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 16:18:52 UTC |
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Update Date | 2021-09-14 15:45:37 UTC |
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HMDB ID | HMDB0061106 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 6beta-hydroxybudesonide |
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Description | 6β-hydroxybudesonide is a metabolite of budesonide. Budesonide is a glucocorticoid steroid for the treatment of asthma and non-infectious rhinitis (including hay fever and other allergies), and for treatment and prevention of nasal polyposis. In addition, it is used for Crohn's disease. (Wikipedia) |
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Structure | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO InChI=1S/C25H34O7/c1-4-5-21-31-20-10-15-14-9-17(28)16-8-13(27)6-7-23(16,2)22(14)18(29)11-24(15,3)25(20,32-21)19(30)12-26/h6-8,14-15,17-18,20-22,26,28-29H,4-5,9-12H2,1-3H3/t14?,15?,17-,18+,20?,21?,22?,23+,24+,25-/m1/s1 |
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Synonyms | Value | Source |
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6b-Hydroxybudesonide | Generator | 6Β-hydroxybudesonide | Generator |
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Chemical Formula | C25H34O7 |
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Average Molecular Weight | 446.5333 |
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Monoisotopic Molecular Weight | 446.230453442 |
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IUPAC Name | (8S,9S,11S,13R,19R)-11,19-dihydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosa-14,17-dien-16-one |
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Traditional Name | (8S,9S,11S,13R,19R)-11,19-dihydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-propyl-5,7-dioxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosa-14,17-dien-16-one |
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CAS Registry Number | Not Available |
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SMILES | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@@]2(O1)C(=O)CO |
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InChI Identifier | InChI=1S/C25H34O7/c1-4-5-21-31-20-10-15-14-9-17(28)16-8-13(27)6-7-23(16,2)22(14)18(29)11-24(15,3)25(20,32-21)19(30)12-26/h6-8,14-15,17-18,20-22,26,28-29H,4-5,9-12H2,1-3H3/t14?,15?,17-,18+,20?,21?,22?,23+,24+,25-/m1/s1 |
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InChI Key | JBVVDXJXIDYDMF-QNOBRMIYSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. |
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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 | Hydroxysteroids |
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Direct Parent | 21-hydroxysteroids |
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Alternative Parents | |
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Substituents | - Progestogin-skeleton
- 21-hydroxysteroid
- Pregnane-skeleton
- 20-oxosteroid
- 3-oxo-delta-1,4-steroid
- 3-oxosteroid
- 11-hydroxysteroid
- 11-beta-hydroxysteroid
- 6-hydroxysteroid
- Oxosteroid
- Delta-1,4-steroid
- Meta-dioxolane
- Cyclic alcohol
- Alpha-hydroxy ketone
- Cyclic ketone
- Secondary alcohol
- Ketone
- Organoheterocyclic compound
- Acetal
- Oxacycle
- Organic oxygen compound
- Carbonyl group
- Organooxygen compound
- Alcohol
- Primary alcohol
- Hydrocarbon derivative
- Organic oxide
- 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 | 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 | | Show more...
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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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6beta-hydroxybudesonide,1TMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO)O1 | 3584.2 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,1TMS,isomer #2 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=O)CO)O1 | 3557.6 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,1TMS,isomer #3 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C)O1 | 3652.5 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,1TMS,isomer #4 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C)O1 | 3620.7 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=O)CO)O1 | 3454.6 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TMS,isomer #2 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C)O1 | 3551.4 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TMS,isomer #3 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C)O1 | 3509.5 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TMS,isomer #4 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C)O1 | 3513.4 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TMS,isomer #5 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C)O1 | 3474.2 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TMS,isomer #6 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C)O[Si](C)(C)C)O1 | 3588.4 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C)O1 | 3442.3 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TMS,isomer #2 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C)O1 | 3406.0 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TMS,isomer #3 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C)O[Si](C)(C)C)O1 | 3470.5 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TMS,isomer #4 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C)O[Si](C)(C)C)O1 | 3428.2 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,4TMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C)O[Si](C)(C)C)O1 | 3372.6 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,4TMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C)O[Si](C)(C)C)O1 | 3553.7 | Standard non polar | 33892256 | 6beta-hydroxybudesonide,4TMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C)O[Si](C)(C)C)O1 | 4107.2 | Standard polar | 33892256 | 6beta-hydroxybudesonide,1TBDMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO)O1 | 3808.4 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,1TBDMS,isomer #2 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]3(C)[C@]2(C(=O)CO)O1 | 3791.7 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,1TBDMS,isomer #3 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C(C)(C)C)O1 | 3897.3 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,1TBDMS,isomer #4 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C(C)(C)C)O1 | 3843.9 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TBDMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]3(C)[C@]2(C(=O)CO)O1 | 3922.8 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TBDMS,isomer #2 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C(C)(C)C)O1 | 4024.0 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TBDMS,isomer #3 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C(C)(C)C)O1 | 3949.3 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TBDMS,isomer #4 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C(C)(C)C)O1 | 3991.5 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TBDMS,isomer #5 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C(C)(C)C)O1 | 3923.8 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,2TBDMS,isomer #6 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1 | 4051.8 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TBDMS,isomer #1 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]3(C)[C@]2(C(=O)CO[Si](C)(C)C(C)(C)C)O1 | 4118.5 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TBDMS,isomer #2 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]3(C)[C@]2(C(=CO)O[Si](C)(C)C(C)(C)C)O1 | 4063.5 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TBDMS,isomer #3 | CCCC1OC2CC3C4C[C@@H](O[Si](C)(C)C(C)(C)C)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1 | 4148.0 | Semi standard non polar | 33892256 | 6beta-hydroxybudesonide,3TBDMS,isomer #4 | CCCC1OC2CC3C4C[C@@H](O)C5=CC(=O)C=C[C@]5(C)C4[C@@H](O[Si](C)(C)C(C)(C)C)C[C@]3(C)[C@]2(C(=CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O1 | 4114.3 | Semi standard non polar | 33892256 |
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