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Showing NP-Card for Serylthreonine (NP0136635)

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Record Information
Version2.0
Created at2022-05-12 15:19:36 UTC
Updated at2022-05-12 15:19:37 UTC
NP-MRD IDNP0136635
Secondary Accession NumbersNone
Natural Product Identification
Common NameSerylthreonine
DescriptionSerylthreonine, also known as S-T or L-ser-L-THR, belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Serylthreonine is a very strong basic compound (based on its pKa). Serylthreonine was first documented in 2002 (PMID: 12464682). It is an incomplete breakdown product of protein digestion or protein catabolism (PMID: 17786622) (PMID: 11861785).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0136635 (Serylthreonine)


  Mrv1652304062014122D          

 14 13  0  0  0  0            999 V2000
 2501.4352 2502.0518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2501.4352 2501.2263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1584 2500.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8711 2501.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1584 2500.0013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.4434 2499.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7286 2500.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8711 2499.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7203 2502.4635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2500.0055 2502.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7203 2503.2890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1500 2502.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8650 2502.0518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1500 2503.2890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  1  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
Download

3D MOL for NP0136635 (Serylthreonine)

     RDKit          3D

 28 27  0  0  0  0  0  0  0  0999 V2000
   -3.3720   -1.1156   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0492   -0.8016    0.4289 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1965   -1.8801    0.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4107    0.4190   -0.1367 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0856    0.4796    0.3967 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1234    0.2984   -0.2862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0958    0.0490   -1.5167 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3821    0.4210    0.4309 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5113   -0.6525    1.4373 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5938    0.3828   -0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8179   -0.9751   -0.8191 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947    1.6551   -0.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7894    2.2016   -0.9379 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2342    2.2265    1.2566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1503   -1.6832   -1.1917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383   -0.1950   -0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9065   -1.7966    0.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1641   -0.6771    1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9352   -2.3220    1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2608    0.2706   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0627    0.6910    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387    1.3751    1.0554 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -0.6199    2.0424 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3006   -1.5342    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2922    0.9122   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4585    0.8771   -0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5298   -1.2280   -0.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    3.2218    1.3223 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  4 12  1  0
 12 14  1  0
 12 13  2  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  1
  3 19  1  0
  4 20  1  6
  5 21  1  0
  8 22  1  1
  9 23  1  0
  9 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 14 28  1  0
M  END
Download

3D SDF for NP0136635 (Serylthreonine)


  Mrv1652304062014122D          

 14 13  0  0  0  0            999 V2000
 2501.4352 2502.0518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2501.4352 2501.2263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1584 2500.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8711 2501.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1584 2500.0013    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.4434 2499.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7286 2500.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8711 2499.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7203 2502.4635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2500.0055 2502.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7203 2503.2890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1500 2502.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8650 2502.0518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1500 2503.2890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  9  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  1  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0136635

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@H](NC(=O)[C@@H](N)CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H14N2O5/c1-3(11)5(7(13)14)9-6(12)4(8)2-10/h3-5,10-11H,2,8H2,1H3,(H,9,12)(H,13,14)/t3-,4+,5+/m1/s1

> <INCHI_KEY>
LDEBVRIURYMKQS-WISUUJSJSA-N

> <FORMULA>
C7H14N2O5

> <MOLECULAR_WEIGHT>
206.198

> <EXACT_MASS>
206.090271559

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
19.224503458295462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-hydroxybutanoic acid

> <ALOGPS_LOGP>
-3.11

> <JCHEM_LOGP>
-5.058898068745587

> <ALOGPS_LOGS>
-0.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.548388619541143

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4040084626010585

> <JCHEM_PKA_STRONGEST_BASIC>
7.849253127601348

> <JCHEM_POLAR_SURFACE_AREA>
132.88

> <JCHEM_REFRACTIVITY>
45.3009

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.87e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-hydroxybutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0136635 (Serylthreonine)

Download
PDB for NP0136635 (Serylthreonine)
HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    4669.3464670.497   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4669.3464668.956   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4670.6964668.210   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4672.0264668.979   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4670.6964666.669   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4669.3614665.897   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    4668.0274666.669   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0    4672.0264665.897   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0    4668.0114671.265   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4666.6774670.497   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    4668.0114672.806   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4670.6804671.265   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    4672.0154670.497   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    4670.6804672.806   0.000  0.00  0.00           O+0
CONECT    1    2    9   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    1   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

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3D PDB for NP0136635 (Serylthreonine)
Download
SMILES for NP0136635 (Serylthreonine)
C[C@@H](O)[C@H](NC(=O)[C@@H](N)CO)C(O)=O
Download
INCHI for NP0136635 (Serylthreonine)
InChI=1S/C7H14N2O5/c1-3(11)5(7(13)14)9-6(12)4(8)2-10/h3-5,10-11H,2,8H2,1H3,(H,9,12)(H,13,14)/t3-,4+,5+/m1/s1
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View in JSmol
Synonyms
ValueSource
(2S,3R)-2-{[(2S)-2-amino-3-hydroxypropanoyl]amino}-3-hydroxybutanoic acidChEBI
L-Ser-L-THRChEBI
S-TChEBI
S-T DipeptideChEBI
Serine threonine dipeptideChEBI
SerinylthreonineChEBI
STChEBI
ST DipeptideChEBI
(2S,3R)-2-{[(2S)-2-amino-3-hydroxypropanoyl]amino}-3-hydroxybutanoateGenerator
(2S,3R)-2-{[(2S)-2-amino-1,3-dihydroxypropylidene]amino}-3-hydroxybutanoateHMDB
L-Seryl-L-threonineHMDB
N-L-Seryl-L-threonineHMDB
N-SerylthreonineHMDB
Ser-THRHMDB
Serine-threonine dipeptideHMDB
Serinyl-threonineHMDB
Seryl-threonineHMDB
Chemical FormulaC7H14N2O5
Average Mass206.1980 Da
Monoisotopic Mass206.09027 Da
IUPAC Name(2S,3R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-hydroxybutanoic acid
Traditional Name(2S,3R)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-hydroxybutanoic acid
CAS Registry NumberNot Available
SMILES
C[C@@H](O)[C@H](NC(=O)[C@@H](N)CO)C(O)=O
InChI Identifier
InChI=1S/C7H14N2O5/c1-3(11)5(7(13)14)9-6(12)4(8)2-10/h3-5,10-11H,2,8H2,1H3,(H,9,12)(H,13,14)/t3-,4+,5+/m1/s1
InChI KeyLDEBVRIURYMKQS-WISUUJSJSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentPeptides  
Alternative Parents
Substituents
  • Alpha peptide
    • 

  • N-acyl-alpha-amino acid
    • 

  • N-acyl-alpha amino acid or derivatives
    • 

  • Alpha-amino acid or derivatives
    • 

  • Beta-hydroxy acid
    • 

  • Short-chain hydroxy acid
    • 

  • Hydroxy acid
    • 

  • Fatty acid
    • 

  • Amino acid or derivatives
    • 

  • Amino acid
    • 

  • Secondary alcohol
    • 

  • Carboximidic acid
    • 

  • Carboximidic acid derivative
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic 1,3-dipolar compound
    • 

  • Propargyl-type 1,3-dipolar organic compound
    • 

  • Hydrocarbon derivative
    • 

  • Amine
    • 

  • Primary aliphatic amine
    • 

  • Organic oxide
    • 

  • Organic nitrogen compound
    • 

  • Alcohol
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organopnictogen compound
    • 

  • Primary alcohol
    • 

  • Primary amine
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3.1ALOGPS
logP-5.1ChemAxon
logS-0.42ALOGPS
pKa (Strongest Acidic)3.4ChemAxon
pKa (Strongest Basic)7.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area132.88 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity45.3 m³·mol⁻¹ChemAxon
Polarizability19.22 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029049  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound54027404  
PDB IDNot Available
ChEBI ID141393  
Good Scents IDNot Available
References
General References
  1. Ju T, Cummings RD: A unique molecular chaperone Cosmc required for activity of the mammalian core 1 beta 3-galactosyltransferase. Proc Natl Acad Sci U S A. 2002 Dec 24;99(26):16613-8. doi: 10.1073/pnas.262438199. Epub 2002 Dec 3. [PubMed:12464682  ] 
  2. Shet MS, Fisher CW, Tremblay Y, Belanger A, Conley AJ, Mason JI, Estabrook RW: Comparison of the 17 alpha-hydroxylase/C17,20-lyase activities of porcine, guinea pig and bovine P450c17 using purified recombinant fusion proteins containing P450c17 linked to NADPH-P450 reductase. Drug Metab Rev. 2007;39(2-3):289-307. doi: 10.1080/03602530701468391. [PubMed:17786622  ] 
  3. Ford DJ, Essex A, Spalding TA, Burstein ES, Ellis J: Homologous mutations near the junction of the sixth transmembrane domain and the third extracellular loop lead to constitutive activity and enhanced agonist affinity at all muscarinic receptor subtypes. J Pharmacol Exp Ther. 2002 Mar;300(3):810-7. doi: 10.1124/jpet.300.3.810. [PubMed:11861785  ]