14794-71-9

Basic information

• Product Name: (-)-alpha-Desmotroposantonin acetate
• Synonyms: (-)-alpha-Desmotroposantonin acetate
• CAS NO: 14794-71-9
• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.3383
• Mol File: 14794-71-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 444.1°C at 760 mmHg
• Flash Point: 225.1°C
• Appearance: /
• Density: 1.161g/cm³
• Vapor Pressure: 4.38E-08mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: (-)-alpha-Desmotroposantonin acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-alpha-Desmotroposantonin acetate(14794-71-9)
• EPA Substance Registry System: (-)-alpha-Desmotroposantonin acetate(14794-71-9)

Safety Data

• Hazardous Substances Data: 14794-71-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H20O4/c1-8-7-14(20-11(4)18)10(3)15-12(8)5-6-13-9(2)17(19)21-16(13)15/h7,9,13,16H,5-6H2,1-4H3

Upstream product

• 108-24-7 acetic anhydride 
• 438-50-6 (+/-)-β-Desmotroposantonin 
• 858438-41-2 2-(7-hydroxy-5,8-dimethyl-1-oxo-1,2,3,4-tetrahydro-[2]naphthyl)-propionic acid 
• 438-50-6 (+/-)-α-Desmotroposantonin 
• 481-06-1 santonin 

Downstream Products

• 13743-90-3 (-)-α-desmotroposantonin methyl ether 
• 1426436-56-7 C₂₅H₂₆N₄O₄ 
• 1426436-55-6 C₂₅H₂₅N₃O₄ 
• 1426436-51-2 C₂₅H₂₄F₃N₃O₃ 
• 1426436-50-1 C₂₅H₂₅BrFN₃O₄ 
• 1426436-49-8 C₂₆H₂₈BrN₃O₄ 
• 1426436-48-7 C₂₇H₃₀ClN₃O₄ 
• 1426436-47-6 C₂₄H₂₂BrF₂N₃O₃ 
• 1426436-46-5 C₂₄H₂₂BrFIN₃O₃ 
• 1426436-44-3 C₂₅H₂₆IN₃O₃ 
• 1426436-43-2 C₂₄H₂₄IN₃O₃ 
• 1426436-42-1 C₂₄H₂₄BrN₃O₃ 

Relevant articles and documents

Sesquiterpene Lactones Potentiate Olaparib-Induced DNA Damage in p53 Wildtype Cancer Cells

Despite notable advances in utilising PARP inhibitor monotherapy, many cancers are not PARP inhibitor-sensitive or develop treatment resistance. In this work, we show that the two structurally-related sesquiterpene lactones, a 2-bromobenzyloxy derivative

T- and B-cell immunosuppressive activity of novel α-santonin analogs with humoral and cellular immune response in Balb/c mice

In continuation of our endeavours to synthesize immunosuppressive agents from α-santonin, we report herein the design and synthesis of a new series of α-santonin derived O-aryl/aliphatic ether, ester and amide analogs and the evaluation of their immunosuppressive activities. The in vitro studies led to several analogs with significant immunosuppressive effects by inhibiting ConA and LPS stimulated T- and B-cell proliferation in a dose dependent manner. The more significant compounds 4d, 4e, 4f, 4h, 6a and 6b displayed potent inhibitory activity on the mitogen-induced T- and B-cell proliferation in comparison to α-santonin 1. Compound 4e displayed stupendous in vitro immunosuppressive effects with ～80% suppression of B and ～75% suppression of T lymphocyte proliferation, respectively. The in vivo investigation on BALB/c mice revealed that non-cytotoxic compound 4e suppresses both humoral and cellular immunity.

Diminutive effect on T and B-cell proliferation of non-cytotoxic α-santonin derived 1,2,3-triazoles: A report

α-Santonin derived new series of 1,2,3-triazoles synthesized through Azide-Alkyne Huisgen 1,3-dipolar cycloaddition reaction between substituted aryl azide and a propargylated α-desmotrosantonin were bio-evaluated for their diminutive effect on ConA induced T-cell and LPS induced B-cell proliferation. Interestingly, most of the synthesized compounds showed better immunosuppressant activity than α-santonin. Triazole derivatives 9, 10, 17, 18, 29, and 30 displayed significant diminutive effect on cell proliferation. Compounds 12 and 13 were found selective against ConA T-cell proliferation exhibiting >90% inhibition at 1 × 10-6 M concentration. The present study resulted in identification of several triazole derivatives as effective immunosuppressive agents.