Bovine Metabolome Database: Showing metabocard for 5alpha-Pregnan-3beta,20alpha-diol disulfate (BMDB0096248)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2020-03-10 17:03:38 UTC

Update Date

2020-05-11 20:43:08 UTC

BMDB ID

BMDB0096248

Secondary Accession Numbers

BMDB96248

Metabolite Identification

Common Name

5alpha-Pregnan-3beta,20alpha-diol disulfate

Description

5alpha-Pregnan-3beta,20alpha-diol disulfate, also known as 5α-pregnan-3β,20α-diol disulfuric acid or pregnane-3,20-diol 3,20-disulfate, 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 very few articles have been published on 5alpha-Pregnan-3beta,20alpha-diol disulfate.

Structure

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

Synonyms

Value	Source
(3beta,5alpha,20S)-Pregnane-3,20-diyl bis(hydrogen sulfate)	ChEBI
Pregnane-3,20-diol 3,20-disulfate	ChEBI
(3b,5a,20S)-Pregnane-3,20-diyl bis(hydrogen sulfate)	Generator
(3b,5a,20S)-Pregnane-3,20-diyl bis(hydrogen sulfuric acid)	Generator
(3b,5a,20S)-Pregnane-3,20-diyl bis(hydrogen sulphate)	Generator
(3b,5a,20S)-Pregnane-3,20-diyl bis(hydrogen sulphuric acid)	Generator
(3beta,5alpha,20S)-Pregnane-3,20-diyl bis(hydrogen sulfuric acid)	Generator
(3beta,5alpha,20S)-Pregnane-3,20-diyl bis(hydrogen sulphate)	Generator
(3beta,5alpha,20S)-Pregnane-3,20-diyl bis(hydrogen sulphuric acid)	Generator
(3Β,5α,20S)-pregnane-3,20-diyl bis(hydrogen sulfate)	Generator
(3Β,5α,20S)-pregnane-3,20-diyl bis(hydrogen sulfuric acid)	Generator
(3Β,5α,20S)-pregnane-3,20-diyl bis(hydrogen sulphate)	Generator
(3Β,5α,20S)-pregnane-3,20-diyl bis(hydrogen sulphuric acid)	Generator
Pregnane-3,20-diol 3,20-disulfuric acid	Generator
Pregnane-3,20-diol 3,20-disulphate	Generator
Pregnane-3,20-diol 3,20-disulphuric acid	Generator
5a-Pregnan-3b,20a-diol disulfate	Generator
5a-Pregnan-3b,20a-diol disulfuric acid	Generator
5a-Pregnan-3b,20a-diol disulphate	Generator
5a-Pregnan-3b,20a-diol disulphuric acid	Generator
5alpha-Pregnan-3beta,20alpha-diol disulfuric acid	Generator
5alpha-Pregnan-3beta,20alpha-diol disulphate	Generator
5alpha-Pregnan-3beta,20alpha-diol disulphuric acid	Generator
5Α-pregnan-3β,20α-diol disulfate	Generator
5Α-pregnan-3β,20α-diol disulfuric acid	Generator
5Α-pregnan-3β,20α-diol disulphate	Generator
5Α-pregnan-3β,20α-diol disulphuric acid	Generator
5a-Pregnane-3b,20a-diol disulfate	HMDB
5a-Pregnane-3b,20a-diol disulfuric acid	HMDB
5a-Pregnane-3b,20a-diol disulphate	HMDB
5a-Pregnane-3b,20a-diol disulphuric acid	HMDB
5alpha-Pregnane-3beta,20alpha-diol disulfuric acid	HMDB
5alpha-Pregnane-3beta,20alpha-diol disulphate	HMDB
5alpha-Pregnane-3beta,20alpha-diol disulphuric acid	HMDB
5Α-pregnane-3β,20α-diol disulfate	HMDB
5Α-pregnane-3β,20α-diol disulfuric acid	HMDB
5Α-pregnane-3β,20α-diol disulphate	HMDB
5Α-pregnane-3β,20α-diol disulphuric acid	HMDB
Pregnane-3,20-diol 3,20-disulfate, (3alpha,5alpha,20S)-isomer	HMDB
5alpha-Pregnane-3beta,20 beta-diol 3,20-disulphate	HMDB
Pregnane-3,20-diol 3,20-disulfate, (3alpha,5beta,20S)-isomer	HMDB
5 alpha-Pregnane-3 beta,20 alpha-diol 3,20-disulfate	HMDB
5alpha-Pregnan-3beta,20alpha-ylene sulfate	HMDB
5alpha-Pregnan-3beta,20alpha-ylene sulphate	HMDB
5alpha-Pregnane-3beta,20alpha-diol disulfate	HMDB
5Α-pregnan-3β,20α-ylene sulfate	HMDB
5Α-pregnan-3β,20α-ylene sulphate	HMDB

Chemical Formula

C₂₁H₃₆O₈S₂

Average Molecular Weight

480.63

Monoisotopic Molecular Weight

480.185160467

IUPAC Name

[(1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyl-14-[(1S)-1-(sulfooxy)ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxidanesulfonic acid

Traditional Name

[(1S,2S,5S,7S,10R,11S,14S,15S)-2,15-dimethyl-14-[(1S)-1-(sulfooxy)ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])C[C@H](CC[C@]4(C)[C@@]3([H])CC[C@]12C)OS(O)(=O)=O)[C@H](C)OS(O)(=O)=O

InChI Identifier

InChI=1S/C21H36O8S2/c1-13(28-30(22,23)24)17-6-7-18-16-5-4-14-12-15(29-31(25,26)27)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19H,4-12H2,1-3H3,(H,22,23,24)(H,25,26,27)/t13-,14-,15-,16-,17+,18-,19-,20-,21+/m0/s1

InChI Key

LSQGWMYMIHQKSA-ZVPCKFNKSA-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
Pregnane-skeleton
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Organic sulfuric acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Status

Expected but not Quantified

Origin

Endogenous

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	-0.67	ALOGPS
logP	3.89	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	-1.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	113.92 m³·mol⁻¹	ChemAxon
Polarizability	50.91 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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0019300000-5a0685e4600eeef21bde	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-0093000000-2d858cd8b20e2f26fad8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-053r-2391000000-a3409a8677245d01dc39	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0000900000-1c0fbb6a069f510420ec	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-3000900000-9c95bc2366d6b03ad6df	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000100000-678a2530ff16e763f77d	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Placenta

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0094650

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4677904

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5748360

PDB ID

Not Available

ChEBI ID

133119

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 5alpha-Pregnan-3beta,20alpha-diol disulfate (BMDB0096248)

Structure for BMDB0096248 (5alpha-Pregnan-3beta,20alpha-diol disulfate)