tremulacin
beta-d-glucopyranoside, 2-(((((1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl), 2-benzoate
 
Notes:
extracted from folia populus tomentosa carr.
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      Product(s):
      29836-40-6 TREMULACIN 95%
       
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CAS Number: 29836-40-6Picture of molecule3D/inchi
Nikkaji Web: J246.653H
Beilstein Number: 1278030
MDL: MFCD00238697
XlogP3-AA: 1.70 (est)
Molecular Weight: 528.51136000
Formula: C27 H28 O11
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
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 83.61 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.
TREMULACIN 95%
Sigma-Aldrich
For experimental / research use only.
Tremulacin analytical standard
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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 tremulacin usage levels up to:
 not for fragrance use.
 
Recommendation for tremulacin 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 : 442544
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl)oxymethyl]phenoxy]oxan-3-yl] benzoate
Chemidplus: 0029836406
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References:
 [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl)oxymethyl]phenoxy]oxan-3-yl] benzoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 442544
Pubchem (sid): 135074146
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
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C09973
HMDB (The Human Metabolome Database): Search
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
 found in nature
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Synonyms:
[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(1-hydroxy-6-oxocyclohex-2-ene-1-carbonyl)oxymethyl]phenoxy]oxan-3-yl] benzoate
beta-d-glucopyranoside, 2-(((((1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl), 2-benzoate
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Articles:
PubMed: Influence of Genotype, Environment, and Gypsy Moth Herbivory on Local and Systemic Chemical Defenses in Trembling Aspen (Populus tremuloides).
PubMed: The absolute configuration of salicortin, HCH-salicortin and tremulacin from Populus trichocarpa × deltoides Beaupré.
PubMed: Interactive effects of supplemental UV-B and temperature in European aspen seedlings: Implications for growth, leaf traits, phenolic defense and associated organisms.
PubMed: Functional characterization of two acyltransferases from Populus trichocarpa capable of synthesizing benzyl benzoate and salicyl benzoate, potential intermediates in salicinoid phenolic glycoside biosynthesis.
PubMed: Aspen defense chemicals influence midgut bacterial community composition of gypsy moth.
PubMed: Determination of salicinoids by micro-high-performance liquid chromatography and photodiode array detection.
PubMed: Transgenic upregulation of the condensed tannin pathway in poplar leads to a dramatic shift in leaf palatability for two tree-feeding Lepidoptera.
PubMed: Bioactive secondary metabolites from Salix tetrasperma Roxb.
PubMed: UHPLC-ESI/TOFMS determination of salicylate-like phenolic gycosides in Populus tremula leaves.
PubMed: Glucose and glucose esters in the larval secretion of Chrysomela lapponica; selectivity of the glucoside import system from host plant leaves.
PubMed: Induction of phenolic glycosides by quaking aspen (Populus tremuloides) leaves in relation to extrafloral nectaries and epidermal leaf mining.
PubMed: Behavioral archives link the chemistry and clonal structure of trembling aspen to the food choice of North American porcupine.
PubMed: Chromatographic analysis of salicylic compounds in different species of the genus Salix.
PubMed: Synthesis of methyl 1-hydroxy-6-oxo-2-cyclohexenecarboxylate, a component of salicortin and tremulacin, and the monomer of idesolide.
PubMed: Dovyalicin-type spermidine alkaloids from Dovyalis species.
PubMed: Age-related shifts in leaf chemistry of clonal aspen (Populus tremuloides).
PubMed: HPLC-MS/MS analysis of willow bark extracts contained in pharmaceutical preparations.
PubMed: Isolation of salicin derivatives from Homalium cochinchinensis and their antiviral activities.
PubMed: Trade-off between synthesis of salicylates and growth of micropropagated Salix pentandra.
PubMed: Effects of elevated carbon dioxide and ozone on the phytochemistry of aspen and performance of an herbivore.
PubMed: Laccase down-regulation causes alterations in phenolic metabolism and cell wall structure in poplar.
PubMed: Polyphenol oxidase and herbivore defense in trembling aspen (Populus tremuloides): cDNA cloning, expression, and potential substrates.
PubMed: Preservation of salicaceae leaves for phytochemical analyses: Further assessment.
PubMed: [Effect of tremulacin on actions of SRS-A and histamine].
PubMed: Antiinflammatory effects of Tremulacin, a Salicin-related substance isolated from Populus tomentosa Carr. leaves.
PubMed: [Studies on the chemical constituents of Populus tomentosa carr].
PubMed: The enzymatic decomposition of salicin and its derivatives obtained from Salicaceae species.
PubMed: Chemical model for short-term induction in quaking aspen (Populus tremuloides) foliage against herbivores.
PubMed: Carbon-nutrient balance hypothesis in within-species phytochemical variation ofSalix lasiolepis.
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