17676-24-3

Basic information

• Product Name: 4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol
• Synonyms: 4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol;hinokiresinol;4,4'-[(E)-3-Vinyl-1-propene-1,3-diyl]bis[phenol];4-[1-[(E)-4-Hydroxystyryl]allyl]phenol;C10628;cis-Hinokiresinol;trans-Hikiresil;trans-Hinokiresinol
• CAS NO: 17676-24-3
• Molecular Formula: C₁₇H₁₆O₂
• Molecular Weight: 252.31
• Mol File: 17676-24-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 429.4°C at 760 mmHg
• Flash Point: 203.9°C
• Appearance: /
• Density: 1.163g/cm³
• Vapor Pressure: 5.59E-08mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: 4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol(17676-24-3)
• EPA Substance Registry System: 4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol(17676-24-3)

Safety Data

• Hazardous Substances Data: 17676-24-3(Hazardous Substances Data)

Usage

General Description

4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol, also known as THP, is a chemical compound with the molecular formula C18H16O2. It is a derivative of resveratrol, a natural phenol found in plants such as red grapes, peanuts, and berries. THP exhibits antioxidant and anti-inflammatory properties, which make it potentially beneficial for various health applications. It has been studied for its potential role in preventing or treating various chronic diseases, including cancer, heart disease, and neurological disorders. Additionally, THP may have applications in skincare and cosmetic products due to its ability to neutralize free radicals and protect against oxidative stress. Overall, 4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol has garnered interest for its potential health benefits and applications in the pharmaceutical and personal care industries.

InChI:InChI=1/C17H16O2/c1-2-14(15-7-11-17(19)12-8-15)6-3-13-4-9-16(18)10-5-13/h2-12,14,18-19H,1H2/b6-3+

Upstream product

• 63644-63-3 4-coumaryl 4-coumarate 
• 871241-98-4 (E)-1,3-bis(4-[tetrahydro-2H-pyran-2-yloxy]phenyl)pent-4-en-1-ol 

Downstream Products

• 1022993-40-3 (+)-(S)-tetrahydrohinokiresinol 

Relevant articles and documents

Four new norlignan glycoside isomers from the twigs of Cephalotaxus oliveri Mast.

Four novel isomers of norlignan glycoside were isolated from Cephalotaxus oliveri Mast. Their structures were elucidated as 3S-4″-O-β-D-glucopyranosylnyasol 1, 3S-4′-O-β-D-glucopyranosylnyasol 2, 3S-4″-O-β-D-glucopyranosylhinokiresinol 3, 3S-4′-O-β-D-gluc

Structure and absolute configuration of nyasol and hinokiresinol via synthesis and vibrational circular dichroism spectroscopy

The absolute configuration of the norlignan (+)-nyasol was determined to be S by comparison of the experimental vibrational circular dichroism data with first-principle calculations taking into account the eight lowest energy conformations. The established absolute configuration of (+)-nyasol enables establishment of the absolute configuration of (-)-hinokiresinol, which is concluded to be S. A total synthesis and resolution of hinokiresinol has been performed to resolve the conflicting reports of the coupling constant of the vinylic protons of the disubstituted double bond in this molecule. Racemic hinokiresinol was resolved. Both enantiomers possess the same antiplasmodial activity.