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4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol

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4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol 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:
17676-24-3
MF:
C17H16O2
MW:
252.31
Mol File:
17676-24-3.mol
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4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol Chemical Properties

Melting point:
69-71 °C(Solv: chloroform (67-66-3))
Boiling point:
429.4±40.0 °C(Predicted)
Density 
1.163±0.06 g/cm3(Predicted)
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
pka
9.88±0.26(Predicted)
LogP
3.710 (est)
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4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol Usage And Synthesis

Description

Hinokiresinol (trans-hinokiresinol) and nyasol (cis-hinokiresinol) possess appreciable estrogen receptor binding activity, they can stimulate the proliferation of estrogen- dependent T47D breast cancer cells, and their stimulatory effects could be blocked by an estrogen antagonist, indicating that they are estrogen agonists. trans- and cis-Hinokiresinols have similar free radical scavenging and anti-inflammatory activities, they also have anti-ischemic effects, only trans-hinokiresinol can significantly decrease neuronal injury in cultured cortical neurons exposed to oxygen-glucose deprivation followed by re-oxygenation. 3. Hinokiresinol is a novel inhibitor of LTB4 binding to the human neutrophils. 4. Hinokiresinol has antiallergic effect, it inhibits IgE-induced mouse passive cutaneous anaphylaxis reaction.

Definition

ChEBI: (-)-hinokiresinol is a 1,3-bis(p-hydroxyphenyl)pentane-1,4-diene that has 1E,3S configuration. A natural product found in Chamaecyparis obtusa. It has a role as a metabolite. It is a norlignan and a 1,3-bis(p-hydroxyphenyl)pentane-1,4-diene.

target

Estrogen receptor | NOS | IL Receptor | TNF-α | Progestogen receptor

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