3,5-Dihydroxy-4-methoxybenzoic acid
PubChem CID: 78016
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| Compound Synonyms | 3,5-Dihydroxy-4-methoxybenzoic acid, 4319-02-2, 4-O-Methylgallic acid, Benzoic acid, 3,5-dihydroxy-4-methoxy-, 4-Methoxy-3,5-dihydroxybenzoic acid, 5-Hydroxyisovanillic acid, 0XW32QVU6J, 3,5-Dihydroxy-p-anisic acid, 4-Methoxygallic Acid, UNII-0XW32QVU6J, 3,5-Dihydroxy-4-methoxy-benzoic acid, 3,5-DIHYDROXY-4-METHOXYBENZOICACID, DTXSID8063412, CHEBI:88738, 3,5-Dihydroxy-4-methoxybenzoate, 4-Methoxy-3,5-dihydroxybenzoate, 3,5-Dihydroxy-4-methoxy-benzoate, GALLIC ACID 4-METHYL ETHER, EINECS 224-346-9, .ALPHA.-RESORCYLIC ACID, 4-METHOXY-, 4-Methoxygallate, 4-O-Methylgallate, 4OMGA CPD, SCHEMBL793706, CHEMBL118992, DTXCID1040245, MFCD00016521, AKOS006280824, AS-0234, FD70158, PD128849, ALPHA-RESORCYLIC ACID, 4-METHOXY-, DB-347844, CS-0181941, NS00045129, E82260, Q27160668, 5-Hydroxyisovanillic acid, 4-O-Methylgallic acid, 4-OMGA |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 87.0 |
| Hydrogen Bond Donor Count | 3.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | C1CCCCC1 |
| Np Classifier Class | Cinnamic acids and derivatives, Simple phenolic acids |
| Deep Smiles | COccO)cccc6O)))C=O)O |
| Heavy Atom Count | 13.0 |
| Classyfire Class | Benzene and substituted derivatives |
| Description | 4-O-Methyl gallic acid (4-OMGA) has first been identified as a major methyl derivative of gallic acid in human plasma and urine. More recently, 4-O-methyl gallic acid (4-OMGA) has been found in urine during regular black tea ingestion and in plasma after moderate red wine consumption. PMID: 15527792 4-O-methylgallic acid (4-OMGA), a major metabolite of gallic acid abundant in red wine. 4-OMGA inhibited the expression of intercellular adhesion molecule-1(ICAM-1) and vascular cell adhesion molecule-1 (VCAM-1) in human umbilical vein endothelial cells (HUVECs) stimulated with tumor necrosis factor-alpha (TNF-alpha), resulting in the suppression of leukocyte adhesion to HUVECs. PMID: 17027748 [HMDB] |
| Scaffold Graph Node Level | C1CCCCC1 |
| Classyfire Subclass | Benzoic acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 181.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Uniprot Id | P51580 |
| Iupac Name | 3,5-dihydroxy-4-methoxybenzoic acid |
| Prediction Hob | 1.0 |
| Class | Benzene and substituted derivatives |
| Veber Rule | True |
| Classyfire Superclass | Benzenoids |
| Target Id | NPT2230 |
| Xlogp | 1.0 |
| Superclass | Benzenoids |
| Subclass | Benzoic acids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C8H8O5 |
| Scaffold Graph Node Bond Level | c1ccccc1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | UBXDWYFLYYJQFR-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.125 |
| Logs | -1.462 |
| Rotatable Bond Count | 2.0 |
| State | Solid |
| Logd | 2.619 |
| Synonyms | 3,5-Dihydroxy-4-methoxy-benzoate, 3,5-Dihydroxy-4-methoxy-benzoic acid, 3,5-Dihydroxy-4-methoxybenzoate, 3,5-Dihydroxy-4-methoxybenzoic acid, 3,5-Dihydroxy-P-anisic acid, 4-Methoxy-3,5-dihydroxybenzoate, 4-Methoxy-3,5-dihydroxybenzoic acid, 4-Methoxygallate, 4-O-Methylgallate, 4-O-Methylgallic acid, 5-Hydroxyisovanillic acid, Acid Brilliant Green 6B, Acid Green 9, Acid leather green KGB, Acilan Brilliant Green 6B, Airedale green b, Aizen Brilliant Acid Green 6BH, Aizen Brilliant Acid Green 6BH Extra, Amacid milling green b, Benzoic acid, 3,5-dihydroxy-4-methoxy-, Brilliant Acid Green 6B, Brilliant acid green b, Brilliant milling green b, Brilliant milling green NS, Bucacid fast green b, C.I. Acid Green 9, C.I. Acid Green 9, monosodium salt, C.I. Acid Green 9, monosodium salt (8CI), C.I. Acid Green 9, sodium salt, Calcocid Milling Green 6B, Cetil Brilliant Green 6B, Disulphine green b, Erio green, Erio viridine b, Eriogreen, Fast acid green b (biological stain), Fast acid green b (biological stain) (van), Fenazo green XG, Folan green b, Hidacid fast green b, Indigo green b, Kiton green b, Leather Green 6B, Merantine green b, Milling brilliant green b, Milling green, Mitsui brilliant milling green BX, Neptune green sgxa, Night green a, Sumitomo brilliant milling green b, Xylene Fast Green 6B, Xylene Milling Green 6B, 4-Methoxygallic acid, 4OMGA CPD, 3,5-dihydroxy-4-methoxy benzoic acid, 3,5-dihydroxy-4-methoxy-benzoic-acid, 4-o-methylgallic acid |
| Esol Class | Very soluble |
| Functional Groups | cC(=O)O, cO, cOC |
| Compound Name | 3,5-Dihydroxy-4-methoxybenzoic acid |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 184.037 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 184.037 |
| Hydrogen Bond Acceptor Count | 5.0 |
| Molecular Weight | 184.15 |
| 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 | -1.8401498615384613 |
| Inchi | InChI=1S/C8H8O5/c1-13-7-5(9)2-4(8(11)12)3-6(7)10/h2-3,9-10H,1H3,(H,11,12) |
| Smiles | COC1=C(C=C(C=C1O)C(=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 | Gallic acid and derivatives |
| Np Classifier Superclass | Phenolic acids (C6-C1), Phenylpropanoids (C6-C3) |
- 1. Outgoing r'ship
FOUND_INto/from Canavalia Gladiata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Dimocarpus Longan (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Phoenix Dactylifera (Plant) Rel Props:Source_db:fooddb_chem_all