Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2009-11-30 15:50:50 UTC |
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Update Date | 2022-03-07 02:51:28 UTC |
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HMDB ID | HMDB0013199 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 5-Androstene-3alpha-16beta,17beta-triol |
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Description | 5-Androstene-3alpha-16beta,17beta-triol, also known as 5-androstene-3α-16β,17β-triol, 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. Based on a literature review a small amount of articles have been published on 5-Androstene-3alpha-16beta,17beta-triol. |
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Structure | [H][C@@]12C[C@H](O)[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](O)CC[C@]12C InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13-,14+,15+,16+,17+,18+,19+/m1/s1 |
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Synonyms | Value | Source |
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5-Androstene-3a-16b,17b-triol | Generator | 5-Androstene-3α-16β,17β-triol | Generator | 5-Androstene-3alpha-16beta,17beta-triol | HMDB |
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Chemical Formula | C19H30O3 |
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Average Molecular Weight | 306.446 |
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Monoisotopic Molecular Weight | 306.219494826 |
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IUPAC Name | (1S,2R,5R,10R,11S,13S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,13,14-triol |
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Traditional Name | (1S,2R,5R,10R,11S,13S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-ene-5,13,14-triol |
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CAS Registry Number | 220408-23-1 |
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SMILES | [H][C@@]12C[C@H](O)[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@H](O)CC[C@]12C |
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InChI Identifier | InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13-,14+,15+,16+,17+,18+,19+/m1/s1 |
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InChI Key | GUGSXATYPSGVAY-GCXXXECGSA-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 | - Androgen-skeleton
- 17-hydroxysteroid
- 3-alpha-hydroxysteroid
- 16-hydroxysteroid
- 16-beta-hydroxysteroid
- Hydroxysteroid
- 3-hydroxysteroid
- 3-hydroxy-delta-5-steroid
- Delta-5-steroid
- Cyclic alcohol
- Secondary alcohol
- Polyol
- Organic oxygen compound
- Hydrocarbon derivative
- 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 | |
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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 | 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 SectionsPredictor | Adduct Type | CCS Value (Å2) | Reference |
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DeepCCS | [M-2H]- | 208.205 | 30932474 | DeepCCS | [M+Na]+ | 182.383 | 30932474 |
Predicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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5-Androstene-3alpha-16beta,17beta-triol,1TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](O)CC[C@@]43C)[C@@H]1C[C@H](O[Si](C)(C)C)[C@@H]2O | 2749.7 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,1TMS,isomer #2 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](O)CC[C@@]43C)[C@@H]1C[C@H](O)[C@@H]2O[Si](C)(C)C | 2766.9 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,1TMS,isomer #3 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@H](O)[C@@H]2O | 2736.0 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,2TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@H](O[Si](C)(C)C)[C@@H]2O | 2795.8 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,2TMS,isomer #2 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](O)CC[C@@]43C)[C@@H]1C[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C | 2840.8 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,2TMS,isomer #3 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@H](O)[C@@H]2O[Si](C)(C)C | 2820.8 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,3TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](O[Si](C)(C)C)CC[C@@]43C)[C@@H]1C[C@H](O[Si](C)(C)C)[C@@H]2O[Si](C)(C)C | 2832.6 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC=C4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1O | 3041.1 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)O[C@H]1[C@@H](O)C[C@H]2[C@@H]3CC=C4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C | 3060.2 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@H](O)[C@H](O)[C@@]4(C)CC[C@@H]32)C1 | 3032.2 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC=C4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1O | 3323.6 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC=C4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1O[Si](C)(C)C(C)(C)C | 3399.5 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)O[C@@H]1CC[C@@]2(C)C(=CC[C@H]3[C@@H]4C[C@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]32)C1 | 3368.4 | Semi standard non polar | 33892256 | 5-Androstene-3alpha-16beta,17beta-triol,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]2[C@@H]3CC=C4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@]2(C)[C@H]1O[Si](C)(C)C(C)(C)C | 3612.8 | Semi standard non polar | 33892256 |
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