Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-05-26 05:59:19 UTC |
---|
Update Date | 2016-11-09 01:21:21 UTC |
---|
Accession Number | CHEM035685 |
---|
Identification |
---|
Common Name | 7a-Hydroxydehydroepiandrosterone |
---|
Class | Small Molecule |
---|
Description | |
---|
Contaminant Sources | |
---|
Contaminant Type | Not Available |
---|
Chemical Structure | |
---|
Synonyms | Value | Source |
---|
(3beta,7alpha)-3,7-Dihydroxyandrost-5-en-17-one | ChEBI | 3beta,7alpha-Dihydroxy-5-androstene-17-one | ChEBI | 3beta,7alpha-Dihydroxyandrost-5-en-17-one | ChEBI | 7alpha-Hydroxy-dhea | ChEBI | 7alpha-OH-DHEA | ChEBI | (3b,7a)-3,7-Dihydroxyandrost-5-en-17-one | Generator | (3Β,7α)-3,7-dihydroxyandrost-5-en-17-one | Generator | 3b,7a-Dihydroxy-5-androstene-17-one | Generator | 3Β,7α-dihydroxy-5-androstene-17-one | Generator | 3b,7a-Dihydroxyandrost-5-en-17-one | Generator | 3Β,7α-dihydroxyandrost-5-en-17-one | Generator | 7a-Hydroxy-dhea | Generator | 7Α-hydroxy-dhea | Generator | 7a-OH-DHEA | Generator | 7Α-OH-dhea | Generator | (-)-7a-Hydroxydehydroepiandrosterone | HMDB | (3b,7a)-3,7-Dihydroxy-androst-5-en-17-one | HMDB | 3b,7a-Dihydroxy-5-androsten-17-one | HMDB | 3b,7a-Dihydroxy-androst-5-en-17-one | HMDB | 7-a-OH-DHEA | HMDB | 7-alpha-OH-DHEA | HMDB | 7a-Hydroxydehydroisoandrosterone | HMDB | 7 alpha-Hydroxydehydroepiandrosterone | HMDB | 7-Hydroxydehydroepiandrosterone, (3beta,7beta)-isomer | HMDB | 7-Hydroxydehydroepiandrosterone, (3beta)-isomer | HMDB | 7beta-Hydroxydehydroepiandrosterone | HMDB | 7beta-OH-DHEA | HMDB | 7-Hydroxydehydroepiandrosterone | HMDB |
|
---|
Chemical Formula | C19H28O3 |
---|
Average Molecular Mass | 304.424 g/mol |
---|
Monoisotopic Mass | 304.204 g/mol |
---|
CAS Registry Number | 53-00-9 |
---|
IUPAC Name | (1S,2R,5S,9S,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-one |
---|
Traditional Name | 7β-oh-dhea |
---|
SMILES | [H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])[C@H](O)C=C2C[C@@H](O)CC[C@]12C |
---|
InChI Identifier | InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15+,17-,18-,19-/m0/s1 |
---|
InChI Key | OLPSAOWBSPXZEA-JIEICEMKSA-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 | - Androgen-skeleton
- 3-hydroxy-delta-5-steroid
- 3-hydroxysteroid
- 7-hydroxysteroid
- 3-beta-hydroxysteroid
- 3-beta-hydroxy-delta-5-steroid
- Oxosteroid
- 17-oxosteroid
- Hydroxysteroid
- Delta-5-steroid
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Organooxygen compound
- Carbonyl group
- Hydrocarbon derivative
- Alcohol
- Organic oxide
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | |
---|
Biological Properties |
---|
Status | Detected and Not Quantified |
---|
Origin | Not Available |
---|
Cellular Locations | Not Available |
---|
Biofluid Locations | Not Available |
---|
Tissue Locations | Not Available |
---|
Pathways | Not Available |
---|
Applications | Not Available |
---|
Biological Roles | Not Available |
---|
Chemical Roles | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Appearance | Not Available |
---|
Experimental Properties | Property | Value |
---|
Melting Point | Not Available | Boiling Point | Not Available | Solubility | Not Available |
|
---|
Predicted Properties | |
---|
Spectra |
---|
Spectra | Spectrum Type | Description | Splash Key | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-03g0-0390000000-5b84fc74cc8c3d885c1b | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive | splash10-003r-5204900000-bdb069dd8202b45f9ea3 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00kr-0092000000-003d307a3c381597e38b | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0ap0-0190000000-7563041720b768705389 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a6u-3190000000-8012f9fad41969d73d46 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0049000000-3459db2d82d83321802f | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udr-0098000000-6a1aaf578c3c1719798a | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-059f-2090000000-85d4a8001358a115f59b | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0udi-0009000000-93986d59045cc7fce551 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0udi-0019000000-8b3060136e49afe5a336 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0uy0-0093000000-e42b11a1c3c059294db3 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0a4i-0069000000-61a09d88b13611d21a89 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0670-1981000000-b0f1410f207bdaec9fa1 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-05dl-3910000000-4b2efd9d887548375fc0 | Spectrum |
|
---|
Toxicity Profile |
---|
Route of Exposure | Not Available |
---|
Mechanism of Toxicity | Not Available |
---|
Metabolism | Not Available |
---|
Toxicity Values | Not Available |
---|
Lethal Dose | Not Available |
---|
Carcinogenicity (IARC Classification) | Not Available |
---|
Uses/Sources | Not Available |
---|
Minimum Risk Level | Not Available |
---|
Health Effects | Not Available |
---|
Symptoms | Not Available |
---|
Treatment | Not Available |
---|
Concentrations |
---|
| Not Available |
---|
External Links |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB0004611 |
---|
FooDB ID | FDB023382 |
---|
Phenol Explorer ID | Not Available |
---|
KNApSAcK ID | Not Available |
---|
BiGG ID | Not Available |
---|
BioCyc ID | Not Available |
---|
METLIN ID | Not Available |
---|
PDB ID | Not Available |
---|
Wikipedia Link | 7alpha-Hydroxy-DHEA |
---|
Chemspider ID | 58963 |
---|
ChEBI ID | 712194 |
---|
PubChem Compound ID | 65517 |
---|
Kegg Compound ID | C18045 |
---|
YMDB ID | Not Available |
---|
ECMDB ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
MSDS | Not Available |
---|
General References | 1. Ishidate, Morizo; Okada, Masashi. Steroids. (1963), 2 pp. JP 38023170 19631031 Showa. CAN 60:12972 AN 1964:12972 | 2. Ishidate, Morizo; Okada, Masashi. Steroids. (1963), 2 pp. JP 38023170 19631031 Showa. CAN 60:12972 AN 1964:12972 | 3. Hennebert O, Chalbot S, Alran S, Morfin R: Dehydroepiandrosterone 7alpha-hydroxylation in human tissues: possible interference with type 1 11beta-hydroxysteroid dehydrogenase-mediated processes. J Steroid Biochem Mol Biol. 2007 May;104(3-5):326-33. Epub 2007 Mar 24. | 4. Robinzon B, Michael KK, Ripp SL, Winters SJ, Prough RA: Glucocorticoids inhibit interconversion of 7-hydroxy and 7-oxo metabolites of dehydroepiandrosterone: a role for 11beta-hydroxysteroid dehydrogenases? Arch Biochem Biophys. 2003 Apr 15;412(2):251-8. | 5. Dulos J, van der Vleuten MA, Kavelaars A, Heijnen CJ, Boots AM: CYP7B expression and activity in fibroblast-like synoviocytes from patients with rheumatoid arthritis: regulation by proinflammatory cytokines. Arthritis Rheum. 2005 Mar;52(3):770-8. | 6. Attal-Khemis S, Dalmeyda V, Michot JL, Roudier M, Morfin R: Increased total 7 alpha-hydroxy-dehydroepiandrosterone in serum of patients with Alzheimer's disease. J Gerontol A Biol Sci Med Sci. 1998 Mar;53(2):B125-32. | 7. https://www.ncbi.nlm.nih.gov/pubmed/?term=12676372 | 8. https://www.ncbi.nlm.nih.gov/pubmed/?term=14977864 | 9. https://www.ncbi.nlm.nih.gov/pubmed/?term=15013692 | 10. https://www.ncbi.nlm.nih.gov/pubmed/?term=15476247 | 11. https://www.ncbi.nlm.nih.gov/pubmed/?term=15582537 | 12. https://www.ncbi.nlm.nih.gov/pubmed/?term=15698552 | 13. https://www.ncbi.nlm.nih.gov/pubmed/?term=15751070 | 14. https://www.ncbi.nlm.nih.gov/pubmed/?term=15784286 | 15. https://www.ncbi.nlm.nih.gov/pubmed/?term=16371229 | 16. https://www.ncbi.nlm.nih.gov/pubmed/?term=16524719 | 17. https://www.ncbi.nlm.nih.gov/pubmed/?term=16603347 | 18. https://www.ncbi.nlm.nih.gov/pubmed/?term=16713254 | 19. https://www.ncbi.nlm.nih.gov/pubmed/?term=16855167 | 20. https://www.ncbi.nlm.nih.gov/pubmed/?term=17152345 | 21. https://www.ncbi.nlm.nih.gov/pubmed/?term=17467270 | 22. https://www.ncbi.nlm.nih.gov/pubmed/?term=17681749 | 23. https://www.ncbi.nlm.nih.gov/pubmed/?term=18555503 | 24. https://www.ncbi.nlm.nih.gov/pubmed/?term=20024891 | 25. https://www.ncbi.nlm.nih.gov/pubmed/?term=20153344 | 26. https://www.ncbi.nlm.nih.gov/pubmed/?term=20553962 | 27. https://www.ncbi.nlm.nih.gov/pubmed/?term=24182335 | 28. https://www.ncbi.nlm.nih.gov/pubmed/?term=26680473 | 29. https://www.ncbi.nlm.nih.gov/pubmed/?term=26680484 | 30. https://www.ncbi.nlm.nih.gov/pubmed/?term=28948822 |
|
---|