Metabolite Card
Formula: C9H8O3 (164.0473)
SMILES: OC(=O)\C=C\C1=CC(O)=CC=C1
Synonyms [en]
m-coumaric acid; m-Hydroxycinnamic acid; trans-3-Hydroxycinnamate; (E)-3-(3-Hydroxyphenyl)-2-propenoic acid; 3-(3-hydroxyphenyl)-2-propenoic acid; 3-(3-hydroxyphenyl)prop-2-enoic acid
Last reviewed on 2024-06-28.
Cite this Page
trans-3-Hydroxycinnamate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000018689). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
m-Coumaric acid, also known as 3-coumarate, 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. m-Coumaric acid exists in all living organisms, ranging from bacteria to humans. m-Coumaric acid (CAS: 588-30-7) is a polyphenol metabolite from caffeic acid, formed by the gut microflora. Outside of the human body, m-Coumaric acid is found, on average, in the highest concentration within a few different foods, such as olives, corns, and beers. m-Coumaric acid has also been detected, but not quantified in several different foods, such as carrots, strawberries, grape wines, garden tomato, and bilberries. 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 transported by the monocarboxylic acid transporter (MCT). The amount of this compound in human biofluids is diet-dependant. m-Coumaric acid is detected after the consumption of whole grain.
DBLinks
- CAS Registry Number: 14755-02-3
- PubChem CID: 637541
- ChEBI: 32357
- HMDB: HMDB0001713
- LipidMaps:
- KEGG: C12621
- BioCyc:
- NCBI MeSH: 3-coumaric acid
- Wikipedia: M-coumaric_acid
Other DBLinks
- CAS Registry Number: 14755-02-3
- CAS Registry Number: 588-30-7
- PubChem: 11496
- PubChem: 637541
- ChEBI: ChEBI:32357
- HMDB: HMDB0001713
- KEGG: C12621
- NCBI MeSH: 3-coumaric acid
- Wikipedia: M-Coumaric_acid
- RefMet: RM0136110
- MoNA: FiehnHILIC002809
- MoNA: FiehnLib000236
- MoNA: HMDB0001713_c_ms_1588
- MoNA: HMDB0001713_ms_ms_1675
- MoNA: HMDB0001713_ms_ms_1676
- MoNA: HMDB0001713_ms_ms_1677
- MoNA: MoNA033164
- MoNA: MoNA033165
- MoNA: MoNA033167
- MoNA: MoNA034862
- MoNA: MoNA034863
- MoNA: MoNA034865
- MoNA: MoNA035347
- MoNA: MoNA035348
- MoNA: MoNA035349
- MoNA: MoNA035350
- MoNA: MoNA035351
- MoNA: MoNA035353
- MoNA: MoNA037534
- MoNA: MoNA038284
- MoNA: MoNA038285
- MoNA: PR100766
- MoNA: PR100767
- MoNA: PR309367
- MoNA: PR310504
- MoNA: PS076307
- MoNA: PS076308
- MoNA: PS076309
- MoNA: PT207630
- MoNA: PT207633
- MoNA: RIKENPlaSMA002005
- MoNA: RIKENPlaSMA002011
- MoNA: RIKENPlaSMA002017
- MoNA: RIKENPlaSMA002023
- MoNA: RIKENPlaSMA002029
- MoNA: RIKENPlaSMA002035
- MoNA: RIKENPlaSMA002041
- MoNA: RIKENPlaSMA002052
- MoNA: RIKENPlaSMA002058
- MoNA: RIKENPlaSMA002064
- MoNA: RIKENPlaSMA005564
- MoNA: RIKENPlaSMA005570
- MoNA: RIKENPlaSMA005577
- MoNA: RIKENPlaSMA005583
- MoNA: RIKENPlaSMA005589
- MoNA: RIKENPlaSMA005595
- MoNA: RIKENPlaSMA005601
- MoNA: RIKENPlaSMA005613
- MoNA: RIKENPlaSMA005618
- MoNA: RIKENPlaSMA005625
- Metlin: METLIN_305
- Coconut NaturalProduct: CNP0335428.0
Class / Ontology
- WishartLab ClassyFire: [Hydroxycinnamic acids and derivatives] Hydroxycinnamic acids and derivatives
- RefMet: [Cinnamic acids] Cinnamic acids
- ChEBI: [CHEBI:32357] trans-3-coumaric acid
- Coconut NaturalProduct: [Cinnamic acids and derivatives] Cinnamic acids and derivatives
| ID | EC Number | Name |
|---|---|---|
| KEGG:R06781 | C00423<=>C12621 | |
| KEGG:R06787 | 1.14.13.127 | (2E)-3-(3-hydroxyphenyl)prop-2-enoate,NADH:oxygen oxidoreductase (2-hydroxylating) |
Taxonomy Source
- Citrullus lanatus [ncbi taxid: 3654]
- Citrus limonia [ncbi taxid: 171249]
- Citrus maxima [ncbi taxid: 37334]
- Citrus reticulata [ncbi taxid: 85571]
- Citrus unshiu [ncbi taxid: 55188]
- Fallopia multiflora [ncbi taxid: 76025]
- Homo sapiens [ncbi taxid: 9606]
- Impatiens walleriana [ncbi taxid: 127142]
- Olea europaea [ncbi taxid: 4146]
- Papaver somniferum [ncbi taxid: 3469]
- Rhododendron dauricum [ncbi taxid: 880079]
- Rubus chingii [ncbi taxid: 714495]
- Rubus coreanus [ncbi taxid: 321593]
- Solanum nigrum [ncbi taxid: 4112]
- Zea mays [ncbi taxid: 4577]
Pathway Synthetic
| pathway id | name |
|---|---|
| PathBank:SMP0001904 | 2-Oxopent-4-enoate Metabolism |
| PathBank:SMP0002049 | 2-Oxopent-4-enoate Metabolism 2 |
| WikiPathways:WP4238 | Flavan-3-ol metabolic pathway |
| PathBank:SMP0122224 | 2-Oxopent-4-enoate Metabolism 2 |
| PathBank:SMP0122102 | 2-Oxopent-4-enoate Metabolism |