3,4-Dihydroxyphenylpropionic acid
PubChem CID: 348154
Connections displayed (default: 10).
Loading graph...
| Compound Synonyms | Dihydrocaffeic acid, 1078-61-1, 3-(3,4-Dihydroxyphenyl)propionic acid, 3-(3,4-Dihydroxyphenyl)propanoic acid, 3,4-Dihydroxyhydrocinnamic acid, Hydrocaffeic acid, 3,4-Dihydroxyphenylpropionic acid, Benzenepropanoic acid, 3,4-dihydroxy-, 3,4-Dihydroxybenzenepropanoic acid, Hydrocinnamic acid, 3,4-dihydroxy-, 3,4-Dihydroxybenzenepropionic acid, HYKOP, 3,4-Dihydroxy-benzenepropanoic acid, Dihydrocafeate, MSW0228VUB, 3,4-Dihydroxydihydrocinnamic acid, EINECS 214-083-8, MFCD00002776, NSC 407275, NSC-407275, NSC-624007, 3,4-dihydroxyhydrocinnamate, BRN 2213449, 3-(3,4-dihydroxyphenyl) propionic acid, CHEBI:48400, DTXSID40221919, 3-10-00-01517 (Beilstein Handbook Reference), Hydrocaffeate, NSC624007, NSC 624007, 71693-95-3, 3,4-Dihydroxy-beta-phenylpropionic acid, 3,4-Dihydroxyphenylpropanoate, Dihydrocaffeate, 3,4-Dihydroxy-benzenepropanoic acid, 3,4-Dihydroxyhydrocinnamic acid, 3-(3,4-Dihydroxyphenyl)propanoic acid, Hydrocaffeic acid, 3-(3,4-DIHYDROXYPHENYL)PROPIONICACID, bmse000680, UNII-MSW0228VUB, 3,4-Dihydroxydihydrocinnamate, 3,4-Dihydroxyphenylpropionate, SCHEMBL245530, 3,4-Dihydroxybenzenepropionate, CHEMBL136927, cid_348154, Hydrocinnamic acid,4-dihydroxy-, BDBM41957, 3,4-Dihydroxy-b-phenylpropionate, 3,4-dihydroxyhydro cinnamic acid, 3,4-HPA, DTXCID20144410, 3-(3,4-Dihydroxyphenyl)propionate, HY-N2406, 3,4-Dihydroxy-beta-phenylpropionate, BBL027403, NSC407275, s6338, STL377912, 3,4-Dihydroxy-b-phenylpropionic acid, AKOS015856196, 3,4-Dihydroxyhydrocinnamic acid, 98%, FD64883, 3 pound not4-Dihydroxyhydrocinnamic acid, AC-34200, AS-63093, SY101000, 3-(3,4-Dihydroxyphenyl)propanoic acid #, 3-[3,4-bis(oxidanyl)phenyl]propanoic acid, DB-040792, propanoic acid, 3-(3,4-dihydroxyphenyl)-, Benzenepropanoic acid, 3,4-dihydroxy-(9CI), CS-0022607, D5901, NS00014665, 3,4-dihydroxy-(6CI,7CI,8CI)Hydrocinnamate, A50643, EN300-111272, 3,4-dihydroxy-(6CI,7CI,8CI)Hydrocinnamic acid, 3,4-DIHYDROXY-.BETA.-PHENYLPROPIONIC ACID, BF0C7A6D-A5FC-4B39-819E-5ECC037C0C39, Q10395580, Z1255449981, 214-083-8, InChI=1/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 77.8 |
| Hydrogen Bond Donor Count | 3.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | C1CCCCC1 |
| Deep Smiles | OC=O)CCcccccc6)O))O |
| Heavy Atom Count | 13.0 |
| Classyfire Class | Phenylpropanoic acids |
| Description | 3,4-Dihydroxyhydrocinnamic acid (or Dihydrocaffeic acid, DHCA) is a metabolite product of the hydrogenation of caffeoylquinic acids, occurring in normal human biofluids, with potent antioxidant properties. DHCA has been detected in human plasma following coffee ingestion (PMID 15607645), and is increased with some dietary sources, such as after ingestion of phenolic constituents of artichoke leaf extract. (PMID 15693705) Polyphenol-rich foods such as vegetables and fruits have been shown to significantly improve platelet function in ex vivo studies in humans. (PMID 16038718) Its antioxidant activity has been tested to reduce ferric iron in the ferric reducing antioxidant power (FRAP) assay, and it has been suggested that its catechol structure convey the antioxidant effect in plasma and in erythrocytes. (PMID 11768243) [HMDB]. 3-(3,4-Dihydroxyphenyl)propanoic acid is found in red beetroot, common beet, and olive. |
| Scaffold Graph Node Level | C1CCCCC1 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 180.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P21964, P22309, P0DMM9, Q969S8, n.a., P84022, P58335, A0A0C7ACN7, P59534 |
| Iupac Name | 3-(3,4-dihydroxyphenyl)propanoic acid |
| Prediction Hob | 1.0 |
| Class | Phenylpropanoic acids |
| Veber Rule | True |
| Classyfire Superclass | Phenylpropanoids and polyketides |
| Xlogp | -0.5 |
| Superclass | Phenylpropanoids and polyketides |
| Gsk 4 400 Rule | True |
| Molecular Formula | C9H10O4 |
| Scaffold Graph Node Bond Level | c1ccccc1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | DZAUWHJDUNRCTF-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.2222222222222222 |
| Logs | -1.375 |
| Rotatable Bond Count | 3.0 |
| State | Solid |
| Logd | 1.426 |
| Synonyms | 3-(3,4-Dihydroxyphenyl)propanoate, 3-(3,4-Dihydroxyphenyl)propanoic acid, 3-(3,4-Dihydroxyphenyl)propionate, 3-(3,4-Dihydroxyphenyl)propionic acid, 3,4-Dihydroxy-(6ci,7ci,8ci)hydrocinnamate, 3,4-Dihydroxy-(6ci,7ci,8ci)hydrocinnamic acid, 3,4-Dihydroxy-b-phenylpropionate, 3,4-Dihydroxy-b-phenylpropionic acid, 3,4-Dihydroxy-beta-phenylpropionate, 3,4-Dihydroxy-beta-phenylpropionic acid, 3,4-Dihydroxybenzenepropanoate, 3,4-Dihydroxybenzenepropanoic acid, 3,4-Dihydroxybenzenepropanoic acid, 9CI, 3,4-Dihydroxybenzenepropionate, 3,4-Dihydroxybenzenepropionic acid, 3,4-Dihydroxydihydrocinnamate, 3,4-Dihydroxydihydrocinnamic acid, 3,4-Dihydroxyhydrocinnamate, 3,4-Dihydroxyhydrocinnamic acid, 3,4-Dihydroxyhydrocinnamic acid, 8CI, 3,4-Dihydroxyphenylpropionate, 3,4-Dihydroxyphenylpropionic acid, Dihydrocaffeate, Dihydrocaffeic acid, Hydrocaffeate, Hydrocaffeic acid, 3,4-Dihydroxy-β-phenylpropionate, 3,4-Dihydroxy-β-phenylpropionic acid, 3,4-Dihydroxyphenylpropionic acid, potassium salt, DHC, 3-(3',4'-Dihydroxyphenyl)propanoic acid, 3-(3,4-dihydroxyphenyl)propanoic acid, dihydrocaffeic acid, hydrocaffeic acid |
| Substituent Name | 3-phenylpropanoic-acid, 1,2-diphenol, Phenol, Benzenoid, Monocyclic benzene moiety, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aromatic homomonocyclic compound |
| Esol Class | Very soluble |
| Functional Groups | CC(=O)O, cO |
| Compound Name | 3,4-Dihydroxyphenylpropionic acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 182.058 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 182.058 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 182.17 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -0.7728234615384617 |
| Inchi | InChI=1S/C9H10O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13) |
| Smiles | C1=CC(=C(C=C1CCC(=O)O)O)O |
| Nring | 1.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Phenylpropanoic acids |
- 1. Outgoing r'ship
FOUND_INto/from Beta Vulgaris (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Capsicum Annuum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Drynaria Fortunei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 4. Outgoing r'ship
FOUND_INto/from Lycium Barbarum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Lycium Chinense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 6. Outgoing r'ship
FOUND_INto/from Lycopodium Clavatum (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729 - 7. Outgoing r'ship
FOUND_INto/from Olea Europaea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 8. Outgoing r'ship
FOUND_INto/from Prunella Vulgaris (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 9. Outgoing r'ship
FOUND_INto/from Solanum Melongena (Plant) Rel Props:Reference:ISBN:9788172361150