ZWY

17-oxoandrost-5-en-3beta-yl hydrogen sulfate

Created:	2023-04-17
Last modified:	2023-08-22

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6 entries where ZWY is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	53
Chiral Atom Count	6
Bond Count	56
Aromatic Bond Count	0

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Chemical Component Summary
Name	17-oxoandrost-5-en-3beta-yl hydrogen sulfate
Synonyms	Dehydroepiandrosterone sulfate; DHEA sulfate; DHEA-S
Systematic Name (OpenEye OEToolkits)	[(3~{S},8~{R},9~{S},10~{R},13~{S},14~{S})-10,13-dimethyl-17-oxidanylidene-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
Formula	C₁₉ H₂₈ O₅ S
Molecular Weight	368.488
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=S(=O)(O)OC1CCC2(C)C3CCC4(C)C(CCC4=O)C3CC=C2C1
SMILES	CACTVS	3.385	C[C]12CC[CH]3[CH](CC=C4C[CH](CC[C]34C)O[S](O)(=O)=O)[CH]1CCC2=O
SMILES	OpenEye OEToolkits	2.0.7	CC12CCC3C(C1CCC2=O)CC=C4C3(CCC(C4)OS(=O)(=O)O)C
Canonical SMILES	CACTVS	3.385	C[C@]12CC[C@H]3[C@@H](CC=C4C[C@H](CC[C@]34C)O[S](O)(=O)=O)[C@@H]1CCC2=O
Canonical SMILES	OpenEye OEToolkits	2.0.7	C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C
InChI	InChI	1.06	InChI=1S/C19H28O5S/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/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1
InChIKey	InChI	1.06	CZWCKYRVOZZJNM-USOAJAOKSA-N

Drug Info: DrugBank

DrugBank ID	DB05804
Name	Prasterone sulfate
Groups	investigational
Description	DHEA sulfate is the major steroid of the fetal adrenal. DHEA-S is the principal adrenal androgen and is secreted together with cortisol under the control of ACTH and prolactin. DHEA-S is elevated with hyperprolactinemia.
Synonyms	3beta-Hydroxyandrost-5-en-17-one 3-sulfate DHEA sulphate Dehydroepiandrosterone sulfate Prasterone sulphate Dehydroisoandrosterone-3-sulfate Dehydroisoandrosterone sulfate Dehydroepiandrosterone 3-sulfate 17-oxoandrost-5-en-3β-yl hydrogen sulphate (3-beta)-3-(Sulfooxy)androst-5-en-17-one Androst-5-en-17-on-3beta-yl sulfuric acid Prasterone sodium sulfate anhydrous Prasterone sulfate 17-Ketoandrost-5-en-3beta-yl sulfate DHEA-S Dehydroepiandrosterone sulphate 3-O-Sulfodehydroepiandrosterone Dehydroepiandrosterone monosulfate DHEA sulfate
Indication	Investigated for use/treatment in asthma and burns and burn infections.
Categories	17-Ketosteroids Adrenal Cortex Hormones Androstanes Androstenes Androstenols BSEP/ABCB11 Substrates Cytochrome P-450 CYP3A7 Substrates Dehydroepiandrosterone Fused-Ring Compounds Gonadal Hormones Gonadal Steroid Hormones Hormones Hormones, Hormone Substitutes, and Hormone Antagonists Ketosteroids Steroids Testosterone Congeners
CAS number	651-48-9

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cytochrome P450 19A1	MVLEMLNPIHYNITSIVPEAMPAATMPVLLLTGLFLLVWNYEGTSSIPGP...	unknown	inducer
Cytochrome P450 3A7	MDLIPNLAVETWLLLAVSLILLYLYGTRTHGLFKKLGIPGPTPLPFLGNA...	unknown	substrate
Prostaglandin G/H synthase 2	MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...	unknown	inducer
Solute carrier family 22 member 8	MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...	unknown
Solute carrier organic anion transporter family member 1A2	MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...	unknown
Solute carrier organic anion transporter family member 1B1	MDQNQHLNKTAEAQPSENKKTRYCNGLKMFLAALSLSFIAKTLGAIIMKS...	unknown
Solute carrier organic anion transporter family member 1B3	MDQHQHLNKTAESASSEKKKTRRCNGFKMFLAALSFSYIAKALGGIIMKI...	unknown
Solute carrier organic anion transporter family member 2B1	MGPRIGPAGEVPQVPDKETKATMGTENTPGGKASPDPQDVRPSVFHNIKL...	unknown
Solute carrier family 10 member 6	MRANCSSSSACPANSSEEELPVGLEVHGNLELVFTVVSTVMMGLLMFSLG...	unknown
Bile salt export pump	MSDSVILRSIKKFGEENDGFESDKSYNNDKKSRLQDEKKGDGVRVGFFQL...	unknown	substrate
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682