Record Information |
---|
Version | 1.0 |
---|
Creation date | 2010-04-08 22:04:58 UTC |
---|
Update date | 2020-09-17 15:32:29 UTC |
---|
Primary ID | FDB001462 |
---|
Secondary Accession Numbers | |
---|
Chemical Information |
---|
FooDB Name | cis-beta-Ocimene |
---|
Description | Cis-beta-Ocimene is a naturally occurring organic compound found within a variety of plants and fruits. It is formally classified as an alkatriene although it is biochemically an acyclic monoterpene as it synthesized via multiple isoprene units. Acyclic monoterpens do not contain a cycle. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in plastids (PMID: 7640522). There are three known Ocimene isomers including Alpha-, cis-Beta and trans-Beta-Ocimene. Alpha-Ocimene is known as 3,7-dimethyl-1,3,7-octatriene. Beta-Ocimene is known as 3,7-dimethyl-1,3,6-octatriene. Beta-Ocimene exists in two stereoisomeric forms, cis and trans, with respect to the central double bond. The ocimenes are often found naturally as mixtures of the various forms. Ocimenes are believed to act as plant defense chemicals and have anti-fungal properties. Cis-beta-Ocimene is a neutral, very hydrophobic molecule, practically insoluble in water. It exists as a pale, colorless oil. cis-Beta-Ocimene has a warm, floral, sweet odor and has a spicy, green, metallic taste. It is found naturally in a number of plants and foods including allspice, anise, basil, bay leaf, caraway seed, celery, cinnamon, coriander, dill, fennel, grapefruit, guava, lavender, lemons, limes, mandarin oranges, papaya and parsley. |
---|
CAS Number | 3338-55-4 |
---|
Structure | |
---|
Synonyms | Synonym | Source |
---|
beta-cis-Ocimene | ChEBI | cis-3,7-Dimethyl-1,3,6-octatriene | ChEBI | b-cis-Ocimene | Generator | Β-cis-ocimene | Generator | cis-β-ocimene | MetaCyc, HMDB | (3Z)-3,7-Dimethyl-1,3,6-octatriene | HMDB | (Z)-3,7-Dimethyl-1,3,6-octatriene | HMDB | (Z)-3,7-Dimethylocta-1,3,6,-triene | HMDB | (Z)-beta-Ocimene | HMDB | 3,7-Dimethyl-(3Z)-1,3,6-octatriene | HMDB | 3,7-Dimethyl-(Z)-1,3,6-octatriene | HMDB | beta -(Z)-Ocimene | HMDB | beta -cis-Ocimene | HMDB | cis-beta -Ocimene | HMDB | cis-beta-Ocimene | HMDB | Z-beta -Ocimene | HMDB | Z-Ocimene | HMDB | (Z)-b-Ocimene | Generator | (Z)-Β-ocimene | Generator | cis-b-Ocimene | Generator | cis-Β-ocimene | Generator | β-(Z)-Ocimene | biospider | β-cis-Ocimene | biospider | 1,3,6-Octatriene, 3,7-dimethyl-, (3Z)- | biospider | 1,3,6-Octatriene, 3,7-dimethyl-, (Z)- | biospider | cis-β-Ocimene | biospider | cis-Ocimene | manual | Z-β-Ocimene | biospider |
|
---|
Predicted Properties | |
---|
Chemical Formula | C10H16 |
---|
IUPAC name | (3Z)-3,7-dimethylocta-1,3,6-triene |
---|
InChI Identifier | InChI=1S/C10H16/c1-5-10(4)8-6-7-9(2)3/h5,7-8H,1,6H2,2-4H3/b10-8- |
---|
InChI Key | IHPKGUQCSIINRJ-NTMALXAHSA-N |
---|
Isomeric SMILES | CC(C)=CC\C=C(\C)C=C |
---|
Average Molecular Weight | 136.234 |
---|
Monoisotopic Molecular Weight | 136.125200512 |
---|
Classification |
---|
Description | Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Monoterpenoids |
---|
Direct Parent | Acyclic monoterpenoids |
---|
Alternative Parents | |
---|
Substituents | - Acyclic monoterpenoid
- Branched unsaturated hydrocarbon
- Alkatriene
- Unsaturated aliphatic hydrocarbon
- Unsaturated hydrocarbon
- Olefin
- Acyclic olefin
- Hydrocarbon
- Aliphatic acyclic compound
|
---|
Molecular Framework | Aliphatic acyclic 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 | Liquid | |
---|
Physical Description | Not Available | |
---|
Mass Composition | C 88.16%; H 11.84% | CCD |
---|
Melting Point | Not Available | |
---|
Boiling Point | Not Available | |
---|
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 | [neutral]?max237 (?21000) ( EtOH) | CCD |
---|
Density | Not Available | |
---|
Refractive Index | n 20D 1.4877 | CCD |
---|
|
---|
Spectra |
---|
Spectra | |
---|
EI-MS/GC-MS | Type | Description | Splash Key | View |
---|
EI-MS | Mass Spectrum (Electron Ionization) | splash10-0006-9100000000-787f7f8b1008349f2889 | 2015-03-01 | View Spectrum | GC-MS | cis-beta-Ocimene, non-derivatized, GC-MS Spectrum | splash10-0006-9100000000-6152f1cd6b53440c9983 | Spectrum | Predicted GC-MS | cis-beta-Ocimene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-052f-9200000000-ee73cf7342b73141f4b2 | Spectrum | Predicted GC-MS | cis-beta-Ocimene, 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 | splash10-000i-4900000000-2eaaf884de00c6502b64 | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0f80-9400000000-4cc164b437465a5878ea | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0udi-9000000000-7a6775225dd2fcad42fc | 2016-06-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0900000000-0149d94bf066009726a1 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-1900000000-6c29dab24724f8b32ece | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0gb9-9600000000-6b5f470455096efc86c3 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-1900000000-83e72aa15e384587ebd8 | 2021-09-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-1900000000-63f5dc5fee3a530dc16f | 2021-09-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014i-9000000000-cc6cf03fdb8fe15d9ed0 | 2021-09-21 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-001i-9000000000-3629c08e44aaa74c273c | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a6r-9000000000-6dbcb07de1e825e783ab | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0fvi-9000000000-a9f21d2f141933dc84a1 | 2021-09-25 | View Spectrum |
|
---|
NMR | |
---|
External Links |
---|
ChemSpider ID | 4478390 |
---|
ChEMBL ID | Not Available |
---|
KEGG Compound ID | Not Available |
---|
Pubchem Compound ID | 5320250 |
---|
Pubchem Substance ID | Not Available |
---|
ChEBI ID | Not Available |
---|
Phenol-Explorer ID | Not Available |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB30088 |
---|
CRC / DFC (Dictionary of Food Compounds) ID | JVH11-W:JVH10-V |
---|
EAFUS ID | Not Available |
---|
Dr. Duke ID | CIS-BETA-OCIMENE|CIS-OCIMENE|(Z)-BETA-OCIMENE |
---|
BIGG ID | Not Available |
---|
KNApSAcK ID | C00000843 |
---|
HET ID | Not Available |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
Flavornet ID | 3338-55-4 |
---|
GoodScent ID | rw1010541 |
---|
SuperScent ID | Not Available |
---|
Wikipedia ID | Ocimene |
---|
Phenol-Explorer Metabolite ID | Not Available |
---|
Duplicate IDS | Not Available |
---|
Old DFC IDS | JVH10-V:JVH10-V |
---|
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 |
---|
citrus |
- 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
| herb |
- 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
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| 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
- The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
| warm |
- 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.
| sweet |
- 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.
|
---|