli, Jeremy Schmutz, Erika Lindquist, René Feyereisen, Yves Van de Peer. The genome of Tetranychus urticae reveals herbivorous pest adaptations. Nature. 2011 Nov; 479(7374):487-92. doi: 10.1038/nature10640. [PMID: 22113690]
  • Sarah E Gonsalves, Scott J Neal, Amy S Kehoe, J Timothy Westwood. Genome-wide examination of the transcriptional response to ecdysteroids 20-hydroxyecdysone and ponasterone A in Drosophila melanogaster. BMC genomics. 2011 Sep; 12(?):475. doi: 10.1186/1471-2164-12-475. [PMID: 21958154]
  • Ping Wu, Haihui Xie, Wenqin Tao, Shenyu Miao, Xiaoyi Wei. Phytoecdysteroids from the rhizomes of Brainea insignis. Phytochemistry. 2010 Jun; 71(8-9):975-81. doi: 10.1016/j.phytochem.2010.03.002. [PMID: 20347104]
  • Zhaobao Yin, Haiyan Jiang, Eun-Sook Y Lee, Mingwei Ni, Keith M Erikson, Dejan Milatovic, Aaron B Bowman, Michael Aschner. Ferroportin is a manganese-responsive protein that decreases manganese cytotoxicity and accumulation. Journal of neurochemistry. 2010 Mar; 112(5):1190-8. doi: 10.1111/j.1471-4159.2009.06534.x. [PMID: 20002294]
  • Peter J Minogue, Jun-Jie Tong, Anita Arora, Isabelle Russell-Eggitt, David M Hunt, Anthony T Moore, Lisa Ebihara, Eric C Beyer, Viviana M Berthoud. A mutant connexin50 with enhanced hemichannel function leads to cell death. Investigative ophthalmology & visual science. 2009 Dec; 50(12):5837-45. doi: 10.1167/iovs.09-3759. [PMID: 19684000]
  • Man-li Zhang, Chang-hong Huo, Mei Dong, Chun-hui Liang, Yu-cheng Gu, Qing-wen Shi. [Non-taxoid chemical constituents from leaves of Taxus mairei]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Jul; 32(14):1421-5. doi: . [PMID: 17966356]
  • Lamine Aoudjit, Anna Potapov, Tomoko Takano. Prostaglandin E2 promotes cell survival of glomerular epithelial cells via the EP4 receptor. American journal of physiology. Renal physiology. 2006 Jun; 290(6):F1534-42. doi: 10.1152/ajprenal.00267.2005. [PMID: 16396944]
  • Elizaveta Kovrigina, Li Yang, Emmanuel Pfund, Sidney Altman. Regulated expression of functional external guide sequences in mammalian cells using a U6 RNA polymerase III promoter. RNA (New York, N.Y.). 2005 Oct; 11(10):1588-95. doi: 10.1261/rna.2140505. [PMID: 16131590]
  • Michi Hayashi, Sumiko Abe-Dohmae, Mitsuyo Okazaki, Kazumitsu Ueda, Shinji Yokoyama. Heterogeneity of high density lipoprotein generated by ABCA1 and ABCA7. Journal of lipid research. 2005 Aug; 46(8):1703-11. doi: 10.1194/jlr.m500092-jlr200. [PMID: 15930518]
  • Luc Decombel, Luc Tirry, Guy Smagghe. Action of 24-epibrassinolide on a cell line of the beet armyworm, Spodoptera exigua. Archives of insect biochemistry and physiology. 2005 Mar; 58(3):145-56. doi: 10.1002/arch.20048. [PMID: 15717319]
  • Aaron N Hata, Terry P Lybrand, Lawrence J Marnett, Richard M Breyer. Structural determinants of arylacetic acid nonsteroidal anti-inflammatory drugs necessary for binding and activation of the prostaglandin D2 receptor CRTH2. Molecular pharmacology. 2005 Mar; 67(3):640-7. doi: 10.1124/mol.104.007971. [PMID: 15563582]
  • Michael P McConnell, Sanjay Dhar, Thang Nguyen, Sanjay Naran, Jay W Calvert, Michael J Sundine, Ralph A Bradshaw, Gregory R D Evans. Nerve growth factor expression response to induction agent booster dosing in transfected human embryonic kidney cells. Plastic and reconstructive surgery. 2005 Feb; 115(2):506-14. doi: 10.1097/01.prs.0000148414.29593.af. [PMID: 15692357]
  • Nataliya V Butz, Christine E Campbell, Richard M Gronostajski. Differential target gene activation by TBX2 and TBX2VP16: evidence for activation domain-dependent modulation of gene target specificity. Gene. 2004 Nov; 342(1):67-76. doi: 10.1016/j.gene.2004.07.024. [PMID: 15527967]
  • Shigeki Shimba, Taira Wada, Shuntaro Hara, Masakatsu Tezuka. EPAS1 promotes adipose differentiation in 3T3-L1 cells. The Journal of biological chemistry. 2004 Sep; 279(39):40946-53. doi: 10.1074/jbc.m400840200. [PMID: 15258146]
  • Mohamed Elmogy, Masafumi Iwami, Sho Sakurai. Presence of membrane ecdysone receptor in the anterior silk gland of the silkworm Bombyx mori. European journal of biochemistry. 2004 Aug; 271(15):3171-9. doi: 10.1111/j.1432-1033.2004.04249.x. [PMID: 15265036]
  • Jeroen Poels, Alberto Martinez, Marie-Marthe Suner, Arnold De Loof, Stuart J Dunbar, Jozef Vanden Broeck. Functional and comparative analysis of two distinct ecdysteroid-responsive gene expression constructs in Drosophila S2 cells. Insect biochemistry and molecular biology. 2004 May; 34(5):451-8. doi: 10.1016/j.ibmb.2004.02.005. [PMID: 15110866]
  • Juan Carlos Jimenez, Darren R Tyson, Sanjay Dhar, Thang Nguyen, Yousuke Hamai, Ralph A Bradshaw, Gregory R D Evans. Human embryonic kidney cells (HEK-293 cells): characterization and dose-response relationship for modulated release of nerve growth factor for nerve regeneration. Plastic and reconstructive surgery. 2004 Feb; 113(2):605-10. doi: 10.1097/01.prs.0000101066.76548.e8. [PMID: 14758223]
  • Xuefang Cao, Xingming Deng, W Stratford May. Cleavage of Bax to p18 Bax accelerates stress-induced apoptosis, and a cathepsin-like protease may rapidly degrade p18 Bax. Blood. 2003 Oct; 102(7):2605-14. doi: 10.1182/blood-2003-01-0211. [PMID: 12816867]
  • Piri L Welcsh, Ming K Lee, Rachel M Gonzalez-Hernandez, Daniel J Black, Mamatha Mahadevappa, Elizabeth M Swisher, Janet A Warrington, Mary-Claire King. BRCA1 transcriptionally regulates genes involved in breast tumorigenesis. Proceedings of the National Academy of Sciences of the United States of America. 2002 May; 99(11):7560-5. doi: 10.1073/pnas.062181799. [PMID: 12032322]
  • G Smagghe, L Decombel, B Carton, B Voigt, G Adam, L Tirry. Action of brassinosteroids in the cotton leafworm Spodoptera littoralis. Insect biochemistry and molecular biology. 2002 Feb; 32(2):199-204. doi: 10.1016/s0965-1748(01)00108-4. [PMID: 11755064]
  • Jane E B Reusch, Dwight J Klemm. Inhibition of cAMP-response element-binding protein activity decreases protein kinase B/Akt expression in 3T3-L1 adipocytes and induces apoptosis. The Journal of biological chemistry. 2002 Jan; 277(2):1426-32. doi: 10.1074/jbc.m107923200. [PMID: 11694510]
  • D Benjamin, J P Jost. Reversal of methylation-mediated repression with short-chain fatty acids: evidence for an additional mechanism to histone deacetylation. Nucleic acids research. 2001 Sep; 29(17):3603-10. doi: 10.1093/nar/29.17.3603. [PMID: 11522830]
  • B Zhu, D Benjamin, Y Zheng, H Angliker, S Thiry, M Siegmann, J P Jost. Overexpression of 5-methylcytosine DNA glycosylase in human embryonic kidney cells EcR293 demethylates the promoter of a hormone-regulated reporter gene. Proceedings of the National Academy of Sciences of the United States of America. 2001 Apr; 98(9):5031-6. doi: 10.1073/pnas.091097298. [PMID: 11296268]
  • M S Mueller, M Harnasch, C Kolb, J Kusch, T Sadowski, R Sedlacek. The murine ortholog of matrix metalloproteinase 19: its cloning, gene organization, and expression. Gene. 2000 Oct; 256(1-2):101-11. doi: 10.1016/s0378-1119(00)00369-3. [PMID: 11054540]
  • Y Nakagawa, C Minakuchi, T Ueno. Inhibition of [(3)H]ponasterone a binding by ecdysone agonists in the intact Sf-9 cell line. Steroids. 2000 Sep; 65(9):537-42. doi: 10.1016/s0039-128x(00)00130-6. [PMID: 10978733]
  • D S Choi, D Wang, L Tolbert, W Sadée. Basal signaling activity of human dopamine D2L receptor demonstrated with an ecdysone-inducible mammalian expression system. Journal of neuroscience methods. 2000 Jan; 94(2):217-25. doi: 10.1016/s0165-0270(99)00147-8. [PMID: 10661841]
  • J Dunlop, Z Lou, H B McIlvain. Steroid hormone-inducible expression of the GLT-1 subtype of high-affinity l-glutamate transporter in human embryonic kidney cells. Biochemical and biophysical research communications. 1999 Nov; 265(1):101-5. doi: 10.1006/bbrc.1999.1633. [PMID: 10548497]
  • J F McCarthy. Ponasterone A: a new ecdysteroid from the embryos and serum of brachyuran crustaceans. Steroids. 1979 Dec; 34(7):799-806. doi: 10.1016/0039-128x(79)90092-8. [PMID: 538780]