Dicentrine (BioDeep_00000000504)

 

Secondary id: BioDeep_00000171521, BioDeep_00000267970

natural product PANOMIX_OTCML-2023 Antitumor activity


代谢物信息卡片


(12S)-16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene

化学式: C20H21NO4 (339.14705060000006)
中文名称: D-荷包牡丹碱, 荷苞牡丹碱, 荷包牡丹碱, 荷包牡丹碱
谱图信息: 最多检出来源 Viridiplantae(plant) 83.33%

分子结构信息

SMILES: CN1C2C3=C(C(C=C(OC)C(OC)=C4)=C4C2)C5=C(OCO5)C=C3CC1
InChI: InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3

描述信息

Dicentrine is an aporphine alkaloid.
Dicentrine is a natural product found in Cissampelos pareira, Stephania abyssinica, and other organisms with data available.
Dicentrine is an anticancer compound isolated from Lindera, a species of flowering plants.
Dicentrine is a natural product isolated from the plant Stephania epigaea Lo with antihypertensive effect. Dicentrine is an α1-adrenoceptor antagonist which has effective against human hyperplastic prostates[1].

同义名列表

35 个代谢物同义名

(12S)-16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene; 5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (S)- (9CI); 5H-BENZO(G)-1,3-BENZODIOXOLO(6,5,4-DE)QUINOLINE, 6,7,7A,8-TETRAHYDRO-10,11-DIMETHOXY-7-METHYL-, (7AS)-; 5H-Benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline, 6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (S)-; 5H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinoline, 6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (S)-; 10,11-Dimethoxy-7-methyl-6,7,7a,8-tetrahydro-5H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinoline-, (S)-; 5H-Benzo[g]-1,5,4-de]quinoline, 6,7,7a,8-tetrahydro-10,11-dimethoxy-7-methyl-, (S)-; 6a-alpha-Aporphine, 9,10-dimethoxy-1,2-(methylenedioxy)-; 9,10-Dimethoxy-1,2-(methylenedioxy)-6a.alpha.-aporphine; 6aalpha-Aporphine, 9,10-dimethoxy-1,2-(methylenedioxy)-; 6a.alpha.-Aporphine,10-dimethoxy-1,2-(methylenedioxy)-; 4-27-00-06486 (Beilstein Handbook Reference); 9,10-Dimethoxy-1,2-(methylenedioxy)aporphine; 1,2-Methylenedioxy-9,10-dimethoxyaporphine; dicentrine nitrate, (S)-isomer; 9,2-(methylenedioxy)aporphine; YJWBWQWUHVXPNC-AWEZNQCLSA-N; (S)-form;(+)-Dicentrine; O,N-Dimethyllitseferine; dicentrine, (R)-isomer; DICENTRINE D-FORM [MI]; (R)-(-)-dicentrine; dicentrine, (-)-; DICENTRINE, (+)-; DICENTRINE [MI]; UNII-J2ZGT5M0N7; (+)-dicentrine; Dicentrine-(+); L-dicentrine; D-Dicentrine; J2ZGT5M0N7; Dicentrine; Dicentrin; Eximine; (+/-)-Dicentrine



数据库引用编号

22 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)

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

  • Tharita Kitisripanya, Jukrapun Komaikul, Nirachara Tawinkan, Chuennapha Atsawinkowit, Waraporn Putalun. Dicentrine production in callus and cell suspension cultures of Stephania venosa. Natural product communications. 2013 Apr; 8(4):443-5. doi: . [PMID: 23738448]
  • Deise Prehs Montrucchio, Marina Machado Córdova, Adair Roberto Soares Santos. Plant derived aporphinic alkaloid S-(+)-dicentrine induces antinociceptive effect in both acute and chronic inflammatory pain models: evidence for a role of TRPA1 channels. PloS one. 2013; 8(7):e67730. doi: 10.1371/journal.pone.0067730. [PMID: 23861794]
  • Deise Prehs Montrucchio, Obdulio Gomes Miguel, Sandra Maria Warumby Zanin, Gabriel Araujo da Silva, Alcíbia Maia Cardozo, Adair Roberto Soares Santos. Antinociceptive effects of a chloroform extract and the alkaloid dicentrine isolated from fruits of Ocotea puberula. Planta medica. 2012 Sep; 78(14):1543-8. doi: 10.1055/s-0032-1315026. [PMID: 22815198]
  • Yi-Chun Lai, Tzong-Fu Kuo, Chien-Kuang Chen, Han-Ju Tsai, Shoei-Sheng Lee. Metabolism of dicentrine: identification of the phase I and phase II metabolites in miniature pig urine. Drug metabolism and disposition: the biological fate of chemicals. 2010 Oct; 38(10):1714-22. doi: 10.1124/dmd.110.033795. [PMID: 20622045]
  • Walmir S Garcez, Fernanda R Garcez, Lilliam M G E da Silva, Lidilhone Hamerski. Larvicidal activity against Aedes aegypti of some plants native to the West-Central region of Brazil. Bioresource technology. 2009 Dec; 100(24):6647-50. doi: 10.1016/j.biortech.2009.06.092. [PMID: 19664915]
  • Waraporn Putalun, Gorawit Yusakul, Denpong Patanasethanont. Dicentrine production from a hairy roots culture of Stephania suberosa. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2009 Sep; 64(9-10):692-6. doi: 10.1515/znc-2009-9-1014. [PMID: 19957438]
  • V Badireenath Konkimalla, Venkatramana Laxminarayana Suhas, Nagasuma R Chandra, Erich Gebhart, Thomas Efferth. Diagnosis and therapy of oral squamous cell carcinoma. Expert review of anticancer therapy. 2007 Mar; 7(3):317-29. doi: 10.1586/14737140.7.3.317. [PMID: 17338652]
  • R L Huang, C C Chen, Y L Huang, J C Ou, C P Hu, C F Chen, C Chang. Anti-tumor effects of d-dicentrine from the root of Lindera megaphylla. Planta medica. 1998 Apr; 64(3):212-5. doi: 10.1055/s-2006-957411. [PMID: 9581516]
  • K S Chen, Y C Wu, C M Teng, F N Ko, T S Wu. Bioactive alkaloids from Illigera luzonensis. Journal of natural products. 1997 Jun; 60(6):645-7. doi: 10.1021/np9700735. [PMID: 9214740]
  • T H Tsai, T R Tsai, C J Chou, C F Chen. Determination of dicentrine in rat plasma by high-performance liquid chromatography and its application to pharmacokinetics. Journal of chromatography. B, Biomedical applications. 1996 Jun; 681(2):277-81. doi: 10.1016/0378-4347(95)00553-6. [PMID: 8811437]
  • S M Yu, Y F Kang, C C Chen, C M Teng. Effects of dicentrine on haemodynamic, plasma lipid, lipoprotein level and vascular reactivity in hyperlipidaemic rats. British journal of pharmacology. 1993 Apr; 108(4):1055-61. doi: 10.1111/j.1476-5381.1993.tb13505.x. [PMID: 8485617]
  • S M Yu, S Y Hsu, F N Ko, C C Chen, Y L Huang, T F Huang, C M Teng. Haemodynamic effects of dicentrine, a novel alpha 1-adrenoceptor antagonist: comparison with prazosin in spontaneously hypertensive and normotensive Wistar-Kyoto rats. British journal of pharmacology. 1992 Aug; 106(4):797-801. doi: 10.1111/j.1476-5381.1992.tb14415.x. [PMID: 1356567]
  • C M Teng, S M Yu, F N Ko, C C Chen, Y L Huang, T F Huang. Dicentrine, a natural vascular alpha 1-adrenoceptor antagonist, isolated from Lindera megaphylla. British journal of pharmacology. 1991 Nov; 104(3):651-6. doi: 10.1111/j.1476-5381.1991.tb12484.x. [PMID: 1686739]