Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C19H30O5S |
| Molecular Weight | 370.504 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@@H](CC[C@]34C)OS(O)(=O)=O)[C@@H]1CCC2=O
InChI
InChIKey=ZMITXKRGXGRMKS-HLUDHZFRSA-N
InChI=1S/C19H30O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h12-16H,3-11H2,1-2H3,(H,21,22,23)/t12-,13+,14-,15-,16-,18-,19-/m0/s1
| Molecular Formula | C19H30O5S |
| Molecular Weight | 370.504 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Androsterone sulfate is endogenous, naturally occurring steroid and the the most abundant 5 alpha-reduced androgen metabolite in serum. This steroid is formed from the reaction of sulfation of androsterone and can be desulfated back by the action of steroid sulfatase. It was also found significant and sodium-dependent organic anion transporter SOAT (SLC10A6)-mediated transport of Androsterone sulfate. There existed assumption that may be this steroid could be a marker of systemic 5 alpha-reductase activity, but that was not confirmed and thus androsterone sulfate cannot take into consideration as a marker of either adrenal androgen production or of hirsutism.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P08842 Gene ID: 412.0 Gene Symbol: STS Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2969800 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
PubMed
| Title | Date | PubMed |
|---|---|---|
| Tissue-specific transcriptional initiation and activity of steroid sulfatase complementing dehydroepiandrosterone sulfate uptake and intracrine steroid activations in human adipose tissue. | 2006-07 |
|
| Anti-TNF and sex hormones. | 2006-06 |
|
| Endogenous hormones, muscle strength, and risk of fall-related fractures in older women. | 2006-01 |
|
| Efficacy and safety of lovastatin therapy in adolescent girls with heterozygous familial hypercholesterolemia. | 2005-09 |
|
| The human fetal adrenal: making adrenal androgens for placental estrogens. | 2004-11 |
|
| Identifying androsterone (ADT) as a cognate substrate for human dehydroepiandrosterone sulfotransferase (DHEA-ST) important for steroid homeostasis: structure of the enzyme-ADT complex. | 2004-01-23 |
|
| Androgen action on human skin -- from basic research to clinical significance. | 2004 |
|
| Low dose flutamide in the treatment of acne vulgaris in women with or without oligomenorrhea or amenorrhea. | 1999-09 |
|
| Testicular adrenal rests: evidence for luteinizing hormone receptors and for distinct types of testicular nodules differing for their autonomization. | 1999-09 |
|
| Diurnal rhythm of testosterone secretion before and throughout puberty in healthy girls: correlation with 17beta-estradiol and dehydroepiandrosterone sulfate. | 1999-03 |
|
| The importance of being dehydroepiandrosterone sulfate (in the blood of primates): a longer and healthier life? | 1999-02-15 |
|
| Functional maturation of the primate fetal adrenal in vivo: 3. Specific zonal localization and developmental regulation of CYP21A2 (P450c21) and CYP11B1/CYP11B2 (P450c11/aldosterone synthase) lead to integrated concept of zonal and temporal steroid biosynthesis. | 1998-12 |
|
| Body fat accumulation is possibly responsible for lower dehydroepiandrosterone circulating levels in premenopausal obese women. | 1996-12 |
|
| Steroid sulfatase activity in epidermis of acne-prone and non-acne-prone skin of patients with acne vulgaris. | 1990-10 |
|
| Relationship of serum levels of dehydroepiandrosterone and dehydroepiandrosterone sulfate to the risk of developing postmenopausal breast cancer. | 1990-07-01 |
|
| Gonadal and adrenal secretion of dehydroepiandrosterone sulfate in prepubertal and pubertal subjects. | 1981-04-01 |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28951227
Curator's Comment: It was found significant and sodium-dependent organic anion transporter SOAT (SLC10A6)-mediated transport of androsterone sulfate. However, 17β-estradiol-3,17-disulfate was not transported by SOAT.
Unknown
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:49:43 GMT 2025
by
admin
on
Mon Mar 31 22:49:43 GMT 2025
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| Record UNII |
UK5M12Z93J
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| Record Status |
Validated (UNII)
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| Record Version |
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NCI_THESAURUS |
C2298
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159663
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C120008
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2479-86-9
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UK5M12Z93J
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Androsterone sulfate
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DTXSID401315288
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