U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H18O3
Molecular Weight 210.2695
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VANILLYL BUTYL ETHER

SMILES

CCCCOCC1=CC(OC)=C(O)C=C1

InChI

InChIKey=VLDFMKOUUQYFGF-UHFFFAOYSA-N
InChI=1S/C12H18O3/c1-3-4-7-15-9-10-5-6-11(13)12(8-10)14-2/h5-6,8,13H,3-4,7,9H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C12H18O3
Molecular Weight 210.2695
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Vanillyl butyl ether is an ether of monohydroxybenzoic acid. It is added to food products as a flavoring agent. It has a characteristic trigeminal, burning, hot pepper nature and can be used in spice flavors like pepper, cinnamon and ginger. It is also present in cosmetics and personal care products as a fragrance ingredient, oral care agent, hair conditioning agent, and warming or cooling agent. Vanilloids contain vanillyl groups that bind to the transient receptor potential type V1 channel (Vanilloid receptor-1, TRPV1) that respond to noxious stimuli such as high temperatures and acidic pH. This causes neurons to release glutamate, adenosine triphosphate (ATP) and a variety of neuropeptides, resulting in the warming sensation. Vanillyl butyl ether causes serious eye irritation and may cause an allergic skin reaction.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 19:11:30 GMT 2023
Edited
by admin
on Fri Dec 15 19:11:30 GMT 2023
Record UNII
S2ULN37C9R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VANILLYL BUTYL ETHER
FHFI   INCI  
INCI  
Official Name English
BUTYL VANILLYL ETHER
Systematic Name English
Vanillyl butyl ether [WHO-DD]
Common Name English
PHENOL, 4-(BUTOXYMETHYL)-2-METHOXY-
Systematic Name English
VANILLYL BUTYL ETHER [INCI]
Common Name English
VANILLYL BUTYL ETHER [FHFI]
Common Name English
FEMA NO. 3796
Code English
Classification Tree Code System Code
JECFA EVALUATION VANILLYL BUTYL ETHER
Created by admin on Fri Dec 15 19:11:30 GMT 2023 , Edited by admin on Fri Dec 15 19:11:30 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID2072881
Created by admin on Fri Dec 15 19:11:30 GMT 2023 , Edited by admin on Fri Dec 15 19:11:30 GMT 2023
PRIMARY
DAILYMED
S2ULN37C9R
Created by admin on Fri Dec 15 19:11:30 GMT 2023 , Edited by admin on Fri Dec 15 19:11:30 GMT 2023
PRIMARY
SMS_ID
100000174149
Created by admin on Fri Dec 15 19:11:31 GMT 2023 , Edited by admin on Fri Dec 15 19:11:31 GMT 2023
PRIMARY
PUBCHEM
5084146
Created by admin on Fri Dec 15 19:11:31 GMT 2023 , Edited by admin on Fri Dec 15 19:11:31 GMT 2023
PRIMARY
FDA UNII
S2ULN37C9R
Created by admin on Fri Dec 15 19:11:30 GMT 2023 , Edited by admin on Fri Dec 15 19:11:30 GMT 2023
PRIMARY
JECFA MONOGRAPH
882
Created by admin on Fri Dec 15 19:11:30 GMT 2023 , Edited by admin on Fri Dec 15 19:11:30 GMT 2023
PRIMARY
DRUG BANK
DB11299
Created by admin on Fri Dec 15 19:11:30 GMT 2023 , Edited by admin on Fri Dec 15 19:11:30 GMT 2023
PRIMARY
RXCUI
1313189
Created by admin on Fri Dec 15 19:11:31 GMT 2023 , Edited by admin on Fri Dec 15 19:11:31 GMT 2023
PRIMARY RxNorm
CAS
82654-98-6
Created by admin on Fri Dec 15 19:11:30 GMT 2023 , Edited by admin on Fri Dec 15 19:11:30 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY