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hinokiresinol
4,4'-(1E)-penta-1,4-diene-1,3-diyldiphenol

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Name:4-[(1E)-3-(4-hydroxyphenyl)penta-1,4-dienyl]phenol
CAS Number: 17676-24-3Picture of molecule3D/inchi
FDA UNII: Search
Nikkaji Web:J16.129B
XlogP3-AA:4.40 (est)
Molecular Weight:252.31292000
Formula:C17 H16 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 429.40 °C. @ 760.00 mm Hg (est)
Flash Point: 399.00 °F. TCC ( 203.80 °C. ) (est)
logP (o/w): 3.710 (est)
Soluble in:
 water, 6.587 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
trans-Hinokiresinol >95%
Odor: characteristic
Use: Trans-Hinokiresinol is natural lignan found in the barks of Cryptomeria japonica, it stimulates the proliferation of estrogen-dependent T47D breast cancer cells, and their stimulatory effects were blocked by an estrogen antagonist,
Coompo
For experimental / research use only.
trans-Hinokiresinol from Plants ≥99%
Odor: characteristic
Use: Leukotriene B4 binding inhibitor and antifungal agent. trans-Hinokiresinol stimulated the proliferation of estrogen-dependent T47D breast cancer cells, and their stimulatory effects were blocked by an estrogen antagonist, indicating that the compounds are estrogen agonists.
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for hinokiresinol usage levels up to:
 not for fragrance use.
 
Recommendation for hinokiresinol flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5377291
National Institute of Allergy and Infectious Diseases:Data
4-[(1E)-3-(4-hydroxyphenyl)penta-1,4-dienyl]phenol
Chemidplus:0017676243
 
References:
 4-[(1E)-3-(4-hydroxyphenyl)penta-1,4-dienyl]phenol
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5377291
Pubchem (sid):135167293
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
4,4'-(3-ethenyl-1-propene-1,3-diyl)-bisphenol
rac-hinokiresinol
4-[(1E)-3-(4-hydroxyphenyl)penta-1,4-dienyl]phenol
4-[1-[(E)-4-hydroxystyryl]allyl]phenol
4,4'-(1E)-penta-1,4-diene-1,3-diyldiphenol
4,4'-[(1E)-1,4-pentadiene-1,3-diyl]diphenol
 phenol, 4,4'-(3-ethenyl-1-propene-1,3-diyl)bis-, (E)-
 phenol, 4,4'-(3-vinylpropenylene)di-, (E)-
 phenol, 4,4'-[(1E)-3-ethenyl-1-propene-1,3-diyl]bis-
4,4'-[(E)-3-vinyl-1-propene-1,3-diyl]bis[phenol]
 

Articles:

PubMed:Differential anti-ischemic efficacy and therapeutic time window of trans- and cis-hinokiresinols: stereo-specific antioxidant and anti-inflammatory activities.
PubMed:A heartwood norlignan, (E)-hinokiresinol, is formed from 4-coumaryl 4-coumarate by a Cryptomeria japonica enzyme preparation.
PubMed:Lignans in resin of Araucaria angustifolia by gas chromatography/mass spectrometry.
PubMed:Stereochemistry of cis- and trans-hinokiresinol and their estrogen-like activity.
PubMed:Differential anti-ischemic efficacy and therapeutic time window of trans- and cis-hinokiresinols: stereo-specific antioxidant and anti-inflammatory activities.
PubMed:Iridium-catalyzed enantioselective allylic vinylation.
PubMed:Subunit composition of hinokiresinol synthase controls enantiomeric selectivity in hinokiresinol formation.
PubMed:(-)-Nyasol (cis-hinokiresinol), a norneolignan from the rhizomes of Anemarrhena asphodeloides, is a broad spectrum inhibitor of eicosanoid and nitric oxide production.
PubMed:Discriminating the indistinguishable sapwood from heartwood in discolored ancient wood by direct molecular mapping of specific extractives using time-of-flight secondary ion mass spectrometry.
PubMed:The subunit composition of hinokiresinol synthase controls geometrical selectivity in norlignan formation.
PubMed:Antioxidant and antiatherogenic activity of cis-Hinokiresinol from Trapa pseudoincisa.
PubMed:Carroll rearrangement to construct the norneolignan skeleton.
PubMed:Effects of Chamaecyparis formosensis Matasumura extractives on lipopolysaccharide-induced release of nitric oxide.
PubMed:Norlignans with Hyaluronidase Inhibitory Activity from Anemarrhena asphodeloides.
PubMed:Hinokiresinol inhibits IgE-induced mouse passive cutaneous anaphylaxis reaction.
PubMed:Hinokiresinol is not a precursor of agatharesinol in the norlignan biosynthetic pathway in Japanese cedar.
PubMed:Antimalarial and antiplasmodial activities of norneolignans. Syntheses and SAR.
PubMed:Structure and absolute configuration of nyasol and hinokiresinol via synthesis and vibrational circular dichroism spectroscopy.
PubMed:Lignans in resin of Araucaria angustifolia by gas chromatography/mass spectrometry.
PubMed:cis-hinokiresinol, a norlignan from Anemarrhena asphodeloides, inhibits angiogenic response in vitro and in vivo.
PubMed:First in vitro norlignan formation with Asparagus officinalis enzyme preparation.
PubMed:Stereochemistry of cis- and trans-hinokiresinol and their estrogen-like activity.
 
Notes:
None found
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