Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2012-09-11 17:38:30 UTC |
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Update Date | 2022-03-07 02:52:39 UTC |
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HMDB ID | HMDB0030700 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Gartanin |
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Description | Gartanin belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. Gartanin has been detected, but not quantified in, fruits and purple mangosteens (Garcinia mangostana). This could make gartanin a potential biomarker for the consumption of these foods. Gartanin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Gartanin. |
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Structure | CC(C)=CCC1=C(O)C2=C(OC3=C(O)C=CC(O)=C3C2=O)C(CC=C(C)C)=C1O InChI=1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3 |
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Synonyms | Value | Source |
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1,3,5,8-Tetrahydroxy-2,4-diprenylxanthone | ChEBI | 1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-butenyl)xanthone | MeSH | 1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-butenyl)-9H-xanthen-9-one, 9ci | HMDB | Gartinin | HMDB | 1,3,5,8-Tetrahydroxy-2,4-bis(3-methyl-2-buten-1-yl)-9H-xanthen-9-one | PhytoBank |
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Chemical Formula | C23H24O6 |
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Average Molecular Weight | 396.4331 |
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Monoisotopic Molecular Weight | 396.1572885 |
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IUPAC Name | 1,3,5,8-tetrahydroxy-2,4-bis(3-methylbut-2-en-1-yl)-9H-xanthen-9-one |
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Traditional Name | gartanin |
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CAS Registry Number | 33390-42-0 |
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SMILES | CC(C)=CCC1=C(O)C2=C(OC3=C(O)C=CC(O)=C3C2=O)C(CC=C(C)C)=C1O |
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InChI Identifier | InChI=1S/C23H24O6/c1-11(2)5-7-13-19(26)14(8-6-12(3)4)22-18(20(13)27)21(28)17-15(24)9-10-16(25)23(17)29-22/h5-6,9-10,24-27H,7-8H2,1-4H3 |
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InChI Key | OJXQLGQIDIPMTE-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 4-prenylated xanthones. These are organic compounds containing a C5-isoprenoid group linked to a xanthone moiety at the 4-position. Xanthone is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring that carries a ketone group. |
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Kingdom | Organic compounds |
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Super Class | Organoheterocyclic compounds |
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Class | Benzopyrans |
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Sub Class | 1-benzopyrans |
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Direct Parent | 4-prenylated xanthones |
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Alternative Parents | |
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Substituents | - 2-prenylated xanthone
- 4-prenylated xanthone
- Chromone
- 1-hydroxy-2-unsubstituted benzenoid
- Pyranone
- Pyran
- Benzenoid
- Heteroaromatic compound
- Vinylogous acid
- Polyol
- Oxacycle
- Organic oxygen compound
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | Not Available |
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Role | Not Available |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 167 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | 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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Gartanin,1TMS,isomer #1 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C | 3440.7 | Semi standard non polar | 33892256 | Gartanin,1TMS,isomer #2 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O | 3498.1 | Semi standard non polar | 33892256 | Gartanin,1TMS,isomer #3 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O | 3513.5 | Semi standard non polar | 33892256 | Gartanin,1TMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O | 3439.5 | Semi standard non polar | 33892256 | Gartanin,2TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C | 3343.0 | Semi standard non polar | 33892256 | Gartanin,2TMS,isomer #2 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C | 3380.7 | Semi standard non polar | 33892256 | Gartanin,2TMS,isomer #3 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C | 3381.5 | Semi standard non polar | 33892256 | Gartanin,2TMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O | 3377.1 | Semi standard non polar | 33892256 | Gartanin,2TMS,isomer #5 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O | 3469.9 | Semi standard non polar | 33892256 | Gartanin,2TMS,isomer #6 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O | 3373.5 | Semi standard non polar | 33892256 | Gartanin,3TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C | 3272.5 | Semi standard non polar | 33892256 | Gartanin,3TMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C | 3278.0 | Semi standard non polar | 33892256 | Gartanin,3TMS,isomer #3 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C | 3344.0 | Semi standard non polar | 33892256 | Gartanin,3TMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O | 3340.2 | Semi standard non polar | 33892256 | Gartanin,4TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C)C=CC(O[Si](C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C | 3336.5 | Semi standard non polar | 33892256 | Gartanin,1TBDMS,isomer #1 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 3659.5 | Semi standard non polar | 33892256 | Gartanin,1TBDMS,isomer #2 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O | 3712.3 | Semi standard non polar | 33892256 | Gartanin,1TBDMS,isomer #3 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O | 3712.4 | Semi standard non polar | 33892256 | Gartanin,1TBDMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O | 3664.4 | Semi standard non polar | 33892256 | Gartanin,2TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 3803.9 | Semi standard non polar | 33892256 | Gartanin,2TBDMS,isomer #2 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 3825.9 | Semi standard non polar | 33892256 | Gartanin,2TBDMS,isomer #3 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 3824.3 | Semi standard non polar | 33892256 | Gartanin,2TBDMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O | 3824.2 | Semi standard non polar | 33892256 | Gartanin,2TBDMS,isomer #5 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O | 3928.8 | Semi standard non polar | 33892256 | Gartanin,2TBDMS,isomer #6 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O | 3822.0 | Semi standard non polar | 33892256 | Gartanin,3TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 3919.7 | Semi standard non polar | 33892256 | Gartanin,3TBDMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 3939.0 | Semi standard non polar | 33892256 | Gartanin,3TBDMS,isomer #3 | CC(C)=CCC1=C(O)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 4008.1 | Semi standard non polar | 33892256 | Gartanin,3TBDMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O | 4017.6 | Semi standard non polar | 33892256 | Gartanin,4TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C(CC=C(C)C)=C2OC3=C(O[Si](C)(C)C(C)(C)C)C=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2=C1O[Si](C)(C)C(C)(C)C | 4106.3 | 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 - Gartanin GC-MS (Non-derivatized) - 70eV, Positive | splash10-067l-1019000000-01a43ab7896e2a36d11a | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Gartanin GC-MS (4 TMS) - 70eV, Positive | splash10-00xr-1000019000-05b6ceaad1a9d0969229 | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Gartanin GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - Gartanin 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 - Gartanin 10V, Positive-QTOF | splash10-0002-0009000000-74eada288ff91c755478 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 20V, Positive-QTOF | splash10-00kg-2019000000-6f9a7baa6f8f9259fc21 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 40V, Positive-QTOF | splash10-0159-4093000000-cd9a0bcedd8cf3d8e273 | 2015-04-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 10V, Negative-QTOF | splash10-0002-0009000000-fa43c14e8cfae3cbb41b | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 20V, Negative-QTOF | splash10-0002-0109000000-54e536f4bef3f9a91c7b | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 40V, Negative-QTOF | splash10-0699-1986000000-177a3051e6de070820cc | 2015-04-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 10V, Negative-QTOF | splash10-0002-0009000000-a929cac834871923dca9 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 20V, Negative-QTOF | splash10-0002-0009000000-fbdd852581d95085d6cf | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 40V, Negative-QTOF | splash10-0059-4339000000-7d510cf5fab9eb71673a | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 10V, Positive-QTOF | splash10-0007-0009000000-41b6109104d8373c25c0 | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 20V, Positive-QTOF | splash10-0015-0049000000-c3b0d2ca7795d671999f | 2021-09-25 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Gartanin 40V, Positive-QTOF | splash10-0080-0195000000-9631146a7d902845a733 | 2021-09-25 | Wishart Lab | View Spectrum |
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