Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:29:32 UTC |
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Update Date | 2020-06-04 23:02:00 UTC |
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BMDB ID | BMDB0000374 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 17-Hydroxyprogesterone |
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Description | 17-17-17-hydroxyprogesterone, also known as 17-hydroxyprogesterone or 17-17-hydroxyprogesterone, 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, 17-17-hydroxyprogesterone is considered to be a steroid lipid molecule. 17-17-17-hydroxyprogesterone exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. 17-17-17-hydroxyprogesterone exists in all living organisms, ranging from bacteria to humans. 17-17-17-hydroxyprogesterone participates in a number of enzymatic reactions, within cattle. In particular, 17-17-17-hydroxyprogesterone can be converted into 21-deoxycortisol through the action of the enzyme cytochrome P450 11B1. In addition, 17-17-17-hydroxyprogesterone can be biosynthesized from progesterone through its interaction with the enzyme steroid 17-alpha-hydroxylase/17,20 lyase. In cattle, 17-17-hydroxyprogesterone is involved in the metabolic pathway called the steroidogenesis pathway. 17-17-17-hydroxyprogesterone is a potentially toxic compound. |
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Structure | |
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Synonyms | Value | Source |
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17-Hydroxypregn-4-en-3,20-dione | ChEBI | 17alpha-Hydroxy-4-pregnene-3,20-dione | ChEBI | 17alpha-Hydroxy-progesterone | ChEBI | delta(4)-Pregnene-17alpha-ol-3,20-dione | ChEBI | Hidroxiprogesterona | ChEBI | Hydroxyprogesterone | ChEBI | Hydroxyprogesteronum | ChEBI | Pregn-4-ene-3,20-dione-17-ol | ChEBI | 17a-Hydroxy-4-pregnene-3,20-dione | Generator | 17Α-hydroxy-4-pregnene-3,20-dione | Generator | 17a-Hydroxy-progesterone | Generator | 17Α-hydroxy-progesterone | Generator | delta(4)-Pregnene-17a-ol-3,20-dione | Generator | Δ(4)-pregnene-17α-ol-3,20-dione | Generator | Δ(4)-pregnene-17a-ol-3,20-dione | HMDB | 17-alpha-Hydroxyprogesterone | HMDB | 17-Hydroxypregn-4-ene-3,20-dione | HMDB | 17-OH Progesterone | HMDB | 17-OHP | HMDB | 17a-Hydroxypregn-4-ene-3,20-dione | HMDB | 17a-Hydroxyprogesterone | HMDB | 17alpha-Hydroxyprogesterone | HMDB | D4-Pregnen-17a-ol-3,20-dione | HMDB | Gestageno | HMDB | Gestageno gador | HMDB | Pregn-4-en-17a-ol-3,20-dione | HMDB | Prodix | HMDB | Prodox | HMDB | 17 Hydroxyprogesterone | HMDB | 17-Hydroxyprogesterone, (17 alpha)-isomer | HMDB | 17 alpha Hydroxyprogesterone | HMDB | 17 alpha-Hydroxyprogesterone | HMDB | 17-Hydroxyprogesterone, (9 beta, 10 alpha)-isomer | HMDB |
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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 | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | 68-96-2 |
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SMILES | Not Available |
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InChI Identifier | InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1 |
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InChI Key | DBPWSSGDRRHUNT-CEGNMAFCSA-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
- 17-hydroxysteroid
- Oxosteroid
- Hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- Alpha-hydroxy ketone
- Cyclic alcohol
- Tertiary alcohol
- Cyclic ketone
- Ketone
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Alcohol
- Organooxygen compound
- Organic oxide
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | - 17alpha-hydroxy steroid (CHEBI:17252 )
- Progestagens (C01176 )
- C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030161 )
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Ontology |
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Status | Detected and 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
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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 | 219 - 220 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 0.00648 mg/mL | Not Available | LogP | 3.17 | HANSCH,C ET AL. (1995) |
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Predicted Properties | Not Available |
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Spectra |
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Spectra | |
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