Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:10:08 UTC |
---|
Update date | 2019-11-26 03:06:39 UTC |
---|
Primary ID | FDB012373 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | Chavicol |
---|
Description | Chavicol, also known as p-allylphenol or alpha -propylene, belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. Chavicol is an extremely weak basic (essentially neutral) compound (based on its pKa). Chavicol is a medicinal and phenolic tasting compound. Chavicol is found, on average, in the highest concentration within a few different foods, such as cloves, sweet marjorams, and sweet basils and in a lower concentration in pineapples. Chavicol has also been detected, but not quantified in, several different foods, such as allspices, chinese cinnamons, fats and oils, and gingers. This could make chavicol a potential biomarker for the consumption of these foods. |
---|
CAS Number | 501-92-8 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
4-(2-Propenyl)phenol | ChEBI | 4-(Prop-2-enyl)-phenol | ChEBI | 4-Allylphenol | ChEBI | gamma-(p-Hydroxyphenyl)-alpha-propylene | ChEBI | p-Allylphenol | ChEBI | p-Chavicol | ChEBI | p-Hydroxyallylbenzene | ChEBI | g-(p-Hydroxyphenyl)-a-propylene | Generator | Γ-(p-hydroxyphenyl)-α-propylene | Generator | 3-(p-Hydroxyphenyl)-1-propene | HMDB | 4-(2-Propenyl)-phenol | HMDB | alpha -Propylene | HMDB | Laquo gammaraquo -(p-hydroxyphenyl)-alpha -propylene | HMDB | p-Allyl-phenol | HMDB | p-Hydroxyallylpropene | HMDB | Phenol, 4-(2-propenyl)- (9ci) | HMDB | Phenol, p-allyl- (8ci) | HMDB | α-propylene | biospider | «gamma»-(p-hydroxyphenyl)-α-propylene | biospider | Chavicol | db_source | g-(P-Hydroxyphenyl)-a-propylene | Generator | Gamma-(p-hydroxyphenyl)-alpha-propylene | biospider | Laquo gammaraquo -(P-hydroxyphenyl)-alpha -propylene | HMDB | P-Allyl-phenol | HMDB | P-chavicol | biospider | Phenol, 4-(2-propenyl)- | biospider | Phenol, 4-(2-propenyl)- (9CI) | biospider | Phenol, p-allyl- | biospider | Phenol, p-allyl- (8CI) | biospider | γ-(P-hydroxyphenyl)-α-propylene | Generator |
|
---|
Predicted Properties | |
---|
Chemical Formula | C9H10O |
---|
IUPAC name | 4-(prop-2-en-1-yl)phenol |
---|
InChI Identifier | InChI=1S/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7,10H,1,3H2 |
---|
InChI Key | RGIBXDHONMXTLI-UHFFFAOYSA-N |
---|
Isomeric SMILES | OC1=CC=C(CC=C)C=C1 |
---|
Average Molecular Weight | 134.1751 |
---|
Monoisotopic Molecular Weight | 134.073164942 |
---|
Classification |
---|
Description | belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. |
---|
Kingdom | Organic compounds |
---|
Super Class | Benzenoids |
---|
Class | Phenols |
---|
Sub Class | 1-hydroxy-2-unsubstituted benzenoids |
---|
Direct Parent | 1-hydroxy-2-unsubstituted benzenoids |
---|
Alternative Parents | |
---|
Substituents | - 1-hydroxy-2-unsubstituted benzenoid
- Monocyclic benzene moiety
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aromatic homomonocyclic compound
|
---|
Molecular Framework | Aromatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Route of exposure: Source: Biological location: |
---|
Role | Biological role: |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Liquid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 80.56%; H 7.51%; O 11.92% | DFC |
---|
Melting Point | Mp 16° | DFC |
---|
Boiling Point | Bp17 120° | DFC |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | pKa1 10.23 (25°) | DFC |
---|
Isoelectric point | Not Available | |
---|
Charge | Not Available | |
---|
Optical Rotation | Not Available | |
---|
Spectroscopic UV Data | Not Available | |
---|
Density | Not Available | |
---|
Refractive Index | Not Available | |
---|
|
---|
Spectra |
---|
Spectra | Spectrum Type | Description | Splash Key | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a7i-5900000000-11cee9744d22eb93e167 | JSpectraViewer | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-05c6-5910000000-7900910b5dbf1db02b3a | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0900000000-a1d20c3e3cabaf3d7046 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-000i-2900000000-e73bf4d314fb93006997 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-014l-9400000000-40119cbfc7560de6be63 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0900000000-617b61173e6f36fe521e | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-001i-0900000000-8e1744ff0d8d0e413886 | JSpectraViewer | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0fsl-6900000000-c8e8472546321e19a5b5 | JSpectraViewer |
|
---|
External Links |
---|
ChemSpider ID | 21105856 |
---|
ChEMBL ID | CHEMBL108862 |
---|
KEGG Compound ID | C16930 |
---|
Pubchem Compound ID | 68148 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 50158 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB34107 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | HGQ74-N:HGQ74-N |
---|
EAFUS ID | 118 |
---|
Dr. Duke ID | 4-ALLYL-PHENOL|CHAVICOL |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00000621 |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | 501-92-8 |
---|
GoodScent ID | rw1015241 |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Not Available |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | Not Available |
---|
Associated Foods |
---|
Food | Content Range | Average | Reference |
---|
Food | | | Reference |
---|
|
Biological Effects and Interactions |
---|
Health Effects / Bioactivities | Descriptor | ID | Definition | Reference |
---|
fungicide | 24127 | A substance used to destroy fungal pests. | DUKE | nematicide | 25491 | A substance used to destroy pests of the phylum Nematoda (roundworms). | DUKE | pesticide | 25944 | Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. | DUKE |
|
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
medicine |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| phenol |
- Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
| phenolic |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| medicinal |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
|
|
---|
Files |
---|
MSDS | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
General Reference | Not Available |
---|
Content Reference | — Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
|
---|