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Category: cosmetic agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | white needles or powder (est) |
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 183.00 to 184.50 °C. @ 760.00 mm Hg
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| Boiling Point: | 400.00 to 401.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 410.00 °F. TCC ( 210.10 °C. ) (est)
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| logP (o/w): | -2.220 (est) |
| Soluble in: |
| | water, 1.50E+05 mg/L @ 21C (exp) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intraperitoneal-mouse LD50 1000 mg/kg Nature. Vol. 250, Pg. 348, 1974.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | cosmetic agents |
| Recommendation for shikimic acid usage levels up to: | | | not for fragrance use.
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| Recommendation for shikimic acid flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| EPI System: | View |
| Chemical Carcinogenesis Research Information System: | Search |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA GENetic TOXicology: | Search |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 8742 |
| National Institute of Allergy and Infectious Diseases: | Data |
| WGK Germany: | 3 |
| | (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid |
| Chemidplus: | 0000138590 |
| RTECS: | GW4600000 for cas# 138-59-0 |
References:
| | (3R,4S,5R)-3,4,5-trihydroxycyclohexene-1-carboxylic acid |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 8742 |
| Pubchem (sid): | 134973924 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | bracken fern toxic component | | 1- | cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R,4S,5R)- | | 1- | cyclohexene-1-carboxylic acid, 3,4,5-trihydroxy-, (3R,4S,5R)- (9CI) | | (-)- | shikimic acid | | L- | shikimic acid | | | skikimic acid | | (-)-3,4,5- | trihydroxy-1-cyclohexene-1-carboxylic acid | | (3R,4S,5R)-3,4,5- | trihydroxy-1-cyclohexene-1-carboxylic acid | | [3R-(3a,4a,5b)]-3,4,5- | trihydroxy-1-cyclohexene-1-carboxylic acid | | 3,4,5- | trihydroxy-1-cyclohexene-1-carboxylic acid | | (3R,4S,5R)-(-)-3,4,5- | trihydroxy-1-cyclohexenecarboxylic acid | | 3,4,5- | trihydroxy-1-cyclohexenecarboxylic acid | | (3R,4S,5R)-3,4,5- | trihydroxy-cyclohex-1-enecarboxylic acid | | (3R,4S,5R)-3,4,5- | trihydroxycyclohex-1-ene-1-carboxylic acid | | 3,4,5- | trihydroxycyclohex-1-ene-1-carboxylic acid | | (3R,4S,5R)-3,4,5- | trihydroxycyclohex-1-enecarboxylic acid | | (4S,3R,5R)-3,4,5- | trihydroxycyclohex-1-enecarboxylic acid | | (3R,4S,5R)-3,4,5- | trihydroxycyclohexene-1-carboxylic acid |
Articles:
| PubMed: | Glyphosate spray drift in Coffea arabica - Sensitivity of coffee plants and possible use of shikimic acid as a biomarker for glyphosate exposure. |
| PubMed: | Characterization of phenolic compounds in Brazilian pepper (Schinus terebinthifolius Raddi) Exocarp. |
| PubMed: | Protective effect of coconut water concentrate and its active component shikimic acid against hydroperoxide mediated oxidative stress through suppression of NF-κB and activation of Nrf2 pathway. |
| PubMed: | Metabolomic analysis of the polyphenols in germinating mung beans (Vigna radiata) seeds and sprouts. |
| PubMed: | Metabolic differentiation of diamondback moth ( Plutella xylostella (L.)) resistance in cabbage ( Brassica oleracea L. ssp. capitata). |
| PubMed: | Foliar nickel application alleviates detrimental effects of glyphosate drift on yield and seed quality of wheat. |
| PubMed: | Metabolome profiling of floral scent production in Petunia axillaris. |
| PubMed: | Induced plant defense via volatile production is dependent on rhizobial symbiosis. |
| PubMed: | Plants as biofactories: glyphosate-induced production of shikimic acid and phenolic antioxidants in wounded carrot tissue. |
| PubMed: | Characterisation of volatile and non-volatile metabolites in etiolated leaves of tea (Camellia sinensis) plants in the dark. |
| PubMed: | Composition of sugars, organic acids, and total phenolics in 25 wild or cultivated berry species. |
| PubMed: | Three types of ultraviolet irradiation differentially promote expression of shikimate pathway genes and production of anthocyanins in grape berries. |
| PubMed: | Shikimate pathway modulates the elicitor-stimulated accumulation of fragrant 2-hydroxy-4-methoxybenzaldehyde in Hemidesmus indicus roots. |
| PubMed: | Chemical constituents comparison between Rhizoma Smilacis Glabrae and Rhizoma Smilacis Chinae by HPLC-DAD-MS/MS. |
| PubMed: | Development of HPLC fingerprint for species differentiation and quality assessment of Rhizoma Smilacis Glabrae. |
| PubMed: | Metabolic discrimination of mango juice from various cultivars by band-selective NMR spectroscopy. |
| PubMed: | Pool of resistance mechanisms to glyphosate in Digitaria insularis. |
| PubMed: | Antibacterial activity of water-soluble extract from pine needles of Cedrus deodara. |
| PubMed: | Characterization and quantification of hydroxycinnamate derivatives in Stevia rebaudiana leaves by LC-MSn. |
| PubMed: | Illicium verum: a review on its botany, traditional use, chemistry and pharmacology. |
| PubMed: | Effect of aromatic precursor addition to wine fermentations carried out with different Saccharomyces species and their hybrids. |
| PubMed: | Evaluation of spectrophotometric and HPLC methods for shikimic acid determination in plants: models in glyphosate-resistant and -susceptible crops. |
| PubMed: | Gene expression in the scleractinian Acropora microphthalma exposed to high solar irradiance reveals elements of photoprotection and coral bleaching. |
| PubMed: | Development of capillary electrophoresis fingerprint for quality control of rhizoma Smilacis Glabrae. |
| PubMed: | An extremely stable and sensitive end-column electrochemical detector based on heated copper microdisk electrode with direct current for CE and CE-Chip. |
| PubMed: | Profiling and characterization by LC-MSn of the chlorogenic acids and hydroxycinnamoylshikimate esters in maté (Ilex paraguariensis). |
| PubMed: | Sweet cherry pomological and biochemical characteristics influenced by rootstock. |
| PubMed: | Bound volatile precursors in genotypes in the pedigree of 'Marion' blackberry (Rubus sp.). |
| PubMed: | Glyphosate effect on shikimate, nitrate reductase activity, yield, and seed composition in corn. |
| PubMed: | Horseweed with reduced susceptibility to glyphosate found in the czech republic. |
| PubMed: | Highly enhanced electrocatalytic oxidation of glucose and shikimic acid at a disposable electrically heated oxide covered copper electrode. |
| PubMed: | Nontarget mechanims involved in glyphosate tolerance found in Canavalia ensiformis plants. |
| PubMed: | Characterization and quantification of grape variety by means of shikimic acid concentration and protein fingerprint in still white wines. |
| PubMed: | Aminomethylphosphonic acid accumulation in plant species treated with glyphosate. |
| PubMed: | Enzymes of the shikimic acid pathway encoded in the genome of a basal metazoan, Nematostella vectensis, have microbial origins. |
| PubMed: | Shikimic acid accumulation in field-grown corn (Zea mays) following simulated glyphosate drift. |
| PubMed: | Novel lipid-peroxidation- and cyclooxygenase-inhibitory tannins from Picrorhiza kurroa seeds. |
| PubMed: | Isotopic criteria in the characterization of aromatic molecules. 1. Hydrogen affiliation in natural benzenoid/phenylpropanoid molecules. |
| PubMed: | Comparison of cardioprotective abilities between the flesh and skin of grapes. |
| PubMed: | New insights on glyphosate mode of action in nodular metabolism: Role of shikimate accumulation. |
| PubMed: | Chemical composition and in vitro antimicrobial activities of the essential oils from endemic Psiadia species growing in mauritius. |
| PubMed: | Phenolic metabolites from honeybush tea (Cyclopia subternata). |
| PubMed: | Aminomethylphosphonic acid, a metabolite of glyphosate, causes injury in glyphosate-treated, glyphosate-resistant soybean. |
| PubMed: | Aroma composition of Vitis vinifera Cv. tannat: the typical red wine from Uruguay. |
| PubMed: | Glyphosate applied preharvest induces shikimic acid accumulation in hard red spring wheat (Triticum aestivum). |
| PubMed: | Antioxidant activity of 3-dehydroshikimic acid in liposomes, emulsions, and bulk oil. |
| PubMed: | Shikimate accumulates in both glyphosate-sensitive and glyphosate-resistant horseweed (Conyza canadensis L. Cronq.). |
| PubMed: | Isoflavone, glyphosate, and aminomethylphosphonic acid levels in seeds of glyphosate-treated, glyphosate-resistant soybean. |
| PubMed: | Hydrophilic carboxylic acids and iridoid glycosides in the juice of American and European cranberries (Vaccinium macrocarpon and V. oxycoccos), lingonberries (V. vitis-idaea), and blueberries (V. myrtillus). |
| PubMed: | LC/MS/MS characterization of phenolic constituents in dried plums. |
| PubMed: | Acylated and non-acylated flavonol monoglycosides from the Indian minor spice Nagkesar (Mammea longifolia). |
| PubMed: | Study of the organic acids composition of quince (Cydonia oblonga Miller) fruit and jam. |
| PubMed: | Tolerance and accumulation of shikimic acid in response to glyphosate applications in glyphosate-resistant and nonglyphosate-resistant cotton (Gossypium hirsutum L.). |
| PubMed: | Glyphosate effects on phenolic metabolism of nodulated soybean (Glycine max L. merr.). |
| PubMed: | Alkylperoxyl radical-scavenging activity of various flavonoids and other phenolic compounds: implications for the anti-tumor-promoter effect of vegetables. |
| PubMed: | Genotoxicity studies of quercetin and shikimate in vivo in the bone marrow of mice and gastric mucosal cells of rats. |
| PubMed: | Genetic aspects of aromatic amino acid biosynthesis in Lactococcus lactis. |
| PubMed: | Oncogenic and tumor-promoting Spermatophytes and Pteridophytes and their active principles. |
| PubMed: | Shikimic acid. |
| PubMed: | Determination of organic acids in foods by liquid chromatography. |
| PubMed: | (-)-3t,4t-Dihydroxycyclohexane-1c-carboxylate, a new quinate metabolite of Lactobacillus plantarum. |
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