38647-10-8

Basic information

• Product Name: Tripdiolide
• Synonyms: 2BETA-HYDROXY-TRIPTOLIDE;TRIPTODIOLIDE;TRIPDIOLIDE;(2-beta)-triptolid;7as,7bs,8as,8bs,10s)-6ar;8b,9,10-decahydro-6,10-dihydroxy-8b-methyl-6a-(1-methylethyl)-,(3bs,4as,5as,6;nsc163063;trisoxireno(4b,5:6,7:8a,9)phenanthro(1,2-c)furan-1(3h)-one,3b,4,4a,6,6a,7a,7b,
• CAS NO: 38647-10-8
• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.4
• Product Categories: Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 38647-10-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 226-228 °C
• Boiling Point: 656.4 °C at 760 mmHg
• Flash Point: 240.5 °C
• Appearance: /
• Density: 1.56 g/cm³
• Vapor Pressure: 5.11E-20mmHg at 25°C
• Refractive Index: 1.668
• PKA: 13.50±0.70(Predicted)
• CAS DataBase Reference: Tripdiolide(CAS DataBase Reference)
• NIST Chemistry Reference: Tripdiolide(38647-10-8)
• EPA Substance Registry System: Tripdiolide(38647-10-8)

Safety Data

• Hazardous Substances Data: 38647-10-8(Hazardous Substances Data)

Usage

Uses

Tripdiolide is a potential anticancer agent and antiinflammatory agent from the plant Tripterygium wilfordii.

InChI:InChI=1/C20H24O7/c1-7(2)18-13(26-18)14-20(27-14)17(3)5-10(21)12-8(6-24-15(12)22)9(17)4-11-19(20,25-11)16(18)23/h7,9-11,13-14,16,21,23H,4-6H2,1-3H3/t9-,10-,11-,13-,14-,16+,17-,18-,19+,20+/m0/s1

Upstream product

• 1268604-79-0 (3bR,9bS,11S)-11-hydroxy-7-isopropyl-6-methoxy-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one 
• 1268604-93-8 (3S,4aS,10aR)-1-(bromomethyl)-3-hydroxy-7-isopropyl-8-methoxy-4a-methyl-3,4,4a,9,10,10a-hexahydrophenanthrene-2-carbaldehyde 
• 1268604-89-2 ((4aS,10aS)-7-isopropyl-8-methoxy-4a-methyl-1-methylene-1,4,4a,9,10,10a-hexahydrophenanthren-2-yl)methanol 
• 1268604-87-0 ((4aS,10aS)-7-isopropyl-8-methoxy-4a-methyl-1-methylene-1,4,4a,9,10,10a-hexahydrophenanthren-2-yl)methyl acetate 
• 1268604-85-8 ((2S,4aS,10aR)-2-hydroxy-7-isopropyl-8-methoxy-4a-methyl-1-methylene-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-yl)methyl acetate 
• 1268604-84-7 (2S,4aS,10aR)-2-(hydroxymethyl)-7-isopropyl-8-methoxy-4a-methyl-1-methylene-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-ol 
• 1268604-91-6 C₂₁H₂₆O₂ 
• 1268604-83-6 (4aS,10aR)-7-isopropyl-8-methoxy-4a-methyl-1-methylene-3,4,4a,9,10,10a-hexahydrophenanthren-2(1H)-one 
• 1268604-81-4 (2R,4aS,10aR)-7-isopropyl-8-methoxy-4a-methyl-1-methylene-1,2,3,4,4a,9,10,10a-octahydrophenanthren-2-ol 
• 1268605-03-3 7,8-β-epoxy-2β,19-dihydroxy-14-oxo-18(4->3)abeo-abieta-3,9,12-trien-18-oic acid lactone 
• 1268605-02-2 (3bR,9bS,11S)-7-isopropyl-6-methoxy-11-(methoxymethoxy)-9b-methyl-3b,4,10,11-tetrahydrophenanthro[2,1-c]furan-1,5(3H,9bH)-dione 
• 1268605-01-1 (3bR,5r,9bS,11S)-5-hydroxy-7-isopropyl-6-methoxy-11-(methoxymethoxy)-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one 
• 1268604-99-4 (3bR,9bS,11S)-7-isopropyl-6-methoxy-11-(methoxymethoxy)-9b-methyl-3b,4,5,9b,10,11-hexahydrophenanthro[2,1-c]furan-1(3H)-one 
• 1229291-60-4 14-methoxy-19-norabieta-4⁽¹⁸⁾,8,11,13-tetraene 

Relevant articles and documents

First total synthesis of tripdiolide

The first total synthesis of tripdiolide 1 from the readily available abietic acid 3 in 22 steps is described and this synthesis furnishes a 5.8% overall yield of 1 with an average yield of 87%.