Details of Metabolite

General Information of MET (ID: META00826)
Name 4-Hydroxycinnamic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2E)-3-(4-Hydroxyphenyl)-2-propenoic acid; (2E)-3-(4-Hydroxyphenyl)acrylate; (2E)-3-(4-Hydroxyphenyl)acrylic acid; (2E)-3-(4-Hydroxyphenyl)prop-2-enoic acid; (e)-3-(4-Hydroxyphenyl)-2-propenoate; (e)-3-(4-Hydroxyphenyl)-2-propenoic acid; (e)-3-(4-Hydroxyphenyl)acrylic acid; (e)-p-Coumarate; (e)-p-Coumaric acid; (e)-p-Hydroxycinnamate', 4'-HYDROXYCINNAMate, 'Naringeninate; (e)-p-Hydroxycinnamic acid', 4'-HYDROXYCINNAMIC ACID, 'Naringeninic acid; 3-(4-Hydroxyphenyl)-2-propenoate; 3-(4-Hydroxyphenyl)-2-propenoic acid; 3-(4-Hydroxyphenyl)acrylate; 3-(4-Hydroxyphenyl)acrylic acid; 4-Coumarate; 4-Coumaric acid; 4-Coumaric acid, (Z)-isomer; 4-Coumaric acid, (e)-isomer; 4-Coumaric acid, disodium salt; 4-Hydroxy cinnamate; 4-Hydroxy cinnamic acid; 4-Hydroxycinnamate; 4-Hydroxycinnamic acid; 4-Hydroxyphenylpropenoate; 4-Hydroxyphenylpropenoic acid; Hydroxycinnamate; Hydroxycinnamic acid; Para coumarate; Para coumaric acid; Para-coumarate; Para-coumaric acid; b-[4-Hydroxyphenyl]acrylate; b-[4-Hydroxyphenyl]acrylic acid; beta-[4-Hydroxyphenyl]acrylate; beta-[4-Hydroxyphenyl]acrylic acid; cis-p-Coumarate; p-Coumarate; p-Coumaric acid; p-Coumaryl alcohol', trans-3-(4'-Hydroxyphenyl)-2-propenoic acid, 'trans-HPPA; p-Cumarate; p-Cumaric acid; p-Hydroxy-trans-cinnamic acid; p-Hydroxycinnamate; p-Hydroxycinnamic acid; p-Hydroxyphenylacrylate; p-Hydroxyphenylacrylic acid; p-trans-Coumaric acid; trans-3-(4-Hydroxyphenyl)-2-propenoic acid; trans-4-Coumarate; trans-4-Hydroxycinnamate; trans-4-Hydroxycinnamic acid; trans-p-Coumarate; trans-p-Coumaric acid; trans-p-Coumarinate; trans-p-Coumarinic acid; trans-p-Hydroxycinnamate; trans-p-Hydroxycinnamic acid
Source Endogenous;Yeast Metabolite;Food;Drug;Cosmetic;TCM Ingredients;Chlorogenic;acid;Microbial; Herbal Ingredients In-Vivo Metabolism
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
637542
HMDB ID
HMDB0002035
Formula
C9H8O3
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=637542"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00811
DrugBank ID
DB04066
ChEBI ID
32374
FooDB ID
FDB002593
ChemSpider ID
553148
METLIN ID
6450
Physicochemical Properties Molecular Weight 164.16 Topological Polar Surface Area 57.5
XlogP 1.5 Complexity 178
Heavy Atom Count 12 Rotatable Bond Count 2
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
4-Hydroxycinnamic acid (CAS: 7400-08-0), also known as p-coumaric acid, is a yellowish green crystalline powder. Cinnamic acid and its derivatives are used as important components in flavours, perfumes, synthetic indigo, and pharmaceuticals. 4-Hydroxycinnamic acid can be produced by microbes.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) 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 Knockout of TP53
                      Induced Change 4-Hydroxycinnamic acid concentration: decrease (Log2 FC=0.8)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the decrease of 4-hydroxycinnamic acid levels compared with control group.
      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 [2]
                      Introduced Variation Overexpression of AN2
                      Induced Change 4-Hydroxycinnamic acid concentration: increase (FC = 18.09)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the increase of 4-hydroxycinnamic acid levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
2 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.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.