23526-45-6

Basic information

• Product Name: VOMIFOLIOL
• Synonyms: VOMIFOLIOL;(1S)-1-Hydroxy-1-[(1E,3R)-3-hydroxy-1-butenyl]-2,6,6-trimethyl-2-cyclohexene-4-one;(S)-4-Hydroxy-4-[(R,E)-3-hydroxy-1-butenyl]-3,5,5-trimethyl-2-cyclohexen-1-one;Blumenol A;2-Cyclohexen-1-one,4-hydroxy-4-[(1E,3R)-3-hydroxy-1-buten-1-yl]-3,5,5-triMethyl-, (4S)-
• CAS NO: 23526-45-6
• Molecular Formula: C₁₃H₂₀O₃
• Molecular Weight: 224.2961
• Mol File: 23526-45-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 115 °C
• Boiling Point: 362.3°Cat760mmHg
• Flash Point: 187.1°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 1.03E-06mmHg at 25°C
• Refractive Index: 1.567
• PKA: 12.72±0.60(Predicted)
• CAS DataBase Reference: VOMIFOLIOL(CAS DataBase Reference)
• NIST Chemistry Reference: VOMIFOLIOL(23526-45-6)
• EPA Substance Registry System: VOMIFOLIOL(23526-45-6)

Safety Data

• Hazardous Substances Data: 23526-45-6(Hazardous Substances Data)

Usage

General Description

Vomifoliol is a natural chemical compound found in a variety of plants and is known for its potential therapeutic properties. It is a sesquiterpene alcohol and is commonly found in essential oils of plants such as ginger and valerian. Vomifoliol has been studied for its anti-inflammatory, analgesic, and anti-tumor effects, making it a potential candidate for the development of new pharmaceuticals. It has also been investigated for its potential use as an insect repellent. Overall, vomifoliol shows promise as a versatile compound with diverse potential applications in the fields of medicine, agriculture, and pest control.

InChI:InChI=1/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3/b6-5+/t10-,13-/m1/s1

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 53411-98-6 ethoxy-1' ethoxy-2 pentene-3 nitrile 
• 127-41-3 alpha-ionone 
• 54619-16-8 tetraacetylroseoside 
• 2228-72-0 (±)-2-trans,4-trans-abscisic acid 
• 14203-64-6 7,9,9-trimethyl-1,4-dioxa-spiro[4.5]dec-6-en-8-one 
• 2028-63-9 but-3-yn-2-ol 
• 54835-70-0 (6S,9R)-roseoside 
• 15764-81-5 dehydrovomifoliol 
• 322474-92-0 (R)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-yn-2-ol 
• 863032-34-2 Acetic acid (E)-(R)-3-[(1S,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl]-1-methyl-allyl ester 
• 872003-41-3 Acetic acid (E)-(R)-3-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-1-methyl-allyl ester 
• 863032-50-2 (E)-(R)-4-[(R)-4-(tert-Butyl-dimethyl-silanyloxy)-2,6,6-trimethyl-cyclohex-1-enyl]-but-3-en-2-ol 
• 863032-35-3 Acetic acid (E)-(R)-3-((1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxa-bicyclo[4.1.0]hept-1-yl)-1-methyl-allyl ester 

Downstream Products

• 39763-33-2 (+)-(S)-dehydrovomifoliol 
• 65620-50-0 (2S,5R,6S)-2,6,10,10-Tetramethyl-1-oxa-spiro[4.5]decan-6-ol 
• 65620-50-0 (2R,5R,6S)-2,6,10,10-Tetramethyl-1-oxa-spiro[4.5]decan-6-ol 
• 65416-59-3 2,10,10-trimethyl-6-methylene-1-oxaspiro[4.5]dec-7-ene 
• 41678-29-9 edulan I 
• 6755-41-5 (2-trans,4-trans)-abscisic acid 
• 2228-72-0 Abscisic acid 
• 189351-15-3 (6S,7E,9S)-6,9-dihydroxy-4,7-megastigmadien-3-one 
• 863032-39-7 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-2-[(E)-(R)-3-((S)-1-hydroxy-2,6,6-trimethyl-4-oxo-cyclohex-2-enyl)-1-methyl-allyloxy]-tetrahydro-pyran-3-yl ester 
• 97039-05-9 3,6,9-trihydroxymegastigma-4,7-diene 
• 142173-08-8 6,9-Dihydroxymegastigm-7-en-3-one 
• 70875-03-5 dihydro-oxoactinidol 
• 57461-21-9 (3E)-4-(2,3,6-trimethylphenyl)but-3-en-2-one 
• 79734-43-3 3,5,5-trimethyl-4-[(E)-3-oxo-1-butenyl]-2-cyclohexen-1-one 

Relevant articles and documents

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Synthesis of optically active vomifoliol and roseoside stereoisomers

A synthesis of optically active vomifoliol stereoisomers 1-4 and their glucosides, roseoside stereoisomers 5-8, was accomplished via α-acetylenic alcohol 11a or 11b effectively prepared by an asymmetric transfer hydrogenation of α,β-acetylenic ketone 10. Simultaneous separation of these stereoisomers by HPLC was also perfomed.

Medicinal foodstuffs. V. Moroheiya. (1): Absolute stereostructures of corchoionosides A, B, and C, histamine release inhibitors from the leaves of Vietnamese Corchorus olitorius L. (Tiliaceae)

Three new ionone glucosides named corchoionosides A, B, and C were isolated from the leaves of Corchorus olitorius, commonly called 'moroheiya' in Japanese, together with seven known compounds, an ionone glucoside (6S,9R)-roseoside, a monoterpene glucosid