| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:47:31 UTC |
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| Update Date | 2020-05-21 16:28:51 UTC |
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| BMDB ID | BMDB0001547 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Corticosterone |
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| Description | Corticosterone, also known as Corticosterone, 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. Thus, corticosterone is considered to be a steroid lipid molecule. Corticosterone exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Corticosterone participates in a number of enzymatic reactions, within cattle. In particular, Corticosterone can be converted into 18-hydroxycorticosterone through its interaction with the enzyme cytochrome P450 11B1. In addition, Corticosterone can be biosynthesized from 11b-hydroxyprogesterone; which is catalyzed by the enzyme steroid 21-hydroxylase. In cattle, corticosterone is involved in the metabolic pathway called the steroidogenesis pathway. Corticosterone is a potentially toxic compound. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (11beta)-11,21-Dihydroxypregn-4-ene-3,20-dione | ChEBI | | 11beta,21-Dihydroxy-4-pregnene-3,20-dione | ChEBI | | 11beta,21-Dihydroxyprogesterone | ChEBI | | 17-Deoxycortisol | ChEBI | | Kendall's compound b | ChEBI | | Reichstein's substance H | ChEBI | | (11b)-11,21-Dihydroxypregn-4-ene-3,20-dione | Generator | | (11Β)-11,21-dihydroxypregn-4-ene-3,20-dione | Generator | | 11b,21-Dihydroxy-4-pregnene-3,20-dione | Generator | | 11Β,21-dihydroxy-4-pregnene-3,20-dione | Generator | | 11b,21-Dihydroxyprogesterone | Generator | | 11Β,21-dihydroxyprogesterone | Generator | | 11,21-Dihydroxypregn-4-ene-3,20-dione | HMDB | | 11,21-Dihydroxyprogesterone | HMDB | | 11-Hydroxycorticoaldosterone | HMDB | | 4-Pregnene-11 corticosteron | HMDB |
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| Chemical Formula | C21H30O4 |
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| Average Molecular Weight | 346.4605 |
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| Monoisotopic Molecular Weight | 346.214409448 |
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| IUPAC Name | (1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one |
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| Traditional Name | (1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one |
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| CAS Registry Number | 50-22-6 |
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| SMILES | [H]OC([H])([H])C(=O)[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]3([H])C([H])([H])C([H])([H])C4=C([H])C(=O)C([H])([H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])[C@@]([H])(O[H])C([H])([H])[C@]12C([H])([H])[H] |
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| InChI Identifier | InChI=1S/C21H30O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h9,14-17,19,22,24H,3-8,10-11H2,1-2H3/t14-,15-,16+,17-,19+,20-,21-/m0/s1 |
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| InChI Key | OMFXVFTZEKFJBZ-HJTSIMOOSA-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-4-steroid
- 3-oxosteroid
- 11-hydroxysteroid
- 11-beta-hydroxysteroid
- Oxosteroid
- Delta-4-steroid
- Cyclohexenone
- Alpha-hydroxy ketone
- Cyclic alcohol
- Ketone
- Secondary alcohol
- Cyclic ketone
- Hydrocarbon derivative
- Organic oxide
- Carbonyl group
- Organic oxygen compound
- Alcohol
- Organooxygen compound
- Primary alcohol
- 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 | Detected 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
- Endoplasmic reticulum
- Membrane
- Mitochondria
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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 | 179 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 0.199 mg/mL | Not Available | | LogP | 1.94 | HANSCH,C ET AL. (1995) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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