Syringic acid (CED0003313)

Record Information
Version1.0
Creation Date2016-05-25 18:16:05 UTC
Update Date2026-03-26 19:56:22 UTC
Accession NumberCHEM021934
Identification
Common NameSyringic acid
ClassSmall Molecule
Description
Syringic acid (C9H10O5) is a compound with an average molecular weight of 198.17 g/mol. Syringic acid belongs to the benzoic acids and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. Industrially, it is utilized as a flavouring, nutrient, and food additive (PMC12839953). It also functions as an antioxidant in both industrial and biological contexts (PMC12839953, PMC11643819). Regarding health effects, the compound is used as a treatment for neurodegenerative disease (PMC4752411). The compound is found in or released from 22 recorded sources. Within the category of food, food processing, and cookware, sources include food preservation, molasses and treatment of molasses, the preparation of malt, cellar tools, and fermentation processes for beer. In household cleaning and consumer products, it is associated with soap detergents, perfumes within detergents and soaps, bleaching agents, cigar cigarettes, and non-electric simulated smoking devices. Within electrical and electronic equipment, it is found in electrodes, magnets, coils, conductors or conductive bodies characterised by the conductive materials, and electrically stimulated smoking devices. Additionally, it is recorded in ceilings under building and construction, as well as in indoor air under air, dust, and atmospheric transport. The recorded route of exposure for syringic acid is inhalation.
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
Cedar acidChEBI
Gallic acid 3,5-dimethyl etherChEBI
SyringateKegg
4-Hydroxy-3,5-dimethoxybenzoateKegg
Gallate 3,5-dimethyl etherGenerator
4-Hydroxy-3,5-dimethoxybenzoic acidGenerator
Syringic acid cu (+2) salt (1:1)MeSH
3,5-Dimethoxy-4-hydroxybenzoateHMDB
3,5-Dimethoxy-4-hydroxybenzoic acidHMDB
3,5-Dimethoxybenzoyl hydrazineHMDB
3,5-Dimethyl-4-hydroxybenzoateHMDB
3,5-Dimethyl-4-hydroxybenzoic acidHMDB
4-Hydroxy-3,5-dimethylbenzoateHMDB
4-Hydroxy-3,5-dimethylbenzoic acidHMDB
SyringlicacidHMDB
Syringic acidHMDB
3,5-dimethoxygallic acidHMDB
3,5-O-dimethylgallic acidHMDB
Chemical FormulaC9H10O5
Average Molecular Mass198.174 g/mol
Monoisotopic Mass198.053 g/mol
CAS Registry Number530-57-4
IUPAC Name4-hydroxy-3,5-dimethoxybenzoic acid
Traditional Namesyringic acid
SMILESCOC1=CC(=CC(OC)=C1O)C(O)=O
InChI IdentifierInChI=1S/C9H10O5/c1-13-6-3-5(9(11)12)4-7(14-2)8(6)10/h3-4,10H,1-2H3,(H,11,12)
InChI KeyJMSVCTWVEWCHDZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentGallic acid and derivatives
Alternative Parents
Substituents
  • Gallic acid or derivatives
  • M-methoxybenzoic acid or derivatives
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Methoxyphenol
  • Benzoic acid
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Benzoyl
  • Alkyl aryl ether
  • Phenol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Ether
  • Monocarboxylic acid or derivatives
  • Organooxygen compound
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.71 g/LALOGPS
logP1.55ALOGPS
logP1.01ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)3.93ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity48.22 m³·mol⁻¹ChemAxon
Polarizability18.77 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0f8a-0900000000-7b568e18ffde6ab04131Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00fr-8095000000-575a6ec78ed017731cc6Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052f-0900000000-14ec0ce09465c51ccc37Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004l-9800000000-9765822b3b1e2ec9d9deNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004j-9100000000-8d01bd5b04dae916e4aaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-0a0256c7bc33c2d88a4eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fka-0900000000-254d42fb132329839152Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1900000000-304c5119148e7f55f4d6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-9500000000-49a00cfe65ce9eabeb4cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004r-9000000000-80475497b3098dd00777Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-0a0256c7bc33c2d88a4eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fka-0900000000-254d42fb132329839152Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1900000000-01d0ea76c3ba0db41782Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00b9-9500000000-49a00cfe65ce9eabeb4cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004r-9000000000-80475497b3098dd00777Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0f89-0900000000-87ada1ca48a49d9677ddNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-019cee52e59a254e3fcfNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-5900000000-a4ed976f907f00dd365eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1900000000-b7c04f3e2902703c2579Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0uk9-0900000000-49feaba426346d2e61f1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002f-3900000000-023a912267ff680b287cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-052f-1900000000-6ae200019fa214e9c438Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004j-9200000000-bb1f13a2889aa753475eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002f-5900000000-164cb1d133d53bf3fdd6Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004r-9100000000-a0c4247b4b6e2630d6a1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0006-1900000000-cf83e72183ef8e82d24bNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00xs-2900000000-92f8dff6a0d62bcf666eNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-00di-1900000000-4061e0eae0d826ae1934Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002b-9100000000-338c991d571e06e4a451Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-002f-5900000000-094666e4e4d023683792Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0fba-9200000000-d0cea53c8c172d502aedNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0092-9300000000-313a44f08e999d5d6142Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-6ce63e339a947f904864Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001j-0900000000-a397243a2d8f8f9e501dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001r-2900000000-d3241b91846d43efb768Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-e699dd409e203e12842fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0uds-0900000000-b5bde1ce65999b3cf7deNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0fa9-2900000000-87c04717df825474388dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-d6ec8ab54f6b1605ed42Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0032-3900000000-5a4ced783726fd1dd92fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05x1-9100000000-4b25ddb8154864950201Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6t-0900000000-b8e0d9c44ab7f95fc8deNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000j-3900000000-2580bcbfce6e54675577Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-066s-9000000000-fc2ad687d9394294da4cNot AvailableView Spectrum
MSMS Spectrumsplash10-0002-5900000000-0b6163fb3f78b99ad5ddNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2396.0Log mg/kg[1300:4300]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
neurodegenerative diseaseis_treatment_forNot AvailablePMC4752411
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
19Indoor airAir, dust & atmospheric transportNot Available
495CeilingsBuilding & ConstructionNot Available
508CoilsElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
543Cellar ToolsFood, food processing & cookwareNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
546Molasses And Treatment Of MolassesFood, food processing & cookwareNot Available
547Preparation Of MaltFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
549Preparation Of Wine Or Sparkling WineFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
563Soap DetergentsHousehold cleaning & consumer productsNot Available
566Tobacco PipesHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
597ChemosterilantsAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
634BucklesTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)1.71268
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)2.25763
Carbonic anhydrase 7 structureClick to view 3D structureCarbonic anhydrase 7P43166HumansPredicted (SEA)0.700643
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)1.40129
Carbonic anhydrase 14 structureClick to view 3D structureCarbonic anhydrase 14Q9ULX7HumansPredicted (SEA)0.700643
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)1.94623
Carbonic anhydrase 6 structureClick to view 3D structureCarbonic anhydrase 6P23280HumansPredicted (SEA)2.10193
Click to view 3D structureCarbonic anhydrase 5A, mitochondrialP35218HumansPredicted (SEA)2.02408
Carbonic anhydrase 3 structureClick to view 3D structureCarbonic anhydrase 3P07451HumansPredicted (SEA)0.467095
Carbonic anhydrase 4 structureClick to view 3D structureCarbonic anhydrase 4P22748HumansPredicted (SEA)11.1324
Click to view 3D structureCarbonic anhydraseQ2PCB5Dicentrarchus labraxPredicted (SEA)0.0778492
Polyunsaturated fatty acid 5-lipoxygenase structureClick to view 3D structurePolyunsaturated fatty acid 5-lipoxygenaseP09917HumansPredicted (SEA)36.9005
Click to view 3D structureCarbonic anhydrase 13Q9D6N1Mus musculusPredicted (SEA)16.8154
Click to view 3D structureGag-Pol polyproteinQ7ZJM1Human immunodeficiency virus 1Predicted (SEA)21.3307
Nuclear factor erythroid 2-related factor 2 structureClick to view 3D structureNuclear factor erythroid 2-related factor 2Q16236HumansPredicted (SEA)7.39568
Click to view 3D structureCarbonic anhydrase 5B, mitochondrialQ9Y2D0HumansPredicted (SEA)44.5298
Induced myeloid leukemia cell differentiation protein Mcl-1 structureClick to view 3D structureInduced myeloid leukemia cell differentiation protein Mcl-1Q07820HumansPredicted (SEA)71.6991
Serine/threonine-protein kinase pim-1 structureClick to view 3D structureSerine/threonine-protein kinase pim-1P11309HumansPredicted (SEA)466.706
Prostaglandin G/H synthase 1 structureClick to view 3D structureProstaglandin G/H synthase 1P23219HumansPredicted (SEA)44.1405
Click to view 3D structureTubulin beta-1 chainQ9H4B7HumansPredicted (SEA)6.22794
Click to view 3D structureEquilibrative nucleoside transporter 2O54699Rattus norvegicusPredicted (SEA)8.25202
Alpha-synuclein structureClick to view 3D structureAlpha-synucleinP37840HumansPredicted (SEA)6.61718
Click to view 3D structureCarbonic anhydrase 15Q99N23Mus musculusPredicted (SEA)46.3203
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)98.4793
Click to view 3D structureMetabotropic glutamate receptor 2P31421Rattus norvegicusPredicted (SEA)15.3363
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0002085
FooDB IDFDB000514
Phenol Explorer ID420
KNApSAcK IDC00002674
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID2256
PDB IDNot Available
Wikipedia LinkSyringic_acid
Chemspider ID10289
ChEBI ID68329
PubChem Compound ID10742
Kegg Compound IDC10833
YMDB IDYMDB01787
ECMDB IDM2MDB005941
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21192716
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21261296
3. Kalkan Yildirim H, Delen Akcay Y, Guvenc U, Yildirim Sozmen E: Protection capacity against low-density lipoprotein oxidation and antioxidant potential of some organic and non-organic wines. Int J Food Sci Nutr. 2004 Aug;55(5):351-62.
4. Forester SC, Waterhouse AL: Identification of Cabernet Sauvignon anthocyanin gut microflora metabolites. J Agric Food Chem. 2008 Oct 8;56(19):9299-304. doi: 10.1021/jf801309n. Epub 2008 Sep 4.
5. Boto-Ordonez M, Urpi-Sarda M, Queipo-Ortuno MI, Tulipani S, Tinahones FJ, Andres-Lacueva C: High levels of Bifidobacteria are associated with increased levels of anthocyanin microbial metabolites: a randomized clinical trial. Food Funct. 2014 Aug;5(8):1932-8. doi: 10.1039/c4fo00029c.