Swertiamarin

Base Information

• Chemical Name: Swertiamarin
• CAS No.: 17388-39-5
• Molecular Formula: C16H22O10
• Molecular Weight: 374.345
• Hs Code.: 29389090
• UNII: 4038595T7Y
• DSSTox Substance ID: DTXSID50169676
• Nikkaji Number: J10.346B
• Wikidata: Q27108363
• Metabolomics Workbench ID: 69314
• ChEMBL ID: CHEMBL456138
• Mol file: 17388-39-5.mol

Synonyms:swertiamarin;swertiamaroside

Chemical Property of Swertiamarin

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.32E-19mmHg at 25°C
• Melting Point: 111oC
• Refractive Index: 1.625
• Boiling Point: 649.3 °C at 760 mmHg
• PKA: 11.56±0.60(Predicted)
• Flash Point: 237.7 °C
• PSA: 155.14000
• Density: 1.57 g/cm³
• LogP: -2.47670
• Storage Temp.: ?20°C
• XLogP3: -2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 374.12129689
• Heavy Atom Count: 26
• Complexity: 592

Purity/Quality:

98%, ^*data from raw suppliers

Swertiamarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)CO)O)O)O
• Isomeric SMILES: C=C[C@H]1[C@@H](OC=C2[C@]1(CCOC2=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• Uses: Swertimarine is an extract from Enicostemma littorale which is an herb used in the treatment of type 1 and 2 diabetes. Used to sensitize the cells to hypolipidemic conditions and insulin.

Technology Process of Swertiamarin

There total 1 articles about Swertiamarin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2'-(2'',3''-dihydroxybenzoyl)swertiamarin → methyl-2,3-dihydroxybenzoate (2411-83-8) + swertiamarin (17388-39-5)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.fitote.2013.08.006

Reference yield:

swertiamarin (17388-39-5) + 3-chloro-benzenecarboperoxoic acid (937-14-4) → C17H15ClO6

Guidance literature:

at 37 ℃; for 24h; Inert atmosphere;

DOI:10.1080/14786419.2020.1825428

Reference yield:

methanol (67-56-1) + swertiamarin (17388-39-5) → 5-(hydroxymethyl)-3,4-dihydro-1H-2-benzopyran-1-one + 5-formyl-2,3-dihydroisocoumarin (50276-98-7) + 1-oxo-isochroman-5-carboxylic acid (90921-13-4) + 3,4,5,6-tetrahydro-8-hydroxy-6-methylpyrano[3,4-c]pyran-1(8H)-one + sweritranslactone D + sweritranslactone E + swerimilegenin E + swerimilegenin G + C10H10O4

Guidance literature:

swertiamarin; With water; for 6h; Reflux; Industrial scale;

methanol; In water; Industrial scale;

DOI:10.1016/j.fitote.2021.104879

Downstream raw materials:

5-formyl-2,3-dihydroisocoumarin

1-oxo-isochroman-5-carboxylic acid

Refernces