Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2013-07-09 16:17:46 UTC |
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Update Date | 2021-09-14 15:19:03 UTC |
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HMDB ID | HMDB0061092 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | fluticasone 17beta-carboxylic acid |
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Description | fluticasone 17beta-carboxylic acid belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. fluticasone 17beta-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa). |
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Structure | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O InChI=1S/C21H26F2O5/c1-10-6-12-13-8-15(22)14-7-11(24)4-5-18(14,2)20(13,23)16(25)9-19(12,3)21(10,28)17(26)27/h4-5,7,10,12-13,15-16,25,28H,6,8-9H2,1-3H3,(H,26,27)/t10-,12?,13?,15+,16+,18+,19+,20+,21+/m1/s1 |
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Synonyms | Value | Source |
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Fluticasone 17b-carboxylate | Generator | Fluticasone 17b-carboxylic acid | Generator | Fluticasone 17beta-carboxylate | Generator | Fluticasone 17β-carboxylate | Generator | Fluticasone 17β-carboxylic acid | Generator |
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Chemical Formula | C21H26F2O5 |
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Average Molecular Weight | 396.4249 |
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Monoisotopic Molecular Weight | 396.174830352 |
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IUPAC Name | (1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid |
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Traditional Name | (1R,2S,8S,13R,14R,15S,17S)-1,8-difluoro-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-diene-14-carboxylic acid |
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CAS Registry Number | Not Available |
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SMILES | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(O)=O |
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InChI Identifier | InChI=1S/C21H26F2O5/c1-10-6-12-13-8-15(22)14-7-11(24)4-5-18(14,2)20(13,23)16(25)9-19(12,3)21(10,28)17(26)27/h4-5,7,10,12-13,15-16,25,28H,6,8-9H2,1-3H3,(H,26,27)/t10-,12?,13?,15+,16+,18+,19+,20+,21+/m1/s1 |
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InChI Key | QSVBUQTYFQFEHC-FULJYSEXSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Androstane steroids |
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Direct Parent | Androgens and derivatives |
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Alternative Parents | |
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Substituents | - 20-hydroxysteroid
- Androgen-skeleton
- 3-oxo-delta-1,4-steroid
- Hydroxysteroid
- Halo-steroid
- 6-halo-steroid
- 9-halo-steroid
- 3-oxosteroid
- 17-hydroxysteroid
- 11-hydroxysteroid
- 11-beta-hydroxysteroid
- Oxosteroid
- Delta-1,4-steroid
- Hydroxy acid
- Alpha-hydroxy acid
- Cyclic alcohol
- Tertiary alcohol
- Cyclic ketone
- Secondary alcohol
- Fluorohydrin
- Halohydrin
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Alcohol
- Organooxygen compound
- Organic oxide
- Carbonyl group
- Organic oxygen compound
- Hydrocarbon derivative
- Alkyl halide
- Organofluoride
- Organohalogen compound
- Alkyl fluoride
- 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 | 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 Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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fluticasone 17beta-carboxylic acid,1TMS,isomer #1 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O | 3028.2 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,1TMS,isomer #2 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O | 3118.3 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,1TMS,isomer #3 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C | 2996.2 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,2TMS,isomer #1 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O | 3033.9 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,2TMS,isomer #2 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C | 2912.4 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,2TMS,isomer #3 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O[Si](C)(C)C | 3007.8 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,3TMS,isomer #1 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C)C(=O)O[Si](C)(C)C | 2941.0 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,1TBDMS,isomer #1 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O | 3254.2 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,1TBDMS,isomer #2 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O | 3346.8 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,1TBDMS,isomer #3 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C(C)(C)C | 3234.2 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,2TBDMS,isomer #1 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O | 3490.5 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,2TBDMS,isomer #2 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O)C(=O)O[Si](C)(C)C(C)(C)C | 3370.4 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,2TBDMS,isomer #3 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3472.5 | Semi standard non polar | 33892256 | fluticasone 17beta-carboxylic acid,3TBDMS,isomer #1 | C[C@@H]1CC2C3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]2(C)[C@@]1(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 3598.5 | Semi standard non polar | 33892256 |
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