Bovine Metabolome Database: Showing metabocard for Androsterone sulfate (BMDB0002759)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:01:34 UTC

Update Date

2020-05-11 20:55:57 UTC

BMDB ID

BMDB0002759

Secondary Accession Numbers

BMDB02759

Metabolite Identification

Common Name

Androsterone sulfate

Description

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulfate	ChEBI
5alpha-Androstane-3alpha-ol-17-one sulfate	ChEBI
3a-Hydroxy-5a-androstan-17-one 3-sulfate	Generator
3a-Hydroxy-5a-androstan-17-one 3-sulfuric acid	Generator
3a-Hydroxy-5a-androstan-17-one 3-sulphate	Generator
3a-Hydroxy-5a-androstan-17-one 3-sulphuric acid	Generator
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulfuric acid	Generator
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulphate	Generator
3alpha-Hydroxy-5alpha-androstan-17-one 3-sulphuric acid	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulfate	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulfuric acid	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulphate	Generator
3Α-hydroxy-5α-androstan-17-one 3-sulphuric acid	Generator
5a-Androstane-3a-ol-17-one sulfate	Generator
5a-Androstane-3a-ol-17-one sulfuric acid	Generator
5a-Androstane-3a-ol-17-one sulphate	Generator
5a-Androstane-3a-ol-17-one sulphuric acid	Generator
5alpha-Androstane-3alpha-ol-17-one sulfuric acid	Generator
5alpha-Androstane-3alpha-ol-17-one sulphate	Generator
5alpha-Androstane-3alpha-ol-17-one sulphuric acid	Generator
5Α-androstane-3α-ol-17-one sulfate	Generator
5Α-androstane-3α-ol-17-one sulfuric acid	Generator
5Α-androstane-3α-ol-17-one sulphate	Generator
5Α-androstane-3α-ol-17-one sulphuric acid	Generator
Androsterone sulfuric acid	Generator
Androsterone sulphate	Generator
Androsterone sulphuric acid	Generator
3alpha-Sulfate-5alpha-androstan-17-one	HMDB
5alpha-Androsterone sulfate	HMDB
5alpha-Androsterone sulphate	HMDB
Andros-S	HMDB
Androsterone 3alpha-sulfate	HMDB
Androsterone 3alpha-sulphate	HMDB
Androsterone monosulfate	HMDB
Androsterone monosulphate	HMDB
Androsterone sulfate, (3alpha,5beta)-isomer	HMDB
Androsterone sulfate, (3beta,5alpha)-isomer	HMDB
Androsterone sulfate, (3beta,5beta)-isomer	HMDB
Androsterone sulfate, sodium salt	HMDB
Androsterone sulfate, sodium salt, (3alpha,5beta)-isomer	HMDB
Androsterone sulfate, sodium salt, (3beta,5alpha)-isomer	HMDB
Epiandrosterone sulfate	HMDB
Androsterone sulfate	MeSH

Chemical Formula

C₁₉H₃₀O₅S

Average Molecular Weight

370.504

Monoisotopic Molecular Weight

370.18139476

IUPAC Name

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

Traditional Name

dheas

CAS Registry Number

2479-86-9

SMILES

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

InChI Identifier

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

InChI Key

ZMITXKRGXGRMKS-HLUDHZFRSA-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
Androstane-skeleton
17-oxosteroid
Oxosteroid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:83037 )
17-oxo steroid (CHEBI:83037 )
androstanoid (CHEBI:83037 )
Sulfates (LMST05020001 )

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Endoplasmic reticulum
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	0.45	ALOGPS
logP	3.82	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	-7.5	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	93.8 m³·mol⁻¹	ChemAxon
Polarizability	40.01 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
Endoplasmic reticulum
Membrane

Biospecimen Locations

Adipose Tissue
Adrenal Cortex
Adrenal Gland
Adrenal Medulla
Epidermis
Kidney
Liver
Ovary
Placenta
Skeletal Muscle
Testis
Urine

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Adipose Tissue	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Adrenal Cortex	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Adrenal Gland	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Adrenal Medulla	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Epidermis	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	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
Ovary	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Placenta	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Skeletal Muscle	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Testis	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Treated with steroids	PMID: 21742123	details

External Links

HMDB ID

HMDB0002759

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023062

KNApSAcK ID

Not Available

Chemspider ID

140383

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Androsterone sulfate

METLIN ID

3559

PubChem Compound

159663

PDB ID

Not Available

ChEBI ID

83037

References

Synthesis Reference

Pelzer, Helmut; Staib, Wolfgang. Conjugated steroids. I. High-voltage paper electrophoresis of conjugated 17-keto steroids. Clinica Chimica Acta (1957), 2 407-15.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Androsterone sulfate (BMDB0002759)

Structure for BMDB0002759 (Androsterone sulfate)