longiborneol
1,4-methanoazulen-9-ol, decahydro-1,5,5,8a-tetramethyl-, (9R)-
 
Notes:
None found
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CAS Number: 465-24-7Picture of molecule3D/inchi
XlogP3-AA: 4.50 (est)
Molecular Weight: 222.37142000
Formula: C15 H26 O
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:
Appearance: white to pale yellow crystals (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 106.00 to  107.00 °C. @ 760.00 mm Hg
Boiling Point: 130.00 to  150.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.000278 mmHg @ 25.00 °C. (est)
Flash Point: 248.00 °F. TCC ( 120.00 °C. )
logP (o/w): 4.732 (est)
Soluble in:
 alcohol
 water, 42.87 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: mossy
 
Odor Strength: medium
 
 mossy  woody  
Odor Description:
at 100.00 %. 
strong moss woody
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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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 longiborneol usage levels up to:
 not for fragrance use.
 
Recommendation for longiborneol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6432447
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 0000465247
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 6432447
Pubchem (sid): 135214130
Pherobase: View
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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
HMDB (The Human Metabolome Database): Search
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
For Odor
citrus
 tetrahydromyrcenyl acetateFR
fruity
 rhubarb pyranFR
hay
 tobacco leaf absoluteFL/FR
spicy
beta-caryophyllene alcoholFL/FR
 
For Flavor
 
No flavor group found for these
beta-caryophyllene alcoholFL/FR
grassy
 tobacco leaf absoluteFL/FR
 
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Potential Uses:
 mossFR
 woodyFR
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Occurrence (nature, food, other): note
 cedarwood oil lebanon @ 0.80%
Data  GC  Search Trop  Picture
 cedrus deodara oil
Search Trop  Picture
 cupressus macrocarpa
Search Trop  Picture
 juniper tree bark
Search Trop  Picture
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Synonyms:
(1R,3aR,4S,8aS,9S)-decahydro-1,5,5,8a-tetramethyl-1,4-methanoazulen-9-ol
(1R- (1alpha,3abeta, 4alpha,8abeta,9S*))-decahydro-1,5,5,8a-tetramethyl-1,4-methanoazulen-9-ol
 juniperol
 macrocarpol
1,4-methanoazulen-9-ol, decahydro-1,5,5,8a-tetramethyl-, (9R)-
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Articles:
PubMed: Chemical composition and antibacterial activity of the essential oil of Drimys granadensis L.f. leaves from Colombia.
PubMed: CLM1 of Fusarium graminearum encodes a longiborneol synthase required for culmorin production.
PubMed: Syntheses of biologically active natural products and leading compounds for new pharmaceuticals employing effective construction of a polycyclic skeleton.
PubMed: [Development of boomerang-type intramolecular cascade reactions and application to natural product synthesis].
PubMed: Total synthesis of (+/-)-culmorin and (+/-)-longiborneol: an efficient construction of Tricyclo[6.3.0.0(3,9)]undecan-10-one by intramolecular double Michael addition.
PubMed: Stereoselective Construction of Copaborneol and Longiborneol Frameworks by Intramolecular Double Michael Reaction.
PubMed: (+)-Juniperol and (+)-pimaral: Attractants for the cerambycid beetle,Monochamus alternatus Hope.
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