precursor metabolite

Showing entry for Syringic acid

Identification

PhytoHub ID
PHUB000313
Name
Syringic acid
Systematic Name
3,5-dimethoxy-4-hydroxybenzoic acid
Synonyms
  • 4-Hydroxy-3,5-dimethoxybenzoic acid
  • Cedar acid
CAS Number
530-57-4
Average Mass
198.174
Monoisotopic Mass
198.052823422
Chemical Formula
C9H10O5
IUPAC Name
4-hydroxy-3,5-dimethoxybenzoic acid
InChI Key
JMSVCTWVEWCHDZ-UHFFFAOYSA-N
InChI Identifier
InChI=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)
SMILES
COC1=CC(=CC(OC)=C1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
3.71e+00 g/l
LogS (ALOGPS)
-1.73
LogP (ALOGPS)
1.55
Hydrogen Acceptors
5
Hydrogen Donors
2
Rotatable Bond Count
3
Polar Surface Area
75.99000000000001
Refractivity
48.221500000000006
Polarizability
18.7995958169114
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.61219102745602
pKa (strongest acidic)
3.931934806367758
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxybenzoic acids

Taxonomy as Metabolite

Metabolite Family
(Poly)phenol metabolites
Metabolite Class
Phenolic acid metabolites
Metabolite Sub-class
Benzoic and hippuric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Malvidin-3-O-glucosidePolyphenolsFlavonoidsAnthocyaninsShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Benzene and substituted derivatives
Super-class
Benzenoids
Sub-class
Benzoic acids and derivatives
Direct Parent Name
Gallic acid and derivatives
Alternative Parent Names
["Alkyl aryl ethers", "Anisoles", "Benzoic acids", "Benzoyl derivatives", "Carboxylic acids", "Dimethoxybenzenes", "Hydrocarbon derivatives", "M-methoxybenzoic acids and derivatives", "Methoxyphenols", "Monocarboxylic acids and derivatives", "Organic oxides", "Phenoxy compounds"]
External Descriptor Annotations
["benzoic acids", "dimethoxybenzene", "phenols"]
Substituent Names
["Alkyl aryl ether", "Anisole", "Aromatic homomonocyclic compound", "Benzoic acid", "Benzoyl", "Carboxylic acid", "Carboxylic acid derivative", "Dimethoxybenzene", "Ether", "Gallic acid or derivatives", "Hydrocarbon derivative", "M-dimethoxybenzene", "M-methoxybenzoic acid or derivatives", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenol ether", "Phenoxy compound"]

Spectra from Phytohub

Spectrum TypeInstrument TypeTechnologyIon ModeCollision EnergyView
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: COC1=CC(C(=O)O[Si](C)(C)C)=CC(OC)=C1O[Si](C)(C)C)PositiveNot AvailableView Spectrum
Predicted GC-MSGC-MSPredicted by CFMID-EI, energy0EiNot AvailableView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadN/A10VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadN/A25VView Spectrum
LC-MS/MSQuattro_QQQdelivery=Flow_Injection analyzer=Triple_QuadN/A40VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailableNegative10VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailableNegative20VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailableNegative30VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailableNegative40VView Spectrum
LC-MS/MSLC-ESI-QQ (API3000, Applied Biosystems)Not AvailableNegative50VView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemsnegativeVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemsnegativeVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemsnegativeVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemsnegativeVView Spectrum
LC-MS/MSLC-ESI-QQinstrument=API3000, Applied BiosystemsnegativeVView Spectrum
LC-MS/MSLinear Ion Trapinstrument=Thermo Finnigan LTQnegativeVView Spectrum
LC-MS/MSLinear Ion Trapinstrument=Thermo Finnigan LTQpositiveVView Spectrum
LC-MS/MSNot AvailableNot AvailableNegative20VView Spectrum
LC-MS/MSNot AvailableNot AvailableNegative10VView Spectrum
LC-MS/MSNot AvailableNot AvailableNegative10VView Spectrum
LC-MS/MSNot AvailableNot AvailablePositive35VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDPositive40VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative10VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative20VView Spectrum
Predicted LC-MS/MSNot AvailablePredicted by CFM-IDNegative40VView Spectrum

Food Sources

NameGroup
AppleFruit, Pomes PublicationsShow
DateFruit, Other fruits PublicationsShow
Olive, blackFruit, Drupes PublicationsShow
Olive, greenFruit, Drupes PublicationsShow
WhiskyBeverages, Alcoholic PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
Malvidin-3-O-glucosideBlueberryFruit, Berries PublicationsShow
Malvidin-3-O-glucosideGrapesFruit, BerriesShow
Malvidin-3-O-glucosideRed raspberryFruit, BerriesShow
Malvidin-3-O-glucosideRed wineBeverages, AlcoholicShow
Malvidin-3-O-glucosideWhite wineBeverages, AlcoholicShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Malvidin-3-O-glucoside Syringic acidin vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H10O5198.052823422 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back