3796-63-2

Basic information

• Product Name: (5E,9E,13E)-6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetren-2-one
• Synonyms: (5E,9E,13E)-6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetren-2-one;E-0671;5,9,13,17-Nonadecatetraen-2-one, 6,10,14,18-tetramethyl-, (E,E,E)-;(5E,9E,13E)-6,10,14,18-tetramethylnonadeca-5,9,13,17-tetraen-2-one
• CAS NO: 3796-63-2
• Molecular Formula: C₂₃H₃₈O
• Molecular Weight: 330.5472
• Mol File: 3796-63-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 442.2°Cat760mmHg
• Flash Point: 168°C
• Appearance: /
• Density: 0.872g/cm³
• Vapor Pressure: 7.03E-08mmHg at 25°C
• Refractive Index: 1.482
• CAS DataBase Reference: (5E,9E,13E)-6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetren-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (5E,9E,13E)-6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetren-2-one(3796-63-2)
• EPA Substance Registry System: (5E,9E,13E)-6,10,14,18-Tetramethyl-5,9,13,17-nonadecatetren-2-one(3796-63-2)

Safety Data

• Hazardous Substances Data: 3796-63-2(Hazardous Substances Data)

Usage

Uses

(5E,9E,13E)-Teprenone is an isomer of Teprenone (T103500), An anti-ulcerative. Geranylgeranylacetone can induce expression of HSP70, HSPB8, and HSPB1. Reports indicate that Teprenone protects against NSAID-induced gastric and intestinal lesions by induction of HSP70 expression.

InChI:InChI=1/C23H38O/c1-18(2)10-8-12-20(5)14-15-23(17-22(7)24)16-21(6)13-9-11-19(3)4/h10-11,14,16,23H,8-9,12-13,15,17H2,1-7H3/b20-14+,21-16+

Upstream product

• 1117-52-8 6,10,14-trimethyl-5,9,13-pentadecatriene-2-on 
• 1066-26-8 sodium acetylide 
• 71668-81-0 (4E,8E,12E)-ethyl 2-acetyl-5,9,13,17-tetramethyloctadeca-4,8,12,16-tetraenoate 
• 1113-21-9 (6E,10E)-geranyllinalool 
• 141-97-9 ethyl acetoacetate 
• 50848-64-1 2E,6E,10E-geranylgeranyl bromide 
• 6138-90-5 geranyl bromide 
• 106-25-2 Nerol 
• 106-28-5 Farnesol 
• 3675-00-1 methyl (E,E)-farnesoate 
• 689-67-8 pseudo-ionone 
• 24163-93-7 farnesyl bromide 
• 24034-73-9 Geranylgeraniol 
• 42207-88-5 (2E,6E,10E)-methyl 3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoate 

Downstream Products

• 22488-05-7 geranylfarnesol 
• 64284-92-0 (E,E,E,E)-geranylfarnesoic acid 

Relevant articles and documents

Superacidic low-temperature cyclization of terpenols and their acetates

The superacidic low-temperature cyclization of terpenols and their acetates be fluorosulfonic acid represents a highly efficient chemo- and structurally selective and stereospecific process.Homoallylic alcohols (α-isomers of cycloterpenols) are the products of cyclization of terpenols; the configuration of the hydroxymethyl group in the products is predetermined by the configuration of the allylic double bond in aliphatic or partially cyclized precursors.The cyclization of terpenyl acetates yields monoacetates of fully cyclized diastereomeric primary-tertiary γ-diols.Their stereochemistry also depends on the configuration of the allylic double bond in the starting substrates. - Key words: terpenols; terpenyl acetates; cyclization, fluorosulfonic acid, drimanes, isoagathanes, scarlanes.

Structure and Biosynthesis of Cleomeprenols from the Leaves of Cleome spinosa

Cleomeprenols isolated from Cleome spinosa L. (Capparidaceae) have been identified as nonaprenol (1), decaprenol (2), and undecaprenol (3), which are composed of an ω-terminal isoprene, three internal E-isoprene, and the remaining Z-isoprene residues, respectively.Feeding experiments using stereospecifically double-labelled radioactive mevalonate showed that all the cleomeprenols are composed of four biogenetically E- and the remaining biogenetically Z-isoprene residues.Occurence of the succesive cis-condensation of isoprene residues with (2E,6E,10E)-geranylgeranyl pyrophosphate was demonstrated by comparing the incorporation of a homologue of all-E-prenyl pyrophosphates with that of the corresponding 2Z-isomer.