myricanone
tricyclo[12.3.1.12,6]nonadeca-1(18),2,4,6(19),14,16-hexaen-9-one, 3,15-dihydroxy-16,17-dimethoxy-
 
Notes:
from stem bark of myrica rubra. Constit. of Myrica nagi and Myrica rubra (Chinese bayberry) [CCD]
  • BOC Sciences
    • BOC Sciences
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      Product(s):
      32492-74-3 Myricanone
       
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CAS Number: 32492-74-3Picture of molecule3D/inchi
Nikkaji Web: J19.021G
XlogP3-AA: 3.70 (est)
Molecular Weight: 356.41828000
Formula: C21 H24 O5
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 583.69 °C. @ 760.00 mm Hg (est)
Flash Point: 404.00 °F. TCC ( 206.70 °C. ) (est)
logP (o/w): 3.790 (est)
Soluble in:
 water, 1.484 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Myricanone
Coompo
For experimental / research use only.
Myricanone from Plants ≥96%
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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
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for myricanone usage levels up to:
 not for fragrance use.
 
Recommendation for myricanone flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 161748
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0032492743
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 161748
Pubchem (sid): 135118596
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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
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB30798
FooDB: FDB002739
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 bayberry chinese bayberry bark
Search Trop  Picture
 myrica nagi
Search Trop  Picture
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Synonyms:
3,15-dihydroxy-16,17-dimethoxytricyclo(12.3.1.12,6)nonadeca-1(18),2,4,6(19),14,16-hexaen-9-one
3,15-dihydroxy-16,17-dimethoxytricyclo[12.3.1.12,6]nonadeca-1(18),2(19),3,5,14,16-hexaen-9-one
 tricyclo(12.3.1.12,6)nonadeca-1(18),2,4,6(19),14,16-hexaen-9-one, 3,15-dihydroxy-16,17-dimethoxy-
 tricyclo[12.3.1.12,6]nonadeca-1(18),2,4,6(19),14,16-hexaen-9-one, 3,15-dihydroxy-16,17-dimethoxy-
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Articles:
PubMed: In vitro Anticancer Activity of Myricanone in Human Lung Adenocarcinoma A549 Cells.
PubMed: Biological evaluation of secondary metabolites from the roots of Myrica adenophora.
PubMed: Diarylheptanoid-myricanone isolated from ethanolic extract of Myrica cerifera shows anticancer effects on HeLa and PC3 cell lines: signalling pathway and drug-DNA interaction.
PubMed: Anticancer potential of myricanone, a major bioactive component of Myrica cerifera: novel signaling cascade for accomplishing apoptosis.
PubMed: Diarylheptanoid sulfates and related compounds from Myrica rubra bark.
PubMed: Three new cyclic diarylheptanoids and other phenolic compounds from the bark of Myrica rubra and their melanogenesis inhibitory and radical scavenging activities.
PubMed: Inhibitors of nitric oxide production from the bark of Myrica rubra: structures of new biphenyl type diarylheptanoid glycosides and taraxerane type triterpene.
PubMed: Chemopreventive potential of cyclic diarylheptanoids.
PubMed: Bioactive constituents of Chinese natural medicines. VII. Inhibitors of degranulation in RBL-2H3 cells and absolute stereostructures of three new diarylheptanoid glycosides from the bark of Myrica rubra.
PubMed: Anti-androgenic activity of Myricae Cortex--isolation of active constituents from bark of Myrica rubra.
PubMed: Antitumor-promoting effects of cyclic diarylheptanoids on Epstein-Barr virus activation and two-stage mouse skin carcinogenesis.
PubMed: [Constituents of Acer nikoense and Myrica rubra. On diarylheptanoids].
PubMed: [Diarylheptanoids in the bark of Myrica rubra Sieb. et Zucc].
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