NAV

(2R)-2-ETHYL-1-HEXANESULFONIC ACID

Identification

Generic Name
(2R)-2-ETHYL-1-HEXANESULFONIC ACID
DrugBank Accession Number
DB07518
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 210.291
Monoisotopic: 210.092579754
Chemical Formula
C8H18O4S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPutative alkylsulfataseNot AvailablePseudomonas putida
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as sulfuric acid monoesters. These are organic compounds containing the sulfuric acid monoester functional group, with the generic structure ROS(O)(=O)=O, (R=organyl group).
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Organic sulfuric acids and derivatives
Sub Class
Sulfuric acid esters
Direct Parent
Sulfuric acid monoesters
Alternative Parents
Alkyl sulfates / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
Substituents
Aliphatic acyclic compound / Alkyl sulfate / Hydrocarbon derivative / Organic oxide / Organic oxygen compound / Organooxygen compound / Sulfate-ester / Sulfuric acid monoester
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
MHGOKSLTIUHUBF-MRVPVSSYSA-N
InChI
InChI=1S/C8H18O4S/c1-3-5-6-8(4-2)7-12-13(9,10)11/h8H,3-7H2,1-2H3,(H,9,10,11)/t8-/m1/s1
IUPAC Name
{[(2R)-2-ethylhexyl]oxy}sulfonic acid
SMILES
[H][C@@](CC)(CCCC)COS(O)(=O)=O

References

General References
Not Available
PubChem Compound
5496779
PubChem Substance
99443989
ChemSpider
4593490
ZINC
ZINC000002015520
PDBe Ligand
C26
PDB Entries
1oik

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.721 mg/mLALOGPS
logP0.93ALOGPS
logP2.56Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)-1.2Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area63.6 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity50.4 m3·mol-1Chemaxon
Polarizability22.47 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9654
Blood Brain Barrier+0.9527
Caco-2 permeable-0.5922
P-glycoprotein substrateNon-substrate0.7487
P-glycoprotein inhibitor INon-inhibitor0.7575
P-glycoprotein inhibitor IINon-inhibitor0.9338
Renal organic cation transporterNon-inhibitor0.9259
CYP450 2C9 substrateNon-substrate0.8817
CYP450 2D6 substrateNon-substrate0.8518
CYP450 3A4 substrateNon-substrate0.5914
CYP450 1A2 substrateNon-inhibitor0.8407
CYP450 2C9 inhibitorNon-inhibitor0.8383
CYP450 2D6 inhibitorNon-inhibitor0.9012
CYP450 2C19 inhibitorNon-inhibitor0.8155
CYP450 3A4 inhibitorNon-inhibitor0.9727
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9298
Ames testNon AMES toxic0.9132
CarcinogenicityCarcinogens 0.7563
BiodegradationReady biodegradable0.7721
Rat acute toxicity1.7380 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7111
hERG inhibition (predictor II)Non-inhibitor0.7476
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0nos-7900000000-2a8ab8bbe5400632cbec
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0bu9-9100000000-74049403d50b7ad726fe
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0090000000-7fb4354f476491ab9c20
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-066r-9000000000-84822716d72feb7cf322
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9030000000-8807c1af2eb482e09e5c
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-05al-9000000000-1bf3f5ec84d71b5bfbda
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-9000000000-b6d4257277f8be3dc639
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-140.92863
predicted
DeepCCS 1.0 (2019)
[M+H]+143.56354
predicted
DeepCCS 1.0 (2019)
[M+Na]+151.88963
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Putative alkylsulfatase
Kind
Protein
Organism
Pseudomonas putida
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Catalyzes the oxigenolytic cleavage of 2-ethylhexyl sulfate (2-EHS) in the presence of alpha-ketoglutarate to yield 2-ethyl-hexanal and succinate, the decarboxylated form of alpha-ketoglutarate. It...
Gene Name
atsK
Uniprot ID
Q9WWU5
Uniprot Name
Alpha-ketoglutarate-dependent sulfate ester dioxygenase
Molecular Weight
33201.21 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:23 / Updated at June 12, 2020 16:52