Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-12 02:11:50 UTC |
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Update Date | 2022-03-07 02:56:40 UTC |
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HMDB ID | HMDB0040634 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Piperochromanoic acid |
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Description | Piperochromanoic acid belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. Based on a literature review a small amount of articles have been published on Piperochromanoic acid. |
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Structure | CC(C)=CCC\C(C)=C/CCC1OC2=C(O)C=C(C=C2CC1=C)C(O)=O InChI=1S/C22H28O4/c1-14(2)7-5-8-15(3)9-6-10-20-16(4)11-17-12-18(22(24)25)13-19(23)21(17)26-20/h7,9,12-13,20,23H,4-6,8,10-11H2,1-3H3,(H,24,25)/b15-9- |
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Synonyms | Value | Source |
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2-(4,8-Dimethyl-3,7-nonadienyl)-3,4-dihydro-8-hydroxy-3-methylene-2H-1-benzopyran-6-carboxylic acid, 9ci | HMDB | 2-(4,8-Dimethylnona-3,7-dien-1-yl)-8-hydroxy-3-methylidene-3,4-dihydro-2H-1-benzopyran-6-carboxylate | Generator |
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Chemical Formula | C22H28O4 |
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Average Molecular Weight | 356.4553 |
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Monoisotopic Molecular Weight | 356.198759384 |
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IUPAC Name | 2-[(3Z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-3,4-dihydro-2H-1-benzopyran-6-carboxylic acid |
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Traditional Name | 2-[(3Z)-4,8-dimethylnona-3,7-dien-1-yl]-8-hydroxy-3-methylidene-2,4-dihydro-1-benzopyran-6-carboxylic acid |
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CAS Registry Number | 110979-03-8 |
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SMILES | CC(C)=CCC\C(C)=C/CCC1OC2=C(O)C=C(C=C2CC1=C)C(O)=O |
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InChI Identifier | InChI=1S/C22H28O4/c1-14(2)7-5-8-15(3)9-6-10-20-16(4)11-17-12-18(22(24)25)13-19(23)21(17)26-20/h7,9,12-13,20,23H,4-6,8,10-11H2,1-3H3,(H,24,25)/b15-9- |
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InChI Key | XBOKPWYVDNVFMX-DHDCSXOGSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Prenol lipids |
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Sub Class | Monoterpenoids |
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Direct Parent | Bicyclic monoterpenoids |
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Alternative Parents | |
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Substituents | - Aromatic monoterpenoid
- Chromane
- Benzopyran
- Bicyclic monoterpenoid
- 1-benzopyran
- Hydroxybenzoic acid
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Alkyl aryl ether
- Benzenoid
- Oxacycle
- Organoheterocyclic compound
- Carboxylic acid derivative
- Carboxylic acid
- Ether
- Monocarboxylic acid or derivatives
- Organic oxide
- Hydrocarbon derivative
- Organic oxygen compound
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | |
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Role | |
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Physical Properties |
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State | Not Available |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.0012 mg/L @ 25 °C (est) | The Good Scents Company Information System | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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Piperochromanoic acid,1TMS,isomer #1 | C=C1CC2=CC(C(=O)O)=CC(O[Si](C)(C)C)=C2OC1CC/C=C(/C)CCC=C(C)C | 2910.7 | Semi standard non polar | 33892256 | Piperochromanoic acid,1TMS,isomer #2 | C=C1CC2=CC(C(=O)O[Si](C)(C)C)=CC(O)=C2OC1CC/C=C(/C)CCC=C(C)C | 2821.3 | Semi standard non polar | 33892256 | Piperochromanoic acid,2TMS,isomer #1 | C=C1CC2=CC(C(=O)O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C2OC1CC/C=C(/C)CCC=C(C)C | 2794.1 | Semi standard non polar | 33892256 | Piperochromanoic acid,1TBDMS,isomer #1 | C=C1CC2=CC(C(=O)O)=CC(O[Si](C)(C)C(C)(C)C)=C2OC1CC/C=C(/C)CCC=C(C)C | 3127.8 | Semi standard non polar | 33892256 | Piperochromanoic acid,1TBDMS,isomer #2 | C=C1CC2=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(O)=C2OC1CC/C=C(/C)CCC=C(C)C | 3044.7 | Semi standard non polar | 33892256 | Piperochromanoic acid,2TBDMS,isomer #1 | C=C1CC2=CC(C(=O)O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C2OC1CC/C=C(/C)CCC=C(C)C | 3195.5 | Semi standard non polar | 33892256 |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - Piperochromanoic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0aor-5695000000-675cd1073a6f17671164 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Piperochromanoic acid GC-MS (2 TMS) - 70eV, Positive | splash10-014r-6920700000-68baededabf430a45104 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Piperochromanoic acid 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 |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 10V, Positive-QTOF | splash10-0cdr-0319000000-0b884a131889c6bf1838 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 20V, Positive-QTOF | splash10-014i-1911000000-dd13f144965f71f15c72 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 40V, Positive-QTOF | splash10-0aor-8930000000-652f6e899c7c67b93aca | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 10V, Negative-QTOF | splash10-0a4i-0009000000-f0c10b219ae7dbed409d | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 20V, Negative-QTOF | splash10-08fr-0309000000-61056d6fc3d4c7d3d566 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 40V, Negative-QTOF | splash10-0ue9-1920000000-a576ae7aedeaaacce726 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 10V, Positive-QTOF | splash10-0a4i-3079000000-8570c2d7184360aa2185 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 20V, Positive-QTOF | splash10-0uyl-7494000000-df29f3a47f62646dfaf7 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 40V, Positive-QTOF | splash10-0006-5920000000-5c6c0e2b3cff3db659b9 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 10V, Negative-QTOF | splash10-0a4i-0009000000-a3dd451f5dc822798759 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 20V, Negative-QTOF | splash10-0a4i-0319000000-8f76881f8e9b57c0f47d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Piperochromanoic acid 40V, Negative-QTOF | splash10-00mo-0690000000-d8fcba27a4bc3785a3ae | 2021-09-22 | Wishart Lab | View Spectrum |
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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.
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