Metabolite Card
Formula: C9H10O3 (166.063)
SMILES: OC(=O)CCC1=CC=C(O)C=C1
Synonyms [en]
3-(4-hydroxyphenyl)propionic acid; phloretic acid; desaminotyrosine; 3-(4-hydroxyphenyl)propanoic acid; p-Hydroxyhydrocinnamic acid; beta-(p-Hydroxyphenyl)propionic acid
Last reviewed on 2024-06-28.
Cite this Page
Phloretate. 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: BioCAD00000016200). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Desaminotyrosine, also known as 4-hydroxyphenylpropionic acid, is a normal constituent of human urine. It is a product of tyrosine metabolism; its concentration in urine increases in patients with gastrointestinal diseases. Desaminotyrosine is a major phenolic acid breakdown product of proanthocyanidin metabolism (PMID:15315398). Urinary desaminotyrosine is produced by Clostridium sporogenes and C. botulinum (PMID:29168502). Desaminotyrosine is also found in Acinetobacter, Bacteroides, Bifidobacteria, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas, and Staphylococcus (PMID:29168502, 28393285, 19961416). Desaminotyrosine is a phenolic acid metabolite formed by the gut microflora detected after the consumption of whole grain.
DBLinks
- CAS Registry Number: 501-97-3
- PubChem CID: 10394
- ChEBI: 16331
- HMDB: HMDB0002199
- LipidMaps:
- KEGG: C01744
- BioCyc:
- NCBI MeSH: phloretic acid
- Wikipedia: Phloretic acid
Other DBLinks
- CAS Registry Number: 501-97-3
- PubChem: 10394
- ChEBI: ChEBI:16331
- ChEBI: ChEBI:32980
- HMDB: HMDB0002199
- HMDB: HMDB02199
- KEGG: C01744
- NCBI MeSH: phloretic acid
- Wikipedia: Phloretic acid
- Wikipedia: Phloretic_acid
- DrugBank: DB03897
- RefMet: RM0050309
- MoNA: FiehnLib000248
- MoNA: HMDB0002199_c_ms_99757
- MoNA: HMDB0002199_c_ms_99758
- MoNA: HMDB0002199_ms_ms_2025
- MoNA: HMDB0002199_ms_ms_2026
- MoNA: HMDB0002199_ms_ms_2027
- MoNA: JP011626
- MoNA: KO001096
- MoNA: KO001097
- MoNA: KO001098
- MoNA: KO001099
- MoNA: KO001100
- MoNA: MoNA038188
- MoNA: PS115701
- Metlin: METLIN_4148
- Metlin: METLIN_6540
- Coconut NaturalProduct: CNP0290882.0
- Coconut NaturalProduct: CNP0583876.0
Class / Ontology
- WishartLab ClassyFire: [Phenylpropanoic acids] Phenylpropanoic acids
- RefMet: [Cinnamic acids] Cinnamic acids
- ChEBI: [CHEBI:32980] phloretic acid
| ID | EC Number | Name |
|---|---|---|
| KEGG:R02901 | 3.7.1.4 | phloretin acylhydrolase (phloroglucinol-forming) |
| KEGG:R12534 | 1.3.8.15 | phloretate:electron-transfer flavoprotein 2,3-oxidoreductase |
| Rhea:RHEA:23397 | 3.7.1.4 | phloretin + H2O => phloretate + 1,3,5-trihydroxybenzene + H+ |
| Rhea:RHEA:23398 | 3.7.1.4 | phloretate + 1,3,5-trihydroxybenzene + H+ => phloretin + H2O |
| Rhea:RHEA:23399 | 3.7.1.4 | phloretin + H2O <=> phloretate + 1,3,5-trihydroxybenzene + H+ |
| Rhea:RHEA:59993 | 1.3.8.15 | phloretate + oxidized [electron-transfer flavoprotein] + H+ => (E)-4-coumarate + reduced [electron-transfer flavoprotein] |
| Rhea:RHEA:59994 | 1.3.8.15 | (E)-4-coumarate + reduced [electron-transfer flavoprotein] => phloretate + oxidized [electron-transfer flavoprotein] + H+ |
| Rhea:RHEA:59995 | 1.3.8.15 | phloretate + oxidized [electron-transfer flavoprotein] + H+ <=> (E)-4-coumarate + reduced [electron-transfer flavoprotein] |
| Rhea:RHEA:74884 | phloretate + S-adenosyl-L-methionine => 3-(4-hydroxyphenyl)propionic acid methyl ether + S-adenosyl-L-homocysteine | |
| Rhea:RHEA:74885 | 3-(4-hydroxyphenyl)propionic acid methyl ether + S-adenosyl-L-homocysteine => phloretate + S-adenosyl-L-methionine | |
| Rhea:RHEA:74886 | phloretate + S-adenosyl-L-methionine <=> 3-(4-hydroxyphenyl)propionic acid methyl ether + S-adenosyl-L-homocysteine | |
| Rhea:RHEA:79508 | phloretate + NAD+ => (E)-4-coumarate + NADH + H+ | |
| Rhea:RHEA:79509 | (E)-4-coumarate + NADH + H+ => phloretate + NAD+ | |
| Rhea:RHEA:79510 | phloretate + NAD+ <=> (E)-4-coumarate + NADH + H+ |
Taxonomy Source
- Achlys triphylla [ncbi taxid: 63345]
- Acrocarpia paniculata [ncbi taxid: 717668]
- Aesculus hippocastanum [ncbi taxid: 43364]
- Albizia procera [ncbi taxid: 384949]
- Alectoria ochroleuca [ncbi taxid: 111641]
- Aloe africana [ncbi taxid: 1080010]
- Aloe ferox [ncbi taxid: 117798]
- Aloe spicata [ncbi taxid: 992642]
- Aloe vera [ncbi taxid: 34199]
- Alstonia angustiloba [ncbi taxid: 1504383]
- Andrographis viscosula [ncbi taxid: ]
- Annona cherimola [ncbi taxid: 49314]
- Anodendron affine [ncbi taxid: 582712]
- Anthocercis albicans [ncbi taxid: ]
- Apis mellifera [ncbi taxid: 7460]
- Artemisia giraldii [ncbi taxid: 669123]
- Artemisia pectinata [ncbi taxid: ]
- Artemisia porrecta [ncbi taxid: 1227638]
- Aspergillus microcysticus [ncbi taxid: 176174]
- Axinella agnata [ncbi taxid: ]
- Baccharis grandicapitulata [ncbi taxid: ]
- Bacterium from [ncbi taxid: ]
- Beesia calthifolia [ncbi taxid: 78478]
- Boschniakia rossica [ncbi taxid: 48555]
- Botrychium ternatum [ncbi taxid: 208695]
- Bulbophyllum protractum [ncbi taxid: 2487474]
- Bursera kerberi [ncbi taxid: 80313]
- Bursera tonkinensis [ncbi taxid: 318968]
- Calystegia pubescens [ncbi taxid: 649339]
- Cedrela salvadorensis [ncbi taxid: 582829]
- Chenopodium formosanum [ncbi taxid: 1640932]
- Clathria basilana [ncbi taxid: ]
- Clerodendrum trichotomum [ncbi taxid: 54229]
- Clinacanthus nutans [ncbi taxid: 714457]
- Coffea liberica var. dewevrei [ncbi taxid: 213301]
- Costasiella ocellifera [ncbi taxid: 380564]
- Creosphaeria sassafras [ncbi taxid: 110550]
- Crotalaria stolzii [ncbi taxid: 1977610]
- Curcuma aeruginosa [ncbi taxid: 136205]
- Cypripedium calceolus [ncbi taxid: 53038]
- Delisea elegans [ncbi taxid: ]
- Delphinium giraldii [ncbi taxid: ]
- Diospyros canaliculata [ncbi taxid: 2945278]
- Diospyros glaucifolia [ncbi taxid: 413747]
- Elymnias thryallis [ncbi taxid: ]
- Emericellopsis minima [ncbi taxid: 45245]
- Eucalyptus albens [ncbi taxid: 183809]
- Euclea crispa [ncbi taxid: 384959]
- Euonymus fortunei [ncbi taxid: 255352]
- Euploca racemosa [ncbi taxid: 1799586]
- Galium verum [ncbi taxid: 462873]
- Garcinia cambogia [ncbi taxid: ]
- Glycyrrhiza glabra [ncbi taxid: 49827]
- Glycyrrhiza inflata [ncbi taxid: 74614]
- Glycyrrhiza kansuensis [ncbi taxid: ]
- Glycyrrhiza uralensis [ncbi taxid: 74613]
- Gutierrezia dracunculoides [ncbi taxid: ]
- Hedysarum gmelini [ncbi taxid: ]
- Helenium integrifolium [ncbi taxid: ]
- Hertia cheirifolia [ncbi taxid: 430993]
- Homo sapiens [ncbi taxid: 9606]
- Hortonia floribunda [ncbi taxid: 74875]
- Iotrochota birotulata [ncbi taxid: 283497]
- Juniperus scopulorum [ncbi taxid: 466205]
- Lactuca laciniata [ncbi taxid: ]
- Lampranthus sociorum [ncbi taxid: 188838]
- Lasianthaea podocephala [ncbi taxid: ]
- Lentinus tigrinus [ncbi taxid: 5365]
- Lepisorus contortus [ncbi taxid: 699669]
- Licaria chrysophylla [ncbi taxid: 597316]
- Lindera obtusiloba [ncbi taxid: 155295]
- Lupinus cosentinii [ncbi taxid: 53222]
- Malus pumila [ncbi taxid: 283210]
- Malva silvestris [ncbi taxid: ]
- Melampodium leucanthum [ncbi taxid: 183048]
- Melanargia galathea [ncbi taxid: 111923]
- Micromonospora echinospora [ncbi taxid: 1877]
- Millettia pinnata [ncbi taxid: ]
- Mitracarpus scaber [ncbi taxid: ]
- Morella pensylvanica [ncbi taxid: 1155552]
- Nauclea rhynchophylla [ncbi taxid: ]
- Olea europaea [ncbi taxid: 4146]
- Ormosia dasycarpa [ncbi taxid: ]
- Ormosia hosiei [ncbi taxid: 1642859]
- Ornithoglossum viride [ncbi taxid: 225807]
- Papaver pseudocanescens [ncbi taxid: ]
- Pellacalyx axillaris [ncbi taxid: 106625]
- Penicillium cyclopium [ncbi taxid: 60167]
- Persea americana [ncbi taxid: 3435]
- Pertusaria amara [ncbi taxid: ]
- Pertusaria truncata [ncbi taxid: ]
- Perymenium mendezii [ncbi taxid: ]
- Pestalotiopsis oenotherae [ncbi taxid: ]
- Petasites laevigatus [ncbi taxid: ]
- Phlomis crinita [ncbi taxid: 316267]
- Picea glauca [ncbi taxid: 3330]
- Piper brachystachyum [ncbi taxid: 2974510]
- Pocillopora eydouxi [ncbi taxid: ]
- Polypodium decumanum [ncbi taxid: ]
- Polyscias murrayi [ncbi taxid: 150529]
- Pseudocyphellaria australiensis [ncbi taxid: ]
- Psidium acutangulum [ncbi taxid: 1835410]
- Renealmia alpinia [ncbi taxid: 199658]
- Rhododendron mucronulatum [ncbi taxid: 105903]
- Rubia tetragona [ncbi taxid: ]
- Sarcophyton flexuosum [ncbi taxid: 358802]
- Schizanthus tricolor [ncbi taxid: 360636]
- Selinum libanotis [ncbi taxid: ]
- Senecio congestus [ncbi taxid: ]
- Senna spectabilis [ncbi taxid: 347003]
- Sideritis dasygnaphala [ncbi taxid: 193331]
- Sphaeranthus confertifolius [ncbi taxid: ]
- Stellaria media [ncbi taxid: 13274]
- Streptomyces melanogenes [ncbi taxid: 67326]
- Streptomyces parvisporogenes [ncbi taxid: 68252]
- Taraxacum borealisinense [ncbi taxid: ]
- Taraxacum coreanum [ncbi taxid: 1041103]
- Taraxacum mongolicum [ncbi taxid: 90037]
- Taraxacum officinale [ncbi taxid: 50225]
- Taraxacum platycarpum [ncbi taxid: 170727]
- Tarchonanthus camphoratus [ncbi taxid: 41650]
- Tephroseris kirilowii [ncbi taxid: 186974]
- Tephrosia purpurea [ncbi taxid: 228354]
- Thea sasanqua [ncbi taxid: ]
- Tiliacora racemosa [ncbi taxid: ]
- Uruparia lanosa [ncbi taxid: ]
- Verbascum laxum [ncbi taxid: ]
- Zephyranthes flava [ncbi taxid: ]
- Bulbine frutescens [ncbi taxid: 210954]
Pathway Synthetic
| pathway id | name |
|---|