Platycodin D

Base Information

• Chemical Name: Platycodin D
• CAS No.: 58479-68-8
• Molecular Formula: C₅₇H₉₂O₂₈
• Molecular Weight: 1225.34
• Hs Code.: 29389090
• European Community (EC) Number: 683-210-0
• UNII: CWJ06TA2GI
• DSSTox Substance ID: DTXSID901021773
• Nikkaji Number: J936.354H
• Wikipedia: Platycodin_D
• Wikidata: Q15425261
• Metabolomics Workbench ID: 123769
• ChEMBL ID: CHEMBL1641859
• Mol file: 58479-68-8.mol

Synonyms:platycodin D

Chemical Property of Platycodin D

Chemical Property:

• Melting Point: approximate 217℃ (dec.)
• Refractive Index: 1.659
• PKA: 12.76±0.70(Predicted)
• PSA: 453.28000
• Density: 1.56 g/cm³
• LogP: -5.37820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 17
• Hydrogen Bond Acceptor Count: 28
• Rotatable Bond Count: 15
• Exact Mass: 1224.57751227
• Heavy Atom Count: 85
• Complexity: 2380

Purity/Quality:

more than 98% ^*data from raw suppliers

PlatycodinD ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(CO)CO)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(CO1)(CO)O)O)O
• Isomeric SMILES: C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(C[C@@H]([C@@H](C7(CO)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O
• Uses: Platycodin D is a known inhibitor of the proliferation of human gastric cancer cells as well as inducing apoptosis. It also causes anti-atherosclerotic.

Technology Process of Platycodin D

There total 2 articles about Platycodin D 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-O-acetylplatycodin-D (66779-34-8) → platycodigenin 3-O-β-D-glucopyranosyl-28-O-[β-D-apiofuranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside] (58479-68-8)

Guidance literature:

With potassium hydroxide; In methanol; for 0.5h; Ambient temperature;

DOI:10.1039/P19840000661

Reference yield:

3-O-acetylplatycodin-D (66779-35-9) → platycodigenin 3-O-β-D-glucopyranosyl-28-O-[β-D-apiofuranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside] (58479-68-8)

Guidance literature:

mild alkaline treatment;

DOI:10.1039/P19840000661

Reference yield:

platycodigenin 3-O-β-D-glucopyranosyl-28-O-[β-D-apiofuranosyl-(1->3)-β-D-xylopyranosyl-(1->4)-α-L-rhamnopyranosyl-(1->2)-α-L-arabinopyranoside] (58479-68-8) → 3-O-β-D-glucopyranosylplatycodigenin methyl ester (38308-47-3)

Guidance literature:

With potassium hydroxide; In methanol; for 120h; Ambient temperature;

DOI:10.1039/P19840000661

upstream raw materials:

2-O-acetylplatycodin-D

3-O-acetylplatycodin-D

Downstream raw materials:

3-O-β-D-glucopyranosylplatycodigenin methyl ester

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