Details of Metabolite

General Information of MET (ID: META00824)
Name Caffeic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2E)-(3,4-Dihydroxyphenyl)-2-propenoic acid; (2E)-3-(3,4-Dihydroxyphenyl)-2-propenoic acid; (e)-3,4-Dihydroxycinnamic acid; (e)-3-(3,4-Dihydroxyphenyl)-2-propenoic acid; (e)-3-(3,4-Dihydroxyphenyl)acrylic acid; (e)-Caffeic acid; 3,4-Dihydroxy-trans-cinnamate; 3,4-Dihydroxy-trans-cinnamic acid; 3,4-Dihydroxybenzeneacrylic acid; 3,4-Dihydroxycinnamate; 3,4-Dihydroxycinnamic acid; 3-(3,4-Dihydroxyphenyl)-2-propenoic acid; CAFFEIC ACID; Caffeate; Caffeic acid', 3',4'-Dihydroxycinnamic acid, '3-(3,4-Dihydroxyphenyl)acrylic acid; Caffeic acid, (e)-isomer; Caffeic acid, monosodium salt; DHCA; Sodium caffeate; trans-3,4-Dihydroxycinnamic acid; trans-Caffeate; trans-Caffeic acid
Source Endogenous;Yeast Metabolite;Food;Carcinogenic Potency;Toxins/Pollutant;Cosmetic;Microbial
Structure Type   Hydroxycinnamic acids and derivatives  (Click to Show/Hide the Complete Structure Type Hierarchy)
Phenylpropanoids and polyketides
Cinnamic acids and derivatives
Hydroxycinnamic acids and derivatives
PubChem CID
689043
HMDB ID
HMDB0001964
Formula
C9H8O4
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C01481
DrugBank ID
DB01880
ChEBI ID
16433
FooDB ID
FDB002559
ChemSpider ID
600426
Physicochemical Properties Molecular Weight 180.16 Topological Polar Surface Area 77.8
XlogP 1.2 Complexity 212
Heavy Atom Count 13 Rotatable Bond Count 2
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Function
Caffeic acid (CAS: 331-39-5) is a polyphenol present in normal human urine positively correlated to coffee consumption and influenced by the dietary intake of diverse types of food. Caffeic acid has been found to be a microbial metabolite of Escherichia.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transcription factor (TF)
            R2R3-MYB (AN2) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Overexpression of AN2
                      Induced Change Caffeic acid concentration: decrease (FC = 0.40)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the decrease of caffeic acid levels compared with control group.
References
1 Comprehensive Influences of Overexpression of a MYB Transcriptor Regulating Anthocyanin Biosynthesis on Transcriptome and Metabolome of Tobacco Leaves. Int J Mol Sci. 2019 Oct 16;20(20):5123.

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