Basic information
- CAS
142934-44-9- Standard SMILES
C=C1CC23CCC4C(C)(C(=O)OC5OC(CO)C(OC6OCC(O)C(O)C6O)C(OC(C)=O)C5OC(C)=O)CCCC4(C)C2C(O)C1C(=O)C3- InChIKey
DYJKTUJXLVAKKU-UHFFFAOYSA-N- Molecular formula
- C35H50O15
- Average molar mass
- 710.8 g/mol
- Monoisotopic mass
- 710.31497088
Overview
Stevisalioside A has been reported in Stevia salicifolia with data available.
Names & identifiers
- Preferred name
- Stevisalioside A
- IUPAC
- [3,4-diacetyloxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl] 11-hydroxy-5,9-dimethyl-13-methylidene-16-oxotetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate
- English name
- stevisalioside A
- Molecular formula
- C35H50O15
- Molecular weight
- 710.7625
Names & synonyms
Stevisalioside A142934-44-9[3,4-diacetyloxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl] 11-hydroxy-5,9-dimethyl-13-methylidene-16-oxotetracyclo[10.2.2.01,10.04,9]hexadecane-5-carboxylate(3,4-diacetyloxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl) 11-hydroxy-5,9-dimethyl-13-methylidene-16-oxotetracyclo(10.2.2.01,10.04,9)hexadecane-5-carboxylateRefChem:185729Ent-11beta-hydroxy-13-oxoatis-16-en-19-oic acid alpha-L-arabinopyranosyl-(1-4)-2',3'-diacetyl-beta-D-glucopyranosyl esterAtis-16-en-18-oic acid, 11-hydroxy-13-oxo-, 2,3-di-O-acetyl-4-O-alpha-L-arabinopyranosyl-beta-D-glucopyranosyl ester, (4alpha,5beta,8alpha,9beta,10alpha,11beta,12alpha)-SCHEMBL29655179DTXSID309316912,3-Di-O-acetyl-1-O-(11-hydroxy-13,18-dioxoatis-16-en-18-yl)-4-O-pentopyranosylhexopyranose
Database identifiers
- CAS
142934-44-9- PubChem CID
- 3083369
- DTXSID
DTXSID30931691
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 225 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 15
- Rotatable bonds
- 10
- Heavy atoms
- 50
- Formal charge
- 0
- Complexity
- 1,390
Chemistry & industry
Applications
UsesStevisalioside A (Compound 2) can be isolated from Stevia serrata roots. Stevisalioside A is an orally active antidiabetic agent. Stevisaliosides A inhibits PTP1B (IC50: 526.8 μM). Stevisalioside A reduces blood glucose levels and the postprandial peak in oral glucose and insulin tolerance tests in Streptozotocin (HY-13753) induced hyperglycemic mice[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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