16-kaurene
kaur-16-ene
 
Notes:
Constit. of Hordeum vulgare (barley) and others
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      Product(s):
      562-28-7 Ent-kaurene 98%
       
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CAS Number: 562-28-7Picture of molecule3D/inchi
XlogP: 7.00 (est)
Molecular Weight: 272.47504000
Formula: C20 H32
NMR Predictor: Predict (works with chrome or firefox)
Category: information only not used for fragrances or flavors
 
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
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 92.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 346.00 to  348.00 °C. @ 760.00 mm Hg
Vapor Pressure: 0.000111 mmHg @ 25.00 °C. (est)
Flash Point: 338.00 °F. TCC ( 170.00 °C. )
logP (o/w): 8.469 (est)
Soluble in:
 alcohol
 water, 0.001334 mg/L @ 25 °C (est)
Insoluble in:
 water
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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.
Ent-kaurene 98%
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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: information only not used for fragrances or flavors
Recommendation for 16-kaurene usage levels up to:
 not for fragrance use.
 
Recommendation for 16-kaurene flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
National Institute of Allergy and Infectious Diseases: Data
Chemidplus: 000562287
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References:
NIST Chemistry WebBook: Search Inchi
Pubchem (sid): 135264352
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
FooDB: FDB014069
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: 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
 barley
Search Trop  Picture
 microstrobos fitzgeraldii leaf oil australia @ 6.30%
Data  GC  Search Trop  Picture
 rice
Search Trop  Picture
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Synonyms:
 kaur-16-ene
(-)-kaur-16-ene
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Articles:
PubMed: Structure, function and inhibition of ent-kaurene synthase from Bradyrhizobium japonicum.
PubMed: Microbial transformation of the diterpene 7-epi-foliol by Fusarium fujikuroi.
PubMed: Diterpenes and phenolic compounds from Sideritis pullulans.
PubMed: Two new natural products from Croton kongensis Gagnep.
PubMed: Essential oil characterization of two Azorean Cryptomeria japonica populations and their biological evaluations.
PubMed: [Chemical constituents from seeds of Vigna umbellata].
PubMed: Headspace, solid-phase micro-extraction, gas chromatographic-mass spectrometric analysis of terpenoids in the latex of Euphorbia species.
PubMed: Cytotoxic and apoptosis-inducing activities of steviol and isosteviol derivatives against human cancer cell lines.
PubMed: Biotransformation of ent-kaur-16-ene and ent-trachylobane 7β-acetoxy derivatives by the fungus Gibberella fujikuroi (Fusarium fujikuroi).
PubMed: Chemical composition and antitermitic activity against Coptotermes formosanus Shiraki of Cryptomeria japonica leaf essential oil.
PubMed: Determination and potential importance of diterpene (kaur-16-ene) emitted from dominant coniferous trees in Japan.
PubMed: Metabolic fingerprinting of Leontopodium species (Asteraceae) by means of ¹H NMR and HPLC-ESI-MS.
PubMed: Analgesic and anti-inflammatory activities of 18-acetoxy-ent-kaur-16-ene from Annona squamosa L. bark.
PubMed: 15α,20β-Dihydr-oxy-6β-meth-oxy-6,7-seco-6,20-ep-oxy-1,7-olide-ent-kaur-16-ene.
PubMed: 6β,15β-Diacet-oxy-1β,7β,13α-trihydr-oxy-7α,20-ep-oxy-ent-kaur-16-ene.
PubMed: 1α,6β,7β,11α,15β-Penta-hydr-oxy-7α,20-ep-oxy-ent-kaur-16-ene.
PubMed: 6β-Acet-oxy-1α,7β,11β,15β-tetra-hydr-oxy-7α,20-ep-oxy-ent-kaur-16-ene.
PubMed: Cholinesterase and BACE1 inhibitory diterpenoids from Aralia cordata.
PubMed: Chemical constituents of Isodon nervosus and their cytotoxicity.
PubMed: Comparison of chemical compositions and antimicrobial activities of essential oils from three conifer trees; Pinus densiflora, Cryptomeria japonica, and Chamaecyparis obtusa.
PubMed: An ent-kaurane diterpenoid from Isodon japonica var. glaucocalyx.
PubMed: 1α,6β,7β,14β,15β-Penta-hydr-oxy-7α,20-ep-oxy-ent-kaur-16-ene.
PubMed: Antiacetylcholinesterase and antioxidant ent-Kaurene diterpenoid, melissoidesin from Isodon wightii (Bentham) H. Hara.
PubMed: Diterpenoids from the roots of Suregada glomerulata.
PubMed: Isolation and biological activity of new and known isolation and biological activity of new and known diterpenoids from Sideritis stricta Boiss. & Heldr.
PubMed: ent-Kaurenoids from the roots of Cacalia pilgeriana.
PubMed: The microbiological transformation of 7alpha-hydroxy-ent-kaur-16-ene derivatives by Gibberella fujikuroi.
PubMed: Antibacterial diterpenoids from Sagittaria pygmaea.
PubMed: Functional characterization of the rice kaurene synthase-like gene family.
PubMed: Potential anti-allergic ent-kaurene diterpenes from the bark of Suregada multiflora.
PubMed: Major volatile constituents of Annona squamosa L. bark.
PubMed: Sylviside, a diterpene glucoside derivative from Gnaphalium sylvaticum.
PubMed: Mono and diterpene production in Escherichia coli.
PubMed: The microbiological transformation of two 15beta-hydroxy-ent-kaurene diterpenes by Gibberella fujikuroi.
PubMed: Composition and antimicrobial activity of the essential oils from invasive species of the Azores, Hedychium gardnerianum and Pittosporum undulatum.
PubMed: On the ent-kaurene diterpenes from Sideritis athoa.
PubMed: Microbial transformation of 18-hydroxy-9,13-epi-ent-pimara-7,15-diene by Gibberella fujikuroi.
PubMed: Biotransformation of the diterpenes epicandicandiol and candicandiol by Mucor plumbeus.
PubMed: ent-Kaurene and squalene synthesis in Fusarium fujikuroi cell-free extracts.
PubMed: The steam volatile oil of Wollemia nobilis and its comparison with other members of the Araucariaceae (Agathis and Araucaria).
PubMed: A new diterpene glycoside from Rabdosia rubescens.
PubMed: Diterpenoids from isodon eriocalyx
PubMed: Megathyrin B: a cytotoxic diterpene from Isodon megathyrsus.
PubMed: Isolation of two cytotoxic diterpenes from the fern Pteris multifida.
PubMed: Antimicrobial activity of natural and semisynthetic diterpenoids from Sideritis spp.
PubMed: Biosynthesis of rice phytoalexins: identification of putative diterpene hydrocarbon precursors.
PubMed: Structure Elucidation of Inflexarabdonins G and H: Two New Diterpenoids from Rabdosia inflexa.
PubMed: Isolation of gibberellin precursors from heavily pigmented tissues.
PubMed: ent-Kaurene Biosynthesis in Cell-Free Extracts of Excised Parts of Tall and Dwarf Pea Seedlings.
PubMed: Relationship between Chloroplast Development and ent-Kaurene Biosynthesis in Peas.
PubMed: Diterpene biosynthesis in maize seedlings in response to fungal infection.
PubMed: Studies on the Specificity and Site of Action of alpha-Cyclopropyl-alpha-[p-methoxyphenyl]-5-pyrimidine Methyl Alcohol (Ancymidol), a Plant Growth Regulator.
PubMed: Properties of the System for the Mixed Function Oxidation of Kaurene and Kaurene Derivatives in Microsomes of the Immature Seed of Marah macrocarpus: Electron Transfer Components.
PubMed: Properties of the System for the Mixed Function Oxidation of Kaurene and Kaurene Derivatives in Microsomes of the Immature Seed of Marah macrocarpus: Cofactor Requirements.
PubMed: Biosynthesis of natural products. Part 1. Incorporations of ent-Kaur-16-ene and ent-Kaur-16-en-15-one into enmein and oridonin.
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