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Syringic acid

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Company Name: Changzhou Sunchem Pharmaceutical Chemical Material Co.,Ltd.  Gold
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Company Name: Changzhou Sunchem Pharmaceutical Chemical Material Co.,Ltd.  Gold
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Syringic acid manufacturers

  • Syringic acid
  • Syringic acid pictures
  • 2024-04-12
  • CAS:530-57-4
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 50000kg/Mouth
  • Syringic acid
  • Syringic acid pictures
  • 2023-02-24
  • CAS:530-57-4
  • Min. Order: 5mg
  • Purity: ≥98%(HPLC)
  • Supply Ability: 10 g
  • Syringic acid
  • Syringic acid pictures
  • $80.00
  • 2023-02-13
  • CAS:530-57-4
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 100MT
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.
Major Applicationcleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
Cosmetics Ingredients FunctionsANTIOXIDANT
InChI1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)
InChIKeyJMSVCTWVEWCHDZ-UHFFFAOYSA-N
SMILESCOc1cc(cc(OC)c1O)C(O)=O
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 TSCA listed
HS Code 29189090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
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.
UsesSyringic acid (4-hydroxy-3,5-dimethoxybenzoic acid) is a naturally occurring phenolic compound with antioxidant, antimicrobial, and anti-inflammatory properties, serving as a natural sweetener in cosmetics and food applications while exhibiting significant sedative and local anesthetic activity. The compound demonstrates neuropharmacological and central depressive activities in laboratory models, including mice and frogs, and exhibits in vitro antimicrobial effects against Ganoderma boninense. Syringic acid esters are utilized as ingredients in dental cements, and the acid itself serves as a model agent in laccase-based bioremediation processes[6-7].
DefinitionChEBI: A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid.
SynthesisSyringic acid can be synthesised in three steps using syringaldehyde as the starting material.
Step 1: Syringaldehyde is esterified with acetic anhydride to form the syringaldehyde acetate ester (4-acetoxy-3,5-dimethoxybenzaldehyde);
Step 2: The ester is oxidised with hydrogen peroxide to yield 4-acetoxy-3,5-dimethoxybenzoic acid;
Step 3: The oxidised ester is hydrolysed to yield syringic acid. This method yields a yield of 86.5 per cent and a purity of 98.6 per cent [7].
synthesis of Syringic 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.]
References[1] H HARA. The 4-oxalomesaconate hydratase gene, involved in the protocatechuate 4,5-cleavage pathway, is essential to vanillate and syringate degradation in Sphingomonas paucimobilis SYK-6.[J]. Journal of Bacteriology, 2000, 182 24: 6950-6957. DOI: 10.1128/jb.182.24.6950-6957.2000
[2] MILENA COTORAS. In vitro and in vivo evaluation of the antioxidant and prooxidant activity of phenolic compounds obtained from grape (Vitis vinifera) pomace.[J]. Molecules, 2014, 19 12: 21154-21167. DOI: 10.3390/molecules191221154
[3] XIAOYONG WEI. Syringic Acid Extracted from Herba dendrobii Prevents Diabetic Cataract Pathogenesis by Inhibiting Aldose Reductase Activity.[J]. Evidence-based Complementary and Alternative Medicine, 2012, 2012: 426537. DOI: 10.1155/2012/426537
[4] KHALED Y ORABI. Selective growth inhibition of human malignant melanoma cells by syringic acid-derived proteasome inhibitors.[J]. Cancer Cell International, 2013, 13 1: 82. DOI: 10.1186/1475-2867-13-82
[5] GANIYU OBOH. Inhibition of key enzymes linked to type 2 diabetes and sodium nitroprusside induced lipid peroxidation in rats’ pancreas by phenolic extracts of avocado pear leaves and fruit.[J]. International Journal of Biomedical Science: IJBS, 2014, 10 3: 208-216.
[6] Srinivasulu, C., Ramgopal, M., Ramanjaneyulu, G., Anuradha, C., Kumar, C. S. (2018). Syringic acid (SA) ‒ A Review of Its Occurrence, Biosynthesis, Pharmacological and Industrial Importance. Biomedicine & Pharmacotherapy, 108, 547–557. https://doi.org/10.1016/j.biopha.2018.09.069
[7] Mohammad, O., Onwudili, J. A., Yuan, Q. (2026). Production of syringic acid by direct CO 2 insertion into syringol via a Kolbe–Schmitt type reaction. RSC Sustainability, 4(4), 1964–1974. https://doi.org/10.1039/d5su00232j
Syringic acid Preparation Products And Raw materials
Raw materialsMethyl syringate
Preparation Products2,6-Dimethoxy-4-methylphenol-->Ethyl ethoxyacetate
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