HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-O-Methylgallic acid
4,5-DIHYDROXY-3-METHOXYBENZOIC ACID · 3-O-METHYLGALLATE · RARECHEM AL BE 0702 · 3-O-methylgallicaci · 5-Methoxygallic acid · S-Diacetyl-L-cysteine · 5-HYDROXYVANILLIC ACID · 3-O-METHYL GALLIC ACID
Identifiers & Physical Properties
| CAS No. | 3934-84-7 |
|---|---|
| Molecular formula | C8H8O5 |
| Average molar mass | 184.15 g/mol |
| Monoisotopic mass | 184.03717335 g/mol |
| SMILES | COc1cc(C(=O)O)cc(O)c1O |
| InChIKey | KWCCUYSXAYTNKA-UHFFFAOYSA-N |
| PubChem CID | 19829 |
| ChEMBL | CHEMBL5283256 |
| ChEBI | CHEBI:28647 |
| EC No. | 223-512-8 |
| DTXSID | DTXSID10192561 |
Chemical & Physical Properties
| XLogP | 0.7 |
|---|---|
| Topological polar surface area | 87 |
| Hydrogen bond donors | 3 |
| Hydrogen bond acceptors | 5 |
| Rotatable bonds | 2 |
| Heavy atoms | 13 |
| Formal charge | 0 |
| Complexity | 193 |
| Melting point | 220℃ |
| Boiling point | 433.7±45.0 °C(Predicted) |
| Density | 1.499±0.06 g/cm3 (20 ºC 760 Torr) |
| Storage conditions | Inert atmosphere,Room Temperature |
| Solubility | DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)Water: 2.2 mg/mL (11.95 mM) |
| Physical state | Solid |
| pKa (acidity coefficient) | 4.33±0.10(Predicted) |
| Color | Off-White to Pale Brown |
| InChI | InChI=1S/C8H8O5/c1-13-6-3-4(8(11)12)2-5(9)7(6)10/h2-3,9-10H,1H3,(H,11,12) |
| InChIKey | KWCCUYSXAYTNKA-UHFFFAOYSA-N |
| SMILES | C(O)(=O)C1=CC(OC)=C(O)C(O)=C1 |
| LogP (partition coefficient) | 1.190 (est) |
| CAS DataBase Reference | 3934-84-7(CAS DataBase Reference) |
| FDA UNII | 8JA4OZ7166 |
| UNSPSC Code | 12352106 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H332-H335 |
| GHS precautionary statements | P261-P280-P305+P351+P338 |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38-36 |
| Safety statements (S) | 26-36/37/39 |
| Water hazard class (WGK) | WGK 3 |
| Storage class | 11 - Combustible Solids |
| Hazard class | Eye Irrit. 2 |
Safety & Regulations
| GHS classification | WarningH302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (33.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H332 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P321, P330, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (33.3%)Skin Irrit. 2 (33.3%)Eye Irrit. 2 (66.7%) |
| Water hazard class (WGK) | WGK 3 |
| Risk statements (R) | 36/37/38-36 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 26-36/37/39 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H315-H319-H332-H335 |
| Hazard class | Eye Irrit. 2 |
| GHS precautionary statements | P261-P280-P305+P351+P338 |
Applications & Uses
Uses
3-O-Methylgallic acid (3,4-Dihydroxy-5-methoxybenzoic acid) is an anthocyanin metabolite and has potent antioxidant capacity. 3-O-methylgallic acid inhibits Caco-2 cell proliferation with an IC50 value of 24.1 μM. 3-O-methylgallic acid also induces cell apoptosis and has anti-cancer effects[1][2][3].