153081-59-5

Basic information

• Product Name: isopalominol
• Synonyms: isopalominol
• CAS NO: 153081-59-5
• Molecular Formula: C20H32O
• Molecular Weight: 288.46748
• Mol File: 153081-59-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 395.1°Cat760mmHg
• Flash Point: 168.3°C
• Appearance: /
• Density: 0.944g/cm³
• Vapor Pressure: 7.02E-08mmHg at 25°C
• Refractive Index: 1.506
• PKA: 14.87±0.70(Predicted)
• CAS DataBase Reference: isopalominol(CAS DataBase Reference)
• NIST Chemistry Reference: isopalominol(153081-59-5)
• EPA Substance Registry System: isopalominol(153081-59-5)

Safety Data

• Hazardous Substances Data: 153081-59-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H32O/c1-14(2)19-17-10-9-15(3)7-6-8-16(4)11-12-20(17,5)13-18(19)21/h7,11,17-18,21H,6,8-10,12-13H2,1-5H3/b15-7-,16-11+/t17-,18-,20-/m1/s1

Upstream product

• 82798-98-9 13-Keto-1(S),11(R)-dolabell-3(E),7(E),12⁽¹⁸⁾-triene 
• 82798-98-9 13-keto-1(S),11(R)-dolabella-3(E),7(E),12⁽¹⁸⁾-triene 

Downstream Products

• 126222-05-7 18-hydroxy-(1S^*,11R^*)-dolabella-3(E),7(E),12(E)-triene 

Relevant articles and documents

Semisynthesis of Dolabellane Diterpenes: Oxygenated Analogues with Increased Activity against Zika and Chikungunya Viruses

Brown algae and soft corals represent the main marine sources of dolabellane diterpenes. The antiviral activity of dolabellanes has been studied for those isolated from algae, whereas dolabellanes isolated from soft corals have been barely studied. In this work, a collection of dolabellane diterpenes consisting of five natural and 21 semisynthetic derivatives was constructed, and their antiviral activities against Zika (ZIKV) and Chikungunya (CHIKV) viruses were tested. Dolabellatrienone (1) and (1R,7R,8R,11S)-7,8-epoxy-13-keto-dolabella-3,12(18)-diene (2), isolated fromEuniceagenus soft corals, were employed to obtain 21 dolabellane and dolastane diterpenes by reactions such as allylic oxidations, reductions, acid-catalyzed epoxide ring opening, and acetylations. All of the compounds were identified by a combination of one- and two-dimensional NMR, mass spectrometry, and X-ray diffraction experiments. The cytotoxicites against Vero cells and the antiviral activities against ZIKV and CHIKV was tested to calculate the half-maximal effective concentration (EC50) and selectivity indexes (SIs). In general, the addition of oxygen-containing functional groups improved the bioactivity of dolabellane and dolastane diterpenes against ZIKV and CHIKV replication. Compound9showed an EC50= 0.92 ± 0.08 μM and SI = 820 against ZIKV.