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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 409.00 to 411.00 °C. @ 760.00 mm Hg
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| Flash Point: | 333.00 °F. TCC ( 167.22 °C. )
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| logP (o/w): | 0.788 (est) |
| Soluble in: |
| | water, 7191 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
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: |
oral-rat LD50 7900 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakugaku Zasshi. Journal of Pharmacy. Vol. 95, Pg. 539, 1975.
oral-mouse LD50 8100 mg/kg
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakugaku Zasshi. Journal of Pharmacy. Vol. 95, Pg. 539, 1975.
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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: | | natural substances and extractives |
| Recommendation for isoferulic acid usage levels up to: | | | not for fragrance use.
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| Recommendation for isoferulic acid flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | cinnamic acid, 3-hydroxy-4-methoxy- | | | hesperetic acid | | 3- | hydroxy-4-methoxycinnamic acid | | 3-(3- | hydroxy-4-methoxyphenyl)-2-propenoic acid | | 3-(3- | hydroxy-4-methoxyphenyl)prop-2-enoic acid |
Articles:
| PubMed:Simultaneous determination of caffeic acid and its major pharmacologically active metabolites in rat plasma by LC-MS/MS and its application in pharmacokinetic study. |
| PubMed:Search for novel histone deacetylase inhibitors. Part II: design and synthesis of novel isoferulic acid derivatives. |
| PubMed:Chemical profile- and pharmacokinetics-based investigation of the synergistic property of platycodonis radix in traditional Chinese medicine formula Shengxian decoction. |
| PubMed:Acylated glucosinolates with diverse acyl groups investigated by high resolution mass spectrometry and infrared multiphoton dissociation. |
| PubMed:Investigation of antioxidant interactions between Radix Astragali and Cimicifuga foetida and identification of synergistic antioxidant compounds. |
| PubMed:Downregulation of NO and PGE2 in LPS-stimulated BV2 microglial cells by trans-isoferulic acid via suppression of PI3K/Akt-dependent NF-κB and activation of Nrf2-mediated HO-1. |
| PubMed:Phenolic acids, anthocyanins, and antioxidant capacity in rice (Oryza sativa L.) grains at four stages of development after flowering. |
| PubMed:Kinetics of inhibitory effect of isoferulic acid on mushroom tyrosinase. |
| PubMed:Isoferulic acid, a new anti-glycation agent, inhibits fructose- and glucose-mediated protein glycation in vitro. |
| PubMed:Metabolic profiling of phenolic acids and oxidative stress markers after consumption of Lonicera caerulea L. fruit. |
| PubMed:On the origin of the methyl radical loss from deprotonated ferulic and isoferulic acids: electronic excitation of a transient structure. |
| PubMed:Chemical composition, cytotoxic and antioxidative activities of ethanolic extracts of propolis on HCT-116 cell line. |
| PubMed:Identification of metabolites in WZS-miniature pig urine after oral administration of Danshen decoction by HPLC coupled with diode array detection with electrospray ionization tandem ion trap and time-of-flight mass spectrometry. |
| PubMed:Antioxidant activity and mechanism of Rhizoma Cimicifugae. |
| PubMed:Absorption, disposition, metabolism, and excretion of [3-(14)C]caffeic acid in rats. |
| PubMed:Inhibitory constituents of Nardostachys chinensis on nitric oxide production in RAW 264.7 macrophages. |
| PubMed:Evaluation of antioxidant activity of isoferulic acid in vitro. |
| PubMed:Absorption and metabolism of chlorogenic acids in cultured gastric epithelial monolayers. |
| PubMed:[Study on chemical constituents from ethyl acetate extract of Myricaria bracteata]. |
| PubMed:[Studies on the chemical constituents from Lobelia chinensis]. |
| PubMed:Characterization of an O-methyltransferase from Streptomyces avermitilis MA-4680. |
| PubMed:[Study on the chemical constituents from Sarcopyramis nepalensis]. |
| PubMed:[Studies on the phenolic acids from Sarcopyramis bodinieri var. delicata]. |
| PubMed:Plasma appearance and correlation between coffee and green tea metabolites in human subjects. |
| PubMed:Bioavailability of chlorogenic acids following acute ingestion of coffee by humans with an ileostomy. |
| PubMed:Nondairy creamer, but not milk, delays the appearance of coffee phenolic acid equivalents in human plasma. |
| PubMed:In vitro and in vivo conjugation of dietary hydroxycinnamic acids by UDP-glucuronosyltransferases and sulfotransferases in humans. |
| PubMed:Moderate Champagne consumption promotes an acute improvement in acute endothelial-independent vascular function in healthy human volunteers. |
| PubMed:Measurement of caffeic and ferulic acid equivalents in plasma after coffee consumption: small intestine and colon are key sites for coffee metabolism. |
| PubMed:Aqueous extracts of Cimicifuga racemosa and phenolcarboxylic constituents inhibit production of proinflammatory cytokines in LPS-stimulated human whole blood. |
| PubMed:Quantitative analysis of plasma caffeic and ferulic acid equivalents by liquid chromatography tandem mass spectrometry. |
| PubMed:A series of cinnamic acid derivatives and their inhibitory activity on intestinal alpha-glucosidase. |
| PubMed:Simultaneous quantification of eight major bioactive phenolic compounds in Chinese propolis by high-performance liquid chromatography. |
| PubMed:[HPLC fingerprint of chemical constituents of Flos Farfarae]. |
| PubMed:Chemical characteristics of Salvia miltiorrhiza (Danshen) collected from different locations in China. |
| PubMed:Aphyllin, the first isoferulic acid glycoside and other phenolics from Tamarix aphylla flowers. |
| PubMed:Metabolite profiling of hydroxycinnamate derivatives in plasma and urine after the ingestion of coffee by humans: identification of biomarkers of coffee consumption. |
| PubMed:Cytotoxic constituents of chinese propolis. |
| PubMed:Bioactive metabolites from Spilanthes acmella Murr. |
| PubMed:A novel compound isolated from the peels of Citrus changshan-huyou. |
| PubMed:Chlorogenic acids from green coffee extract are highly bioavailable in humans. |
| PubMed:Metabolic analysis of four phenolic acids in rat by liquid chromatography-tandem mass spectrometry. |
| PubMed:[Efficacy and safety of Black cohosh (Actaea/Cimicifuga racemosa) in the treatment of vasomotor symptoms--review of clinical trials]. |
| PubMed:Determination and pharmacokinetics of isoferulic acid in rat plasma by high-performance liquid chromatography after oral administration of isoferulic acid and Rhizoma Cimicifugae extract. |
| PubMed:[Study on chemical constituents of Myricaria paniculata I]. |
| PubMed:Polyphenolic constituents of Actaea racemosa. |
| PubMed:Antioxidant and antiulcerative properties of phenolics from Chinese quince, quince, and apple fruits. |
| PubMed:Synthesis and HIV-1 integrase inhibitory activities of caffeic acid dimers derived from Salvia officinalis. |
| PubMed:Cimipronidine, a cyclic guanidine alkaloid from Cimicifuga racemosa. |
| PubMed:Ferulic acid dimer inhibits lipopolysaccharide-stimulated cyclooxygenase-2 expression in macrophages. |
| PubMed:Phenolic esters from the rhizomes of Cimicifuga racemosa do not cause proliferation effects in MCF-7 cells. |
| PubMed:DPPH radical-scavenging effect of several phenylpropanoid compounds and their glycoside derivatives. |
| PubMed:Effect of far-infrared irradiation on the antioxidant activity of defatted sesame meal extracts. |
| PubMed:Bioavailability and pharmacokinetics of caffeoylquinic acids and flavonoids after oral administration of Artichoke leaf extracts in humans. |
| PubMed:Metabolic studies on the total phenolic acids from the roots of Salvia miltiorrhiza in rats. |
| PubMed:Methods of phytochemical standardisation of rhizoma Cimicifugae racemosae. |
| PubMed:Phenolic acid metabolites as biomarkers for tea- and coffee-derived polyphenol exposure in human subjects. |
| PubMed:Characterization of metabolites of hydroxycinnamates in the in vitro model of human small intestinal epithelium caco-2 cells. |
| PubMed:Mediation of beta-endorphin by isoferulic acid to lower plasma glucose in streptozotocin-induced diabetic rats. |
| PubMed:[Studies on the phenolic acid constituents from Chinese medicine "sheng-ma", rhizome of Cimicifuga foetida L]. |
| PubMed:Validated method for the determination of six metabolites derived from artichoke leaf extract in human plasma by high-performance liquid chromatography-coulometric-array detection. |
| PubMed:Anti-amnestic activity of E-p-methoxycinnamic acid from Scrophularia buergeriana. |
| PubMed:Identification of caffeic acid derivatives in Actea racemosa (Cimicifuga racemosa, black cohosh) by liquid chromatography/tandem mass spectrometry. |
| PubMed:Black cohosh (Cimicifuga racemosa L.) protects against menadione-induced DNA damage through scavenging of reactive oxygen species: bioassay-directed isolation and characterization of active principles. |
| PubMed:Cimiracemates A-D, phenylpropanoid esters from the rhizomes of Cimicifuga racemosa. |
| PubMed:The metabolic fate of dietary polyphenols in humans. |
| PubMed:Hepatoprotective phenylpropanoids from Scrophularia buergeriana roots against CCl(4)-induced toxicity: action mechanism and structure-activity relationship. |
| PubMed:Effects of fukinolic acid and cimicifugic acids from Cimicifuga species on collagenolytic activity. |
| PubMed:Stimulatory effect of isoferulic acid on alpha1A-adrenoceptor to increase glucose uptake into cultured myoblast C2C12 cell of mice. |
| PubMed:Administration of isoferulic acid improved the survival rate of lethal influenza virus pneumonia in mice. |
| PubMed:Novel biomarkers of the metabolism of caffeic acid derivatives in vivo. |
| PubMed:New stilbene carboxylic acid from Convolvulus hystrix. |
| PubMed:Inhibitory effect of ferulic acid and isoferulic acid on the production of macrophage inflammatory protein-2 in response to respiratory syncytial virus infection in RAW264.7 cells. |
| PubMed:Antihyperglycemic action of isoferulic acid in streptozotocin-induced diabetic rats. |
| PubMed:Isoferulic acid as active principle from the rhizoma of Cimicifuga dahurica to lower plasma glucose in diabetic rats. |
| PubMed:Polyamine levels in various tissues of rats treated with 3-hydroxy-4-methoxycinnamic acid and 3,4-dimethoxycinnamic acid. |
| PubMed:Inhibitory effect of ferulic acid and isoferulic acid on murine interleukin-8 production in response to influenza virus infections in vitro and in vivo. |
| PubMed:Structure-activity relationship of caffeic acid analogues on xanthine oxidase inhibition. |
| PubMed:Metabolism of caffeic acid in the isolated perfused rat liver. |
| PubMed:[Pharmacological study on Veronicastrum sibiricum (L.) Pennell]. |
| PubMed:Salvianolic Acids D and E: Two New Depsides from Salvia miltiorrhiza. |
| PubMed:[Determination of the active constituent in Veronicastrum sibiricum (L.) Pennell]. |
| PubMed:[Chemical constituents of Veronicastrum sibiricum (L.) Pennell]. |
| PubMed:[Isolation and identification of antibiotic constituents of propolis from Henan]. |
| PubMed:[Biliary excretion of choleretically active cinnamic acid derivatives in the rat]. |
| PubMed:[The phenolics of fruits. VI. The phenolics of currants, gooseberries and blueberries. Changes in phenolic acids and catechins during development of black currants (author's transl)]. |
| PubMed:[The synthesis of isoferulic acid choline ester (author's transl)]. |
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isomer of ferulic acid. Used as a food additive; listed in the EAFUS Food Additive Database (Jan 2001)
Isoferulic acid is a chlorogenic acid (CGA). CGAs are formed by the esterification of hydroxycinnamic acids, such as caffeic, ferulic, and {rho}-coumaric, with quinic acid. CGA are abundant phenolic compounds in coffee, with caffeoylquinic (CQA), feruloylquinic (FQA), and dicaffeoylquinic (diCQA) acids being the major subclasses, and coffee is the most consumed food product in the world. Isoferulic acid is present in normal human urine in concentrations of 0.05-2.07 umol/mmol creatinine at baseline, and reaches 0.2 - 9.6 umol/mmol creatinine in four hours after a cup of coffee, with a large inter-individual variation. (PMID: 17884997)
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3D/inchi