Livestock Metabolome Database: Showing metabocard for alpha-Testosterone 17-sulphate (LMDB01006)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-08-06 05:39:12 UTC

Update Date

2016-08-06 20:11:00 UTC

Lmdb

LMDB01006

Secondary Accession Numbers

None

Metabolite Identification

Common Name

alpha-Testosterone 17-sulphate

Description

Testosterone sulfate, also known as 17-O-sulfotestosterone or androgel, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Testosterone sulfate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Testosterone-17beta-sulfate	ChEBI
Testosterone-17b-sulfate	Generator
Testosterone-17b-sulfuric acid	Generator
Testosterone-17b-sulphate	Generator
Testosterone-17b-sulphuric acid	Generator
Testosterone-17beta-sulfuric acid	Generator
Testosterone-17beta-sulphate	Generator
Testosterone-17beta-sulphuric acid	Generator
Testosterone-17β-sulfate	Generator
Testosterone-17β-sulfuric acid	Generator
Testosterone-17β-sulphate	Generator
Testosterone-17β-sulphuric acid	Generator
Testosterone sulfuric acid	Generator
Testosterone sulphate	Generator
Testosterone sulphuric acid	Generator
17-O-Sulfotestosterone	HMDB
17beta-(Sulfooxy)androst-4-en-3-one	HMDB
Testosterone 17-sulfate	HMDB
Testosterone 17-sulphate	HMDB
Testosterone 17b-sulfate	HMDB
Testosterone 17b-sulphate	HMDB
Testosterone hydrogen sulfate	HMDB
Testosterone hydrogen sulphate	HMDB
Testosterone monosulfate	HMDB
Testosterone monosulphate	HMDB
Testosterone-17-sulfate	HMDB
Testosterone-17-sulphate	HMDB
AndroGel	HMDB
AstraZeneca brand OF testosterone	HMDB
GlaxoSmithKline brand OF testosterone	HMDB
Hauck brand OF testosterone	HMDB
Schering brand OF testosterone	HMDB
Testolin	HMDB
Testosterone-17-sulfate, (17alpha)-isomer	HMDB
Testosterone-17-sulfate, ammonium salt	HMDB
Testosterone-17-sulfate, sodium salt	HMDB
17 beta Hydroxy 4 androsten 3 one	HMDB
17 beta Hydroxy 8 alpha 4 androsten 3 one	HMDB
Histerone	HMDB
Sustanon	HMDB
17-beta-Hydroxy-4-androsten-3-one	HMDB
Faulding brand OF testosterone	HMDB
Ferring brand OF testosterone	HMDB
8 Isotestosterone	HMDB
8-Isotestosterone	HMDB
Paladin brand OF testosterone	HMDB
Pasadena brand OF testosterone	HMDB
Solvay brand OF testosterone	HMDB
Sterotate	HMDB
Testosterone	HMDB
Unimed brand OF testosterone	HMDB
Dr. kade brand OF testosterone	HMDB
Testim	HMDB
Testopel	HMDB
Andropatch	HMDB
CEPA brand OF testosterone	HMDB
Ortho brand OF testosterone	HMDB
17-beta-Hydroxy-8 alpha-4-androsten-3-one	HMDB
Auxilium pharmaceuticals inc. brand OF testosterone	HMDB
Bartor brand OF testosterone	HMDB
Ulmer brand OF testosterone	HMDB
Watson brand OF testosterone	HMDB
Androderm	HMDB
Androtop	HMDB
SmithKline beecham brand OF testosterone	HMDB
Testoderm	HMDB

Chemical Formula

C₁₉H₂₈O₅S

Average Molecular Weight

368.488

Monoisotopic Molecular Weight

368.165744696

IUPAC Name

[(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl]oxidanesulfonic acid

Traditional Name

testosterone sulfate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H](OS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C19H28O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h11,14-17H,3-10H2,1-2H3,(H,21,22,23)/t14-,15-,16-,17-,18-,19-/m0/s1

InChI Key

WAQBISPOEAOCOG-DYKIIFRCSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Sulfated steroids

Direct Parent

Sulfated steroids

Alternative Parents

Substituents

Sulfated steroid skeleton
Androgen-skeleton
Androstane-skeleton
3-oxo-delta-4-steroid
3-oxosteroid
Oxosteroid
Delta-4-steroid
Cyclohexenone
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Ketone
Cyclic ketone
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:84094 )
3-oxo steroid (CHEBI:84094 )
androstanoid (CHEBI:84094 )
Sulfates (LMST05020032 )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.13	ALOGPS
logP	3.42	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.42 m³·mol⁻¹	ChemAxon
Polarizability	39.59 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f76-0479000000-bdb3d4908eb17de0bf8e	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	splash10-014i-0039000000-3c70201ac318944d2318	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0291000000-40eaf6c5a80279466483	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udl-4973000000-432f25c70a6a5a3f7b22	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0029000000-c0079f3c134f1d99c4ed	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-1092000000-705a336c46754ed24422	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-008i-4090000000-c74eaf7f9b7239e6720b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0009000000-c58c9c29bacda1fca240	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-7009000000-fd0f50e05b7ebfdcc66a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9003000000-58fd5118dcd0e2d4f5c4	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0019000000-810038c8bedbbf20ea25	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0300-0891000000-45adc8bb06a4d3a47728	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0910000000-abcfbb505d2cd01adbea	Spectrum