Guttic acid

Base Information

• Chemical Name: Guttic acid
• CAS No.: 2752-65-0
• Molecular Formula: C38H44O8
• Molecular Weight: 628.763
• Hs Code.: 29189900
• European Community (EC) Number: 631-063-8
• Metabolomics Workbench ID: 70364
• Pharos Ligand ID: 1ZZ4WVC3XK85
• Wikipedia: Gambogic_acid
• Mol file: 2752-65-0.mol

Synonyms:gamboge acid;gambogic acid;gambogoic acid

Chemical Property of Guttic acid

Chemical Property:

• Vapor Pressure: 1.21E-27mmHg at 25°C
• Melting Point: 88.5°C
• Refractive Index: 1.627
• Boiling Point: 808.946 °C at 760 mmHg
• PKA: 4.58±0.36(Predicted)
• Flash Point: 251.446 °C
• PSA: 119.36000
• Density: 1.296 g/cm³
• LogP: 7.23930
• Storage Temp.: Store at -20°C
• Solubility.: DMSO: ≥10mg/mL
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 628.30361836
• Heavy Atom Count: 46
• Complexity: 1490

Purity/Quality:

98%,99%, ^*data from raw suppliers

Gambogic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C)C
• Isomeric SMILES: CC(=CCC[C@@]1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)O[C@]45C6C[C@H](C=C4C3=O)C(=O)[C@]5(OC6(C)C)C/C=C(/C)\C(=O)O)O)C)C
• Description: Gambogic acid (2752-65-0) induces apoptosis in a variety of cell lines acting as an antagonist of Bcl-2 family proteins (IC50 < 1 mM)1, however additional targets may contribute to its cytotoxicity. It suppresses cancer invasion and migration by inhibiting TGFb1-induced epithelial-to-mesenchymal transition.2 Potentiates the chemosensitivity of cancer cells to other agents.3 Down-regulates surviving, reversing docetaxel resistance in cancer cells.4
• Uses: antiinflammatory, cytotoxic, inhibits HeLa cells in vitro

Technology Process of Guttic acid

There total 1 articles about Guttic acid 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: 99.0%

gambogic acid pyridine salt → (-)-gambogic acid (2752-65-0)

Guidance literature:

With hydrogenchloride; In diethyl ether; water; at 20 ℃; for 1h;

DOI:10.1128/AAC.01220-16

Reference yield: 92.0%

4-bromo-phenol (106-41-2) + (-)-gambogic acid (2752-65-0) → 4-bromophenyl gambogate

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃;

DOI:10.3390/molecules17066269

Reference yield: 92.0%

4-methoxy-phenol (150-76-5) + (-)-gambogic acid (2752-65-0) → 4-methoxyphenyl gambogate

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃;

DOI:10.3390/molecules17066269

Downstream raw materials:

C₃₈H₄₆O₁₀

C₃₉H₄₆O₈

C₄₀H₅₀O₉

C₄₄H₅₄O₁₃

Refernces