82508-32-5

Basic information

• Product Name: NSC615487
• Synonyms: (2E,4E)-5-[(3R,4S,4aS,9aR)-4a-(Acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-2,4-pentadienoic acid;2,4-Pentadienoic acid, 5-(4a-(acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta(c)pyran-3-yl)-2-methyl-(3alpha(2E,4E),4alpha,4aalpha,9aalpha)-(-)-;Peseudolaric Acid A;NSC615487;pseudolaric acid A
• CAS NO: 82508-32-5
• Molecular Formula: C22H28O6
• Molecular Weight: 388.457
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 82508-32-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 206-207℃
• Boiling Point: 434.16°C (rough estimate)
• Flash Point: 196.6°C
• Appearance: /
• Density: 1.23
• Vapor Pressure: 1.5E-14mmHg at 25°C
• Refractive Index: 1.4450 (estimate)
• PKA: 4.52±0.19(Predicted)
• CAS DataBase Reference: NSC615487(CAS DataBase Reference)
• NIST Chemistry Reference: NSC615487(82508-32-5)
• EPA Substance Registry System: NSC615487(82508-32-5)

Safety Data

• Hazardous Substances Data: 82508-32-5(Hazardous Substances Data)

Usage

Uses

Pseudolaric Acid A is a cytotoxic natural product and a potential antitumor drug.

InChI:InChI=1/C22H28O6/c1-14-7-11-21-12-9-17(22(21,13-8-14)27-16(3)23)20(4,28-19(21)26)10-5-6-15(2)18(24)25/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,24,25)/b10-5+,15-6+/t17?,20?,21?,22-/m0/s1

Upstream product

• 111086-19-2 methyl 2-(2-propenyl)-3-oxo-6-methylhept-6-enoate 
• 3897-04-9 methyl 2-acetylpent-4-enoate 
• 108-24-7 acetic anhydride 
• 1300687-32-4 C₂₀H₃₀O₅ 
• 1300687-30-2 C₁₅H₂₂O₄ 
• 915708-13-3 2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-ol 
• 915708-12-2 2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-11-oxa-tricyclo[5.3.1.0^1,5]undecan-8-one 
• 915708-14-4 8-chloro-2-(2,2-diethyl-4-methyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxymethyl)-8-methyl-11-oxa-tricyclo[5.3.1.0^1,5]undecane 

Downstream Products

• 82508-37-0 deacetylpseudolaric acid A 

Relevant articles and documents

A concise approach for the total synthesis of pseudolaric acid A

A new strategy for the stereoselective total synthesis of natural product pseudolaric acid A (1) was accomplished in 16 steps from commercially available starting material, featuring a samarium diiodide (SmI2)-mediated intramolecular alkene-ketyl radical cyclization and a ring-closing metathesis (RCM) reaction to stereoselectively cast the unusual trans-fused [5-7]-bicyclic core of pseudolaric acid A (1).