Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:11:51 UTC |
---|
Update date | 2020-09-17 15:30:10 UTC |
---|
Primary ID | FDB015469 |
---|
Secondary Accession Numbers | Not Available |
---|
Chemical Information |
---|
FooDB Name | beta-Ionone |
---|
Description | Beta-ionone, also known as (e)-b-ionone or trans-beta-ionone, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Beta-ionone is a neutral compound. Beta-ionone has a dry, floral, and flower taste with a cedar wood-like scent. It is a naturally occurring organic compound found in a variety of essential oils, including rose oil, flowers from Boronia megastigma (brown boronia; doi: 10.21273/hortsci.30.4.876d) and coml oil. Beta-ionone is found in highest concentrations in corns, tea, and carrots and in lower concentrations in hyssops, peppermints, and safflowers. Beta-ionone has also been detected in common grapes, sour cherries, common wheats, garden tomato, and wakames making beta-ionone a potential biomarker for the consumption of these foods. Beta-ionone is used as to make Vitamins A, E and K1. It is used as a fragrance in perfumes, cosmetics and personal care products, and household cleaners and detergents. Beta-ionone is used as a food flavoring in beverages, ice-cream, baked goods and candies ( https://doi.org/10.1533/9780857095725.1.231). |
---|
CAS Number | 79-77-6 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
(e)-beta-Ionone | ChEBI | beta-e-Ionone | ChEBI | beta-Ionon | ChEBI | trans-beta-Ionone | ChEBI | (e)-b-Ionone | Generator | (e)-Β-ionone | Generator | b-e-Ionone | Generator | Β-e-ionone | Generator | b-Ionon | Generator | Β-ionon | Generator | trans-b-Ionone | Generator | trans-Β-ionone | Generator | b-Ionone | Generator | Β-ionone | Generator | (3E)-4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one | HMDB | (3E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one | HMDB | (e)-beta -Ionone | HMDB | 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-(e)-3-buten-2-one | HMDB | beta -e-Ionone | HMDB | FEMA 2595 | HMDB | Ionone, beta | HMDB | trans-beta -Ionone | HMDB | [e]-4-[2,6,6-Trimethyl-1-cyclohexen-1-yl]-3-buten-2-one | HMDB | 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one | MeSH, HMDB | beta-Ionone, (trans)-isomer | MeSH, HMDB | (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one | biospider | (E)-β-ionone | biospider | (E)-beta-ionone | biospider | (e)-β-ionone | Generator | [E]-4-[2,6,6-trimethyl-1-cyclohexen-1-yl]-3-buten-2-one | biospider | β-E-ionone | biospider | 3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (E)- | biospider | Beta-E-ionone | biospider | beta-Ionone | biospider | Trans-β-ionone | biospider | Trans-beta-ionone | biospider | trans-β-ionone | Generator | β-e-ionone | Generator | β-ionon | Generator | β-ionone | Generator |
|
---|
Predicted Properties | |
---|
Chemical Formula | C13H20O |
---|
IUPAC name | (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one |
---|
InChI Identifier | InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+ |
---|
InChI Key | PSQYTAPXSHCGMF-BQYQJAHWSA-N |
---|
Isomeric SMILES | CC(=O)\C=C\C1=C(C)CCCC1(C)C |
---|
Average Molecular Weight | 192.2973 |
---|
Monoisotopic Molecular Weight | 192.151415262 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Sesquiterpenoids |
---|
Direct Parent | Sesquiterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Cyclofarsesane sesquiterpenoid
- Megastigmane sesquiterpenoid
- Sesquiterpenoid
- Ionone derivative
- Alpha,beta-unsaturated ketone
- Enone
- Acryloyl-group
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic homomonocyclic compound
|
---|
Molecular Framework | Aliphatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
|
Disposition | Route of exposure: Source: Biological location: |
---|
Process | Naturally occurring process: |
---|
Role | Industrial application: Biological role: |
---|
Physico-Chemical Properties - Experimental |
---|
Physico-Chemical Properties - Experimental | Property | Value | Reference |
---|
Physical state | Not Available | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 81.20%; H 10.48%; O 8.32% | DFC |
---|
Melting Point | Not Available | |
---|
Boiling Point | Bp24 150-151° | DFC |
---|
Experimental Water Solubility | Not Available | |
---|
Experimental logP | Not Available | |
---|
Experimental pKa | Not Available | |
---|
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 | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
EI-MS | Mass Spectrum (Electron Ionization) | splash10-004l-6900000000-9288b23b92d86ede5336 | 2014-10-20 | View Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-002f-8900000000-c13b694647d1f5e201bf | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004i-3900000000-b2fd6907056260485dd2 | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004l-9800000000-3e2f914b8442dedd62d9 | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004l-6900000000-a0ed0929b7cb7526955d | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004l-4900000000-3169016f24891f9035d6 | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-002f-8900000000-c13b694647d1f5e201bf | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004i-3900000000-b2fd6907056260485dd2 | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004l-9800000000-3e2f914b8442dedd62d9 | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004l-6900000000-a0ed0929b7cb7526955d | Spectrum | GC-MS | beta-Ionone, non-derivatized, GC-MS Spectrum | splash10-004l-4900000000-3169016f24891f9035d6 | Spectrum | Predicted GC-MS | beta-Ionone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-004j-2900000000-00c10c6b19261d08ffea | Spectrum | Predicted GC-MS | beta-Ionone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
|
---|
MS/MS | Type | Description | Splash Key | View |
---|
Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-002f-0900000000-0f7a122ff9743bcbf077 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-004u-4900000000-9dad39944d71a20a0f87 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gbc-9400000000-77a4b4a15731ccc83316 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0900000000-b62117da7fb50997c027 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0006-0900000000-e7133a7253517651678a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05ed-3900000000-c1d86be9896bad6ad97e | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-1900000000-2dfc2141d793c1b81afc | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-05gl-7900000000-4e2d786c5425c33577a5 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052f-9500000000-66ef449f7e5f91221704 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0006-0900000000-14436e4d9ff8d032db54 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0007-0900000000-85f77f47306d55836911 | 2021-09-24 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0002-1900000000-5f53d8abc51bbf1e4e99 | 2021-09-24 | View Spectrum |
|
---|
NMR | Type | Description | | View |
---|
1D NMR | 13C NMR Spectrum (1D, 15.09 MHz, CDCl3, experimental) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 100 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 200 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 300 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 400 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 600 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 700 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 800 MHz, H2O, predicted) | | Spectrum | 1D NMR | 13C NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum | 1D NMR | 1H NMR Spectrum (1D, 900 MHz, H2O, predicted) | | Spectrum |
|
---|
External Links |
---|
ChemSpider ID | 553581 |
---|
ChEMBL ID | CHEMBL559945 |
---|
KEGG Compound ID | C12287 |
---|
Pubchem Compound ID | 638014 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | 32325 |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB36565 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | KCN48-Y:KCN48-Y |
---|
EAFUS ID | 1806 |
---|
Dr. Duke ID | BETA-IONONE |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00029816 |
---|
HET ID | ID3 |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | 79-77-6 |
---|
GoodScent ID | rw1131301 |
---|
SuperScent ID | 638014 |
---|
Wikipedia ID | Ionone |
---|
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 | |
---|
Enzymes | Not Available |
---|
Pathways | Not Available |
---|
Metabolism | Not Available |
---|
Biosynthesis | Not Available |
---|
Organoleptic Properties |
---|
Flavours | Flavor | Citations |
---|
seaweed |
- 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
| violet |
- 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
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| flower |
- 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
| raspberry |
- 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
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| orange |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| jam |
- Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
| dry |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| powdery |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| floral |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| woody |
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| orris |
- 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). — Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
|
---|