| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation Date | 2016-09-30 23:07:20 UTC |
|---|
| Update Date | 2020-05-21 16:28:51 UTC |
|---|
| BMDB ID | BMDB0004031 |
|---|
| Secondary Accession Numbers | |
|---|
| Metabolite Identification |
|---|
| Common Name | 11b-Hydroxyprogesterone |
|---|
| Description | 11b-Hydroxyprogesterone, also known as 11b-hydroxyprogesterone, 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. 11b-Hydroxyprogesterone is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 11b-Hydroxyprogesterone participates in a number of enzymatic reactions, within cattle. In particular, 11b-Hydroxyprogesterone can be converted into corticosterone; which is catalyzed by the enzyme steroid 21-hydroxylase. In addition, 11b-Hydroxyprogesterone can be biosynthesized from 21-deoxycortisol through its interaction with the enzyme steroid 17-alpha-hydroxylase/17,20 lyase. In cattle, 11b-hydroxyprogesterone is involved in the metabolic pathway called the steroidogenesis pathway. |
|---|
| Structure | |
|---|
| Synonyms | | Value | Source |
|---|
| (11beta)-11-Hydroxypregn-4-ene-3,20-dione | HMDB | | 11-beta-Hydroxypregn-4-ene-3,20-dione | HMDB | | 11-beta-Hydroxyprogesterone | HMDB | | 11beta-Hydroxypregn-4-ene-3,20-dione | HMDB | | 11beta-Hydroxyprogesterone | HMDB | | 21-Deoxycorticosterone | HMDB |
|
|---|
| Chemical Formula | C20H28O4 |
|---|
| Average Molecular Weight | 332.4339 |
|---|
| Monoisotopic Molecular Weight | 332.198759384 |
|---|
| IUPAC Name | (1S,2R,10S,11S,14S,15S,17R)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-14-carboxylic acid |
|---|
| Traditional Name | (1S,2R,10S,11S,14S,15S,17R)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-14-carboxylic acid |
|---|
| CAS Registry Number | 600-57-7 |
|---|
| SMILES | [H][C@@]12CC[C@H](C(O)=O)[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C |
|---|
| InChI Identifier | InChI=1S/C20H28O4/c1-19-8-7-12(21)9-11(19)3-4-13-14-5-6-15(18(23)24)20(14,2)10-16(22)17(13)19/h9,13-17,22H,3-8,10H2,1-2H3,(H,23,24)/t13-,14-,15+,16+,17+,19-,20-/m0/s1 |
|---|
| InChI Key | XEFVQCSDIKHROY-CAPFDLLWSA-N |
|---|
| Chemical Taxonomy |
|---|
| 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. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Lipids and lipid-like molecules |
|---|
| Class | Steroids and steroid derivatives |
|---|
| Sub Class | Androstane steroids |
|---|
| Direct Parent | Androgens and derivatives |
|---|
| Alternative Parents | |
|---|
| Substituents | - 20-hydroxysteroid
- Androgen-skeleton
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- 11-hydroxysteroid
- 11-alpha-hydroxysteroid
- Oxosteroid
- Hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- Cyclic alcohol
- Cyclic ketone
- Secondary alcohol
- Ketone
- Carboxylic acid
- Carboxylic acid derivative
- Monocarboxylic acid or derivatives
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Organooxygen compound
- Alcohol
- Aliphatic homopolycyclic compound
|
|---|
| Molecular Framework | Aliphatic homopolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Ontology |
|---|
| Status | Expected but not Quantified |
|---|
| Origin | |
|---|
| Biofunction | Not Available |
|---|
| Application | Not Available |
|---|
| Cellular locations | - Cell membrane
- Cytoplasm
- Membrane
- Myelin sheath
|
|---|
| Physical Properties |
|---|
| State | Solid |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|
| Spectra |
|---|
| Spectra | | Spectrum Type | Description | Splash Key | |
|---|
| GC-MS | GC-MS Spectrum - GC-MS (2 MEOX; 1 TMS) | splash10-0ffx-4910000000-0cca73076134866f5851 | View in MoNA |
|---|
| GC-MS | GC-MS Spectrum - GC-MS (2 MEOX; 1 TMS) | splash10-0ffx-4900000000-22180c23fc90db83965b | View in MoNA |
|---|
| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0pvj-1966000000-b5dabd67cf6fa53add69 | View in MoNA |
|---|
| Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-03di-1776900000-2e616bace8acf0898acc | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-014i-0049000000-b6d7566a5c17e4a767e9 | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014j-0293000000-9acd5ed2a9081a95effe | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0gbi-3290000000-9306b691c81ac12dbff3 | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0039000000-b6e16e9341123cbc5662 | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-02a9-0097000000-adf3e585c57a99c45979 | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05tr-2093000000-86c2245851914cf9081b | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00lr-0029000000-992358819c9d57590ffb | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0159-0193000000-da2a19a0eb90c683ac4f | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-08fu-3690000000-ec9a08b6545291370076 | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0009000000-bd69facddc36af19b908 | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0019-0093000000-bdbdb8f40bc0ee141d3e | View in MoNA |
|---|
| Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00ys-1092000000-600e87414e2c2c71c92e | View in MoNA |
|---|
|
|---|
