| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:02:38 UTC |
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| Update Date | 2020-05-11 20:56:05 UTC |
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| BMDB ID | BMDB0003069 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | 20a-Dihydroprogesterone |
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| Description | 20a-Dihydroprogesterone, also known as 20b-hydroxy-4-pregnen-3-one or 20-alpha-progerol, 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. Thus, 20a-dihydroprogesterone is considered to be a steroid lipid molecule. 20a-Dihydroprogesterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 20beta-Dihydroprogesterone | ChEBI | | 20beta-Hydroxy-4-pregnen-3-one | ChEBI | | 20beta-Hydroxypregn-4-en-3-one | ChEBI | | 20b-Dihydroprogesterone | Generator | | 20Β-dihydroprogesterone | Generator | | 20b-Hydroxy-4-pregnen-3-one | Generator | | 20Β-hydroxy-4-pregnen-3-one | Generator | | 20b-Hydroxypregn-4-en-3-one | Generator | | 20Β-hydroxypregn-4-en-3-one | Generator | | Dihydrogesterone | HMDB | | Dihydroxyprogesterone | HMDB | | Dihydroprogesterone | HMDB | | Algestone | HMDB |
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| Chemical Formula | C21H32O2 |
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| Average Molecular Weight | 316.4776 |
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| Monoisotopic Molecular Weight | 316.240230268 |
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| IUPAC Name | (1S,2R,10S,11S,14S,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one |
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| Traditional Name | 20β-dihydroprogesterone |
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| CAS Registry Number | 145-14-2 |
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| SMILES | [H][C@@]12CC[C@H]([C@@H](C)O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C |
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| InChI Identifier | InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h12-13,16-19,22H,4-11H2,1-3H3/t13-,16+,17-,18+,19+,20+,21-/m1/s1 |
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| InChI Key | RWBRUCCWZPSBFC-SJOKZOANSA-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-hydroxysteroid
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- Oxosteroid
- Hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- 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 | - 20-hydroxypregn-4-en-3-one (CHEBI:36729 )
- C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030153 )
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| Ontology |
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| Status | Expected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | - Cell membrane
- Cytoplasm
- Membrane
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 126 - 131 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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