NAV

6-(Hydroxyethyldithio)-8-(Aminomethylthio)Octanoic Acid

Identification

Generic Name
6-(Hydroxyethyldithio)-8-(Aminomethylthio)Octanoic Acid
DrugBank Accession Number
DB03187
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 313.5
Monoisotopic: 313.084005677
Chemical Formula
C11H23NO3S3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlycine cleavage system H protein, mitochondrialNot AvailableHumans
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 medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acids and conjugates
Direct Parent
Medium-chain fatty acids
Alternative Parents
Thia fatty acids / Hydroxy fatty acids / Dialkyldisulfides / Amino acids / Thiohemiaminal derivatives / Sulfenyl compounds / Monocarboxylic acids and derivatives / Dialkylthioethers / Carboxylic acids / Primary amines
show 4 more
Substituents
Alcohol / Aliphatic acyclic compound / Amine / Amino acid / Amino acid or derivatives / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Dialkyldisulfide / Dialkylthioether
show 17 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
BFRWEULQQALYNZ-JTQLQIEISA-N
InChI
InChI=1S/C11H23NO3S3/c12-9-16-7-5-10(18-17-8-6-13)3-1-2-4-11(14)15/h10,13H,1-9,12H2,(H,14,15)/t10-/m0/s1
IUPAC Name
(6S)-8-[(aminomethyl)sulfanyl]-6-[(2-hydroxyethyl)disulfanyl]octanoic acid
SMILES
[H][C@](CCCCC(O)=O)(CCSCN)SSCCO

References

General References
Not Available
PubChem Compound
5289084
PubChem Substance
46504782
ChemSpider
4451119
ZINC
ZINC000005975463
PDBe Ligand
OSS
PDB Entries
1htp

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 Solubility0.0505 mg/mLALOGPS
logP-0.53ALOGPS
logP-1.1Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.06Chemaxon
pKa (Strongest Basic)8.33Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area83.55 Å2Chemaxon
Rotatable Bond Count13Chemaxon
Refractivity82.81 m3·mol-1Chemaxon
Polarizability34.56 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8201
Blood Brain Barrier+0.7722
Caco-2 permeable-0.6433
P-glycoprotein substrateNon-substrate0.6539
P-glycoprotein inhibitor INon-inhibitor0.9358
P-glycoprotein inhibitor IINon-inhibitor0.9857
Renal organic cation transporterNon-inhibitor0.8731
CYP450 2C9 substrateNon-substrate0.9222
CYP450 2D6 substrateNon-substrate0.8119
CYP450 3A4 substrateNon-substrate0.7978
CYP450 1A2 substrateNon-inhibitor0.7738
CYP450 2C9 inhibitorNon-inhibitor0.8544
CYP450 2D6 inhibitorNon-inhibitor0.9335
CYP450 2C19 inhibitorNon-inhibitor0.8386
CYP450 3A4 inhibitorNon-inhibitor0.7826
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9556
Ames testNon AMES toxic0.7914
CarcinogenicityNon-carcinogens0.7939
BiodegradationReady biodegradable0.9636
Rat acute toxicity2.3074 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8778
hERG inhibition (predictor II)Non-inhibitor0.8625
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-MSsplash10-0f89-9170000000-af5f992f32a08927b0b2
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ik9-0293000000-bb74ec3bb81ddb8e97bb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-08gi-2093000000-e13d12ea83a900f0e9b7
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00ds-0290000000-edb9035d4c38bd149abb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-8090000000-ea2c2f49f83831273834
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-9210000000-02f619dd8f93ea6b6245
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-9210000000-de671811b820642a02c0
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]-163.78911
predicted
DeepCCS 1.0 (2019)
[M+H]+166.14711
predicted
DeepCCS 1.0 (2019)
[M+Na]+172.24025
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glycine cleavage system H protein, mitochondrial
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Aminomethyltransferase activity
Specific Function
The glycine cleavage system catalyzes the degradation of glycine. The H protein (GCSH) shuttles the methylamine group of glycine from the P protein (GLDC) to the T protein (GCST).
Gene Name
GCSH
Uniprot ID
P23434
Uniprot Name
Glycine cleavage system H protein, mitochondrial
Molecular Weight
18884.37 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52