| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:25:53 UTC |
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| Update Date | 2020-04-22 15:18:33 UTC |
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| BMDB ID | BMDB0006772 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Adrenosterone |
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| Description | Adrenosterone, also known as Adrenosterone or NSC 12166, 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. Adrenosterone is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Adrenosterone can be biosynthesized from 11b-hydroxyandrost-4-ene-3,17-dione through its interaction with the enzyme corticosteroid 11-beta-dehydrogenase isozyme 1. In cattle, adrenosterone is involved in the metabolic pathway called the androstenedione metabolism pathway. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 11-Keto-androstenedione | ChEBI | | 11-Ketoandrostenedione | ChEBI | | 11-oxo | ChEBI | | 11-Oxoandrost-4-ene-3,17-dione | ChEBI | | 11-Oxoandrostenedione | ChEBI | | 11-Oxy-4-androstenedione | ChEBI | | 4-Androsten-3,11,17-trione | ChEBI | | Andrenosterone | ChEBI | | Androst-4-ene-3,11,17-trione | ChEBI | | NSC 12166 | ChEBI | | Reichstein's substance g | ChEBI | | 4-Androstene-3,11,17-trione | HMDB | | Adrenosterone, 3H-labeled | HMDB |
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| Chemical Formula | C19H24O3 |
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| Average Molecular Weight | 300.3921 |
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| Monoisotopic Molecular Weight | 300.172544634 |
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| IUPAC Name | (1S,2R,10S,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14,17-trione |
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| Traditional Name | adrenosterone |
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| CAS Registry Number | 382-45-6 |
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| SMILES | [H][C@@]12CCC(=O)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C |
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| InChI Identifier | InChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1 |
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| InChI Key | RZRPTBIGEANTGU-IRIMSJTPSA-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
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- Oxosteroid
- 17-oxosteroid
- 11-oxosteroid
- Delta-4-steroid
- Cyclohexenone
- Cyclic ketone
- Ketone
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Organic oxide
- Aliphatic homopolycyclic compound
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| Molecular Framework | Aliphatic homopolycyclic compounds |
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| External Descriptors | |
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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 | 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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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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