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 00:05:09 UTC |
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Update Date | 2022-03-07 02:55:53 UTC |
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HMDB ID | HMDB0038745 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Glyuranolide |
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Description | Glyuranolide belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Glyuranolide is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | [H][C@@]12C[C@@]3(C)C[C@H](OC3=O)[C@]1(C)CC[C@]1(C(=O)OC)C2=CC(=O)C2[C@@]3(C)CC[C@H](O)C(C)(C)C3CC[C@@]12C InChI=1S/C31H44O6/c1-26(2)20-8-11-30(6)23(29(20,5)10-9-21(26)33)19(32)14-17-18-15-27(3)16-22(37-24(27)34)28(18,4)12-13-31(17,30)25(35)36-7/h14,18,20-23,33H,8-13,15-16H2,1-7H3/t18-,20?,21-,22-,23?,27-,28+,29-,30+,31+/m0/s1 |
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Synonyms | Value | Source |
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Methyl 3-hydroxy-11-oxo-12-oleanen-29,22a-olid-27-Oate | HMDB | Methyl (1S,2R,5R,6R,11S,14S,19S,21S)-11-hydroxy-2,6,10,10,14,21-hexamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.0²,¹⁹.0⁵,¹⁸.0⁶,¹⁵.0⁹,¹⁴]tetracos-17-ene-5-carboxylic acid | Generator | 3,22-Dihydroxy-11-oxo-delta(12)-oleanene-27-alpha-methoxycarbonyl-29-Oic acid | MeSH | Glyuranolide | MeSH |
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Chemical Formula | C31H44O6 |
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Average Molecular Weight | 512.6775 |
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Monoisotopic Molecular Weight | 512.31378914 |
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IUPAC Name | methyl (1S,2R,5R,6R,11S,14S,19S,21S)-11-hydroxy-2,6,10,10,14,21-hexamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.0²,¹⁹.0⁵,¹⁸.0⁶,¹⁵.0⁹,¹⁴]tetracos-17-ene-5-carboxylate |
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Traditional Name | methyl (1S,2R,5R,6R,11S,14S,19S,21S)-11-hydroxy-2,6,10,10,14,21-hexamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.0²,¹⁹.0⁵,¹⁸.0⁶,¹⁵.0⁹,¹⁴]tetracos-17-ene-5-carboxylate |
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CAS Registry Number | 123914-44-3 |
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SMILES | [H][C@@]12C[C@@]3(C)C[C@H](OC3=O)[C@]1(C)CC[C@]1(C(=O)OC)C2=CC(=O)C2[C@@]3(C)CC[C@H](O)C(C)(C)C3CC[C@@]12C |
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InChI Identifier | InChI=1S/C31H44O6/c1-26(2)20-8-11-30(6)23(29(20,5)10-9-21(26)33)19(32)14-17-18-15-27(3)16-22(37-24(27)34)28(18,4)12-13-31(17,30)25(35)36-7/h14,18,20-23,33H,8-13,15-16H2,1-7H3/t18-,20?,21-,22-,23?,27-,28+,29-,30+,31+/m0/s1 |
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InChI Key | MKDSBDQLSLPNOQ-OZFAJWBBSA-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
- 19-oxosteroid
- Oxosteroid
- Steroid
- Caprolactone
- Cyclohexenone
- Oxepane
- Dicarboxylic acid or derivatives
- Gamma butyrolactone
- Cyclic alcohol
- Methyl ester
- Tetrahydrofuran
- Carboxylic acid ester
- Ketone
- Lactone
- Secondary alcohol
- Organoheterocyclic compound
- Carboxylic acid derivative
- Oxacycle
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic heteropolycyclic compound
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Molecular Framework | Aliphatic 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 | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 301 - 303 °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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Glyuranolide,1TMS,isomer #1 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(=O)C1[C@@]3(C)CC[C@H](O[Si](C)(C)C)C(C)(C)C3CC[C@]12C)C(=O)O4 | 3837.7 | Semi standard non polar | 33892256 | Glyuranolide,1TMS,isomer #2 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(O[Si](C)(C)C)=C1[C@@]3(C)CC[C@H](O)C(C)(C)C3CC[C@]12C)C(=O)O4 | 3780.3 | Semi standard non polar | 33892256 | Glyuranolide,2TMS,isomer #1 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(O[Si](C)(C)C)=C1[C@@]3(C)CC[C@H](O[Si](C)(C)C)C(C)(C)C3CC[C@]12C)C(=O)O4 | 3678.8 | Semi standard non polar | 33892256 | Glyuranolide,2TMS,isomer #1 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(O[Si](C)(C)C)=C1[C@@]3(C)CC[C@H](O[Si](C)(C)C)C(C)(C)C3CC[C@]12C)C(=O)O4 | 3746.2 | Standard non polar | 33892256 | Glyuranolide,1TBDMS,isomer #1 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(=O)C1[C@@]3(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)C3CC[C@]12C)C(=O)O4 | 4045.9 | Semi standard non polar | 33892256 | Glyuranolide,1TBDMS,isomer #2 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(O[Si](C)(C)C(C)(C)C)=C1[C@@]3(C)CC[C@H](O)C(C)(C)C3CC[C@]12C)C(=O)O4 | 4002.0 | Semi standard non polar | 33892256 | Glyuranolide,2TBDMS,isomer #1 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(O[Si](C)(C)C(C)(C)C)=C1[C@@]3(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)C3CC[C@]12C)C(=O)O4 | 4088.8 | Semi standard non polar | 33892256 | Glyuranolide,2TBDMS,isomer #1 | COC(=O)[C@@]12CC[C@@]3(C)[C@@H]4C[C@](C)(C[C@H]3C1=CC(O[Si](C)(C)C(C)(C)C)=C1[C@@]3(C)CC[C@H](O[Si](C)(C)C(C)(C)C)C(C)(C)C3CC[C@]12C)C(=O)O4 | 4204.0 | Standard non polar | 33892256 |
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