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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2019-10-08 18:28:26 UTC
Update Date2022-03-07 03:18:17 UTC
HMDB IDHMDB0240478
Secondary Accession NumbersNone
Metabolite Identification
Common Name5-Feruloylquinic acid
Description5-Feruloylquinic acid (5-FQA) (CAS: 40242-06-6) belongs to the class of organic compounds known as quinic acids and derivatives. Quinic acids and derivatives are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1. Coffee, especially green or raw coffee, is a major source of chlorogenic acids (CGA). CGAs have been associated with a range of health benefits including a reduction in the risk of cardiovascular disease, diabetes type 2, and Alzheimer's disease. Major CGAs in coffee include 3-, 4-, and 5-feruloylquinic acids (PMID: 19022950 ). 5-FQA has been detected in the plasma and urine of humans who have ingested coffee (PMID: 19460943 ).
Structure
Data?1573666076
Synonyms
ValueSource
5-FeruloylquinateGenerator
5-FQAHMDB
5-Ferulylquinic acidHMDB
5-O-(e)-Feruloylquinic acidHMDB
5-O-Feruloylquinic acidHMDB
Feruloylquinic acidHMDB
trans-5-O-Feruloyl quinic acidHMDB
trans-5-O-Feruloylquinic acidHMDB
5-Feruloylquinic acidHMDB
Chemical FormulaC17H20O9
Average Molecular Weight368.3353
Monoisotopic Molecular Weight368.110732238
IUPAC Name(1R,3R,4S,5R)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid
Traditional Name(1R,3R,4S,5R)-1,3,4-trihydroxy-5-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}cyclohexane-1-carboxylic acid
CAS Registry Number87099-72-7
SMILES
COC1=CC(\C=C\C(=O)O[C@@H]2C[C@](O)(C[C@@H](O)[C@@H]2O)C(O)=O)=CC=C1O
InChI Identifier
InChI=1S/C17H20O9/c1-25-12-6-9(2-4-10(12)18)3-5-14(20)26-13-8-17(24,16(22)23)7-11(19)15(13)21/h2-6,11,13,15,18-19,21,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,13-,15+,17-/m1/s1
InChI KeyRAGZUCNPTLULOL-KQJPBSFVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPhenolic glycosides
Alternative Parents
Substituents
  • Phenolic glycoside
  • Fatty acyl glycoside of mono- or disaccharide
  • Fatty acyl glycoside
  • O-glucuronide
  • 1-o-glucuronide
  • Glucuronic acid or derivatives
  • Alkyl glycoside
  • O-glycosyl compound
  • Phenoxy compound
  • Phenol ether
  • Beta-hydroxy acid
  • Fatty acyl
  • Benzenoid
  • Pyran
  • Oxane
  • Monosaccharide
  • Hydroxy acid
  • Gamma butyrolactone
  • Dicarboxylic acid or derivatives
  • Monocyclic benzene moiety
  • Tetrahydrofuran
  • Secondary alcohol
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.23ALOGPS
logP-0.12ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)3.33ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area153.75 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity87.72 m³·mol⁻¹ChemAxon
Polarizability35.22 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+181.39130932474
DeepCCS[M-H]-178.99530932474
DeepCCS[M-2H]-212.08830932474
DeepCCS[M+Na]+187.31930932474
AllCCS[M+H]+185.332859911
AllCCS[M+H-H2O]+182.632859911
AllCCS[M+NH4]+187.832859911
AllCCS[M+Na]+188.532859911
AllCCS[M-H]-181.232859911
AllCCS[M+Na-2H]-181.432859911
AllCCS[M+HCOO]-181.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-Feruloylquinic acidCOC1=CC(\C=C\C(=O)O[C@@H]2C[C@](O)(C[C@@H](O)[C@@H]2O)C(O)=O)=CC=C1O5433.6Standard polar33892256
5-Feruloylquinic acidCOC1=CC(\C=C\C(=O)O[C@@H]2C[C@](O)(C[C@@H](O)[C@@H]2O)C(O)=O)=CC=C1O3185.4Standard non polar33892256
5-Feruloylquinic acidCOC1=CC(\C=C\C(=O)O[C@@H]2C[C@](O)(C[C@@H](O)[C@@H]2O)C(O)=O)=CC=C1O3309.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-Feruloylquinic acid,1TMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O)=CC=C1O3188.4Semi standard non polar33892256
5-Feruloylquinic acid,1TMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O3169.0Semi standard non polar33892256
5-Feruloylquinic acid,1TMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O3166.4Semi standard non polar33892256
5-Feruloylquinic acid,1TMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O3132.7Semi standard non polar33892256
5-Feruloylquinic acid,1TMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C3197.9Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O3083.5Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #10COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C3113.7Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O3140.5Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O3140.3Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C3173.0Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O3081.7Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #6COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O3124.6Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #7COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C3161.1Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #8COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O3064.1Semi standard non polar33892256
5-Feruloylquinic acid,2TMS,isomer #9COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3149.7Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O3046.3Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #10COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3076.8Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O3056.5Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C3073.7Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O3100.1Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C3141.5Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #6COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3139.0Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #7COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O3031.1Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #8COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C3088.1Semi standard non polar33892256
5-Feruloylquinic acid,3TMS,isomer #9COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3121.9Semi standard non polar33892256
5-Feruloylquinic acid,4TMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O3066.0Semi standard non polar33892256
5-Feruloylquinic acid,4TMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C3073.8Semi standard non polar33892256
5-Feruloylquinic acid,4TMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3081.9Semi standard non polar33892256
5-Feruloylquinic acid,4TMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3141.0Semi standard non polar33892256
5-Feruloylquinic acid,4TMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3084.3Semi standard non polar33892256
5-Feruloylquinic acid,5TMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C)(C(=O)O[Si](C)(C)C)C[C@@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C)=CC=C1O[Si](C)(C)C3114.5Semi standard non polar33892256
5-Feruloylquinic acid,1TBDMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O)=CC=C1O3451.1Semi standard non polar33892256
5-Feruloylquinic acid,1TBDMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O3420.0Semi standard non polar33892256
5-Feruloylquinic acid,1TBDMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3419.6Semi standard non polar33892256
5-Feruloylquinic acid,1TBDMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O3425.7Semi standard non polar33892256
5-Feruloylquinic acid,1TBDMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3461.1Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O3591.6Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #10COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3631.1Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O3623.9Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3630.7Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3643.1Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O3581.3Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #6COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3612.3Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #7COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3648.7Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #8COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3578.8Semi standard non polar33892256
5-Feruloylquinic acid,2TBDMS,isomer #9COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3648.2Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O3776.0Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #10COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3792.5Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3786.6Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3784.8Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3816.0Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3837.6Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #6COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3847.8Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #7COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3755.1Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #8COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3795.1Semi standard non polar33892256
5-Feruloylquinic acid,3TBDMS,isomer #9COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3828.5Semi standard non polar33892256
5-Feruloylquinic acid,4TBDMS,isomer #1COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O3967.4Semi standard non polar33892256
5-Feruloylquinic acid,4TBDMS,isomer #2COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O)=CC=C1O[Si](C)(C)C(C)(C)C3965.5Semi standard non polar33892256
5-Feruloylquinic acid,4TBDMS,isomer #3COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3968.8Semi standard non polar33892256
5-Feruloylquinic acid,4TBDMS,isomer #4COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O[Si](C)(C)C(C)(C)C)(C(=O)O)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C4010.8Semi standard non polar33892256
5-Feruloylquinic acid,4TBDMS,isomer #5COC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O[Si](C)(C)C(C)(C)C)C[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]2O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C3956.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-O-Feruloylquinic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 10V, Positive-QTOFsplash10-00or-0809000000-a0b4fb39e484c9e4a4472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 20V, Positive-QTOFsplash10-004i-0902000000-5525ad317bd5829829f02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 40V, Positive-QTOFsplash10-004j-0900000000-221021777b5b7d1f97892016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 10V, Negative-QTOFsplash10-01bc-0409000000-3b8c4a4ee437bcbf77a82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 20V, Negative-QTOFsplash10-0597-1914000000-c155906736b9ca46cf182016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 40V, Negative-QTOFsplash10-0005-0900000000-577d3a9635ca7d0222792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 10V, Positive-QTOFsplash10-0fvj-0906000000-2a9bfdc3b69bee915a972021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 20V, Positive-QTOFsplash10-03fs-0900000000-105e141794d45a08050c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 40V, Positive-QTOFsplash10-002b-3910000000-02a23fb45109b3e09d7a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 10V, Negative-QTOFsplash10-0006-0902000000-c482dab26a32aaf99ad72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 20V, Negative-QTOFsplash10-0077-2900000000-3e8bef53f4b479cfb5c02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-Feruloylquinic acid 40V, Negative-QTOFsplash10-00ry-3902000000-d77d9f2de22831344bee2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000249
KNApSAcK IDC00052735
Chemspider ID8309124
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Stalmach A, Mullen W, Barron D, Uchida K, Yokota T, Cavin C, Steiling H, Williamson G, Crozier A: Metabolite profiling of hydroxycinnamate derivatives in plasma and urine after the ingestion of coffee by humans: identification of biomarkers of coffee consumption. Drug Metab Dispos. 2009 Aug;37(8):1749-58. doi: 10.1124/dmd.109.028019. Epub 2009 May 21. [PubMed:19460943 ]
  2. Farah A, Monteiro M, Donangelo CM, Lafay S: Chlorogenic acids from green coffee extract are highly bioavailable in humans. J Nutr. 2008 Dec;138(12):2309-15. doi: 10.3945/jn.108.095554. [PubMed:19022950 ]