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 19:22:14 UTC |
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Update Date | 2022-03-07 02:54:08 UTC |
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HMDB ID | HMDB0034517 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | beta-Glycyrrhetinic acid |
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Description | beta-Glycyrrhetinic acid, also known as b-glycyrrhetinate or 18alpha-ga, 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 beta-Glycyrrhetinic acid. |
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Structure | [H][C@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21+,22+,23-,26-,27+,28+,29-,30-/m1/s1 |
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Synonyms | Value | Source |
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b-Glycyrrhetinate | Generator | b-Glycyrrhetinic acid | Generator | beta-Glycyrrhetinate | Generator | Β-glycyrrhetinate | Generator | Β-glycyrrhetinic acid | Generator | 18alpha-GA | MeSH | 18beta-GA | MeSH | 18beta-Glycyrrhetinic acid | MeSH | 18 alpha-Glycyrrhetinic acid | HMDB | 18-Isoglycyrrhetinic acid | HMDB | 18a-Glycyrrhetic acid | HMDB | 18alpha-Olean-12-en-30-Oic acid, 3beta-hydroxy-11-oxo- (6ci,7ci,8ci) | HMDB | 3-Hydroxy-11-oxo-(3beta,18alpha,20beta)-olean-12-en-29-Oic acid | HMDB | Isoglycyrrhetinic acid | HMDB | 18a-Glycyrrhetinate | Generator | 18a-Glycyrrhetinic acid | Generator | 18alpha-Glycyrrhetinate | Generator | 18Α-glycyrrhetinate | Generator | 18Α-glycyrrhetinic acid | Generator |
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Chemical Formula | C30H46O4 |
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Average Molecular Weight | 470.6838 |
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Monoisotopic Molecular Weight | 470.33960996 |
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IUPAC Name | (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylic acid |
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Traditional Name | (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bS)-10-hydroxy-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,7,8,8a,10,11,12,12b,14b-dodecahydro-1H-picene-2-carboxylic acid |
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CAS Registry Number | 1449-05-4 |
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SMILES | [H][C@]12C[C@](C)(CC[C@]1(C)CC[C@]1(C)C2=CC(=O)[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]12C)C(O)=O |
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InChI Identifier | InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21+,22+,23-,26-,27+,28+,29-,30-/m1/s1 |
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InChI Key | MPDGHEJMBKOTSU-PMTKVOBESA-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
- Cyclohexenone
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- 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 | |
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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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beta-Glycyrrhetinic acid,1TMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@H]3C[C@@](C)(C(=O)O)CC[C@]3(C)CC[C@]21C | 4029.1 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,1TMS,isomer #2 | CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@H]3C[C@@](C)(C(=O)O[Si](C)(C)C)CC[C@]3(C)CC[C@]21C | 3932.4 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,1TMS,isomer #3 | CC1(C)[C@@H](O)CC[C@]2(C)C3=C(O[Si](C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 3879.8 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,2TMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@H]3C[C@@](C)(C(=O)O[Si](C)(C)C)CC[C@]3(C)CC[C@]21C | 3904.3 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,2TMS,isomer #2 | CC1(C)[C@@H](O[Si](C)(C)C)CC[C@]2(C)C3=C(O[Si](C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 3813.1 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,2TMS,isomer #3 | CC1(C)[C@@H](O)CC[C@]2(C)C3=C(O[Si](C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O[Si](C)(C)C)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 3761.9 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,3TMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C)CC[C@]2(C)C3=C(O[Si](C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O[Si](C)(C)C)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 3692.0 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,3TMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C)CC[C@]2(C)C3=C(O[Si](C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O[Si](C)(C)C)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 3688.4 | Standard non polar | 33892256 | beta-Glycyrrhetinic acid,1TBDMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@H]3C[C@@](C)(C(=O)O)CC[C@]3(C)CC[C@]21C | 4217.5 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,1TBDMS,isomer #2 | CC1(C)[C@@H](O)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@H]3C[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C)CC[C@]21C | 4167.9 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,1TBDMS,isomer #3 | CC1(C)[C@@H](O)CC[C@]2(C)C3=C(O[Si](C)(C)C(C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 4113.6 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,2TBDMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@@]2(C)[C@H]1CC[C@]1(C)[C@@H]2C(=O)C=C2[C@H]3C[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]3(C)CC[C@]21C | 4344.4 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,2TBDMS,isomer #2 | CC1(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]2(C)C3=C(O[Si](C)(C)C(C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 4233.6 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,2TBDMS,isomer #3 | CC1(C)[C@@H](O)CC[C@]2(C)C3=C(O[Si](C)(C)C(C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 4202.2 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,3TBDMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]2(C)C3=C(O[Si](C)(C)C(C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 4291.1 | Semi standard non polar | 33892256 | beta-Glycyrrhetinic acid,3TBDMS,isomer #1 | CC1(C)[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]2(C)C3=C(O[Si](C)(C)C(C)(C)C)C=C4[C@H]5C[C@@](C)(C(=O)O[Si](C)(C)C(C)(C)C)CC[C@]5(C)CC[C@@]4(C)[C@]3(C)CC[C@@H]12 | 4381.6 | 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 - beta-Glycyrrhetinic acid GC-MS (Non-derivatized) - 70eV, Positive | splash10-0a4l-0216900000-74f3465dcca9019ca951 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-Glycyrrhetinic acid GC-MS (2 TMS) - 70eV, Positive | splash10-0f6t-1021592000-56e1df4c4a6a4d9460dd | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - beta-Glycyrrhetinic 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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Experimental LC-MS/MS | LC-MS/MS Spectrum - beta-Glycyrrhetinic acid Linear Ion Trap , negative-QTOF | splash10-004i-0000900000-3483213eb90b7762fb72 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - beta-Glycyrrhetinic acid Linear Ion Trap , negative-QTOF | splash10-004i-0000900000-5fa2c06264507f4f3c15 | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - beta-Glycyrrhetinic acid Linear Ion Trap , positive-QTOF | splash10-004i-0342900000-10ea26e7f92faaef6f2d | 2017-09-14 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 40V, Positive-QTOF | splash10-05i0-0920100000-2d3223a633769dc0e638 | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 20V, Positive-QTOF | splash10-00di-0000900000-9e7d44415d3a88016d9f | 2021-09-20 | HMDB team, MONA | View Spectrum | Experimental LC-MS/MS | LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 10V, Positive-QTOF | splash10-00di-0000900000-b9d584487d89a81e7f29 | 2021-09-20 | HMDB team, MONA | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 10V, Positive-QTOF | splash10-0uk9-0000900000-4fd1d9106fe4e18c8fa4 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 20V, Positive-QTOF | splash10-0pbi-0101900000-219872d2c000651a313b | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 40V, Positive-QTOF | splash10-0ar0-2908700000-29dd3e801a0b370c5cf8 | 2016-08-02 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 10V, Negative-QTOF | splash10-014i-0000900000-f48f58fd0b19d7113d85 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 20V, Negative-QTOF | splash10-0690-0000900000-dd269ff3ff161d041bad | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 40V, Negative-QTOF | splash10-0pb9-1001900000-473216311a73be4966f8 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 10V, Negative-QTOF | splash10-014i-0000900000-d60788820b8857f5a5d5 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 20V, Negative-QTOF | splash10-014i-0000900000-d60788820b8857f5a5d5 | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 40V, Negative-QTOF | splash10-01bc-2000900000-2ccd14915fa2a3e27d8f | 2021-09-23 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 10V, Positive-QTOF | splash10-00di-0000900000-296f14837562a59678ca | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 20V, Positive-QTOF | splash10-05i0-0001900000-0227108f5ac33bae6da3 | 2021-09-24 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - beta-Glycyrrhetinic acid 40V, Positive-QTOF | splash10-01b9-4329000000-15bb26ca9bcb86b1f04e | 2021-09-24 | Wishart Lab | View Spectrum |
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