(S)C(S)S-S-Methylcysteine sulfoxide



Compound IDCDAMM00570
Common name(S)C(S)S-S-Methylcysteine sulfoxide
IUPAC name2-amino-3-methylsulfinylpropanoic acid
Molecular formulaC4H9NO3S

Experimental data

Retention time9.65
Adduct[M+H]+
Actual mz152.038
Theoretical mz152.037
Error2.79
Ionizaton modePositive
Instrument typeLC-MS/MS-QTOF, spectrum predicted by MS-DIAL v4.9 integrated with MS-FINDER 3.60
Score6.1623

Identifiers and class information

Inchi keyZZLHPCSGGOGHFW-UHFFFAOYNA-N
SmilesO=C(O)C(N)CS(=O)C
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives

Pharmacokinetic properties

Number of descriptor values(#stars)3
Number of non-conjugated amine groups (#amine)1
Number of amidine and guanidine groups (#amidine)0
Number of carboxylic acid groups (#acid)1
Number of non-conjugated amide groups (#amide)0
Number of rotatable bonds (#rotor)4
Number of reactive functional groups (#rtvFG)0
Predicted central nervous system activity (CNS)-1
Molecular weight (mol_MW)151.18
Computed dipole moment(dipole)11.128
Total solvent accessible surface area (SASA)335.997
Hydrophobic component of SASA (FOSA)138.22
Hydrophilic component of SASA (FISA)175.99
Pie component of the SASA (PISA)0
Weakly polar component of the SASA (WPSA)21.787
Total solvent accesible volume (volume)514.923
Number of hydrogen bond donors (donorHB)2
Number of hydrogen bond acceptors (accptHB)6
Free energy of solvation of dipole (dip^2/V)0.240474
Index of cohesive interaction in solids (ACxDN^.5/SA)0.025254
Globularity descriptor (glob)0.924678
Predicted polarizability in cubic angstroms (QPpolrz)11.885
Predicted hexadecane/gas partition coefficient (QPlogPC16)4.934
Predicted octanol/gas partition coefficient (QPlogPoct)12.884
Predicted water/gas partition coefficient (QPlogPw)12.189
Predicted octanol/water partition coefficient (QPlogPo/w)-2.855
Predicted aqueous solubility (QPlogS)1.247
Conformation-independent predicted aqueous solubility (CIQPlogS)0.582
Predicted IC50 value for blockage of HERG K+ channels (QPlogHERG)-1.669
Predicted apparent Caco-2 cell permeability in nm/sec (QPPCaco)0.534
Predicted brain/blood partition coefficient (QPlogBB)-0.598
Predicted apparent MDCK cell permeability in nm/sec (QPPMDCK)8.671
Predicted skin permeability, log Kp (QPlogKp)-6.442
PM3 calculated ionization potential (IP(ev))9.426
PM3 calculated electron affinity (EA(eV))0.207
Number of likely metabolic reactions (#metab)4
Prediction of binding to human serum albumin (QPlogKhsa)-1.097
Predicted qualitative human oral absorption (HumanOralAbsorption)1
Predicted human oral absorption on 0 to 100% scale (PercentHumanOralAbsorption)5.349
Solvent-accessible surface area of fluorine atoms (SAFluorine)0
Solvent-accessible surface area of amide oxygen atoms (SAamideO)0
Van der Waals surface area (PSA)90.901
Number of nitrogen and oxygen atoms (#NandO)4
Number of violations of Lipinski’s rule of five (RuleOfFive)0
Number of violations of Jorgensen’s rule of three (RuleOfThree)1

Compound-target network

Cytoscape Graph

Protein targets associated with phytocompound

Uniprot ID Gene name Target name TTD_ID Prediction source
P29475NOS1Nitric-oxide synthase, brainT16117SEA
P35228NOS2Nitric oxide synthase, inducibleT02703SEA
P29474NOS3Nitric-oxide synthase, endothelialT06046SEA
O00222GRM8Metabotropic glutamate receptor 8T77548SEA
Q4U2R8SLC22A6Solute carrier family 22 member 6 (by homology)T70680SEA
P43005SLC1A1Excitatory amino acid transporter 3T31721SEA
P39086GRIK1Glutamate receptor ionotropic kainate 1T73495SEA
Q13002GRIK2Glutamate receptor ionotropic kainate 2T58178SEA
O15303GRM6Metabotropic glutamate receptor 6T55956SEA
P42261GRIA1Glutamate receptor ionotropic, AMPA 1T33584SEA
Q16478GRIK5Glutamate receptor ionotropic kainate 5T87930SEA
Q13003GRIK3Glutamate receptor ionotropic kainate 3T68876SEA
P42262GRIA2Glutamate receptor ionotropic, AMPA 2T42392SEA
P07101THTyrosine 3-hydroxylaseT62390SEA
Q16719KYNUKynureninaseT99912SEA
Q07075ENPEPAminopeptidase AT31956SEA
Q01650SLC7A5L-type amino acid transporter 1 (by homology)T48330SEA
P52732KIF11Kinesin-like protein 1T28484SEA
Q9UPY5SLC7A11Cystine/glutamate transporterT11615SEA
P00480OTCOrnithine transcarbamylaseT52098SEA
P42263GRIA3Glutamate receptor AMPA 3T62391SEA

Target associated diseases

TTD_ID Disease_ID Disease name ICD_11 Uniprot ID Gene names
T16117DI0173Headache[ICD-11: 8A80-8A84]P29475NOS1
T16117DI0264Migraine[ICD-11: 8A80]P29475NOS1
T02703DI0083Chronic kidney disease[ICD-11: GB61]P35228NOS2
T02703DI0320Osteoarthritis[ICD-11: FA00-FA05]P35228NOS2
T02703DI0375Sepsis[ICD-11: 1G40-1G41]P35228NOS2
T02703DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P35228NOS2
T06046DI0287Myocardial infarction[ICD-11: BA41-BA43]P29474NOS3
T70680DI0167Gout[ICD-11: FA25]Q4U2R8SLC22A6
T70680DI0206Inborn purine/pyrimidine/nucleotide metabolism error[ICD-11: 5C55]Q4U2R8SLC22A6
T70680DI0310Ocular disease[ICD-11: N.A.]Q4U2R8SLC22A6
T73495DI0134Epilepsy/seizure[ICD-11: 8A61-8A6Z]P39086GRIK1
T73495DI0396Substance abuse[ICD-11: 6C40]P39086GRIK1
T33584DI0298Neuropathy[ICD-11: 8C0Z]P42261GRIA1
T42392DI0298Neuropathy[ICD-11: 8C0Z]P42262GRIA2
T62390DI0019Adrenomedullary hyperfunction[ICD-11: 5A75]P07101TH
T62390DI0306Nutritional deficiency[ICD-11: 5B50-5B71]P07101TH
T99912DI0046Bacterial infection[ICD-11: 1A00-1C4Z]Q16719KYNU
T99912DI0062Breast cancer[ICD-11: 2C60-2C6Y]Q16719KYNU
T31956DI0190Hypertension[ICD-11: BA00-BA04]Q07075ENPEP
T28484DI0012Acute myeloid leukaemia[ICD-11: 2A60]P52732KIF11
T28484DI0172Head and neck cancer[ICD-11: 2D42]P52732KIF11
T28484DI0241Lymphoma[ICD-11: 2A80-2A86]P52732KIF11
T28484DI0245Malignant haematopoietic neoplasm[ICD-11: 2B33]P52732KIF11
T28484DI0274Multiple myeloma[ICD-11: 2A83]P52732KIF11
T28484DI0321Ovarian cancer[ICD-11: 2C73]P52732KIF11
T28484DI0361Renal cell carcinoma[ICD-11: 2C90]P52732KIF11
T28484DI0391Solid tumour/cancer[ICD-11: 2A00-2F9Z]P52732KIF11
T11615DI0054Body-focused behaviour disorder[ICD-11: 6B25]Q9UPY5SLC7A11
T52098DI0258Metabolism inborn error[ICD-11: 5C50]P00480OTC
T62391DI0298Neuropathy[ICD-11: 8C0Z]P42263GRIA3

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