| 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 17:37:51 UTC |
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| Update Date | 2022-03-07 02:52:37 UTC |
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| HMDB ID | HMDB0030596 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Ugaxanthone |
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| Description | Ugaxanthone 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. Based on a literature review very few articles have been published on Ugaxanthone. |
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| Structure | CC(C)=CCC1=C2OC3=C(C=CC(O)=C3O)C(=O)C2=C(O)C=C1O InChI=1S/C18H16O6/c1-8(2)3-4-9-12(20)7-13(21)14-15(22)10-5-6-11(19)16(23)18(10)24-17(9)14/h3,5-7,19-21,23H,4H2,1-2H3 |
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| Synonyms | | Value | Source |
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| 1,3,5,6-Tetrahydroxy-4-(3-methyl-2-butenyl)-9H-xanthen-9-one, 9ci | HMDB |
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| Chemical Formula | C18H16O6 |
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| Average Molecular Weight | 328.316 |
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| Monoisotopic Molecular Weight | 328.094688244 |
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| IUPAC Name | 1,3,5,6-tetrahydroxy-4-(3-methylbut-2-en-1-yl)-9H-xanthen-9-one |
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| Traditional Name | 1,3,5,6-tetrahydroxy-4-(3-methylbut-2-en-1-yl)xanthen-9-one |
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| CAS Registry Number | 13179-11-8 |
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| SMILES | CC(C)=CCC1=C2OC3=C(C=CC(O)=C3O)C(=O)C2=C(O)C=C1O |
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| InChI Identifier | InChI=1S/C18H16O6/c1-8(2)3-4-9-12(20)7-13(21)14-15(22)10-5-6-11(19)16(23)18(10)24-17(9)14/h3,5-7,19-21,23H,4H2,1-2H3 |
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| InChI Key | ZZUFNBISWJNCEE-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 | - 4-prenylated xanthone
- Chromone
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Pyranone
- Pyran
- Benzenoid
- Heteroaromatic compound
- Vinylogous acid
- Polyol
- Oxacycle
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Organic oxygen 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 | Not Available |
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| Role | Not Available |
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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 | 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 Retention Times Underivatized| Chromatographic Method | Retention Time | Reference |
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| Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022. | 7.01 minutes | 32390414 | | Predicted by Siyang on May 30, 2022 | 13.3391 minutes | 33406817 | | Predicted by Siyang using ReTip algorithm on June 8, 2022 | 1.47 minutes | 32390414 | | AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid | 25.6 seconds | 40023050 | | Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid | 2486.0 seconds | 40023050 | | Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid | 258.4 seconds | 40023050 | | Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid | 150.1 seconds | 40023050 | | Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid | 153.7 seconds | 40023050 | | RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 244.7 seconds | 40023050 | | Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid | 668.1 seconds | 40023050 | | BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid | 664.8 seconds | 40023050 | | HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate) | 99.6 seconds | 40023050 | | UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid | 924.0 seconds | 40023050 | | BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid | 512.6 seconds | 40023050 | | UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid | 1550.9 seconds | 40023050 | | SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 360.5 seconds | 40023050 | | RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 462.8 seconds | 40023050 | | MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate | 348.8 seconds | 40023050 | | KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA | 285.8 seconds | 40023050 | | Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water | 45.5 seconds | 40023050 |
Predicted Kovats Retention IndicesUnderivatizedDerivatized| Derivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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| Ugaxanthone,1TMS,isomer #1 | CC(C)=CCC1=C(O)C=C(O)C2=C1OC1=C(O)C(O[Si](C)(C)C)=CC=C1C2=O | 3296.4 | Semi standard non polar | 33892256 | | Ugaxanthone,1TMS,isomer #2 | CC(C)=CCC1=C(O)C=C(O)C2=C1OC1=C(O[Si](C)(C)C)C(O)=CC=C1C2=O | 3218.5 | Semi standard non polar | 33892256 | | Ugaxanthone,1TMS,isomer #3 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC1=C(O)C(O)=CC=C1C2=O | 3254.2 | Semi standard non polar | 33892256 | | Ugaxanthone,1TMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC1=C(O)C(O)=CC=C1C2=O | 3232.3 | Semi standard non polar | 33892256 | | Ugaxanthone,2TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC1=C(O)C(O[Si](C)(C)C)=CC=C1C2=O | 3137.6 | Semi standard non polar | 33892256 | | Ugaxanthone,2TMS,isomer #2 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC1=C(O)C(O[Si](C)(C)C)=CC=C1C2=O | 3177.1 | Semi standard non polar | 33892256 | | Ugaxanthone,2TMS,isomer #3 | CC(C)=CCC1=C(O)C=C(O)C2=C1OC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C1C2=O | 3128.4 | Semi standard non polar | 33892256 | | Ugaxanthone,2TMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC1=C(O[Si](C)(C)C)C(O)=CC=C1C2=O | 3093.0 | Semi standard non polar | 33892256 | | Ugaxanthone,2TMS,isomer #5 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC1=C(O[Si](C)(C)C)C(O)=CC=C1C2=O | 3128.1 | Semi standard non polar | 33892256 | | Ugaxanthone,2TMS,isomer #6 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC1=C(O)C(O)=CC=C1C2=O | 3117.1 | Semi standard non polar | 33892256 | | Ugaxanthone,3TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC1=C(O)C(O[Si](C)(C)C)=CC=C1C2=O | 3079.7 | Semi standard non polar | 33892256 | | Ugaxanthone,3TMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O)C2=C1OC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C1C2=O | 3037.8 | Semi standard non polar | 33892256 | | Ugaxanthone,3TMS,isomer #3 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C)C2=C1OC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C1C2=O | 3068.8 | Semi standard non polar | 33892256 | | Ugaxanthone,3TMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC1=C(O[Si](C)(C)C)C(O)=CC=C1C2=O | 3060.0 | Semi standard non polar | 33892256 | | Ugaxanthone,4TMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC1=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=CC=C1C2=O | 3055.0 | Semi standard non polar | 33892256 | | Ugaxanthone,1TBDMS,isomer #1 | CC(C)=CCC1=C(O)C=C(O)C2=C1OC1=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3545.3 | Semi standard non polar | 33892256 | | Ugaxanthone,1TBDMS,isomer #2 | CC(C)=CCC1=C(O)C=C(O)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C1C2=O | 3467.9 | Semi standard non polar | 33892256 | | Ugaxanthone,1TBDMS,isomer #3 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O)C(O)=CC=C1C2=O | 3513.3 | Semi standard non polar | 33892256 | | Ugaxanthone,1TBDMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC1=C(O)C(O)=CC=C1C2=O | 3482.8 | Semi standard non polar | 33892256 | | Ugaxanthone,2TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC1=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3628.8 | Semi standard non polar | 33892256 | | Ugaxanthone,2TBDMS,isomer #2 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3661.6 | Semi standard non polar | 33892256 | | Ugaxanthone,2TBDMS,isomer #3 | CC(C)=CCC1=C(O)C=C(O)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3625.4 | Semi standard non polar | 33892256 | | Ugaxanthone,2TBDMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C1C2=O | 3579.1 | Semi standard non polar | 33892256 | | Ugaxanthone,2TBDMS,isomer #5 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C1C2=O | 3614.9 | Semi standard non polar | 33892256 | | Ugaxanthone,2TBDMS,isomer #6 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O)C(O)=CC=C1C2=O | 3620.8 | Semi standard non polar | 33892256 | | Ugaxanthone,3TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3812.3 | Semi standard non polar | 33892256 | | Ugaxanthone,3TBDMS,isomer #2 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3715.2 | Semi standard non polar | 33892256 | | Ugaxanthone,3TBDMS,isomer #3 | CC(C)=CCC1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3757.5 | Semi standard non polar | 33892256 | | Ugaxanthone,3TBDMS,isomer #4 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O)=CC=C1C2=O | 3762.7 | Semi standard non polar | 33892256 | | Ugaxanthone,4TBDMS,isomer #1 | CC(C)=CCC1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC1=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=CC=C1C2=O | 3870.5 | Semi standard non polar | 33892256 |
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| GC-MS Spectra| Spectrum Type | Description | Splash Key | Deposition Date | Source | View |
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| Predicted GC-MS | Predicted GC-MS Spectrum - Ugaxanthone GC-MS (Non-derivatized) - 70eV, Positive | splash10-0gvy-3295000000-7c79fad260dad29a1a23 | 2017-09-01 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - Ugaxanthone GC-MS (4 TMS) - 70eV, Positive | splash10-0udi-1000059000-875a46237cb555076536 | 2017-10-06 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - Ugaxanthone GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS Spectra| Spectrum Type | Description | Splash Key | Deposition Date | Source | View |
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| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 10V, Positive-QTOF | splash10-004i-0029000000-0d055b37d5db3d762a41 | 2016-08-01 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 20V, Positive-QTOF | splash10-0100-3095000000-613ddff7067532ec9ac6 | 2016-08-01 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 40V, Positive-QTOF | splash10-014i-9380000000-a4d3c007c1e5285db3a1 | 2016-08-01 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 10V, Negative-QTOF | splash10-004i-0009000000-b4564b16b7fcba4361c9 | 2016-08-03 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 20V, Negative-QTOF | splash10-004i-0139000000-b9261e97583697f25d9c | 2016-08-03 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 40V, Negative-QTOF | splash10-0a4i-2940000000-746dd81f8d647b379d1d | 2016-08-03 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 10V, Negative-QTOF | splash10-004i-0009000000-0447e52768356e443881 | 2021-09-23 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 20V, Negative-QTOF | splash10-004i-0019000000-2da45c9e00789e9d727c | 2021-09-23 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 40V, Negative-QTOF | splash10-06dl-0691000000-f98f58f7e01d05895fc7 | 2021-09-23 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 10V, Positive-QTOF | splash10-00b9-0079000000-614152e47caedaec4a12 | 2021-09-24 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 20V, Positive-QTOF | splash10-00di-0091000000-213d7430dbd9b19b0539 | 2021-09-24 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - Ugaxanthone 40V, Positive-QTOF | splash10-05n0-3690000000-0b45b43aa09a74a01ebd | 2021-09-24 | Wishart Lab | View Spectrum |
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