| 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 19:33:14 UTC |
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| Update Date | 2022-03-07 02:54:11 UTC |
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| HMDB ID | HMDB0034656 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol |
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| Description | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on (3xi,16xi,21xi)-12-Ursene-3,16,21-triol. |
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| Structure | CC1C(O)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C InChI=1S/C30H50O3/c1-17-18(2)25-19-9-10-22-27(5)13-12-23(32)26(3,4)21(27)11-14-29(22,7)30(19,8)16-24(33)28(25,6)15-20(17)31/h9,17-18,20-25,31-33H,10-16H2,1-8H3 |
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| Synonyms | Not Available |
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| Chemical Formula | C30H50O3 |
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| Average Molecular Weight | 458.7162 |
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| Monoisotopic Molecular Weight | 458.375995466 |
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| IUPAC Name | 1,2,4a,6a,6b,9,9,12a-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-3,5,10-triol |
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| Traditional Name | 1,2,4a,6a,6b,9,9,12a-octamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-3,5,10-triol |
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| CAS Registry Number | 52084-05-6 |
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| SMILES | CC1C(O)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C |
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| InChI Identifier | InChI=1S/C30H50O3/c1-17-18(2)25-19-9-10-22-27(5)13-12-23(32)26(3,4)21(27)11-14-29(22,7)30(19,8)16-24(33)28(25,6)15-20(17)31/h9,17-18,20-25,31-33H,10-16H2,1-8H3 |
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| InChI Key | ILMQWRCMVKIVFV-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
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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 | Triterpenoids |
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| Direct Parent | Triterpenoids |
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| Alternative Parents | |
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| Substituents | - Triterpenoid
- Hydroxysteroid
- 12-hydroxysteroid
- Steroid
- Cyclic alcohol
- Secondary alcohol
- Polyol
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic 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 | Solid |
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| Experimental Molecular Properties | | Property | Value | Reference |
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| Melting Point | 244 - 250 °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 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. | 8.47 minutes | 32390414 | | Predicted by Siyang on May 30, 2022 | 17.6874 minutes | 33406817 | | Predicted by Siyang using ReTip algorithm on June 8, 2022 | 2.14 minutes | 32390414 | | Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid | 3325.3 seconds | 40023050 | | Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid | 267.7 seconds | 40023050 | | Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid | 239.5 seconds | 40023050 | | Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid | 165.9 seconds | 40023050 | | RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 415.8 seconds | 40023050 | | Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid | 845.5 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 | 888.4 seconds | 40023050 | | HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate) | 93.3 seconds | 40023050 | | UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid | 1318.8 seconds | 40023050 | | BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid | 628.6 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 | 1864.5 seconds | 40023050 | | SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 534.5 seconds | 40023050 | | RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid | 513.7 seconds | 40023050 | | MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate | 164.1 seconds | 40023050 | | KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA | 443.3 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 | 8.7 seconds | 40023050 |
Predicted Kovats Retention IndicesUnderivatized| Metabolite | SMILES | Kovats RI Value | Column Type | Reference |
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| (3xi,16xi,21xi)-12-Ursene-3,16,21-triol | CC1C(O)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C | 3058.0 | Standard polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol | CC1C(O)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C | 3455.0 | Standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol | CC1C(O)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C2C1C | 3859.6 | Semi standard non polar | 33892256 |
Derivatized| Derivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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| (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,1TMS,isomer #1 | CC1C(O[Si](C)(C)C)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C | 3880.3 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,1TMS,isomer #2 | CC1C(O)CC2(C)C(O[Si](C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C | 3881.4 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,1TMS,isomer #3 | CC1C(O)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C | 3878.8 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,2TMS,isomer #1 | CC1C(O[Si](C)(C)C)CC2(C)C(O[Si](C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C | 3922.5 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,2TMS,isomer #2 | CC1C(O[Si](C)(C)C)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C | 3937.1 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,2TMS,isomer #3 | CC1C(O)CC2(C)C(O[Si](C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C | 3939.3 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,3TMS,isomer #1 | CC1C(O[Si](C)(C)C)CC2(C)C(O[Si](C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C)C(C)(C)C5CCC43C)C2C1C | 3832.3 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,1TBDMS,isomer #1 | CC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C | 4108.7 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,1TBDMS,isomer #2 | CC1C(O)CC2(C)C(O[Si](C)(C)C(C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C | 4105.9 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,1TBDMS,isomer #3 | CC1C(O)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C | 4101.4 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,2TBDMS,isomer #1 | CC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C(O[Si](C)(C)C(C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O)C(C)(C)C5CCC43C)C2C1C | 4362.1 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,2TBDMS,isomer #2 | CC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C(O)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C | 4384.5 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,2TBDMS,isomer #3 | CC1C(O)CC2(C)C(O[Si](C)(C)C(C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C | 4373.7 | Semi standard non polar | 33892256 | | (3xi,16xi,21xi)-12-Ursene-3,16,21-triol,3TBDMS,isomer #1 | CC1C(O[Si](C)(C)C(C)(C)C)CC2(C)C(O[Si](C)(C)C(C)(C)C)CC3(C)C(=CCC4C5(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C5CCC43C)C2C1C | 4503.9 | 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 - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol GC-MS (Non-derivatized) - 70eV, Positive | splash10-08fu-0003900000-e38b11e6e0c820df2f7e | 2017-09-01 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol GC-MS (3 TMS) - 70eV, Positive | splash10-0bt9-1000059000-4c6aefb56e4da01d97b4 | 2017-10-06 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum | | Predicted GC-MS | Predicted GC-MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 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 - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 10V, Positive-QTOF | splash10-006x-0000900000-97c9e7c76624645c455b | 2016-08-01 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 20V, Positive-QTOF | splash10-00dl-0102900000-ff454ebfc799ab037da3 | 2016-08-01 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 40V, Positive-QTOF | splash10-074i-3375900000-a06669530f608d09c2da | 2016-08-01 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 10V, Negative-QTOF | splash10-0a4i-0000900000-e1b09ca4dd1d5e308df6 | 2016-08-03 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 20V, Negative-QTOF | splash10-052r-0000900000-255d265305a8bbde2976 | 2016-08-03 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 40V, Negative-QTOF | splash10-0096-0003900000-303a7159c0805750390c | 2016-08-03 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 10V, Positive-QTOF | splash10-0a4l-0000900000-458b063db7b0b9e8ef4f | 2021-09-22 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 20V, Positive-QTOF | splash10-0abc-0643900000-d21aa03eeda71b4983d4 | 2021-09-22 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 40V, Positive-QTOF | splash10-007c-1940000000-2e11c9165cdd42b7e8c5 | 2021-09-22 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 10V, Negative-QTOF | splash10-0a4i-0000900000-2e8eabc98b7e3f409adf | 2021-09-22 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 20V, Negative-QTOF | splash10-0a4i-0000900000-80d7372c83503ec36bcb | 2021-09-22 | Wishart Lab | View Spectrum | | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - (3xi,16xi,21xi)-12-Ursene-3,16,21-triol 40V, Negative-QTOF | splash10-0a4i-0000900000-5e92af0c1fc6f3253205 | 2021-09-22 | Wishart Lab | View Spectrum |
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