CAS 3943-74-6|Methyl vanillate
| Common Name | Methyl vanillate | ||
|---|---|---|---|
| CAS Number | 3943-74-6 | Molecular Weight | 182.173 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 286.0±0.0 °C at 760 mmHg |
| Molecular Formula | C9H10O4 | Melting Point | 64-67 °C(lit.) |
| MSDS | ChineseUSA | Flash Point | 120.2±15.8 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | methyl vanillate |
|---|---|
| Synonym | More Synonyms |
Methyl vanillate BiologicalActivity
| Description | Methyl vanillate, one of the ingredients in Hovenia dulcis Thunb, is a Wnt/β-catenin pathway activator[1]. A benzoate ester that is the methyl ester of vanillic acid. It has a role as an antioxidant and a plant metabolite. |
|---|---|
| Related Catalog | Signaling Pathways >>Stem Cell/Wnt >>WntNatural Products >>Acids and AldehydesResearch Areas >>Inflammation/Immunology |
| Target | Wnt/β-catenin[1] |
| In Vitro | Methyl vanillate (0-100 μM) increases the expression and nuclear translocation of β-catenin in calvarial osteoblasts. Methyl vanillate dose-dependently elevates ALP activity in calvarial osteoblasts[1]. |
| References | [1]. Cha PH, et al. Hovenia dulcis Thunb extract and its ingredient methyl vanillate activate Wnt/β-catenin pathway and increase bone mass in growing or ovariectomized mice. PLoS One. 2014 Jan 22;9(1):e85546. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 286.0±0.0 °C at 760 mmHg |
| Melting Point | 64-67 °C(lit.) |
| Molecular Formula | C9H10O4 |
| Molecular Weight | 182.173 |
| Flash Point | 120.2±15.8 °C |
| Exact Mass | 182.057907 |
| PSA | 55.76000 |
| LogP | 1.54 |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.534 |
| InChIKey | BVWTXUYLKBHMOX-UHFFFAOYSA-N |
| SMILES | COC(=O)c1ccc(O)c(OC)c1 |
| Storage condition | Room temperature. |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 180 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#06782
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi: Irritant; |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | DH2430000 |
| HS Code | 2918990090 |
Customs
| HS Code | 2918990090 |
|---|---|
| Summary | 2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
Articles4
More Articles| Simple di- and trivanillates exhibit cytostatic properties toward cancer cells resistant to pro-apoptotic stimuli. Bioorg. Med. Chem. 18 , 3823-33, (2010) A series of 33 novel divanillates and trivanillates were synthesized and found to possess promising cytostatic rather than cytotoxic properties. Several compounds under study decreased by >50% the act... | |
| The influence of heat on the aroma of cloudberries (rubus Chamaemorus l.). Z. Lebensm. Unters. Forsch. 163(1) , 25-30, (1977) The qualitative and quantitative differences between the volatiles of fresh and heated cloudberries have been evaluated and the significance of the differences calculated. 14 new cloudberry volatiles ... | |
| Linear sesquiterpene lactones from Anthemis auriculata and their antibacterial activity. J. Nat. Prod. 69 , 662-4, (2006) Three linear sesquiterpene lactones, anthecotulide (1), hydroxyanthecotulide (2), and acetoxyanthecotulide (3), were isolated from the aerial parts of Anthemis auriculata. Five known flavonoids, tarax... |
Synonyms
| 4-Hydroxy-3-methoxybenzoic Acid Methyl Ester |
| Methyl 4-hydroxy-3-methoxybenzoate |
| MFCD00008438 |
| Benzoic acid, 4-hydroxy-3-methoxy-, methyl ester |
| Vanillic Acid Methyl Ester |
| Vanillic acid, methyl ester (8CI) |
| Methyl vanillate |
| EINECS 223-525-9 |
