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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2005-11-20 22:13:20 UTC
Update Date2019-07-23 05:45:06 UTC
HMDB IDHMDB0001713
Secondary Accession Numbers
  • HMDB0062774
  • HMDB01713
  • HMDB62774
Metabolite Identification
Common Namem-Coumaric acid
Descriptionm-Coumaric acid (CAS: 588-30-7) is a polyphenol metabolite from caffeic acid, formed by the gut microflora. The amount of this compound in human biofluids is diet-dependant. m-Coumaric acid is transported by the monocarboxylic acid transporter (MCT). MCT-mediated absorption of phenolic compounds per se and their colonic metabolites would exert a significant impact on human health (PMID: 16870009 , 15479001 , 15479001 ). m-Coumaric acid is detected after the consumption of whole grain.
Structure
Data?1563860706
Synonyms
ValueSource
(2E)-3-(3-Hydroxyphenyl)-2-propenoic acidChEBI
(2E)-3-(3-Hydroxyphenyl)acrylic acidChEBI
(e)-3-(3-Hydroxyphenyl)-2-propenoic acidChEBI
3-Coumaric acidChEBI
m-Hydroxycinnamic acidChEBI
trans-3-HydroxycinnamateChEBI
trans-3-Hydroxycinnamic acidChEBI
(2E)-3-(3-Hydroxyphenyl)prop-2-enoateKegg
(2E)-3-(3-Hydroxyphenyl)-2-propenoateGenerator
(2E)-3-(3-Hydroxyphenyl)acrylateGenerator
(e)-3-(3-Hydroxyphenyl)-2-propenoateGenerator
3-CoumarateGenerator
m-HydroxycinnamateGenerator
(2E)-3-(3-Hydroxyphenyl)prop-2-enoic acidGenerator
m-CoumarateGenerator
3'-HydroxycinnamateHMDB
3'-Hydroxycinnamic acidHMDB
3-(3-Hydroxyphenyl)-2-propenoateHMDB
3-(3-Hydroxyphenyl)-2-propenoic acidHMDB
3-(3-Hydroxyphenyl)acrylateHMDB
3-(3-Hydroxyphenyl)acrylic acidHMDB
3-(3-Hydroxyphenyl)acrylsaeureHMDB
3-(3-Hydroxyphenyl)prop-2-enoateHMDB
3-(3-Hydroxyphenyl)prop-2-enoic acidHMDB
3-HydroxycinnamateHMDB
3-Hydroxycinnamic acidHMDB
m-Hydroxy-cinnamateHMDB
m-Hydroxy-cinnamic acidHMDB
trans-3-Coumaric acidHMDB
3-Coumaric acid, (e)-isomerHMDB
Meta-coumaric acidHMDB
(E)-3-(3-Hydroxyphenyl)acrylic acidHMDB
(E)-3-Hydroxycinnamic acidHMDB
m-Coumaric acidHMDB
trans-3-(m-Hydroxyphenyl)-2-propenoic acidHMDB
trans-m-Coumaric acidHMDB
trans-m-Hydroxycinnamic acidHMDB
Chemical FormulaC9H8O3
Average Molecular Weight164.158
Monoisotopic Molecular Weight164.047344122
IUPAC Name(2E)-3-(3-hydroxyphenyl)prop-2-enoic acid
Traditional Namem-coumaric acid
CAS Registry Number14755-02-3
SMILES
OC(=O)\C=C\C1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+
InChI KeyKKSDGJDHHZEWEP-SNAWJCMRSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hydroxycinnamic acids. Hydroxycinnamic acids are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
Sub ClassHydroxycinnamic acids and derivatives
Direct ParentHydroxycinnamic acids
Alternative Parents
Substituents
  • Cinnamic acid
  • Coumaric acid
  • Coumaric acid or derivatives
  • Hydroxycinnamic acid
  • Styrene
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point192 - 194 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.04 g/LALOGPS
logP1.71ALOGPS
logP1.83ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)4.01ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity45.04 m³·mol⁻¹ChemAxon
Polarizability16.37 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0udl-1691000000-331053d0d0b85549ac0bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0udl-1691000000-331053d0d0b85549ac0bJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-1891000000-049e1d80dd47b23e8c28JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-02t9-2900000000-91ffd4c10eaed6a17632JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00y3-6390000000-f1a30e2fb9cd1fb11341JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-03xr-0900000000-4259219e89806dfe2602JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-014i-4900000000-2157a17ec65ead35585eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-00kf-9300000000-3325dd31a734dd4659bbJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-03di-0900000000-be33d196fbb525019f07JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Negativesplash10-0002-0900000000-d256885fb0f35d3d6680JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-03di-0900000000-be33d196fbb525019f07JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0900000000-d256885fb0f35d3d6680JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-0900000000-b5ad37fb931b464df7d5JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1900000000-c66c146ee9509bf8a413JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fvi-9700000000-fcc332df0fcb818fe0e0JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-408ac0dd815354188750JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-146bae2da386ca2d4f1aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014m-3900000000-235b38f342376d1c9f90JSpectraViewer | MoNA
MSMass Spectrum (Electron Ionization)splash10-03xr-7900000000-61ee2ad0ad164a1f7550JSpectraViewer | MoNA
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,1H] 2D NMR SpectrumNot AvailableJSpectraViewer
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableJSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.022 +/- 0.009 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.014 +/- 0.006 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.046 +/- 0.012 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.051 +/- 0.017 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.012 +/- 0.006 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.007 +/- 0.002 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.008 +/- 0.002 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.881 +/- 0.878 uMAdult (>18 years old)Male
Normal
details
BloodExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
BloodExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
BloodExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
BloodExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
BloodExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
BloodExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
BloodExpected but not Quantified Not AvailableNot Available
Normal
    details
    BloodDetected and Quantified0-3.4 uMAdult (>18 years old)BothNormal details
    FecesDetected but not Quantified Not SpecifiedNot Specified
    Normal
    details
    FecesDetected but not Quantified Not SpecifiedBoth
    Normal
    details
    FecesDetected and Quantified2.0103 +/- 0.548 nmol/g wet fecesAdult (>18 years old)Both
    Normal
    details
    FecesDetected and Quantified2.0712 +/- 0.426 nmol/g wet fecesAdult (>18 years old)Both
    Normal
    details
    FecesDetected and Quantified0.201 (0.0305-1.0843) nmol/g wet fecesAdult (>18 years old)Both
    Normal
    details
    UrineDetected and Quantified11.192 +/- 7.46 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
    Normal
      • Mordechai, Hien, ...
    details
    UrineDetected and Quantified0.270 +/- 0.620 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.360 +/- 0.873 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
    UrineExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
    UrineExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
    UrineExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
    UrineExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
    UrineExpected but not Quantified Not AvailableNot AvailableConsuming polyphenols described by Phenol-Explorer entry 463 details
    UrineDetected but not Quantified Adult (>18 years old)Both
    Normal
    details
    UrineDetected and Quantified0.032 +/- 0.059 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.078 +/- 0.085 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.052 +/- 0.065 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.092 +/- 0.092 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.17 +/- 0.15 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.019 +/- 0.013 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.013 +/- 0.0065 umol/mmol creatinineAdult (>18 years old)BothNormal details
    UrineDetected and Quantified0.148 umol/mmol creatinineAdult (>18 years old)Both
    Normal
    details
    UrineDetected and Quantified0.251 +/- 0.409 umol/mmol creatinineAdult (>18 years old)Both
    Normal
    details
    UrineDetected and Quantified0.012 +/- 0.003 umol/mmol creatinineAdult (>18 years old)Male
    Normal
    details
    Abnormal Concentrations
    BiospecimenStatusValueAgeSexConditionReferenceDetails
    UrineDetected and Quantified18.808 +/- 9.712 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
    Eosinophilic esophagitis
      • Mordechai, Hien, ...
    details
    UrineDetected and Quantified6.345 +/- 5.041 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
    Gastroesophageal reflux disease
      • Mordechai, Hien, ...
    details
    Associated Disorders and Diseases
    Disease References
    Eosinophilic esophagitis
    1. (). Mordechai, Hien, and David S. Wishart. .
    Associated OMIM IDs
    DrugBank IDNot Available
    Phenol Explorer Compound ID463
    FoodDB IDFDB002590
    KNApSAcK IDNot Available
    Chemspider ID553147
    KEGG Compound IDC12621
    BioCyc IDNot Available
    BiGG IDNot Available
    Wikipedia LinkM-coumaric_acid
    METLIN ID305
    PubChem Compound637541
    PDB IDNot Available
    ChEBI ID32357
    Food Biomarker OntologyNot Available
    VMH IDNot Available
    References
    Synthesis ReferenceNeish, A. C. Formation of m- and p-coumaric acids by enzymic deamination of the corresponding isomers of tyrosine. Phytochemistry (Elsevier) (1961), 1 1-24.
    Material Safety Data Sheet (MSDS)Download (PDF)
    General References
    1. Nakazawa T, Ohsawa K: Metabolites of orally administered Perilla frutescens extract in rats and humans. Biol Pharm Bull. 2000 Jan;23(1):122-7. [PubMed:10706426 ]
    2. Baba S, Osakabe N, Natsume M, Yasuda A, Muto Y, Hiyoshi K, Takano H, Yoshikawa T, Terao J: Absorption, metabolism, degradation and urinary excretion of rosmarinic acid after intake of Perilla frutescens extract in humans. Eur J Nutr. 2005 Feb;44(1):1-9. Epub 2004 Feb 18. [PubMed:15309457 ]
    3. Gonthier MP, Verny MA, Besson C, Remesy C, Scalbert A: Chlorogenic acid bioavailability largely depends on its metabolism by the gut microflora in rats. J Nutr. 2003 Jun;133(6):1853-9. [PubMed:12771329 ]
    4. Kim MJ, Choi SJ, Kim HK, Kim CJ, Hong B, Kim YJ, Shin DH: Activation effects of Allium tuberosum Rottl. on choline acetyltransferase. Biosci Biotechnol Biochem. 2007 Jan;71(1):226-30. Epub 2007 Jan 7. [PubMed:17213651 ]
    5. Shahidi F, Alasalvar C, Liyana-Pathirana CM: Antioxidant phytochemicals in hazelnut kernel (Corylus avellana L.) and hazelnut byproducts. J Agric Food Chem. 2007 Feb 21;55(4):1212-20. Epub 2007 Jan 24. [PubMed:17249682 ]
    6. Liu HL, Wan X, Huang XF, Kong LY: Biotransformation of sinapic acid catalyzed by Momordica charantia peroxidase. J Agric Food Chem. 2007 Feb 7;55(3):1003-8. [PubMed:17263505 ]
    7. Colen CB, Seraji-Bozorgzad N, Marples B, Galloway MP, Sloan AE, Mathupala SP: Metabolic remodeling of malignant gliomas for enhanced sensitization during radiotherapy: an in vitro study. Neurosurgery. 2006 Dec;59(6):1313-23; discussion 1323-4. [PubMed:17277695 ]
    8. Luceri C, Giannini L, Lodovici M, Antonucci E, Abbate R, Masini E, Dolara P: p-Coumaric acid, a common dietary phenol, inhibits platelet activity in vitro and in vivo. Br J Nutr. 2007 Mar;97(3):458-63. [PubMed:17313706 ]
    9. Funk C, Braune A, Grabber JH, Steinhart H, Bunzel M: Moderate ferulate and diferulate levels do not impede maize cell wall degradation by human intestinal microbiota. J Agric Food Chem. 2007 Mar 21;55(6):2418-23. Epub 2007 Feb 24. [PubMed:17319685 ]
    10. Grande MJ, Lopez RL, Abriouel H, Valdivia E, Ben Omar N, Maqueda M, Martinez-Canamero M, Galvez A: Treatment of vegetable sauces with enterocin AS-48 alone or in combination with phenolic compounds to inhibit proliferation of Staphylococcus aureus. J Food Prot. 2007 Feb;70(2):405-11. [PubMed:17340876 ]
    11. Ibanez AJ, Muck A, Svatos A: Dissipation of charge on MALDI-TOF polymeric chips using an electron-acceptor: analysis of proteins. J Mass Spectrom. 2007 May;42(5):634-40. [PubMed:17370249 ]
    12. Efdi M, Itoh T, Akao Y, Nozawa Y, Koketsu M, Ishihara H: The isolation of secondary metabolites and in vitro potent anti-cancer activity of clerodermic acid from Enicosanthum membranifolium. Bioorg Med Chem. 2007 Jun 1;15(11):3667-71. Epub 2007 Mar 18. [PubMed:17400462 ]
    13. Azzini E, Bugianesi R, Romano F, Di Venere D, Miccadei S, Durazzo A, Foddai MS, Catasta G, Linsalata V, Maiani G: Absorption and metabolism of bioactive molecules after oral consumption of cooked edible heads of Cynara scolymus L. (cultivar Violetto di Provenza) in human subjects: a pilot study. Br J Nutr. 2007 May;97(5):963-9. [PubMed:17408528 ]
    14. Appiah-Opong R, Commandeur JN, van Vugt-Lussenburg B, Vermeulen NP: Inhibition of human recombinant cytochrome P450s by curcumin and curcumin decomposition products. Toxicology. 2007 Jun 3;235(1-2):83-91. Epub 2007 Mar 15. [PubMed:17433521 ]
    15. Wang Q, Morris ME: The role of monocarboxylate transporter 2 and 4 in the transport of gamma-hydroxybutyric acid in mammalian cells. Drug Metab Dispos. 2007 Aug;35(8):1393-9. Epub 2007 May 14. [PubMed:17502341 ]
    16. Keyhanian S, Stahl-Biskup E: Phenolic constituents in dried flowers of aloe vera (Aloe barbadensis) and their in vitro antioxidative capacity. Planta Med. 2007 Jun;73(6):599-602. Epub 2007 May 22. [PubMed:17520524 ]
    17. Kosanam H, Prakash PK, Yates CR, Miller DD, Ramagiri S: Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry. Anal Chem. 2007 Aug 1;79(15):6020-6. Epub 2007 Jun 30. [PubMed:17602668 ]
    18. Rakotondramanana DL, Delomenede M, Baltas M, Duran H, Bedos-Belval F, Rasoanaivo P, Negre-Salvayre A, Gornitzka H: Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents. Bioorg Med Chem. 2007 Sep 15;15(18):6018-26. Epub 2007 Jun 29. [PubMed:17624792 ]
    19. Gomez-Ruiz JA, Leake DS, Ames JM: In vitro antioxidant activity of coffee compounds and their metabolites. J Agric Food Chem. 2007 Aug 22;55(17):6962-9. Epub 2007 Jul 27. [PubMed:17655324 ]
    20. Wu CI, Tsai CC, Lu CC, Wu PC, Wu DC, Lin SY, Shiea J: Diagnosis of occult blood in human feces using matrix-assisted laser desorption ionization/time-of-flight mass spectrometry. Clin Chim Acta. 2007 Sep;384(1-2):86-92. Epub 2007 Jun 26. [PubMed:17662705 ]
    21. Henry BL, Monien BH, Bock PE, Desai UR: A novel allosteric pathway of thrombin inhibition: Exosite II mediated potent inhibition of thrombin by chemo-enzymatic, sulfated dehydropolymers of 4-hydroxycinnamic acids. J Biol Chem. 2007 Nov 2;282(44):31891-9. Epub 2007 Sep 5. [PubMed:17804413 ]
    22. Qin J, Chen D, Hu H, Qiao M, Zhao X, Chen B: Body distributioin of RGD-mediated liposome in brain-targeting drug delivery. Yakugaku Zasshi. 2007 Sep;127(9):1497-501. [PubMed:17827930 ]
    23. Monteiro M, Farah A, Perrone D, Trugo LC, Donangelo C: Chlorogenic acid compounds from coffee are differentially absorbed and metabolized in humans. J Nutr. 2007 Oct;137(10):2196-201. [PubMed:17884997 ]
    24. Mennen LI, Sapinho D, Ito H, Bertrais S, Galan P, Hercberg S, Scalbert A: Urinary flavonoids and phenolic acids as biomarkers of intake for polyphenol-rich foods. Br J Nutr. 2006 Jul;96(1):191-8. [PubMed:16870009 ]
    25. Konishi Y, Kobayashi S: Microbial metabolites of ingested caffeic acid are absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers. J Agric Food Chem. 2004 Oct 20;52(21):6418-24. [PubMed:15479001 ]
    26. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]

    Enzymes

    General function:
    Involved in transferase activity, transferring hexosyl groups
    Specific function:
    UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
    Gene Name:
    UGT1A1
    Uniprot ID:
    P22309
    Molecular weight:
    59590.91
    Reactions
    m-Coumaric acid → 6-{3-[(1E)-2-carboxyeth-1-en-1-yl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
    m-Coumaric acid → 3,4,5-trihydroxy-6-{[(2E)-3-(3-hydroxyphenyl)prop-2-enoyl]oxy}oxane-2-carboxylic aciddetails
    General function:
    sulfotransferase activity
    Specific function:
    Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
    Gene Name:
    SULT1A3
    Uniprot ID:
    P0DMM9
    Molecular weight:
    34195.96
    Reactions
    m-Coumaric acid → (2E)-3-[3-(sulfooxy)phenyl]prop-2-enoic aciddetails