Bovine Metabolome Database: Showing metabocard for 5a-Dihydrotestosterone sulfate (BMDB0006278)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:21:09 UTC

Update Date

2020-05-11 20:24:40 UTC

BMDB ID

BMDB0006278

Secondary Accession Numbers

BMDB06278

Metabolite Identification

Common Name

5a-Dihydrotestosterone sulfate

Description

5a-Dihydrotestosterone sulfate, also known as DHT-sulfate or DHT-sulfuric acid, belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. Based on a literature review a significant number of articles have been published on 5a-Dihydrotestosterone sulfate.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulfate	ChEBI
5alpha-Dihydrotestosterone 17-sulfate	ChEBI
DHT-Sulfate	ChEBI
DHT-Sulphate	ChEBI
Dihydrotestosterone sulfate	ChEBI
Dihydrotestosterone sulphate	ChEBI
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulfate	Generator
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulfuric acid	Generator
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulphate	Generator
(5a,17b)-3-Oxoandrostan-17-yl hydrogen sulphuric acid	Generator
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulfuric acid	Generator
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulphate	Generator
(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulphuric acid	Generator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulfate	Generator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulfuric acid	Generator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulphate	Generator
(5Α,17β)-3-oxoandrostan-17-yl hydrogen sulphuric acid	Generator
5a-Dihydrotestosterone 17-sulfate	Generator
5a-Dihydrotestosterone 17-sulfuric acid	Generator
5a-Dihydrotestosterone 17-sulphate	Generator
5a-Dihydrotestosterone 17-sulphuric acid	Generator
5alpha-Dihydrotestosterone 17-sulfuric acid	Generator
5alpha-Dihydrotestosterone 17-sulphate	Generator
5alpha-Dihydrotestosterone 17-sulphuric acid	Generator
5Α-dihydrotestosterone 17-sulfate	Generator
5Α-dihydrotestosterone 17-sulfuric acid	Generator
5Α-dihydrotestosterone 17-sulphate	Generator
5Α-dihydrotestosterone 17-sulphuric acid	Generator
DHT-Sulfuric acid	Generator
DHT-Sulphuric acid	Generator
Dihydrotestosterone sulfuric acid	Generator
Dihydrotestosterone sulphuric acid	Generator
5a-Dihydrotestosterone sulfuric acid	Generator
5a-Dihydrotestosterone sulphate	Generator
5a-Dihydrotestosterone sulphuric acid	Generator
5alpha-Dihydrotestosterone sulfate	HMDB
5alpha-Dihydrotestosterone sulphate	HMDB

Chemical Formula

C₁₉H₃₀O₅S

Average Molecular Weight

370.504

Monoisotopic Molecular Weight

370.18139476

IUPAC Name

[(1S,2S,7S,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxidanesulfonic acid

Traditional Name

5α-dihydrotestosterone 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])CC[C@@]2([H])CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C19H30O5S/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/h12,14-17H,3-11H2,1-2H3,(H,21,22,23)/t12-,14-,15-,16-,17-,18-,19-/m0/s1

InChI Key

KYVPWJSGFKNNLD-ABEVXSGRSA-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-oxosteroid
Oxosteroid
3-oxo-5-alpha-steroid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Cyclic ketone
Ketone
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

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	0.27	ALOGPS
logP	3.47	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-7.4	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	93.59 m³·mol⁻¹	ChemAxon
Polarizability	40.41 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

Biological Properties

Cellular Locations

Cell membrane
Cytoplasm
Membrane

Biospecimen Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Kidney	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Liver	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details