Methyl vanillate

Modify Date: 2024-01-03 17:32:22

Methyl vanillate Structure
Methyl vanillate structure
 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 Chinese USA Flash Point 120.2±15.8 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Methyl vanillate


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.

 Names

Name methyl vanillate
Synonym More Synonyms

 Methyl vanillate Biological Activity

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
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
Storage condition Room temperature.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DH2430000
CHEMICAL NAME :
Benzoic acid, 4-hydroxy-3-methoxy-, methyl ester
CAS REGISTRY NUMBER :
3943-74-6
BEILSTEIN REFERENCE NO. :
1369113
LAST UPDATED :
199712
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C9-H10-O4
MOLECULAR WEIGHT :
182.19
WISWESSER LINE NOTATION :
1OVR DQ CO1

HEALTH HAZARD DATA

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
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

 Synthetic Route

 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
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