hinokiresinol

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

CAS: 17676-24-3 C17 H16 O2 MW: 252.31292000

Identification

Namehinokiresinol
IUPAC4-[(1E)-3-(4-hydroxyphenyl)penta-1,4-dienyl]phenol
CAS Number17676-24-3
FDA UNIISearch
Molecular FormulaC17 H16 O2
Molecular Weight252.31292000
Nikkaji NumberJ16.129B

Regulatory

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)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for hinokiresinol usage levels up tonot for fragrance use.
Recommendation for hinokiresinol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

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] 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.