Showing Compound 17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide) (FDB027510)

Record Information

Version

1.0

Creation date

2011-09-21 01:25:33 UTC

Update date

2015-07-21 06:59:08 UTC

Primary ID

FDB027510

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

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

Description

17-beta-estradiol 3-sulfate-17-(beta-D-glucuronide) is a natural human metabolite of 17beta-estradiol 3-sulfate generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys. [HMDB]

CAS Number

Not Available

Structure

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

Synonyms

Show entries

Search:

Synonym	Source
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

Showing 1 to 10 of 37 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.25 g/L	ALOGPS
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	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C24H32O11S

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

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

Isomeric 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

Average Molecular Weight

528.569

Monoisotopic Molecular Weight

528.166532556

Classification

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

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Cell and elements:

Extracellular

Tissue and substructures:

Hepatic tissue

Organ and components:

Subcellular:

Biofluid and excreta:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Molecular messenger:

Signaling molecule

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-08g0-9234530000-794a38cf6deeb6afbd52	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-8412309000-c5ab003947f67cb97330	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_1_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_2_10, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_1, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_2, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_3, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_4, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_5, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_6, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_7, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_8, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	17-beta-Estradiol 3-sulfate-17-(beta-D-glucuronide), TMS_3_9, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0w4r-0009050000-5601df8bc7f07ad14fd2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fe0-0169100000-09722aedf482d927b541	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-0294000000-b88534d43f6874ba0c1d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fc0-2209480000-eaa3f47f2352e9eec58a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-2349410000-281bd31fd6daa5410d9a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0uyi-9158000000-ccf753ef8ba87f33c572	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000090000-89ae18b1c96c30af8689	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056s-9707450000-80b12d813f5d355f02a8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-11bi-9008000000-adcbd77a2a425b3f13ad	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0m0i-0339270000-99b84165a512e8c28fe8	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-0296120000-90210b8933e57b0996fe	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-0796000000-f0ba8e6b0750ab5bc45d	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB10358

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Show entries

Search:

Name	Gene Name	UniProt ID
Beta-glucuronidase	GUSB	P08236
UDP-glucuronosyltransferase 1-1	UGT1A1	P22309
UDP-glucuronosyltransferase 1-4	UGT1A4	P22310
UDP-glucuronosyltransferase 1-6	UGT1A6	P19224
UDP-glucuronosyltransferase 1-9	UGT1A9	O60656
UDP-glucuronosyltransferase 2B11	UGT2B11	O75310
UDP-glucuronosyltransferase 2B4	UGT2B4	P06133
UDP-glucuronosyltransferase 2B7	UGT2B7	P16662