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 21:55:50 UTC |
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Update Date | 2022-03-07 02:55:03 UTC |
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HMDB ID | HMDB0036757 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Bryonolic acid |
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Description | Bryonolic acid, also known as bryonolate, belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. Bryonolic acid has been detected, but not quantified in, several different foods, such as calabashes (Lagenaria siceraria), fruits, olives (Olea europaea), towel gourds (Luffa aegyptiaca), and watermelons (Citrullus lanatus). This could make bryonolic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Bryonolic acid. |
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Structure | CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O InChI=1S/C30H48O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-23,31H,8-18H2,1-7H3,(H,32,33) |
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Synonyms | Value | Source |
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Bryonolate | Generator | 3beta-Hydroxy-D-C-friedoolean-8-en-29-Oic acid | MeSH | 10-Hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylate | Generator | Bryonolic acid | MeSH |
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Chemical Formula | C30H48O3 |
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Average Molecular Weight | 456.7003 |
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Monoisotopic Molecular Weight | 456.360345402 |
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IUPAC Name | 10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,2,3,4,4a,5,6,6a,7,8,8a,9,10,11,12,12a,13,14,14a,14b-icosahydropicene-2-carboxylic acid |
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Traditional Name | 10-hydroxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,13,14,14b-tetradecahydropicene-2-carboxylic acid |
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CAS Registry Number | 24480-45-3 |
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SMILES | CC1(C)C(O)CCC2(C)C1CCC1=C2CCC2(C)C3CC(C)(CCC3(C)CCC12C)C(O)=O |
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InChI Identifier | InChI=1S/C30H48O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h21-23,31H,8-18H2,1-7H3,(H,32,33) |
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InChI Key | BHVJSLPLFOAMEV-UHFFFAOYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Alcohols and polyols |
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Direct Parent | Cyclic alcohols and derivatives |
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Alternative Parents | |
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Substituents | - Cyclic alcohol
- Secondary alcohol
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Carboxylic acid derivative
- Organic oxide
- Hydrocarbon derivative
- Carbonyl group
- 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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Bryonolic acid,1TMS,isomer #1 | CC1(C(=O)O)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C)C(C)(C)C1CC4 | 3808.1 | Semi standard non polar | 33892256 | Bryonolic acid,1TMS,isomer #2 | CC1(C(=O)O[Si](C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O)C(C)(C)C1CC4 | 3705.0 | Semi standard non polar | 33892256 | Bryonolic acid,2TMS,isomer #1 | CC1(C(=O)O[Si](C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C)C(C)(C)C1CC4 | 3684.6 | Semi standard non polar | 33892256 | Bryonolic acid,1TBDMS,isomer #1 | CC1(C(=O)O)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC4 | 4027.7 | Semi standard non polar | 33892256 | Bryonolic acid,1TBDMS,isomer #2 | CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O)C(C)(C)C1CC4 | 3944.8 | Semi standard non polar | 33892256 | Bryonolic acid,2TBDMS,isomer #1 | CC1(C(=O)O[Si](C)(C)C(C)(C)C)CCC2(C)CCC3(C)C4=C(CCC3(C)C2C1)C1(C)CCC(O[Si](C)(C)C(C)(C)C)C(C)(C)C1CC4 | 4156.2 | Semi standard non polar | 33892256 |
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