Deserpidine (BioDeep_00000000613)

 

Secondary id: BioDeep_00000861580

human metabolite PANOMIX_OTCML-2023 blood metabolite Chemicals and Drugs Volatile Flavor Compounds natural product


代谢物信息卡片


methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-[(3,4,5-trimethoxyphenyl)carbonyloxy]-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate

化学式: C32H38N2O8 (578.2628028)
中文名称: 去甲吡啶, 地舍平, 利血平杂质3
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 1.14%

分子结构信息

SMILES: COC(=O)C1C2CC3c4[nH]c5ccccc5c4CCN3CC2CC(OC(=O)c2cc(OC)c(OC)c(OC)c2)C1OC
InChI: InChI=1S/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1

描述信息

Deserpidine is an alkaloid ester, a methyl ester, a benzoate ester, an organic heteropentacyclic compound and a yohimban alkaloid. It derives from a hydride of a yohimban.
Deserpidine is an ester alkaloid drug isolated from Rauwolfia canescens (family Apocynaceae) with antipsychotic and antihypertensive properties that has been used for the control of high blood pressure and for the relief of psychotic behavior.
Deserpidine is a Catecholamine-depleting Sympatholytic. The physiologic effect of deserpidine is by means of Decreased Sympathetic Activity.
Deserpidine is a natural product found in Aspergillus malignus, Cunila, and other organisms with data available.
Deserpidine is an ester alkaloid derived from Rauwolfia canescens with antihypertensive activity. Deserpidine is a competitive inhibitor of the angiotensin converting enzyme (ACE). By competing with angiotensin I for ACE, deserpidine blocks the conversion of angiotensin I to angiotensin II, which is a potent vasoconstrictor. Reduced level of serum angiotensin II causes a decrease in blood pressure. Deserpidine also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex.
See also: Deserpidine; methyclothiazide (component of); Deserpidine; hydrochlorothiazide (component of).
Deserpidine is only found in individuals that have used or taken this drug. It is an ester alkaloid drug isolated from Rauwolfia canescens (family Apocynaceae) with antipsychotic and antihypertensive properties that has been used for the control of high blood pressure and for the relief of psychotic behavior.Deserpidines mechanism of action is through inhibition of the ATP/Mg2+ pump responsible for the sequestering of neurotransmitters into storage vesicles located in the presynaptic neuron. The neurotransmitters that are not sequestered in the storage vesicle are readily metabolized by monoamine oxidase (MAO) causing a reduction in catecholamines.
C - Cardiovascular system > C02 - Antihypertensives > C02A - Antiadrenergic agents, centrally acting > C02AA - Rauwolfia alkaloids
C78274 - Agent Affecting Cardiovascular System > C270 - Antihypertensive Agent
Deserpidine (Harmonyl) is an alkaloid isolated from the root of Rauwolfia canescens related to Reserpine. Deserpidine is used as an antihypertensive agent and a tranquilizer. Deserpidine is a competitive angiotensin converting enzyme (ACE) inhibitor. Deserpidine also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex[1][2][3].
Deserpidine (Harmonyl) is an alkaloid isolated from the root of Rauwolfia canescens related to Reserpine. Deserpidine is used as an antihypertensive agent and a tranquilizer. Deserpidine is a competitive angiotensin converting enzyme (ACE) inhibitor. Deserpidine also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex[1][2][3].

同义名列表

69 个代谢物同义名

methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-[(3,4,5-trimethoxyphenyl)carbonyloxy]-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate; methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate; (1S,2R,3R,4aS,13bR,14aS)-Methyl 2-methoxy-3-((3,4,5-trimethoxybenzoyl)oxy)-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2,3:3,4]pyrido[1,2-b]isoquinoline-1-carboxylate; methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8-tetraene-19-carboxylate; methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate; 3-beta,20-alpha-Yohimban-16-beta-carboxylic acid, 18-beta-hydroxy-17-alpha-methoxy-, methyl ester, 3,4,5-trimethoxybenzoate (ester); methyl (3beta,16beta,17alpha,18beta,20alpha)-17-(methyloxy)-18-({[3,4,5-tris(methyloxy)phenyl]carbonyl}oxy)yohimban-16-carboxylate; 17.alpha.-Methoxy-18.beta.-[(3,4,5-trimethoxybenzoyl)oxy]-3.beta.,20.alpha.-yohimban-16.beta.-carboxylic acid methyl ester; (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester; (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-((3,4,5-trimethoxybenzoyl)oxy)yohimban-16-carboxylic acid methyl ester; Benz[g]indolo[2, 1,2,3,4,4a,5,7,8,-13,13b,14,14a-dodecahydro-3-hydroxy-2-methoxy-, methyl ester, 3,4,5-trimethoxybenzoate; (3beta,16beta,17alpha,18beta,20alpha)-17-Methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate methyl ester; Methyl 18beta-hydroxy-17alpha-methoxy-3beta,20alpha-yohimban-16beta-carboxylate, 3,4,5-trimethoxybenzoate (ester); methyl (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-((3,4,5-trimethoxybenzoyl)oxy)yohimban-16-carboxylate; methyl (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate; METHYL 17.ALPHA.-METHOXY-18.BETA.-((3,4,5-TRIMETHOXYBENZOYL)OXY)-3.BETA.,20.ALPHA.-YOHIMBAN-16.BETA.-CARBOXYLATE; Yohimban-16-carboxylic acid, 17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-, methyl ester, (3b,16b,17a,18b,20a)-; Yohimban-16-carboxylic acid,17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-, methyl ester,(3b,16b,17a,18b,20a)-; (3b,16b,17a,18b,20a)-17-Methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester; (3Β,16β,17α,18β,20α)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic acid methyl ester; Methyl 17alpha-methoxy-18beta-((3,4,5-trimethoxybenzoyl)oxy)-3beta,20alpha-yohimban-16beta-carboxylate; (3Β,16β,17α,18β,20α)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate methyl ester; (3b,16b,17a,18b,20a)-17-Methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate methyl ester; Methyl 17alpha-methoxy-18beta-(3,4,5-trimethoxybenzoyloxy)-3beta,20alpha-yohimban-16beta-carboxylat; Deserpidic acid, methyl ester, 3,4,5-trimethoxybenzoate; 4-25-00-01282 (Beilstein Handbook Reference); DESERPIDINE COMPONENT OF ORETICYL FORTE; ORETICYL FORTE COMPONENT DESERPIDINE; DESERPIDINE COMPONENT OF ENDURONYL; ENDURONYL COMPONENT DESERPIDINE; DESERPIDINE [ORANGE BOOK]; Deserpidina (INN-Spanish); Deserpidina [INN-Spanish]; Deserpidinum [INN-Latin]; Deserpidinum (INN-Latin); 11-Desmethoxyreserpine; Deserpidine [INN:BAN]; 11-Demethoxyreserpine; DESERPIDINE [WHO-DD]; DESERPIDINE [VANDF]; Desmethoxyreserpine; DESERPIDINE (MART.); DESERPIDINE [MART.]; Deserpidine, (-)-; DESERPIDINE [INN]; Deserpidine (INN); DESERPIDINE [MI]; Halmonyl (TN); Tox21_112646; Deserpidinum; Tox21_113102; Deserpidina; Recanescine; Reserpidine; Deresperine; Deserpidine; Desepridine; Recanescin; Raunormine; Deserpidin; Tranquinil; Deserpine; Raunormin; Canescine; Canescin; Harmonyl; Halmonyl; C02AA05; Deserpidine



数据库引用编号

24 个数据库交叉引用编号

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相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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28 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

  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Huaicheng Zhang, Dafang Zhong, Zhenzhong Zhang, Xiaojian Dai, Xiaoyan Chen. Liquid chromatography/tandem mass spectrometry method for the quantification of deserpidine in human plasma: Application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Oct; 877(27):3221-5. doi: 10.1016/j.jchromb.2009.06.005. [PMID: 19620026]
  • Scott A John, Michela Ottolia, James N Weiss, Bernard Ribalet. Dynamic modulation of intracellular glucose imaged in single cells using a FRET-based glucose nanosensor. Pflugers Archiv : European journal of physiology. 2008 May; 456(2):307-22. doi: 10.1007/s00424-007-0395-z. [PMID: 18071748]
  • Pui-Kwong Chan. Acylation with diangeloyl groups at C21-22 positions in triterpenoid saponins is essential for cytotoxicity towards tumor cells. Biochemical pharmacology. 2007 Feb; 73(3):341-50. doi: 10.1016/j.bcp.2006.10.007. [PMID: 17092489]
  • A Pietrosiuk, K Sykłowska-Baranek, H Wiedenfeld, R Wolinowska, M Furmanowa, E Jaroszyk. The shikonin derivatives and pyrrolizidine alkaloids in hairy root cultures of Lithospermum canescens (Michx.) Lehm. Plant cell reports. 2006 Oct; 25(10):1052-8. doi: 10.1007/s00299-006-0161-2. [PMID: 16670900]
  • Jagan M R Patlolla, Jayadev Raju, Malisetty V Swamy, Chinthalapally V Rao. Beta-escin inhibits colonic aberrant crypt foci formation in rats and regulates the cell cycle growth by inducing p21(waf1/cip1) in colon cancer cells. Molecular cancer therapeutics. 2006 Jun; 5(6):1459-66. doi: 10.1158/1535-7163.mct-05-0495. [PMID: 16818504]
  • Helmut Wiedenfeld, Agnieszka Pietrosiuk, Miroslava Furmanowa, Erhard Roeder. Pyrrolizidine alkaloids from Lithospermum canescens Lehm. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2003 Mar; 58(3-4):173-6. doi: 10.1515/znc-2003-3-405. [PMID: 12710723]
  • Tatsuya Oka, Koichi Sato, Masatoshi Hori, Hiroshi Ozaki, Hideaki Karaki. Xestospongin C, a novel blocker of IP3 receptor, attenuates the increase in cytosolic calcium level and degranulation that is induced by antigen in RBL-2H3 mast cells. British journal of pharmacology. 2002 Apr; 135(8):1959-66. doi: 10.1038/sj.bjp.0704662. [PMID: 11959799]
  • A Chander, N Sen, A R Spitzer. Synexin and GTP increase surfactant secretion in permeabilized alveolar type II cells. American journal of physiology. Lung cellular and molecular physiology. 2001 May; 280(5):L991-8. doi: 10.1152/ajplung.2001.280.5.l991. [PMID: 11290524]
  • G T Tan, J M Pezzuto, A D Kinghorn, S H Hughes. Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. Journal of natural products. 1991 Jan; 54(1):143-54. doi: 10.1021/np50073a012. [PMID: 1710653]
  • R Geigy, L Jenni, M Kauffmann, R J Onyango, N Weiss. Identification of T. brucei-subgroup strains isolated from game. Acta tropica. 1975; 32(3):190-205. doi: NULL. [PMID: 1983]
  • D BANES, A E HOUK, J WOLFF. The reserpine, rescinnamine, and deserpidine content of Rauwolfia roots. Journal of the American Pharmaceutical Association. American Pharmaceutical Association. 1958 Sep; 47(9):625-7. doi: . [PMID: 13575224]