Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-07-13 19:40:38 UTC |
---|
Update Date | 2016-07-19 23:06:50 UTC |
---|
Lmdb | LMDB00021 |
---|
Secondary Accession Numbers | None |
---|
Metabolite Identification |
---|
Common Name | Androstenedione |
---|
Description | Androstenedione is a delta-4 19-carbon steroid that is produced not only in the testis, but also in the ovary and the adrenal cortex. Depending on the tissue type, androstenedione can serve as a precursor to testosterone as well as estrone and estradiol. It is the common precursor of male and female sex hormones. Some androstenedione is also secreted into the plasma, and may be converted in peripheral tissues to testosterone and estrogens. Androstenedione originates either from the conversion of dehydroepiandrosterone or from 17-hydroxyprogesterone. It is further converted to either testosterone or estrone. The production of adrenal androstenedione is governed by ACTH, while production of gonadal androstenedione is under control by gonadotropins. |
---|
Structure | |
---|
Synonyms | Value | Source |
---|
4-Androstene-3,17-dione | ChEBI | 4-ANDROSTENE-3-17-dione | ChEBI | Delta(4)-Androsten-3,17-dione | ChEBI | Delta(4)-Androstene-3,17-dione | ChEBI | δ(4)-androsten-3,17-dione | Generator | δ(4)-androstene-3,17-dione | Generator | (4)-Androsten-3,17-dione | HMDB | 17-Ketotestosterone | HMDB | 3,17-Dioxoandrost-4-ene | HMDB | 4-Androsten-3,17-dione | HMDB | 4-Androstenedione | HMDB | Androst-4-ene-3,17-dione | HMDB | Androstendione | HMDB | D4-Androstene-3,17-dione | HMDB | Delta4-Androstenedione | HMDB | Fecundin | HMDB | [4-14C]-Androstenedione | HMDB | [4-14C]Androst-4-ene-3,17-dione | HMDB | delta 4 Androstenedione | MeSH | delta-4-Androstenedione | MeSH | 4 Androstene 3,17 dione | MeSH |
|
---|
Chemical Formula | C19H26O2 |
---|
Average Molecular Weight | 286.4085 |
---|
Monoisotopic Molecular Weight | 286.193280076 |
---|
IUPAC Name | (1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-ene-5,14-dione |
---|
Traditional Name | androstenedione |
---|
CAS Registry Number | 63-05-8 |
---|
SMILES | [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C |
---|
InChI Identifier | InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-16H,3-10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1 |
---|
InChI Key | AEMFNILZOJDQLW-QAGGRKNESA-N |
---|
Chemical Taxonomy |
---|
Description | This compound 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 | - Androgen-skeleton
- Oxosteroid
- 17-oxosteroid
- 3-oxosteroid
- 3-oxo-delta-4-steroid
- Delta-4-steroid
- Cyclohexenone
- Cyclic ketone
- Ketone
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Organooxygen compound
- Carbonyl group
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Status | Detected and Quantified |
---|
Origin | Not Available |
---|
Biofunction | Not Available |
---|
Application | Not Available |
---|
Cellular locations | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
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 | splash10-004l-5910000000-518e1ad38bcc73325b53 | View in MoNA |
---|
GC-MS | GC-MS Spectrum - GC-MS | splash10-004l-5910000000-5172e05f9889ee2bfaf4 | View in MoNA |
---|
GC-MS | GC-MS Spectrum - GC-MS | splash10-0a4i-0590000000-502d6b821317a01a1990 | View in MoNA |
---|
GC-MS | GC-MS Spectrum - EI-B | splash10-000f-8940000000-f2892fe3b281d44164c8 | View in MoNA |
---|
GC-MS | GC-MS Spectrum - EI-B | splash10-007d-1960000000-167f1765b095da9d603b | View in MoNA |
---|
GC-MS | GC-MS Spectrum - GC-MS | splash10-004l-5910000000-518e1ad38bcc73325b53 | View in MoNA |
---|
GC-MS | GC-MS Spectrum - GC-MS | splash10-004l-5910000000-5172e05f9889ee2bfaf4 | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-000i-0090000000-36e848ba16b141eef47b | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-052b-9600000000-712954fc35a84c8217de | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-052b-9300000000-f8e9aa16b4b208b69f7b | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive | splash10-000f-8940000000-e12025ea2b7808c64b9c | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , positive | splash10-052b-6910000000-b616785c86a92f46158e | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , positive | splash10-052b-9800000000-73e545a1eb2232d55371 | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , positive | splash10-00kb-5790000000-735473bc44dd70e29259 | View in MoNA |
---|
LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-ITFT , positive | splash10-00kb-5790000000-114675a4457063901f2b | View in MoNA |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0190000000-0347db9e9578e8d5d6f2 | View in MoNA |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-05pc-0490000000-d4049441f1c172450dc3 | View in MoNA |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0uk9-4790000000-355bc0834a6465ecad30 | View in MoNA |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-000i-0090000000-887b6f223b77c683ef99 | View in MoNA |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-000i-0090000000-9dafdd780cca012f1fb3 | View in MoNA |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-05mo-2190000000-264074b1eefeed0e3103 | View in MoNA |
---|
MS | Mass Spectrum (Electron Ionization) | splash10-059m-3940000000-9cb32ac21e46afb2829a | View in MoNA |
---|
1D NMR | 1H NMR Spectrum | Not Available |
---|
1D NMR | 13C NMR Spectrum | Not Available |
---|
2D NMR | [1H,13C] 2D NMR Spectrum | Not Available |
---|
|
---|