Livestock Metabolome Database: Showing metabocard for Estrone sulfate (LMDB00776)

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

Record Information

Version

1.0

Creation Date

2016-07-30 18:17:56 UTC

Update Date

2016-08-01 19:17:23 UTC

Lmdb

LMDB00776

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Estrone sulfate

Description

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphate	ChEBI
Estrone hydrogen sulfate	ChEBI
Estrone sulphate	ChEBI
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulfate	Generator
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulfuric acid	Generator
3-Hydroxyestra-1,3,5(10)-trien-17-one hydrogen sulphuric acid	Generator
Estrone hydrogen sulfuric acid	Generator
Estrone hydrogen sulphate	Generator
Estrone hydrogen sulphuric acid	Generator
Estrone sulfuric acid	Generator
Estrone sulphuric acid	Generator
Conestoral	HMDB
Estrogenic substances	HMDB
Estrone	HMDB
Estrone hydrogen sulfate	HMDB
Estrone hydrogen sulphate	HMDB
Estrone 3-sulfate	HMDB
Estrone 3-sulphate	HMDB
Estrone sulfate sodium	HMDB
Estrone sulphate sodium	HMDB
Estrone-3-sulfate	HMDB
Estrone-3-sulphate	HMDB
Premarin	HMDB
Sodium estrone 3-monosulfate	HMDB
Sodium estrone 3-monosulphate	HMDB
Sodium estrone 3-sulfate	HMDB
Sodium estrone 3-sulphate	HMDB
Estrone sulfate, sodium salt	HMDB
Potassium estrone sulfate	HMDB
Sodium estrone sulfate	HMDB
Estrone sulfate, ammonium salt	HMDB
Oestrone sulphate	HMDB
Evex	HMDB
Estrone sulfate, 16-(14)C-labeled	HMDB
Estrone sulfate, 14C-labeled	HMDB
Estrone sulfate, potassium salt	HMDB

Chemical Formula

C₁₈H₂₂O₅S

Average Molecular Weight

350.429

Monoisotopic Molecular Weight

350.118794504

IUPAC Name

[(1S,10R,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-5-yl]oxidanesulfonic acid

Traditional Name

Ogen

CAS Registry Number

Not Available

SMILES

C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O

InChI Identifier

InChI=1S/C18H22O5S/c1-18-9-8-14-13-5-3-12(23-24(20,21)22)10-11(13)2-4-15(14)16(18)6-7-17(18)19/h3,5,10,14-16H,2,4,6-9H2,1H3,(H,20,21,22)/t14-,15-,16+,18+/m1/s1

InChI Key

JKKFKPJIXZFSSB-CBZIJGRNSA-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
Estrane-skeleton
17-oxosteroid
Oxosteroid
Phenanthrene
Arylsulfate
Tetralin
Benzenoid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Organic sulfuric acid or derivatives
Ketone
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:17474 )
17-oxo steroid (CHEBI:17474 )
sulfates (C02538 )
C18 steroids (estrogens) and derivatives (C02538 )
Estrogens (C02538 )
C18 steroids (estrogens) and derivatives (LMST02010043 )

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	0.29	ALOGPS
logP	3.83	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	-1.7	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	89.07 m³·mol⁻¹	ChemAxon
Polarizability	36.64 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	splash10-0079-1195000000-45f680d267db2b386dfb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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	splash10-0udi-0019000000-66837890a45e12ff4df5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ul0-1298000000-be851ade10d052513145	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zi0-5934000000-d4c5c30541fd04c44e38	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0019000000-45855a16f86d3580ba3c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0093000000-18cc1497d0c7397e16af	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gc0-5090000000-83bfa06ed14805d78102	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0009000000-e8b485c62cd4477fbfc9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9003000000-98936cb1b9953748d5a9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-7192000000-e9e53d190e852f9b5b1f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0019000000-d7902d7f420476e65a84	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-2189000000-15572bc45f5db3a69da1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gx1-6693000000-29c27e485a34d776e412	Spectrum