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sennoside B
5,5'-bis(b-D-glucopyranosyloxy)-9,9',10,10'-tetrahydro-4,4'-dihydroxy-10,10'-dioxo-[9,9'-Bianthracene]-2,2'-dicarboxylic acid

Supplier Sponsors

CAS Number: 128-57-4Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:204-895-0
FDA UNII: F887D1637W
Nikkaji Web:J238.581C
Beilstein Number:5723747
MDL:MFCD00151528
XlogP3-AA:1.20 (est)
Molecular Weight:862.74886000
Formula:C42 H38 O20
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point:1144.80 °C. @ 760.00 mm Hg (est)
Flash Point: 659.00 °F. TCC ( 348.60 °C. ) (est)
logP (o/w): 1.880 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Sennoside B 98%
BOC Sciences
For experimental / research use only.
Sennoside B
ExtraSynthese
For experimental / research use only.
Sennoside B (HPLC) ≥97%
Santa Cruz Biotechnology
For experimental / research use only.
Sennoside B
Sigma-Aldrich
For experimental / research use only.
Sennoside B
analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for sennoside B usage levels up to:
 not for fragrance use.
 
Recommendation for sennoside B flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Daily Med:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :91440
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0000128574
 
References:
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):91440
Pubchem (sid):135048253
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C13526
HMDB (The Human Metabolome Database):HMDB02783
FooDB:FDB002468
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 rhubarb root
Search Trop Picture
 
Synonyms:
5,5'-bis(b-D-glucopyranosyloxy)-9,9',10,10'-tetrahydro-4,4'-dihydroxy-10,10'-dioxo-[9,9'-Bianthracene]-2,2'-dicarboxylic acid
 

Articles:

PubMed:Experimental evaluation of radioiodinated sennoside B as a necrosis-avid tracer agent.
PubMed:Monitoring of 29 weight loss compounds in foods and dietary supplements by LC-MS/MS.
PubMed:[Analysis on changes of purgative biopotency in different processed products of rhubarb].
PubMed:Inhibition of antigen trafficking through scavenger receptor A.
PubMed:[Determination of sennoside A and sennoside B simultaneously in health food by HPLC].
PubMed:Simple and rapid analysis of sennoside A and sennoside B contained in crude drugs and crude drug products by solid-phase extraction and high-performance liquid chromatography.
PubMed:Simultaneous analysis of nine components in patch preparations of Ru-Yi-Jin-Huang-San by high-performance liquid chromatography.
PubMed:Sennoside B inhibits PDGF receptor signaling and cell proliferation induced by PDGF-BB in human osteosarcoma cells.
PubMed:Development of eastern blotting technique for sennoside A and sennoside B using anti-sennoside A and anti-sennoside B monoclonal antibodies.
PubMed:Enzyme-linked immunosorbent assay for total sennosides using anti-sennside A and anti-sennoside B monoclonal antibodies.
PubMed:Simultaneous determination of anthraquinones in rhubarb by high-performance liquid chromatography and capillary electrophoresis.
PubMed:Liquid chromatographic determination of sennosides in Cassia angustifolia leaves.
PubMed:Insulin sensitizing and alpha-glucoamylase inhibitory action of sennosides, rheins and rhaponticin in Rhei Rhizoma.
PubMed:Simultaneous determination of anthraquinones, their 8-beta-D-glucosides, and sennosides of Rhei Rhizoma by capillary electrophoresis.
PubMed:Development of a one-step immunochromatographic strip test for the detection of sennosides A and B.
PubMed:Pharmacokinetics of rhein from Onpi-to, an Oriental herbal medicine, in rats.
PubMed:Production of monoclonal antibodies against a major purgative component, sennoside B, their characterization and use in ELISA.
PubMed:[The effects of kampo-formulation and the constituting crude drugs, prescribed for the treatment of peptic ulcer on H,K-ATPase activity].
PubMed:A blinded, randomized comparison of a novel, low-dose, triple regimen with fleet phospho-soda: a study of colon cleanliness, speed and success of colonoscopy.
PubMed:[Determination of sennoside A and sennoside B in formulation using capillary electrophoresis].
PubMed:Genotoxicity of sennosides on the bone marrow cells of mice.
PubMed:Purification and characterization of a novel sennoside-hydrolyzing beta-glucosidase from Bifidobacterium sp. strain SEN, a human intestinal anaerobe.
PubMed:A sennoside-hydrolyzing beta-glucosidase from Bifidobacterium sp. strain SEN is inducible.
PubMed:[Sennosides Reference Standard (Control 951) of the National Institute of Health Sciences].
PubMed:A purgative action of barbaloin is induced by Eubacterium sp. strain BAR, a human intestinal anaerobe, capable of transforming barbaloin to aloe-emodin anthrone.
PubMed:Determination of eight constituents of hsiao-cheng-chi-tang by high-performance liquid chromatography.
PubMed:Isolation of a human intestinal anaerobe, Bifidobacterium sp. strain SEN, capable of hydrolyzing sennosides to sennidins.
PubMed:The senna drug and its chemistry.
PubMed:Cleavages of the O- and C-glucosyl bonds of anthrone and 10,10'-bianthrone derivatives by human intestinal bacteria.
PubMed:New aspects on the metabolism of the sennosides.
PubMed:Stimulation of PGE2 synthesis and water and electrolyte secretion by senna anthraquinones is inhibited by indomethacin.
PubMed:Formation and distribution of sennosides in Cassia angustifolia, as determined by a sensitive and specific radioimmunoassay.
PubMed:[Transport and mode of action of sennosides].
PubMed:[Quantitative chromatographic determination of the active principles of senna (sennoside A, sennoside B)].
 
Notes:
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)
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