tremulacin
beta-d-glucopyranoside, 2-(((((1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl)oxy)methyl)phenyl), 2-benzoate
Identification
| Name | tremulacin |
| 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 Number | 29836-40-6 |
| FDA UNII | Search |
| Molecular Formula | C27 H28 O11 |
| Molecular Weight | 528.51136000 |
| MDL Number | MFCD00238697 |
| Nikkaji Number | J246.653H |
| Beilstein | 1278030 |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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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Potential Uses
Natural Occurrence
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 à 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.