ANDROSTERONE SULFATE

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 Search

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC[C@@]4([H])C[C@@H](CC[C@]34C)OS(O)(=O)=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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8380602 | https://www.ncbi.nlm.nih.gov/pubmed/2969800

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
Steryl-sulfatase 33 Target ID: P08842 Gene ID: 412.0 Gene Symbol: STS Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2969800	Substrate 661

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Gonadal and adrenal secretion of dehydroepiandrosterone sulfate in prepubertal and pubertal subjects.	1981 Apr-Jun	6268694
Body fat accumulation is possibly responsible for lower dehydroepiandrosterone circulating levels in premenopausal obese women.	1996 Dec	8968856
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 Dec	9832454
The importance of being dehydroepiandrosterone sulfate (in the blood of primates): a longer and healthier life?	1999 Feb 15	9933021
Diurnal rhythm of testosterone secretion before and throughout puberty in healthy girls: correlation with 17beta-estradiol and dehydroepiandrosterone sulfate.	1999 Mar	10084582
Androgen action on human skin -- from basic research to clinical significance.	2004	15507105
The human fetal adrenal: making adrenal androgens for placental estrogens.	2004 Nov	15635500
Efficacy and safety of lovastatin therapy in adolescent girls with heterozygous familial hypercholesterolemia.	2005 Sep	16140708
Endogenous hormones, muscle strength, and risk of fall-related fractures in older women.	2006 Jan	16456199
Tissue-specific transcriptional initiation and activity of steroid sulfatase complementing dehydroepiandrosterone sulfate uptake and intracrine steroid activations in human adipose tissue.	2006 Jul	16837617

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:44:49 GMT 2023` Edited by `admin` on `Sat Dec 16 09:44:49 GMT 2023`
Record UNII	UK5M12Z93J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ANDROSTERONE SULFATE

Common Name

English

ANDROSTERONE MONOSULFATE

Common Name

English

3.ALPHA.-HYDROXY-5.ALPHA.-ANDROSTAN-17-ONE MONOSULFATE

Common Name

English

ANDROSTAN-17-ONE, 3-(SULFOOXY)-, (3.ALPHA.,5.ALPHA.)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2298