| Identification | Back Directory | [Name]
4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol | [CAS]
17676-24-3 | [Synonyms]
C10628
hinokiresinol
trans-Hikiresil
cis-Hinokiresinol
(-)-Hinokiresinol
trans-Hinokiresinol
4-[1-[(E)-4-Hydroxystyryl]allyl]phenol
4,4'-[(E)-3-Vinyl-1-propene-1,3-diyl]bis[phenol]
4-[(3S)-1-(4-hydroxyphenyl)penta-1,4-dien-3-yl]phenol
Phenol,4,4'-[(1E,3S)-3-ethenyl-1-propene-1,3-diyl]bis- | [Molecular Formula]
C17H16O2 | [MOL File]
17676-24-3.mol | [Molecular Weight]
252.31 |
| Chemical Properties | Back Directory | [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) | [color ]
Yellow to orange | [LogP]
3.710 (est) |
| Hazard Information | Back Directory | [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. | [Uses]
(-)-Hinokiresinol (Hinokiresinol; trans-Hinokiresinol) can be isolated from Chamaecyparis obtusa. (-)-Hinokiresinol has weak termiticidal activity but strong antifeedant and repellent activity[1]. | [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 | [References]
[1] Morikawa T, et al. Antitermitic activity of extracts from Chamaecyparis obtusa branch heartwood[J]. European Journal of Wood and Wood Products, 2014, 72: 651-657. |
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