基本情報
- CAS
517-43-1- 標準SMILES
O=C(O)c1cc(O)c2c(c1)C(C1c3cc(C(=O)O)cc(O)c3C(=O)c3c(OC4OC(CO)C(O)C(O)C4O)cccc31)c1cccc(OC3OC(CO)C(O)C(O)C3O)c1C2=O- InChIKey
IPQVTOJGNYVQEO-UHFFFAOYSA-N- 分子式
- C42H38O20
- 平均分子量
- 862.7 g/mol
- 単同位体質量
- 862.1956436
概要
Sennosides (also known as senna glycoside or senna) is a medication used to treat constipation and empty the large intestine before surgery. The medication is taken by mouth or via the rectum. It typically begins working in minutes when given by rectum and within twelve hours when given by mouth. It is a weaker laxative than bisacodyl or castor oil. Sennoside A, one of the sennosides present in the laxative medication, has recently proven effective in inhibiting the ribonuclease H (RNase H) activity of human immunodeficiency virus (HIV) reverse transcriptase.
名称と識別子
- 優先名称
- Sennosides
- IUPAC
- 9-[2-carboxy-4-hydroxy-10-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid
- 英語名
- Senna, Cassia obovata, ext.
- 分子式
- C42H38O20
- 分子量
- 0
名称と別名
SennosidesGlysennidLaxativeColonormNytilaxSankaijoExchange selectDocuset SodiumLaxative PillsLaxative SennaSenna GlycosideColistat Plus
名称をさらに表示
Ccris 7490SENNA EXTRACT 8%Einecs 285-393-9Senna extract CRSCassiaobovata ext.Cassia obovata extractExtracts of Sennae FoliumSenna, Cassia obovata, ext.Senna extract (Cassia obovata)9-[2-carboxy-4-hydroxy-10-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid
Gentle NatureSenna LiquidColon DetoxGeri-kotSenna PlusSenna-TabsNature's RemedySenna Lax
データベース識別子
- CAS
517-43-1、62211-03-4、66575-30-2、81-27-6、85085-71-8
物性
構造計算による物性
- XLogP
- 1.2
- 極性表面積
- 348 Ų
- 水素結合供与体数
- 12
- 水素結合受容体数
- 20
- 回転可能結合数
- 9
- 重原子数
- 62
- 形式電荷
- 0
- 複雑度
- 1,550
実験および物理化学的性質
Drugs
Pharmaceuticals
Pharmaceuticals -> Used in Switzerland
CosmeticsSkin conditioning
物理化学的性質
- 化粧品成分の機能
- スキンコンディショニング
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 78 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.
Warning
危険有害性情報
Hazard Classes and Categories
Skin Sens. 1 (100%)
Acute Tox. 4 (33.3%)
化学と産業
薬理情報
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Protein BindingBecause sennosides are ingested and their action occurs in the gut, it is generally not thought to be protein bound.
PharmacodynamicsSenna stimulates peristalsis and increases fecal water content to increase motility of feces through the large intestine.
Mechanism of Action
Sennoside A and B, the components of senna, are metabolized by gut bacteria into the active metabolite rheinanthrone [DB13175]. Rheinanthrone [DB13175] appears to increase cyclooxegenase 2 (COX2) expression in macrophage cells leading to an increase in prostaglandin E2 (PGE2). This increase in PGE2 is associated with a decrease in aquaporin 3 expression in mucosal epithelial cells of the large intestine. A decrease in aquaporin 3 expression likely produces the laxative effect by restricting water reabsorption by the large intestine thereby increasing fecal water content. The exact mechanism by which rheinanthrone increases COX2 expression is unknown. Rheinanthrone [DB13175] also stimulates peristalsis in the large intestine although the mechanism behind this effect is unknown. Rhein [DB13174], another active metabolite is thought to excite submucosal acetylcholinergic neurons resulting in increased chloride and prostaglandin secretion. The movement of chloride ions into the large intestine would also help to draw water into the lumen.
Biological Half-LifeThe half life of radiolabelled intravenous sennoside B in rats was 8.568±0.651h.
Metabolism/Metabolites
Sennosides A and B are metabolised to sennidins A and B by gut bacteria. Sennidins A and B are further metabolized to rheinanthrone [DB13175] by gut bacteria using beta-glucosidase. Rheinanthrone [DB13175] is absorbed into systemic circulation where 2.6% is metabolized to rhein [DB13174] and sennidins A and B via oxidation. Rheinanthrone [DB13175] is the major active metabolite of sennosides A and B which produces the laxative effect of the medication. Rhein [DB13174] is also an active metabolite known to have many protective effects.
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