| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation date | 2011-06-01 17:20:07 UTC |
|---|
| Update date | 2019-11-26 03:20:58 UTC |
|---|
| Primary ID | FDB021853 |
|---|
| Secondary Accession Numbers | |
|---|
| Chemical Information |
|---|
| FooDB Name | trans-Geranic acid |
|---|
| Description | Geranic acid, also known as 3,7-dimethylocta-2,6-dienoate or geranate, is a member of the class of compounds known as acyclic monoterpenoids. Acyclic monoterpenoids are monoterpenes that do not contain a cycle. Thus, geranic acid is considered to be a fatty acid lipid molecule. Geranic acid is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Geranic acid, or 3,7-dimethyl-2,6-octadienoic acid, is a pheromone used by some organisms. It is a double bond isomer of nerolic acid . |
|---|
| CAS Number | 4698-08-2 |
|---|
| Structure | |
|---|
| Synonyms | | Synonym | Source |
|---|
| Geranate | Generator | | 3,7-Dimethyl-2,6-octadienoic acid | HMDB | | 3,7-Dimethylocta-2,6-dienoate | HMDB, Generator | | Decaprenoic acid | HMDB | | Geranic acid (6ci) | HMDB | | Geranoic acid | HMDB | | trans-Geranate | Generator | | (2E)-3,7-Dimethyl-2,6-octadienoic acid | manual | | (E)-Geranic acid | manual | | 2,6-Octadienoic acid, 3,7-dimethyl-, (2E)- | manual | | Geranic acid a | db_source | | trans-Geranic acid | manual |
|
|---|
| Predicted Properties | |
|---|
| Chemical Formula | C10H16O2 |
|---|
| IUPAC name | 3,7-dimethylocta-2,6-dienoic acid |
|---|
| InChI Identifier | InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12) |
|---|
| InChI Key | ZHYZQXUYZJNEHD-UHFFFAOYSA-N |
|---|
| Isomeric SMILES | CC(C)=CCCC(C)=CC(O)=O |
|---|
| Average Molecular Weight | 168.2328 |
|---|
| Monoisotopic Molecular Weight | 168.115029756 |
|---|
| 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
- Medium-chain fatty acid
- Branched fatty acid
- Methyl-branched fatty acid
- Unsaturated fatty acid
- Fatty acyl
- Fatty acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Aliphatic acyclic compound
|
|---|
| Molecular Framework | Aliphatic acyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Ontology |
|---|
|
| Disposition | Route of exposure: Biological location: Source: |
|---|
| Process | Naturally occurring process: |
|---|
| Role | Industrial application: Biological role: |
|---|
| Physico-Chemical Properties |
|---|
| Physico-Chemical Properties - Experimental | | Property | Value | Reference |
|---|
| Physical state | liquid | |
|---|
| Physical Description | Oil | DFC |
|---|
| Mass Composition | C 71.39%; H 9.59%; O 19.02% | DFC |
|---|
| Melting Point | Not Available | |
|---|
| Boiling Point | Bp0.02 85-87° | 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 |
|---|
| Predicted GC-MS | Geranic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-066u-9300000000-0e5fa74a29642ffbea56 | Spectrum | | Predicted GC-MS | Geranic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0600-9510000000-c63599768f78d24aff89 | Spectrum | | Predicted GC-MS | Geranic acid, 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 | splash10-0udi-0900000000-63a39683f1ee7ae411e1 | 2017-09-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0a4i-4900000000-69961fd8b0ac30801f92 | 2017-09-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-066r-9000000000-5e0e3fc6d4f6195196b4 | 2017-09-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-01b9-0900000000-2ca07626a0a6f2fc98fd | 2017-09-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00xs-0900000000-f4de03fb18a11ded1779 | 2017-09-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0ab9-5900000000-140a8e79b9546d577420 | 2017-09-01 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0900000000-d34b67d515962ee44c5f | 2021-09-23 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-0900000000-e27ed5f74c7dd38be01b | 2021-09-23 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0560-9400000000-4dadcf2bbe6fc51045cd | 2021-09-23 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0159-9600000000-9f52332988cf28bfa12f | 2021-09-24 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00lr-9000000000-29159b17a0fa9f011058 | 2021-09-24 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-067l-9000000000-5dbb614d4e9125fa59e6 | 2021-09-24 | View Spectrum |
|
|---|
| NMR | Not Available |
|---|
| External Links |
|---|
| ChemSpider ID | Not Available |
|---|
| ChEMBL ID | Not Available |
|---|
| KEGG Compound ID | Not Available |
|---|
| Pubchem Compound ID | Not Available |
|---|
| Pubchem Substance ID | Not Available |
|---|
| ChEBI ID | Not Available |
|---|
| Phenol-Explorer ID | Not Available |
|---|
| DrugBank ID | Not Available |
|---|
| HMDB ID | Not Available |
|---|
| CRC / DFC (Dictionary of Food Compounds) ID | JXL36-P:JXL37-Q |
|---|
| EAFUS ID | Not Available |
|---|
| Dr. Duke ID | TRANS-GERANIC-ACID |
|---|
| BIGG ID | Not Available |
|---|
| KNApSAcK ID | Not Available |
|---|
| HET ID | Not Available |
|---|
| Food Biomarker Ontology | Not Available |
|---|
| VMH ID | Not Available |
|---|
| Flavornet ID | Not Available |
|---|
| GoodScent ID | Not Available |
|---|
| SuperScent ID | Not Available |
|---|
| Wikipedia ID | Geranic_acid |
|---|
| 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 | Not Available |
|---|
| Enzymes | Not Available |
|---|
| Pathways | Not Available |
|---|
| Metabolism | Not Available |
|---|
| Biosynthesis | Not Available |
|---|
| Organoleptic Properties |
|---|
| Flavours | Not Available |
|---|
| 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).
|
|---|
