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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
Structure of ANDROSTERONE SULFATE

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

HIDE SMILES / InChI

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P08842
Gene ID: 412.0
Gene Symbol: STS
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
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 Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
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 Mon Mar 31 22:49:43 GMT 2025
Edited
by admin
on Mon Mar 31 22:49:43 GMT 2025
Record UNII
UK5M12Z93J
Record Status Validated (UNII)
Record Version
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Name Type Language
ANDROSTERONE SULFATE
Common Name English
3.ALPHA.-HYDROXY-5.ALPHA.-ANDROSTAN-17-ONE MONOSULFATE
Preferred Name English
ANDROSTERONE MONOSULFATE
Common Name English
ANDROSTAN-17-ONE, 3-(SULFOOXY)-, (3.ALPHA.,5.ALPHA.)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C2298
Created by admin on Mon Mar 31 22:49:43 GMT 2025 , Edited by admin on Mon Mar 31 22:49:43 GMT 2025
Code System Code Type Description
PUBCHEM
159663
Created by admin on Mon Mar 31 22:49:43 GMT 2025 , Edited by admin on Mon Mar 31 22:49:43 GMT 2025
PRIMARY
NCI_THESAURUS
C120008
Created by admin on Mon Mar 31 22:49:43 GMT 2025 , Edited by admin on Mon Mar 31 22:49:43 GMT 2025
PRIMARY
CAS
2479-86-9
Created by admin on Mon Mar 31 22:49:43 GMT 2025 , Edited by admin on Mon Mar 31 22:49:43 GMT 2025
PRIMARY
FDA UNII
UK5M12Z93J
Created by admin on Mon Mar 31 22:49:43 GMT 2025 , Edited by admin on Mon Mar 31 22:49:43 GMT 2025
PRIMARY
WIKIPEDIA
Androsterone sulfate
Created by admin on Mon Mar 31 22:49:43 GMT 2025 , Edited by admin on Mon Mar 31 22:49:43 GMT 2025
PRIMARY
EPA CompTox
DTXSID401315288
Created by admin on Mon Mar 31 22:49:43 GMT 2025 , Edited by admin on Mon Mar 31 22:49:43 GMT 2025
PRIMARY