tremulacin

beta-d-glucopyranoside, 2-(((((1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl), 2-benzoate

CAS: 29836-40-6 C27 H28 O11 MW: 528.51136000

Identification

Nametremulacin
IUPAC[(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
CAS Number29836-40-6
FDA UNIISearch
Molecular FormulaC27 H28 O11
Molecular Weight528.51136000
MDL NumberMFCD00238697
Nikkaji NumberJ246.653H
Beilstein1278030

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 83.61 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 tremulacin usage levels up tonot for fragrance use.
Recommendation for tremulacin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

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 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.