Syringic acid

Syringic acid Basic information
Product Name:Syringic acid
Synonyms:SYRINGIC ACID;4-Hydroxy-3,5-dimethoxybenzoic acid for synthesis;GALLIC ACID 3,5-DIMETHYL ETHER;LABOTEST-BB LT00454715;4-hydroxy-3,5-dimethoxy-benzoicaci;3,5-DIMETHOXY-4-HYDROXYBENZOIC ACID;AKOS BBS-00004652;3,5-dimethyoxy-4-hydroxybenzoic acid
CAS:530-57-4
MF:C9H10O5
MW:198.17
EINECS:208-486-8
Product Categories:FINE Chemical & INTERMEDIATES;Inhibitors;chemical reagent;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;Organic acids;Acids & Esters;Anisoles, Alkyloxy Compounds & Phenylacetates;Phenols;Pharmaceutical Intermediate
Mol File:530-57-4.mol
Syringic acid Structure
Syringic acid Chemical Properties
Melting point 205-209 °C (lit.)
Boiling point 192-193°C 14mm
density 1.2539 (rough estimate)
refractive index 1.4570 (estimate)
Fp 192-193°C/14mm
storage temp. Store below +30°C.
solubility DMSO (Slightly), Methanol (Slightly)
pka4.33±0.10(Predicted)
form Powder
color Grayish-beige to light brown
Water Solubility 5780 mg/L (25 ºC)
BRN 2115262
Stability:Stable. Incompatible with strong bases, strong oxidizing agents.
InChIKeyJMSVCTWVEWCHDZ-UHFFFAOYSA-N
LogP1.040
CAS DataBase Reference530-57-4(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 4-hydroxy-3,5-dimethoxy-(530-57-4)
EPA Substance Registry SystemSyringic acid (530-57-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS DH2090000
Hazard Note Irritant
TSCA Yes
HS Code 29189090
MSDS Information
ProviderLanguage
3,5-Dimethoxy-4-hydroxybenzoic acid English
SigmaAldrich English
ACROS English
ALFA English
Syringic acid Usage And Synthesis
DescriptionSyringic acid is a naturally occurring O-methylated phenolic acid that can be enzymatically degraded by some bacteria as a source of methane or methanol. It is also a component of phenolic extracts from various plants that have antioxidant and prooxidant activities. Syringic acid has been shown to inhibit aldose reductase (IC50 = 213 μg/ml), proteasome activity, and cancer cell proliferation. Phenolic extracts containing syringic acid have been shown to inhibit α-amylase and α-glucosidase activities and reduce lipid peroxidation in vitro.
Chemical Propertieslight brown powder
Usesantiproliferative; antifungal
UsesSyringic Acid is used in biological studies for electron transfer from plant phenolates to carotenoid radical cations with antioxidant interaction entering the Marcus theory inverted region.
DefinitionChEBI: A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid.
Purification MethodsRecrystallise syringic acid from H2O using charcoal [Bogert & Coyne J Am Chem Soc 51 571 1929, Anderson & Nabenhauer J Am Chem Soc 48 3001 1926.] The methyl ester has m 107o (from MeOH), the 4-acetyl derivative has m 190o and the 4-benzoyl derivative has m 229-232o. [Hahn & Wassmuth Chem Ber 67 2050 1934, UV: Lemon J Am Chem Soc 69 2998 1947 and Pearl & Beyer J Am Chem Soc 72 1743 1950, Beilstein 10 IV 1995.]
Syringic acid Preparation Products And Raw materials
Raw materialsMethyl syringate
Preparation Products2,6-DIMETHOXY-4-METHYLPHENOL-->Ethyl ethoxyacetate
Syringic acid monomethyl ester SYRINGIC ACID METHYL ESTER 3,4,5-TRIMETHOXYBENZOIC ANHYDRIDE Syringic acid ζ-guanidinobutyl ester Dimethoxy Ethyl 2-(Chlorosulfonyl)acetate 2'-Hydroxy-3-phenylpropiophenone 3,4,5-TRIMETHOXY-2-NITROBENZOIC ACID Ascoric Acid 4-ACETOXY-3,5-DIMETHOXY BENZOIC ACID, ACETYL SYRINGIC ACID,ACETYL SYRINGIC ACID Methyl 2-amino-3,4,5-trimethoxybenzoate 3-Hydroxybenzoic acid 4-ETHOXYCARBONYLOXY-3,5-DIMETHOXYBENZOIC ACID 8-(DIETHYLAMINO)OCTYL 3,4,5-TRIMETHOXYBENZOATE HYDROCHLORIDE 3,5-Dihydroxybenzoic acid Syringic acid β-D-glucopyranoside SYRINGIC ACID(REAGENT / STANDARD GRADE) CHLOROPHOSPHONAZO III

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