Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2012-09-11 20:42:26 UTC |
---|
Update Date | 2022-03-07 02:54:36 UTC |
---|
HMDB ID | HMDB0035695 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | Vitamin A2 aldehyde |
---|
Description | Vitamin A2 aldehyde, also known as 3-dehydroretinal or retinene 2, belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. Thus, vitamin A2 aldehyde is considered to be an isoprenoid. Based on a literature review a small amount of articles have been published on Vitamin A2 aldehyde. |
---|
Structure | C\C(\C=C\C=C(/C)\C=C\C1=C(C)C=CCC1(C)C)=C/C=O InChI=1S/C20H26O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,15H,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ |
---|
Synonyms | Value | Source |
---|
(all-e)-3,7-Dimethyl-9-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-2,4,6,8-nonatetraenal | ChEBI | 3,4-Didehydroretinal | ChEBI | 3-Dehydroretinal | ChEBI | 3-Dehydroretinaldehyde | ChEBI | all-trans-3,4-Dehydroretinal | ChEBI | all-trans-3,4-Didehydroretinal | ChEBI | Dehydroretinal | ChEBI | Dehydroretinaldehyd | ChEBI | Dehydroretinaldehyde | ChEBI | Retinene 2 | ChEBI | trans-3-Dehydroretinal | ChEBI | alpha-Retinene | Kegg | all-trans-3-Dehydroretinal | Kegg | a-Retinene | Generator | Α-retinene | Generator | Vitamin a2 aldehyde | ChEBI | all-trans-Dehydroretinal | HMDB | Didehydroretinal | HMDB | Retinene2 | HMDB |
| Show more...
---|
Chemical Formula | C20H26O |
---|
Average Molecular Weight | 282.4198 |
---|
Monoisotopic Molecular Weight | 282.198365454 |
---|
IUPAC Name | (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)nona-2,4,6,8-tetraenal |
---|
Traditional Name | α-retinene |
---|
CAS Registry Number | 472-87-7 |
---|
SMILES | C\C(\C=C\C=C(/C)\C=C\C1=C(C)C=CCC1(C)C)=C/C=O |
---|
InChI Identifier | InChI=1S/C20H26O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6-13,15H,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13+ |
---|
InChI Key | QHNVWXUULMZJKD-OVSJKPMPSA-N |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as retinoids. These are oxygenated derivatives of 3,7-dimethyl-1-(2,6,6-trimethylcyclohex-1-enyl)nona-1,3,5,7-tetraene and derivatives thereof. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Prenol lipids |
---|
Sub Class | Retinoids |
---|
Direct Parent | Retinoids |
---|
Alternative Parents | |
---|
Substituents | - Retinoid skeleton
- Diterpenoid
- Enal
- Alpha,beta-unsaturated aldehyde
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aldehyde
- Aliphatic homomonocyclic compound
|
---|
Molecular Framework | Aliphatic homomonocyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | |
---|
Role | |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | 77 - 78 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | | Show more...
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatized | Show more...
---|
Spectra |
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - Vitamin A2 aldehyde GC-MS (Non-derivatized) - 70eV, Positive | splash10-014i-3390000000-b43234a3e9e80e42069a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Vitamin A2 aldehyde GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Vitamin A2 aldehyde GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 10V, Positive-QTOF | splash10-001i-0390000000-e4f7df4aafbf3afb8027 | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 20V, Positive-QTOF | splash10-000b-3950000000-598ead96d05f7aaebc3f | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 40V, Positive-QTOF | splash10-0gb9-9630000000-846af33809ab9788af6c | 2016-08-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 10V, Negative-QTOF | splash10-001i-0090000000-9168b729b43a5a65ba9d | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 20V, Negative-QTOF | splash10-001i-0090000000-1b18d37b61eaa42c0546 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 40V, Negative-QTOF | splash10-00lf-4690000000-8847b5a91089f800c819 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 10V, Positive-QTOF | splash10-0089-0890000000-d223586cb342184a9bb7 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 20V, Positive-QTOF | splash10-0609-1920000000-a08bf88e2ad686e79906 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 40V, Positive-QTOF | splash10-0ktf-6910000000-d693220dd31ea38e6bb0 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 10V, Negative-QTOF | splash10-0ue9-0090000000-05c80fceaf05a3c9092a | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 20V, Negative-QTOF | splash10-0udi-0190000000-2ae88f39d78c4123e339 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Vitamin A2 aldehyde 40V, Negative-QTOF | splash10-000i-1390000000-1f2616fe59f814913203 | 2021-09-22 | Wishart Lab | View Spectrum |
| Show more...
---|
Biological Properties |
---|
Cellular Locations | |
---|
Biospecimen Locations | Not Available |
---|
Tissue Locations | Not Available |
---|
Pathways | |
---|
Normal Concentrations |
---|
| Not Available |
---|
Abnormal Concentrations |
---|
| Not Available |
---|
Associated Disorders and Diseases |
---|
Disease References | None |
---|
Associated OMIM IDs | None |
---|
External Links |
---|
DrugBank ID | Not Available |
---|
Phenol Explorer Compound ID | Not Available |
---|
FooDB ID | FDB014413 |
---|
KNApSAcK ID | Not Available |
---|
Chemspider ID | 4444397 |
---|
KEGG Compound ID | C05918 |
---|
BioCyc ID | Not Available |
---|
BiGG ID | Not Available |
---|
Wikipedia Link | Not Available |
---|
METLIN ID | Not Available |
---|
PubChem Compound | 5280866 |
---|
PDB ID | Not Available |
---|
ChEBI ID | 28537 |
---|
Food Biomarker Ontology | Not Available |
---|
VMH ID | Not Available |
---|
MarkerDB ID | Not Available |
---|
Good Scents ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
Material Safety Data Sheet (MSDS) | Not Available |
---|
General References | - Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
- Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
- Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
- Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
- (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
- Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
|
---|