Record Information |
---|
Version | 2.0 |
---|
Created at | 2020-11-23 19:40:22 UTC |
---|
Updated at | 2021-08-12 19:52:08 UTC |
---|
NP-MRD ID | NP0002785 |
---|
Secondary Accession Numbers | None |
---|
Natural Product Identification |
---|
Common Name | Androsterone |
---|
Provided By | BMRB |
---|
Description | Androsterone, also known as androkinine, 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. Thus, androsterone is considered to be a steroid. Androsterone exists in all living organisms, ranging from bacteria to humans. In humans, androsterone is involved in the androstenedione metabolism pathway. Androsterone is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Androsterone is found in Homo sapiens, Mus musculus and Streptomyces nigra. It was first documented in 1979 (PMID: 158859). Based on a literature review a significant number of articles have been published on Androsterone (PMID: 10625505) (PMID: 17984079) (PMID: 3802509) (PMID: 6211346). |
---|
Structure | [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C InChI=1S/C19H30O2/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/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1 |
---|
Synonyms | Value | Source |
---|
(3alpha,5alpha)-3-Hydroxyandrostan-17-one | ChEBI | 3-Epihydroxyetioallocholan-17-one | ChEBI | 3alpha-Hydroxy-5alpha-androstan-17-one | ChEBI | 3alpha-Hydroxyetioallocholan-17-one | ChEBI | 5alpha-Androstane-3alpha-ol-17-one | ChEBI | 5alpha-Androsterone | ChEBI | Androkinine | ChEBI | Androtine | ChEBI | cis-Androsterone | ChEBI | (3a,5a)-3-Hydroxyandrostan-17-one | Generator | (3Α,5α)-3-hydroxyandrostan-17-one | Generator | 3a-Hydroxy-5a-androstan-17-one | Generator | 3Α-hydroxy-5α-androstan-17-one | Generator | 3a-Hydroxyetioallocholan-17-one | Generator | 3Α-hydroxyetioallocholan-17-one | Generator | 5a-Androstane-3a-ol-17-one | Generator | 5Α-androstane-3α-ol-17-one | Generator | 5a-Androsterone | Generator | 5Α-androsterone | Generator | 3-alpha-Hydroxy-5-alpha-androstan-17-one | MeSH, HMDB | 3 alpha Hydroxy 5 alpha androstan 17 one | MeSH, HMDB | 5 alpha Androstan 3 alpha ol 17 one | MeSH, HMDB | 5 alpha-Androstan-3 alpha-ol-17-one | MeSH, HMDB | Epiandrosterone | MeSH, HMDB | 3-alpha-Hydroxy-17-androstanone | HMDB | 3-alpha-Hydroxy-5-alpha-androstane-17-one | HMDB | 3-alpha-Hydroxy-5alpha-Androstan-17-one | HMDB | 3-alpha-Hydroxyetioallocholan-17-one | HMDB | 3-Hydroxy-(3-alpha,5-alpha)-androstan-17-one | HMDB | 3-Hydroxyandrostan-17-one | HMDB | 3alpha-Hydroxy-17-androstanone | HMDB | 5-alpha-Androstan-3-alpha-ol-17-one | HMDB | 5-alpha-Androstane-3alpha-ol-17-one | HMDB | 5-alpha-Androsterone | HMDB | Androstanon-3-alpha-ol-17-one | HMDB | Androsterone | HMDB | Atromide ICI | HMDB | 3α-Hydroxy-17-androstanone | HMDB | 3α-Hydroxy-5α-androstane-17-one | HMDB | 5α-Androstan-17-one-3α-ol | HMDB | 5α-Androstan-3α-ol-17-one | HMDB | 3alpha-Hydroxy-5alpha-androstane-17-one | Generator, HMDB | 5alpha-Androstan-17-one-3alpha-ol | Generator, HMDB | 5alpha-Androstan-3alpha-ol-17-one | Generator, HMDB |
|
---|
Chemical Formula | C19H30O2 |
---|
Average Mass | 290.4403 Da |
---|
Monoisotopic Mass | 290.22458 Da |
---|
IUPAC Name | (1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one |
---|
Traditional Name | (1S,2S,5R,7S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-one |
---|
CAS Registry Number | Not Available |
---|
SMILES | [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@H](O)CC[C@]12C |
---|
InChI Identifier | InChI=1S/C19H30O2/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/h12-16,20H,3-11H2,1-2H3/t12-,13+,14-,15-,16-,18-,19-/m0/s1 |
---|
InChI Key | QGXBDMJGAMFCBF-HLUDHZFRSA-N |
---|
Experimental Spectra |
---|
|
| Spectrum Type | Description | Depositor Email | Depositor Organization | Depositor | Deposition Date | View |
---|
1D NMR | 1H NMR Spectrum (1D, 500 MHz, acetone, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, acetone, simulated) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum | 1D NMR | 13C NMR Spectrum (1D, 500 MHz, acetone, experimental) | Wishart Lab | Wishart Lab | David Wishart | 2021-06-20 | View Spectrum |
| Predicted Spectra |
---|
|
| Not Available | Chemical Shift Submissions |
---|
|
| Not Available | Species |
---|
Species of Origin | |
---|
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 | - Androgen-skeleton
- 3-hydroxysteroid
- 3-alpha-hydroxysteroid
- Oxosteroid
- 17-oxosteroid
- Hydroxysteroid
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Alcohol
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | |
---|
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 | |
---|