139713-80-7

Basic information

• Product Name: 16-Hydroxytriptolide
• Synonyms: 16-Hydroxytriptolide
• CAS NO: 139713-80-7
• Molecular Formula: C20H24O7
• Molecular Weight: 376.403
• Mol File: 139713-80-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 232-233.5 °C
• Boiling Point: 659.7 °C at 760 mmHg
• Flash Point: 241.8 °C
• Appearance: /
• Density: 1.56 g/cm³
• Vapor Pressure: 3.31E-20mmHg at 25°C
• Refractive Index: 1.67
• PKA: 14.16±0.60(Predicted)
• CAS DataBase Reference: 16-Hydroxytriptolide(CAS DataBase Reference)
• NIST Chemistry Reference: 16-Hydroxytriptolide(139713-80-7)
• EPA Substance Registry System: 16-Hydroxytriptolide(139713-80-7)

Safety Data

• Hazardous Substances Data: 139713-80-7(Hazardous Substances Data)

Usage

Uses

16-Hydroxytriptolide is a diterpenoid triepoxide naturally isolated from Tripterygium wilfordii plant. This compound showed definite antiinflammatory action, strong immunosuppressive and antifertility activities.

InChI:InChI=1/C20H24O7/c1-8(6-21)18-13(26-18)14-20(27-14)17(2)4-3-9-10(7-24-15(9)22)11(17)5-12-19(20,25-12)16(18)23/h8,11-14,16,21,23H,3-7H2,1-2H3/t8-,11-,12-,13-,14-,16+,17-,18-,19+,20+/m0/s1

Upstream product

• 38748-32-2 triptolide 

Relevant articles and documents

Divergent total synthesis of triptolide, triptonide, tripdiolide, 16-hydroxytriptolide, and their analogues

A divergent route was developed for the formal total synthesis of triptolide, triptonide, and tripdiolide, as well as a total synthesis of 16-hydroxytriptolide and their analogues in an enantioselective form. Common advanced intermediate 5 was concisely assembled by employing an indium(III)-catalyzed cationic polycyclization reaction and a palladium-catalyzed carbonylation-lactone formation reaction as key steps. This advanced intermediate was readily converted to the above natural products by using palladium-catalyzed cross-coupling or the Claisen rearrangement reaction as key steps. Additionally, preliminary structure-cytotoxic activity relationship studies of C13 suggested that it might be a new modification site that could still retain the cytotoxicity.