Details
Stereochemistry | ACHIRAL |
Molecular Formula | C9H10O3 |
Molecular Weight | 166.1739 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC1=C(O)C=CC(C=O)=C1
InChI
InChIKey=CBOQJANXLMLOSS-UHFFFAOYSA-N
InChI=1S/C9H10O3/c1-2-12-9-5-7(6-10)3-4-8(9)11/h3-6,11H,2H2,1H3
Ethyl vanillin is an important food additive and flavouring agent approved by FAO/WHO, has a vanilla odor four times that of vanillin and shows anti-mutagenic activity. It is used as flavoring agent and/or as an additive by the food, cosmetic, or pharmaceutic industries. Ethyl vanillin possesses antioxidant and anti-inflammatory properties. The antioxidant activity of ethyl vanillin was much stronger than that of vanillin in the oxidative hemolysis inhibition assay, but was the same as that of vanillin in the ORAC assay. Oral administration of ethyl vanillin to mice increased the concentration of ethyl vanillic acid, and effectively raised antioxidant activity in the plasma as compared to the effect of vanillin. The antioxidant activity of ethyl vanillin might be more beneficial than has been thought in daily health practice. The anti-angiogenic, anti-inflammatory and anti-nociceptive properties of EVA are based on its suppressive effect on the production of nitric oxide possibly via decreasing the reactive oxygen species level.
Originator
Sources: http://www.visitchem.com/product/ethyl-vanillin/
Curator's Comment: Ethyl vanillin was successfully synthetized by German Dr. M. Hallman and Dr. G. Twyman in 1874.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1075310 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28620120 |
|||
Target ID: CHEMBL2095229 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25344384 |
|||
Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22146718 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20195833 |
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
The effect of a glucocorticoid on olfactory response of isolated mouse olfactory cells. | 2003 Jul-Aug |
|
Synthesis and non-aqueous medium titrations of some new 4-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one derivatives. | 2005 Aug 31 |
|
Improved malonaldehyde assay using headspace solid-phase microextraction and its application to the measurement of the antioxidant activity of phytochemicals. | 2005 Jun 15 |
|
Effect of flavors on the viscosity and gelling point of aqueous poloxamer solution. | 2006 Dec |
|
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
Determination of coumarin, vanillin, and ethyl vanillin in vanilla extract products: liquid chromatography mass spectrometry method development and validation studies. | 2007 Mar 23 |
|
4-(3-Eth-oxy-4-hydroxy-styr-yl)-1-methyl-pyridinium tosyl-ate monohydrate. | 2008 Dec 10 |
|
Competitive and noncompetitive odorant interactions in the early neural coding of odorant mixtures. | 2008 Mar 5 |
|
Methyl 4-(3-eth-oxy-4-hydroxy-phen-yl)-6-methyl-2-oxo-1,2,3,4-tetra-hydro-pyrimidine-5-carboxyl-ate monohydrate. | 2009 Jul 18 |
|
Fast single run of vanilla fingerprint markers on microfluidic-electrochemistry chip for confirmation of common frauds. | 2009 Oct |
|
Microencapsulation of flavors in carnauba wax. | 2010 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22146718
Mice were given 32.7 mg/kg of ethyl vanillin orally.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28620120
Authors transfected clonal COS-7 cells with
full-length mouse TRPA1 C-terminally fused to GFP (TRPA1-GFP) and exposed them to EVA (3
mM) and AITC (300 uM). EVA and AITC only activated transfected (GFP+) cells,
showing that wild type COS-7 cells lack endogenous TRPA1 and other potential EVA-induced
calcium influx pathways such as TRPV3.
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
JECFA EVALUATION |
ETHYL VANILLIN
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
204-464-7
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
945
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
48408
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
1267500
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
CHEMBL508676
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
YC9ST449YJ
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
100000079015
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
121-32-4
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
C45678
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
CONCEPT | Industrial Aid | ||
|
C045941
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
SUB13751MIG
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
1803
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
YC9ST449YJ
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
DTXSID5021968
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
8467
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
C76709
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
1311571
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | RxNorm | ||
|
ETHYLVANILLIN
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
776
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
67240
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | |||
|
m5178
Created by
admin on Fri Dec 15 14:58:43 GMT 2023 , Edited by admin on Fri Dec 15 14:58:43 GMT 2023
|
PRIMARY | Merck Index |
METABOLITE (PARENT)
SUBSTANCE RECORD