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 16:10:20 UTC |
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Update Date | 2021-09-16 15:45:28 UTC |
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HMDB ID | HMDB0060973 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 6(beta)-hydroxyprogesterone |
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Description | 6(beta)-hydroxyprogesterone is a metabolite of progesterone. Progesterone also known as P4 (pregn-4-ene-3,20-dione) is a C-21 steroid hormone involved in the female menstrual cycle, pregnancy and embryogenesis of humans and other species. Progesterone belongs to a class of hormones called progestogens, and is the major naturally occurring human progestogen. (Wikipedia) |
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Structure | CC(=O)[C@@H]1CCC2C3C[C@H](O)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C InChI=1S/C21H30O3/c1-12(22)15-4-5-16-14-11-19(24)18-10-13(23)6-8-21(18,3)17(14)7-9-20(15,16)2/h10,14-17,19,24H,4-9,11H2,1-3H3/t14?,15-,16?,17?,19-,20-,21-/m0/s1 |
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Synonyms | Value | Source |
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6(b)-Hydroxyprogesterone | Generator | 6(Β)-hydroxyprogesterone | Generator |
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Chemical Formula | C21H30O3 |
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Average Molecular Weight | 330.4611 |
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Monoisotopic Molecular Weight | 330.219494826 |
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IUPAC Name | (2S,8S,14R,15R)-14-acetyl-8-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one |
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Traditional Name | (2S,8S,14R,15R)-14-acetyl-8-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one |
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CAS Registry Number | Not Available |
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SMILES | CC(=O)[C@@H]1CCC2C3C[C@H](O)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C |
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InChI Identifier | InChI=1S/C21H30O3/c1-12(22)15-4-5-16-14-11-19(24)18-10-13(23)6-8-21(18,3)17(14)7-9-20(15,16)2/h10,14-17,19,24H,4-9,11H2,1-3H3/t14?,15-,16?,17?,19-,20-,21-/m0/s1 |
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InChI Key | PWCLWZOSAFOXFL-GGSLZABMSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety. |
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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 | Pregnane steroids |
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Direct Parent | Gluco/mineralocorticoids, progestogins and derivatives |
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Alternative Parents | |
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Substituents | - Progestogin-skeleton
- 20-oxosteroid
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- Oxosteroid
- 6-hydroxysteroid
- Hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- Cyclic alcohol
- Cyclic ketone
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organooxygen compound
- 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 | 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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6(beta)-hydroxyprogesterone,1TMS,isomer #1 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 3036.0 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,1TMS,isomer #2 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 3028.9 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,1TMS,isomer #3 | CC(=O)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 2961.0 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,1TMS,isomer #4 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 2966.6 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 3001.1 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 2867.6 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 3284.7 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #2 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 2869.0 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #2 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 2866.7 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #2 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3286.9 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #3 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 2908.4 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #3 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 2831.4 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #3 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 3377.7 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #4 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 2969.4 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #4 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 2985.1 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #4 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3342.7 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #5 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 2878.6 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #5 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 2970.2 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TMS,isomer #5 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3436.4 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,3TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 2853.6 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 2913.9 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TMS,isomer #1 | CC(O[Si](C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3270.9 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,3TMS,isomer #2 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 2808.7 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TMS,isomer #2 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 2898.5 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TMS,isomer #2 | C=C(O[Si](C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C)C4=CC(O[Si](C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3348.9 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,1TBDMS,isomer #1 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 3252.6 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,1TBDMS,isomer #2 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 3265.4 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,1TBDMS,isomer #3 | CC(=O)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3197.3 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,1TBDMS,isomer #4 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 3202.0 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 3443.2 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 3363.7 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@@]12C | 3521.4 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #2 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3314.3 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #2 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3344.2 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #2 | CC(=O)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3515.1 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 3344.6 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 3331.1 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #3 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(=O)CC[C@@]4(C)C3CC[C@]21C | 3587.4 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #4 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3417.9 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #4 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3447.5 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #4 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3581.5 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #5 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3321.7 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #5 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3438.0 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,2TBDMS,isomer #5 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3651.2 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,3TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3497.7 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3540.5 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TBDMS,isomer #1 | CC(O[Si](C)(C)C(C)(C)C)=C1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@@]12C | 3552.4 | Standard polar | 33892256 | 6(beta)-hydroxyprogesterone,3TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3461.3 | Semi standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3522.3 | Standard non polar | 33892256 | 6(beta)-hydroxyprogesterone,3TBDMS,isomer #2 | C=C(O[Si](C)(C)C(C)(C)C)[C@@H]1CCC2C3C[C@H](O[Si](C)(C)C(C)(C)C)C4=CC(O[Si](C)(C)C(C)(C)C)=CC[C@@]4(C)C3CC[C@]21C | 3598.3 | Standard polar | 33892256 |
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