Conessine (BioDeep_00000000616)

   

natural product PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


((2S,5S,12S,16S,1R,9R,13R)-6,7,13-trimethyl-7-azapentacyclo[10.8.0.0<2,9>.0<5, 9>.0<13,18>]icos-18-en-16-yl)dimethylamine

化学式: C24H40N2 (356.319132)
中文名称: 可内新, 地麻素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 2.78%

分子结构信息

SMILES: C1=C2CC(N(C)C)CCC2(C)C3CCC45CN(C)C(C)C5CCC4C3C1
InChI: InChI=1S/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3

描述信息

Conessine is a steroid alkaloid that is con-5-enine substituted by a N,N-dimethylamino group at position 3. It has been isolated from the plant species of the family Apocynaceae. It has a role as an antibacterial agent, an antimalarial, a H3-receptor antagonist and a plant metabolite. It is a steroid alkaloid and a tertiary amino compound. It is functionally related to a conanine.
Conessine is a natural product found in Holarrhena floribunda, Funtumia elastica, and Holarrhena pubescens with data available.
A steroid alkaloid that is con-5-enine substituted by a N,N-dimethylamino group at position 3. It has been isolated from the plant species of the family Apocynaceae.
Annotation level-1
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 12
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.501
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.499
Conessine, a steroidal alkaloid, is a potent and selective histamine H3 receptor antagonist with Kis of 5.4, 6.0, 5.7 and 25 nM for human, dog, guinea pig, and rat H H3 receptor, respectively. Anti-malarial activity[1].
Conessine, a steroidal alkaloid, is a potent and selective histamine H3 receptor antagonist with Kis of 5.4, 6.0, 5.7 and 25 nM for human, dog, guinea pig, and rat H H3 receptor, respectively. Anti-malarial activity[1].
Conessine, a steroidal alkaloid, is a potent and selective histamine H3 receptor antagonist with Kis of 5.4, 6.0, 5.7 and 25 nM for human, dog, guinea pig, and rat H H3 receptor, respectively. Anti-malarial activity[1].

同义名列表

45 个代谢物同义名

((2S,5S,12S,16S,1R,9R,13R)-6,7,13-trimethyl-7-azapentacyclo[10.8.0.0<2,9>.0<5, 9>.0<13,18>]icos-18-en-16-yl)dimethylamine; (1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.0^{2,9}.0^{5,9}.0^{13,18}]icos-18-en-16-amine; (1R,2S,5S,6S,9R,12S,13R,16S)-N,N,6,7,13-pentamethyl-7-azapentacyclo[10.8.0.02,9.05,9.013,18]icos-18-en-16-amine; (3-beta)-N,N-dimethyl-on-5-enin-3-amine dihydrobromide; 3-beta-(dimethylamino)con-5-enine dihydrobromide; Con-5-enin-3-amine, N,N-dimethyl-, (3beta)-; conessine dihydrobromide, (3beta)-isomer; (3-beta)-N,N-dimethylcon-5-enin-3-amine; Con-5-enine, 3.beta.-(dimethylamino)-; Conkurchine, N,18-dihydrotrimethyl-; Con-5-enine, 3beta-(dimethylamino)-; N,N-dimethylcon-5-enin-3beta-amine; 3 beta-(dimethylamino)con-5-enine; 3beta-(Dimethylamino)con-5-enine; N,N-Dimethyl-con-5-enin-3-amine; 3beta-(Dimethylamino)con-5-ene; 5-Conenin-3beta-Dimethylamine; conessine dihydrobromide; Conessine, >=97\\% (HPLC); Conesina [INN-Spanish]; Conessinum [INN-Latin]; conessine hydrobromide; Prestwick3_000638; Prestwick0_000638; Prestwick2_000638; Prestwick1_000638; UNII-EZ38J9BBDF; Conessine [INN]; CONESSINE [MI]; Tox21_111531_1; conessine HBr; BPBio1_000700; Tox21_111531; Conessinum; EZ38J9BBDF; Roquessine; Wrightine; Conessine; Conesina; A1-00780; Konessin; Neriine; N,N-Dimethylcon-5-enin-3-amine; Conessine; Conessine



数据库引用编号

110 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)

48 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

  • Kalyani Dhusia, Kalpana Raja, Pierre Paul Michel Thomas, Pramod K Yadav, Pramod W Ramteke. Molecular dynamics simulation analysis of conessine against multi drug resistant Serratia marcescens. Infection, genetics and evolution : journal of molecular epidemiology and evolutionary genetics in infectious diseases. 2019 01; 67(?):101-111. doi: 10.1016/j.meegid.2018.11.001. [PMID: 30396000]
  • Thanyaluck Siriyong, Supayang Piyawan Voravuthikunchai, Peter John Coote. Steroidal alkaloids and conessine from the medicinal plant Holarrhena antidysenterica restore antibiotic efficacy in a Galleria mellonella model of multidrug-resistant Pseudomonas aeruginosa infection. BMC complementary and alternative medicine. 2018 Oct; 18(1):285. doi: 10.1186/s12906-018-2348-9. [PMID: 30340578]
  • Mahendra Shukla, Femi M Francis, Jawahar Lal. Liquid chromatography-tandem mass spectrometry method for the quantification of a potent H3 receptor antagonist conessine in serum and its application to pharmacokinetic studies. European journal of mass spectrometry (Chichester, England). 2018 Jun; 24(3):289-298. doi: 10.1177/1469066718756226. [PMID: 29554815]
  • Thanyaluck Siriyong, Potjanee Srimanote, Sasitorn Chusri, Boon-Ek Yingyongnarongkul, Channarong Suaisom, Varomyalin Tipmanee, Supayang Piyawan Voravuthikunchai. Conessine as a novel inhibitor of multidrug efflux pump systems in Pseudomonas aeruginosa. BMC complementary and alternative medicine. 2017 Aug; 17(1):405. doi: 10.1186/s12906-017-1913-y. [PMID: 28806947]
  • Thanyaluck Siriyong, Sasitorn Chusri, Potjanee Srimanote, Varomyalin Tipmanee, Supayang Piyawan Voravuthikunchai. Holarrhena antidysenterica Extract and Its Steroidal Alkaloid, Conessine, as Resistance-Modifying Agents Against Extensively Drug-Resistant Acinetobacter baumannii. Microbial drug resistance (Larchmont, N.Y.). 2016 Jun; 22(4):273-82. doi: 10.1089/mdr.2015.0194. [PMID: 26745443]
  • Virendra K Dua, Gaurav Verma, Bikram Singh, Aswathy Rajan, Upma Bagai, Dau Dayal Agarwal, N C Gupta, Sandeep Kumar, Ayushi Rastogi. Anti-malarial property of steroidal alkaloid conessine isolated from the bark of Holarrhena antidysenterica. Malaria journal. 2013 Jun; 12(?):194. doi: 10.1186/1475-2875-12-194. [PMID: 23758861]
  • Zhong-Duo Yang, Dong-Zhu Duan, Wei-Wei Xue, Xiao-Jun Yao, Shuo Li. Steroidal alkaloids from Holarrhena antidysenterica as acetylcholinesterase inhibitors and the investigation for structure-activity relationships. Life sciences. 2012 Jun; 90(23-24):929-33. doi: 10.1016/j.lfs.2012.04.017. [PMID: 22569298]
  • Bina S Siddiqui, Syed Tahir Ali, Ghazala H Rizwani, Sabira Begum, Saima Tauseef, Aqeel Ahmad. Antimicrobial activity of the methanolic bark extract of Holarrhena pubescens (Buch. Ham), its fractions and the pure compound conessine. Natural product research. 2012; 26(11):987-92. doi: 10.1080/14786419.2010.537268. [PMID: 21834632]
  • Gaurav Verma, Virendra K Dua, Dau Dayal Agarwal, Pravin Kumar Atul. Anti-malarial activity of Holarrhena antidysenterica and Viola canescens, plants traditionally used against malaria in the Garhwal region of north-west Himalaya. Malaria journal. 2011 Feb; 10(?):20. doi: 10.1186/1475-2875-10-20. [PMID: 21288335]
  • Neeraj Kumar, Bikram Singh, Pamita Bhandari, Ajai Prakash Gupta, Vijay Kumar Kaul. Steroidal alkaloids from Holarrhena antidysenterica (L.) WALL. Chemical & pharmaceutical bulletin. 2007 Jun; 55(6):912-4. doi: 10.1248/cpb.55.912. [PMID: 17541193]
  • Kamga Patrice Bogne, Beng Véronique Penlap, David Lontsi, François-Xavier Etoa. Antibacterial activities of the extracts and conessine from Holarrhena floribunda G. Don. (Apocynaceae). African journal of traditional, complementary, and alternative medicines : AJTCAM. 2007 Feb; 4(3):352-6. doi: 10.4314/ajtcam.v4i3.31229. [PMID: 20161899]
  • R S Zand, D J Jenkins, E P Diamandis. Steroid hormone activity of flavonoids and related compounds. Breast cancer research and treatment. 2000 Jul; 62(1):35-49. doi: 10.1023/a:1006422302173. [PMID: 10989984]
  • M Yamada, J Takahashi. Effect of dietary DL-ethionine on postnatal growth, and activities of liver and kidney enzymes of male chickens, Gallus domesticus. Comparative biochemistry and physiology. C: Comparative pharmacology. 1977; 58(2C):177-81. doi: 10.1016/0306-4492(77)90101-0. [PMID: 23931]
  • C AUFFRET, F TANGUY. [Distribution and fixation time of conessine in the organs of the monkey]. Medecine tropicale : revue du Corps de sante colonial. 1950 May; 10(3):530-6. doi: NULL. [PMID: 14785389]
  • J PLUCHON, G PILLE. Determination of conessine in urine, feces and bile; results obtained. Medecine tropicale : revue du Corps de sante colonial. 1949 Jul; 9(4):519-31. doi: NULL. [PMID: 15407026]