Sinoacutin (BioDeep_00000230920)

   


代谢物信息卡片


(1R,9S)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,13-pentaen-12-one

化学式: C19H21NO4 (327.14705060000006)
中文名称: 清风藤碱
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN1CCC23C=C(C(=O)C=C2C1CC4=C3C(=C(C=C4)OC)O)OC
InChI: InChI=1S/C19H21NO4/c1-20-7-6-19-10-16(24-3)14(21)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19/h4-5,9-10,13,22H,6-8H2,1-3H3/t13-,19+/m0/s1

描述信息

Sinoacutine is a natural product found in Platycapnos saxicola, Cassytha filiformis, and other organisms with data available.
See also: Peumus boldus leaf (part of).

同义名列表

22 个代谢物同义名

(1R,9S)-3-hydroxy-4,13-dimethoxy-17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5,10,13-pentaen-12-one; MORPHINAN-7-ONE, 5,6,8,14-TETRADEHYDRO-4-HYDROXY-3,6-DIMETHOXY-17-METHYL-, (9.ALPHA.,13.ALPHA.)-; Morphinan-7-one, 5,6,8,14-tetradehydro-4-hydroxy-3,6-dimethoxy-17-methyl-, (9alpha,13alpha)-; 9.ALPHA.,13.ALPHA.-MORPHINAN-7-ONE, 5,6,8,14-TETRADEHYDRO-4-HYDROXY-3,6-DIMETHOXY-17-METHYL-; 9alpha,13alpha-MORPHINAN-7-ONE, 5,6,8,14-TETRADEHYDRO-4-HYDROXY-3,6-DIMETHOXY-17-METHYL-; salutaridine, (9alpha,13alpha)-isomer; SALUTARIDINE (-)-FORM [MI]; salutaridine, (+-)-isomer; SALUTARIDINE (-)-FORM; (-?)?-?Salutaridine; Salutaridine, (-)-; (-)-salutaridine; (-)-Floripavine; (-)-Sinoacutine; UNII-7UOY4F98SF; (-)-alutaridine; (-)-Salutarine; L-Sinoacutine; salutaridine; sinoacutine; 7UOY4F98SF; Sinoacutin



数据库引用编号

7 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)

2 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

  • Liyuan Zhu, Jiahua Mei, Chaorui Peng, Yuancui Zhao, Yunkuan Liu, Lili Cui, Kun Zhang, Yunshu Ma. Pharmacokinetics, tissue distribution, plasma protein binding rate and excretion of sinoacutine following intravenous administration in female and male Sprague-Dawley rats. Xenobiotica; the fate of foreign compounds in biological systems. 2022 Jan; 52(1):91-98. doi: 10.1080/00498254.2022.2036390. [PMID: 35099357]
  • Yuancui Zhao, Lili Cui, Xing Xin Yang, Xingqian Sun, Yunkuan Liu, Zixian Yang, Liyuan Zhu, Chaorui Peng, Danye Li, Junfei Cai, Yunshu Ma. Sinoacutine inhibits inflammatory responses to attenuates acute lung injury by regulating NF-κB and JNK signaling pathways. BMC complementary medicine and therapies. 2021 Nov; 21(1):284. doi: 10.1186/s12906-021-03458-0. [PMID: 34801005]
  • Scott C Farrow, Jillian M Hagel, Guillaume A W Beaudoin, Darcy C Burns, Peter J Facchini. Stereochemical inversion of (S)-reticuline by a cytochrome P450 fusion in opium poppy. Nature chemical biology. 2015 Sep; 11(9):728-32. doi: 10.1038/nchembio.1879. [PMID: 26147354]
  • Akpevwe Onoyovwe, Jillian M Hagel, Xue Chen, Morgan F Khan, David C Schriemer, Peter J Facchini. Morphine biosynthesis in opium poppy involves two cell types: sieve elements and laticifers. The Plant cell. 2013 Oct; 25(10):4110-22. doi: 10.1105/tpc.113.115113. [PMID: 24104569]
  • Nadja Grobe, Toni M Kutchan, Meinhart H Zenk. Rat CYP2D2, not 2D1, is functionally conserved with human CYP2D6 in endogenous morphine formation. FEBS letters. 2012 Jun; 586(13):1749-53. doi: 10.1016/j.febslet.2012.05.021. [PMID: 22641033]
  • Champa P Wijekoon, Peter J Facchini. Systematic knockdown of morphine pathway enzymes in opium poppy using virus-induced gene silencing. The Plant journal : for cell and molecular biology. 2012 Mar; 69(6):1052-63. doi: 10.1111/j.1365-313x.2011.04855.x. [PMID: 22098111]
  • Hongjing Dong, Yongqing Zhang, Lei Fang, Wenjuan Duan, Xiao Wang, Luqi Huang. Combinative application of pH-zone-refining and conventional high-speed counter-current chromatography for preparative separation of alkaloids from Stephania kwangsiensis. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2011 Apr; 879(13-14):945-9. doi: 10.1016/j.jchromb.2011.02.051. [PMID: 21450539]
  • Nadja Grobe, Xuan Ren, Toni M Kutchan, Meinhart H Zenk. An (R)-specific N-methyltransferase involved in human morphine biosynthesis. Archives of biochemistry and biophysics. 2011 Feb; 506(1):42-7. doi: 10.1016/j.abb.2010.11.010. [PMID: 21093406]
  • Nadja Grobe, Marc Lamshöft, Robert G Orth, Birgit Dräger, Toni M Kutchan, Meinhart H Zenk, Michael Spiteller. Urinary excretion of morphine and biosynthetic precursors in mice. Proceedings of the National Academy of Sciences of the United States of America. 2010 May; 107(18):8147-52. doi: 10.1073/pnas.1003423107. [PMID: 20421505]
  • Jörg Ziegler, Wolfgang Brandt, René Geissler, Peter J Facchini. Removal of substrate inhibition and increase in maximal velocity in the short chain dehydrogenase/reductase salutaridine reductase involved in morphine biosynthesis. The Journal of biological chemistry. 2009 Sep; 284(39):26758-67. doi: 10.1074/jbc.m109.030957. [PMID: 19648114]
  • Nadja Grobe, Baichen Zhang, Ursula Fisinger, Toni M Kutchan, Meinhart H Zenk, F Peter Guengerich. Mammalian cytochrome P450 enzymes catalyze the phenol-coupling step in endogenous morphine biosynthesis. The Journal of biological chemistry. 2009 Sep; 284(36):24425-31. doi: 10.1074/jbc.m109.011320. [PMID: 19561069]
  • Andreas Gesell, Megan Rolf, Jörg Ziegler, María Luisa Díaz Chávez, Fong-Chin Huang, Toni M Kutchan. CYP719B1 is salutaridine synthase, the C-C phenol-coupling enzyme of morphine biosynthesis in opium poppy. The Journal of biological chemistry. 2009 Sep; 284(36):24432-42. doi: 10.1074/jbc.m109.033373. [PMID: 19567876]
  • Jörg Ziegler, Susan Voigtländer, Jürgen Schmidt, Robert Kramell, Otto Miersch, Christian Ammer, Andreas Gesell, Toni M Kutchan. Comparative transcript and alkaloid profiling in Papaver species identifies a short chain dehydrogenase/reductase involved in morphine biosynthesis. The Plant journal : for cell and molecular biology. 2006 Oct; 48(2):177-92. doi: 10.1111/j.1365-313x.2006.02860.x. [PMID: 16968522]
  • T J Hsieh, F R Chang, Y C Chia, C Y Chen, H C Lin, H F Chiu, Y C Wu. The alkaloids of Artabotrys uncinatus. Journal of natural products. 2001 Sep; 64(9):1157-61. doi: 10.1021/np010036k. [PMID: 11575948]
  • J Huang, J Guo, G Duan. [Determination of 7 bio-active alkaloids in Stephania plants by RP-HPLC]. Yao xue xue bao = Acta pharmaceutica Sinica. 1998 Jul; 33(7):528-33. doi: . [PMID: 12016887]
  • T G Dekker, T G Fourie, E Matthee, F O Snyckers. A morphinan alkaloid from Antizoma angustifolia. Journal of natural products. 1988 May; 51(3):584. doi: 10.1021/np50057a023. [PMID: 3404154]
  • H Joseph, J Gleye, C Moulis, L J Mensah, C Roussakis, C Gratas. Justicidin B, a cytotoxic principle from Justicia pectoralis. Journal of natural products. 1988 May; 51(3):599-600. doi: 10.1021/np50057a030. [PMID: 3404155]
  • M Tin-Wa, N R Farnsworth, K A Zirvi. Sinoacutine from Glaucium contortuplicatum Boiss. Journal of pharmaceutical sciences. 1976 May; 65(5):755-6. doi: 10.1002/jps.2600650536. [PMID: 932953]