Bovine Metabolome Database: Showing metabocard for 17-beta-estradiol 3-sulfate-17-(beta-D-glucuronide) (BMDB0010358)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 18:05:02 UTC

Update Date

2020-05-11 20:25:24 UTC

BMDB ID

BMDB0010358

Secondary Accession Numbers

BMDB10358

Metabolite Identification

Common Name

17-beta-estradiol 3-sulfate-17-(beta-D-glucuronide)

Description

17-beta-estradiol 3-sulfate-17-(beta-D-glucuronide), also known as estradiol 17b-glucuronide 3-sulfuric acid, belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton. Based on a literature review a significant number of articles have been published on 17-beta-estradiol 3-sulfate-17-(beta-D-glucuronide).

Structure

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

Synonyms

Value	Source
Estradiol 17beta-glucuronide 3-sulfate	Kegg
Estradiol 17b-glucuronide 3-sulfate	Generator
Estradiol 17b-glucuronide 3-sulfuric acid	Generator
Estradiol 17b-glucuronide 3-sulphate	Generator
Estradiol 17b-glucuronide 3-sulphuric acid	Generator
Estradiol 17beta-glucuronide 3-sulfuric acid	Generator
Estradiol 17beta-glucuronide 3-sulphate	Generator
Estradiol 17beta-glucuronide 3-sulphuric acid	Generator
Estradiol 17β-glucuronide 3-sulfate	Generator
Estradiol 17β-glucuronide 3-sulfuric acid	Generator
Estradiol 17β-glucuronide 3-sulphate	Generator
Estradiol 17β-glucuronide 3-sulphuric acid	Generator
17-b-Estradiol 3-sulfate-17-(b-D-glucuronide)	Generator
17-b-Estradiol 3-sulfuric acid-17-(b-D-glucuronide)	Generator
17-b-Estradiol 3-sulphate-17-(b-D-glucuronide)	Generator
17-b-Estradiol 3-sulphuric acid-17-(b-D-glucuronide)	Generator
17-beta-Estradiol 3-sulfuric acid-17-(beta-D-glucuronide)	Generator
17-beta-Estradiol 3-sulphate-17-(beta-D-glucuronide)	Generator
17-beta-Estradiol 3-sulphuric acid-17-(beta-D-glucuronide)	Generator
17-Β-estradiol 3-sulfate-17-(β-D-glucuronide)	Generator
17-Β-estradiol 3-sulfuric acid-17-(β-D-glucuronide)	Generator
17-Β-estradiol 3-sulphate-17-(β-D-glucuronide)	Generator
17-Β-estradiol 3-sulphuric acid-17-(β-D-glucuronide)	Generator
17beta-Estradiol 3-sulfate-17-(beta-D-glucuronoside)	HMDB
17beta-Estradiol 3-sulfate-17-(beta-delta-glucuronoside)	HMDB
17beta-Estradiol 3-sulphate-17-(beta-D-glucuronoside)	HMDB
17beta-Estradiol 3-sulphate-17-(beta-delta-glucuronoside)	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulfate-17-D-glucuronide	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulfate-17-D-glucuronoside	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulfate-17-delta-glucuronide	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulfate-17-delta-glucuronoside	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulphate-17-D-glucuronide	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulphate-17-D-glucuronoside	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulphate-17-delta-glucuronide	HMDB
Estra-1,3,5(10)-triene-3,17beta-diol 3-sulphate-17-delta-glucuronoside	HMDB

Chemical Formula

C₂₄H₃₂O₁₁S

Average Molecular Weight

528.569

Monoisotopic Molecular Weight

528.166532556

IUPAC Name

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-14-yl]oxy}oxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(1S,10R,11S,14S,15S)-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-14-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H](O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OS(O)(=O)=O)C=C3

InChI Identifier

InChI=1S/C24H32O11S/c1-24-9-8-14-13-5-3-12(35-36(30,31)32)10-11(13)2-4-15(14)16(24)6-7-17(24)33-23-20(27)18(25)19(26)21(34-23)22(28)29/h3,5,10,14-21,23,25-27H,2,4,6-9H2,1H3,(H,28,29)(H,30,31,32)/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+/m1/s1

InChI Key

VRMSCBRLZUCJBX-QXYWQCSFSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked to the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroidal glycosides

Direct Parent

Steroidal glycosides

Alternative Parents

Substituents

Steroidal glycoside
Sulfated steroid skeleton
Estrane-skeleton
1-o-glucuronide
O-glucuronide
Phenanthrene
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Arylsulfate
Tetralin
Beta-hydroxy acid
Sulfate-ester
Sulfuric acid monoester
Hydroxy acid
Monosaccharide
Oxane
Benzenoid
Pyran
Sulfuric acid ester
Organic sulfuric acid or derivatives
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Acetal
Carboxylic acid derivative
Polyol
Carboxylic acid
Hydrocarbon derivative
Alcohol
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

steroid sulfate (CHEBI:792 )
steroid glucosiduronic acid (CHEBI:792 )
sulfates (C11289 )
C18 steroids (estrogens) and derivatives (C11289 )
Glucuronides (C11289 )
Glucuronides (LMST05010035 )

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	0.25	ALOGPS
logP	0.16	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	180.05 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	122.18 m³·mol⁻¹	ChemAxon
Polarizability	53.25 Å³	ChemAxon
Number of Rings	5	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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-08g0-9234530000-794a38cf6deeb6afbd52	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0a4i-8412309000-c5ab003947f67cb97330	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_8) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_9) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0w4r-0009050000-5601df8bc7f07ad14fd2	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fe0-0169100000-09722aedf482d927b541	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0294000000-b88534d43f6874ba0c1d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fc0-2209480000-eaa3f47f2352e9eec58a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-2349410000-281bd31fd6daa5410d9a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0uyi-9158000000-ccf753ef8ba87f33c572	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000090000-89ae18b1c96c30af8689	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056s-9707450000-80b12d813f5d355f02a8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-11bi-9008000000-adcbd77a2a425b3f13ad	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0m0i-0339270000-99b84165a512e8c28fe8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0296120000-90210b8933e57b0996fe	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0796000000-f0ba8e6b0750ab5bc45d	View in MoNA

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