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Sennoside

CAT: 0804-HY-N12281-04Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N12281-04Size:50 mg
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Description
Sennoside is an orally active anthraquinone glycoside that can be used as a stimulant laxative. Sennoside exerts prokinetic and secretory effects via activation of 5-HT4 receptors in the myenteric plexus and inhibition of Na+/K+-ATPase activity. Sennoside is promising for research of chronic constipation[1].
CAS Number
517-43-1
UNSPSC
12352005
Hazard Statement
H317-H334
Target
5-HT Receptor; Na+/K+ ATPase
Related Pathways
GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Smiles
OC[C@@H](O1)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC2=CC=CC3=C2C(C4=C(C=C(C(O)=O)C=C4O)C3C5C6=C(C(C7=C5C=C(C(O)=O)C=C7O)=O)C(O[C@H]8[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O8)=CC=C6)=O
Molecular Formula
C42H38O20
Molecular Weight
862.74
Precautions
P261-P272-P280-P284-P302+P352-P304+P340-P362+P364-P501
References & Citations
[1]Rama Reddy NR, et al. Next Generation Sequencing and Transcriptome Analysis Predicts Biosynthetic Pathway of Sennosides from Senna (Cassia angustifolia Vahl.), a Non-Model Plant with Potent Laxative Properties. PLoS One. 2015 Jun 22;10 (6) :e0129422.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
Phase 2

Chemical Information

Sennoside

Sennoside is a diastereoisomeric mixture containing sennoside A and sennoside B that is used as a laxative and cathartic. Its components are found in senna (Senna alexandrina, also known as Cassia angustifolia), where sennoside A and sennoside B are present in equal amounts, and in rhubarbs (Rheum rhabarbarum), where sennoside A predominates. It has a role as a laxative and a cathartic. It contains a sennoside B and a sennoside A.

CAS Number517-43-1
PubChem CID656822
IUPAC Name9-[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
Molecular FormulaC42H38O20
Molecular Weight862.7
XLogP1.2
Topological Polar Surface Area348
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count20
Rotatable Bond Count9
Heavy Atom Count62
Formal Charge0
Complexity1550
SMILES
C1=CC2=C(C(=C1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C(=O)C4=C(C2C5C6=C(C(=CC=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](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
InChIKey
IPQVTOJGNYVQEO-JLDSCGAUSA-N
Chemical Structure
2D Structure
2D structure of Sennoside
CAS: 517-43-1
CID: 656822
Formula: C42H38O20
MW: 862.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight862.7
XLogP31.2
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count20
Rotatable Bond Count9
Exact Mass862.19564360
Monoisotopic Mass862.19564360
Topological Polar Surface Area348 Ų
Heavy Atom Count62
Formal Charge0
Complexity1550
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MS08136-01Sennoside A

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