Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:29:20 UTC |
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Update Date | 2020-06-04 20:39:42 UTC |
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BMDB ID | BMDB0000363 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 17a-Hydroxypregnenolone |
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Description | 17a-17a-17a-hydroxypregnenolone 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, 17a-17a-hydroxypregnenolone is considered to be a steroid lipid molecule. 17a-17a-17a-hydroxypregnenolone exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. 17a-17a-17a-hydroxypregnenolone participates in a number of enzymatic reactions, within cattle. In particular, 17a-17a-17a-hydroxypregnenolone can be converted into 17-hydroxyprogesterone; which is mediated by the enzyme 3-beta-HSD 1. In addition, 17a-17a-17a-hydroxypregnenolone can be biosynthesized from pregnenolone through the action of the enzyme steroid 17-alpha-hydroxylase/17,20 lyase. In cattle, 17a-17a-hydroxypregnenolone is involved in the metabolic pathway called the steroidogenesis pathway. 17a-17a-17a-hydroxypregnenolone is a potentially toxic compound. |
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Structure | |
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Synonyms | Value | Source |
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(3beta)-3,17-Dihydroxypregn-5-en-20-one | ChEBI | 17-Hydroxypregnenolone | ChEBI | 5-Pregnen-3beta,17alpha-diol-20-one | ChEBI | (3b)-3,17-Dihydroxypregn-5-en-20-one | Generator | (3Β)-3,17-dihydroxypregn-5-en-20-one | Generator | 5-Pregnen-3b,17a-diol-20-one | Generator | 5-Pregnen-3β,17α-diol-20-one | Generator | 17-Hydroxy-D5-pregnenolone | HMDB | 17-OH-Pregnenolone | HMDB | 17a-Hydroxypregnolone | HMDB | 17alpha-Hydroxypregnanolone | HMDB | 17alpha-Hydroxypregnenolone | HMDB | 3b,17-Dihydroxy-5-pregnen-20-one | HMDB | 3b,17-Dihydroxy-pregn-5-en-20-one | HMDB | 3b,17a-Dihydroxypregn-5-en-20-one | HMDB | 17alpha Hydroxypregnenolone | HMDB | Hydroxypregnenolone | HMDB | 17 Hydroxypregnenolone | HMDB | 17 alpha Hydroxypregnenolone | HMDB | 17-Hydroxypregnenolone, (3alpha)-isomer | HMDB | 17-Hydroxypregnenolone, (3beta,13alpha)-isomer | HMDB | 17-alpha-Hydroxypregnenolone | HMDB | 17 alpha-Hydroxypregnenolone | HMDB | 17-Hydroxypregnenolone, (3beta,13alpha,17alpha)-isomer | HMDB | 17-Hydroxypregnenolone, (3beta,17alpha)-isomer | HMDB |
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Chemical Formula | C21H32O3 |
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Average Molecular Weight | 332.477 |
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Monoisotopic Molecular Weight | 332.23514489 |
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IUPAC Name | Not Available |
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Traditional Name | Not Available |
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CAS Registry Number | 387-79-1 |
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SMILES | Not Available |
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InChI Identifier | InChI=1S/C21H32O3/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/h4,15-18,23-24H,5-12H2,1-3H3/t15-,16+,17-,18-,19-,20-,21-/m0/s1 |
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InChI Key | JERGUCIJOXJXHF-TVWVXWENSA-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-hydroxy-delta-5-steroid
- 3-hydroxysteroid
- 17-hydroxysteroid
- 3-beta-hydroxysteroid
- 3-beta-hydroxy-delta-5-steroid
- Oxosteroid
- Hydroxysteroid
- Delta-5-steroid
- Alpha-hydroxy ketone
- Tertiary alcohol
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Alcohol
- 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 | 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 | 266 - 271 °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 | Not Available |
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Spectra |
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Spectra | |
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