Sennoside B (BioDeep_00000014473)

Main id: BioDeep_00000003612

Secondary id: BioDeep_00000017217, BioDeep_00000398495

human metabolite PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(9S)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracen-9-yl]-4-hydroxy-10-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-2-carboxylic acid

化学式: C42H38O20 (862.1956348000001)
中文名称: 番泻苷 B, 番泻苷B
谱图信息: 最多检出来源 Escherichia coli(natural_products) 50%

分子结构信息

SMILES: C1=CC2=C(C(=C1)OC3C(C(C(C(O3)CO)O)O)O)C(=O)C4=C(C2C5C6=C(C(=CC=C6)OC7C(C(C(C(O7)CO)O)O)O)C(=O)C8=C5C=C(C=C8O)C(=O)O)C=C(C=C4O)C(=O)O
InChI: InChI=1S/C42H38O20/c43-11-23-31(47)35(51)37(53)41(61-23)59-21-5-1-3-15-25(17-7-13(39(55)56)9-19(45)27(17)33(49)29(15)21)26-16-4-2-6-22(60-42-38(54)36(52)32(48)24(12-44)62-42)30(16)34(50)28-18(26)8-14(40(57)58)10-20(28)46/h1-10,23-26,31-32,35-38,41-48,51-54H,11-12H2,(H,55,56)(H,57,58)/t23-,24-,25-,26+,31-,32-,35+,36+,37-,38-,41-,42-/m1/s1

描述信息

Sennoside B is an anthranoid. Anthranoid derivatives are used all over the world as a treatment for constipation. These compounds are present in several drugs of plant origin, especially as O- or C-glycosides. Besides featuring different substituents, the aglycone might consist of an anthraquinone, an anthrone or a dianthrone. So far, detailed information concerning their metabolism and pharmacokinetic characteristics is available only in a few cases. The best characterized compounds are sennoside, a dianthrone O-glycoside present in senna leaves and senna pods, and its aglycone (rhein anthrone). After oral administration, sennoside is degraded only in the lower parts of the gastrointestinal tract, releasing its active metabolite rhein anthrone. (PMID: 8234447). Sennoside B is found in garden rhubarb.
Sennoside B is an anthranoid. Anthranoid derivatives are used all over the world as a treatment for constipation. These compounds are present in several drugs of plant origin, especially as O- or C-glycosides. Besides featuring different substituents, the aglycone might consist of an anthraquinone, an anthrone or a dianthrone. So far, detailed information concerning their metabolism and pharmacokinetic characteristics is available only in a few cases. The best characterized compounds are sennoside, a dianthrone O-glycoside present in senna leaves and senna pods, and its aglycone (rhein anthrone). After oral administration, sennoside is degraded only in the lower parts of the gastrointestinal tract, releasing its active metabolite rhein anthrone. (PMID: 8234447).
Sennoside B is a member of the class of sennosides that is (9R,9S)-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylic acid which is substituted by hydroxy groups at positions 4 and 4, by beta-D-glucopyranosyloxy groups at positions 5 and 5, and by oxo groups at positions 10 and 10. It is a member of sennosides and an oxo dicarboxylic acid.
Sennoside B is a natural product found in Rheum palmatum, Rheum tanguticum, and other organisms with data available.
A member of the class of sennosides that is (9R,9S)-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylic acid which is substituted by hydroxy groups at positions 4 and 4, by beta-D-glucopyranosyloxy groups at positions 5 and 5, and by oxo groups at positions 10 and 10.

同义名列表

55 个代谢物同义名

(9S)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracen-9-yl]-4-hydroxy-10-oxo-5-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-9,10-dihydroanthracene-2-carboxylic acid; (9R)-9-[(9S)-2-carboxy-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-9H-anthracene-2-carboxylic acid; (9S)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid; (9R,9S)-4,4-dihydroxy-10,10-dioxo-5,5-bis(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-9,9,10,10-tetrahydro-[9,9-bianthracene]-2,2-dicarboxylic acid; (9R,9S)-4,4-dihydroxy-10,10-dioxo-5,5-bis((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylic acid; (9,9-Bianthracene)-2,2-dicarboxylic acid, 5,5-bis(beta-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-, (9R,9s)-, calcium salt; (9,9-Bianthracene)-2,2-dicarboxylic acid, 5,5-bis(beta-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-, calcium salt (1:1); [9,9-Bianthracene]-2,2-dicarboxylic acid, 5,5-bis(beta-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-, (9R,9S)-; (-)-(9R,9S)-5,5-bis(beta-D-glucopyranosyloxy)-4,4-dihydroxy-10,10-dioxo-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylic acid; [9,9-Bianthracene]-2,2-dicarboxylic acid, 5,5-bis(|A-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-, (9R,9S)-; (9R,9S)-5,5-BIS(.BETA.-D-GLUCOPYRANOSYLOXY)-9,9,10,10-TETRAHYDRO-4,4-DIHYDROXY-10,10-DIOXO(9,9-BIANTHRACENE)-2,2-DICARBOXYLIC ACID; (9R,9R)-5,5-Bis(beta-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo(9,9-bianthracene)-2,2-dicarboxylic acid; (9R,9s)-5,5-Bis(beta-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo(9,9-bianthracene)-2,2-dicarboxylic acid; (R*,r*)-5,5-bis(beta-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo(9,9-bianthracene)-2,2-dicarboxylic acid; (-)-(9R,9s)-5,5-Bis(b-D-glucopyranosyloxy)-4,4-dihydroxy-10,10-dioxo-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylic acid; (-)-(9R,9s)-5,5-Bis(β-D-glucopyranosyloxy)-4,4-dihydroxy-10,10-dioxo-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylic acid; (-)-(9R,9s)-5,5-Bis(beta-D-glucopyranosyloxy)-4,4-dihydroxy-10,10-dioxo-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylate; (9R,9S)-5,5-bis(beta-D-glucopyranosyloxy)-4,4-dihydroxy-10,10-dioxo-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylic acid; 5,5-bis(beta-delta-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-[9,9-Bianthracene]-2,2-dicarboxylic acid; (-)-(9R,9s)-5,5-Bis(β-D-glucopyranosyloxy)-4,4-dihydroxy-10,10-dioxo-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylate; 9,9-Bianthracene]-2,2-dicarboxylic acid, 5,5-bis(hexopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-, (9R,9S)-; (-)-(9R,9s)-5,5-Bis(b-D-glucopyranosyloxy)-4,4-dihydroxy-10,10-dioxo-9,9,10,10-tetrahydro-9,9-bianthracene-2,2-dicarboxylate; 5,5-bis(b-delta-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-[9,9-Bianthracene]-2,2-dicarboxylic acid; 5,5-bis(beta-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-[9,9-Bianthracene]-2,2-dicarboxylic acid; 5,5-bis(b-D-glucopyranosyloxy)-9,9,10,10-tetrahydro-4,4-dihydroxy-10,10-dioxo-[9,9-Bianthracene]-2,2-dicarboxylic acid; SENNOSIDE B (CONSTITUENT OF SENNA LEAF AND PODS) [DSC]; sennoside A calcium and sennoside B calcium; sennoside A and B, calcium salt; sennoside A, calcium salt (1:1); SENNOSIDES SENNOSIDE B [MI]; sennoside B, calcium salt; Sennoside B (6CI,7CI,8CI); sennoside A, calcium salt; sennosides A and B acids; Sennosides sennoside b; Sennosides sennoside a; sennoside A+B calcium; SENNOSIDE B [WHO-DD]; SENNOSIDE B [USP-RS]; sennoside b calcium; sennoside A calcium; sennosides A and B; sennoside A and B; Sennoside B CRS; Sennoside-B; sennoside B; Sennoside A; SennosideB; Tisasen B; Pursennid; Sennoside; Senokot; ND 10; ND-10; (9R)-9-[(9S)-2-carboxy-4-hydroxy-10-oxo-5-[(3R,4S,5S,6R)-3,4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4- hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid



数据库引用编号

23 个数据库交叉引用编号

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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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40 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

  • Francesca Esposito, Ilaria Carli, Claudia Del Vecchio, Lijia Xu, Angela Corona, Nicole Grandi, Dario Piano, Elias Maccioni, Simona Distinto, Cristina Parolin, Enzo Tramontano. Sennoside A, derived from the traditional chinese medicine plant Rheum L., is a new dual HIV-1 inhibitor effective on HIV-1 replication. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2016 Nov; 23(12):1383-1391. doi: 10.1016/j.phymed.2016.08.001. [PMID: 27765358]
  • U Huss, T Ringbom, P Perera, L Bohlin, M Vasänge. Screening of ubiquitous plant constituents for COX-2 inhibition with a scintillation proximity based assay. Journal of natural products. 2002 Nov; 65(11):1517-21. doi: 10.1021/np020023m. [PMID: 12444669]