Rauwolscine (BioDeep_00000395635)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(1S,2S,4aS,13bS,14aS)-Methyl 2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2,3:3,4]pyrido[1,2-b]isoquinoline-1-carboxylate

化学式: C21H26N2O3 (354.19433260000005)
中文名称: ALPHA-YOHIMBINE, α-育亨宾
谱图信息: 最多检出来源 Viridiplantae(plant) 2.86%

分子结构信息

SMILES: COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O
InChI: InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15+,17+,18+,19+/m1/s1

描述信息

Rauwolscine is a methyl 17-hydroxy-20xi-yohimban-16-carboxylate.
Rauwolscine is a natural product found in Alstonia constricta, Corynanthe johimbe, and other organisms with data available.
A plant alkaloid with alpha-2-adrenergic blocking activity. Yohimbine has been used as a mydriatic and in the treatment of ERECTILE DYSFUNCTION.
D018377 - Neurotransmitter Agents > D018663 - Adrenergic Agents > D018674 - Adrenergic Antagonists
D018373 - Peripheral Nervous System Agents > D001337 - Autonomic Agents > D009184 - Mydriatics
D000089162 - Genitourinary Agents > D064804 - Urological Agents
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.457
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.455
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.451
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.448
Rauwolscine is a selective α2-adrenoceptor antagonist that inhibits tumor growth and induces apoptosis[1].

同义名列表

69 个代谢物同义名

(1S,2S,4aS,13bS,14aS)-Methyl 2-hydroxy-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 (1S,15S,18S,19S,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate; YOHIMBAN-16-CARBOXYLIC ACID, 17-HYDROXY-, METHYL ESTER, (16.BETA.,17.ALPHA.,20.ALPHA.)-; Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16beta,17alpha,20alpha)- (9CI); Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16-beta,17-alpha,20-alpha)-; yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16beta,17alpha,20alpha)-; 20alpha-Yohimban-16beta-carboxylic acid, 17alpha-hydroxy-, methyl ester (8CI); 20-alpha-Yohimban-16-beta-carboxylic acid, 17-alpha-hydroxy-, methyl ester; Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (17alpha,20alpha)-; 17-alpha-Hydroxy-20-alpha-yohimban-16-beta-carboxylic acid methyl ester; 17alpha-hydroxy-20alpha-yohimban-16beta-carboxylic acid methyl ester; Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv.; Methyl (16beta,17alpha,20alpha)-17-hydroxyyohimban-16-carboxylate; METHYL 17.ALPHA.-HYDROXY-20.ALPHA.-YOHIMBAN-16.BETA.-CARBOXYLATE; methyl 17alpha-hydroxy-20alpha-yohimban-16beta-carboxylate; YOHIMBINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]; 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLICACID; -Yohimbine;Corynanthidine;Isoyohimbine; .ALPHA.-YOHIMBINE [EP IMPURITY]; methyl hydroxy[?]carboxylate; Rauwolscine;[3H]rauwolscine; Hydrochloride, Yohimbine; Hydrochloride, Aphrodine; Aphrodine hydrochloride; Yohimbine hydrochloride; .ALPHA.-YOHIMBINE [MI]; Tartrate, Corynanthine; Corynanthine Tartrate; Rauwolscine (6CI,7CI); YOHIMBINE, .ALPHA.-; Prestwick2_000577; Prestwick3_000577; Prestwick0_000577; Prestwick1_000577; .alpha.-Yohimbine; Spectrum2_000870; Spectrum3_001761; Spectrum5_001121; Yohimbin Spiegel; Spectrum4_000319; Yohimbine Houdé; [3H]rauwolscine; alpha-Yohimbine; UNII-T4LJ7LU45W; meso-Yohimbine; Corynanthidine; DivK1c_000414; I+/--Yohimbin; Lopac0_001093; Mesoyohimbine; BPBio1_000434; Corynanthine; KBio2_004506; KBio2_001938; Isoyohimbine; KBio1_000414; Tox21_110811; KBio3_002721; KBio2_007074; IDI1_000414; Rauwolscine; T4LJ7LU45W; Pluriviron; Rauhimbine; Aphrodyne; Yohimbine; Yohimex; Yocon; α-Yohimbine



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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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

45 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

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  • Ben A Chindo, Melanie-Jayne R Howes, Sawsan Abuhamdah, Danjuma Mallam, Timothy Micah, Rosemary I Awotula, Robin Battison, Paul L Chazot. Evaluation of the anti-nociceptive profile of essential oil from Melissa officinalis L. (lemon balm) in acute and chronic pain models. Journal of ethnopharmacology. 2024 Mar; 321(?):117500. doi: 10.1016/j.jep.2023.117500. [PMID: 38030022]
  • Ninh Khac Thanh Tung, Duong Thi Dung, Phan Van Kiem, Dan Thi Thuy Hang, Nguyen Xuan Nhiem, Nguyen Van The, Yohan Seo, Jong Seong Kang, Bui Huu Tai. Alkaloids and Lignans from the Aerial Parts of Rauvolfia tetraphylla Inhibit NO Production in LPS-activated RAW 264.7 Cells. Chemistry & biodiversity. 2024 Mar; 21(3):e202302123. doi: 10.1002/cbdv.202302123. [PMID: 38253808]
  • Nidhi Sharma, Ramakrishna Sistla, Sai Balaji Andugulapati. Yohimbine ameliorates liver inflammation and fibrosis by regulating oxidative stress and Wnt/β-catenin pathway. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2023 Nov; 123(?):155182. doi: 10.1016/j.phymed.2023.155182. [PMID: 37952411]
  • Olusegun Adebayo Adeoluwa, Anthony Taghogho Eduviere, Gladys Onyinye Adeoluwa, Lily Oghenevovwero Otomewo, Funmilayo Racheal Adeniyi. The monoaminergic pathways are involved in the antidepressant-like effect of quercetin. Naunyn-Schmiedeberg's archives of pharmacology. 2023 Oct; ?(?):. doi: 10.1007/s00210-023-02789-8. [PMID: 37851059]
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  • Soo Hee Lee, Seong-Ho Ok, Seung Hyun Ahn, Hyun-Jin Kim, Sung Il Bae, Ji-Yoon Kim, Kyeong-Eon Park, Yeran Hwang, Ju-Tae Sohn. Lipid Emulsion Enhances Vasoconstriction Induced by Dexmedetomidine in the Isolated Endothelium-Intact Aorta. International journal of molecular sciences. 2021 Mar; 22(7):. doi: 10.3390/ijms22073309. [PMID: 33804982]
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  • Guanqun Zhan, Rongkun Miao, Fuxin Zhang, Xingbin Wang, Xinxin Zhang, Zengjun Guo. Cytotoxic Yohimbine-Type Alkaloids from the Leaves of Rauvolfia vomitoria. Chemistry & biodiversity. 2020 Dec; 17(12):e2000647. doi: 10.1002/cbdv.202000647. [PMID: 33044757]
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  • Manuela Vay, Marleen Julia Meyer, Antje Blank, Gisela Skopp, Peter Rose, Mladen Vassilev Tzvetkov, Gerd Mikus. Oral Yohimbine as a New Probe Drug to Predict CYP2D6 Activity: Results of a Fixed-Sequence Phase I Trial. Clinical pharmacokinetics. 2020 07; 59(7):927-939. doi: 10.1007/s40262-020-00862-6. [PMID: 32060866]
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  • Clara Alba-Betancourt, Amanda Sánchez-Recillas, Angel J Alonso-Castro, David Esquivel-Juárez, Juan R Zapata-Morales, Víctor Yáñez-Pérez, Daniel Álvarez-Camacho, Yessica E Medina-Rivera, Marco M González-Chávez, Deisy Gasca-Martínez, Rolffy Ortiz-Andrade. Antidiarrheal, vasorelaxant, and neuropharmacological actions of the diterpene tilifodiolide. Drug development research. 2019 11; 80(7):981-991. doi: 10.1002/ddr.21578. [PMID: 31343767]
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