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Showing NP-Card for Serylglycine (NP0044355)

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Record Information
Version2.0
Created at2022-02-14 20:49:11 UTC
Updated at2022-03-10 22:22:29 UTC
NP-MRD IDNP0044355
Secondary Accession NumbersNone
Natural Product Identification
Common NameSerylglycine
DescriptionSerylglycine, also known as L-ser-gly or SG, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Serylglycine is a very strong basic compound (based on its pKa). It is an incomplete breakdown product of protein digestion or protein catabolism. Serylglycine is expected to be in Cannabis as all living plants are known to produce and metabolize it.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0044355 (Serylglycine)


  Mrv1652309042000362D          

 11 10  0  0  0  0            999 V2000
 2499.6543 2499.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.9396 2499.5028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.2249 2499.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.5099 2499.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.7952 2499.0912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.5099 2500.3282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3690 2499.5028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.0840 2499.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7987 2499.5028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3690 2500.3282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.6543 2498.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 11  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  1  0  0  0
  8  9  1  0  0  0  0
M  END
Download

3D MOL for NP0044355 (Serylglycine)

     RDKit          3D

 21 20  0  0  0  0  0  0  0  0999 V2000
   -1.7627   -1.2391    0.9325 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6301   -0.3619   -0.1760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9692    1.0485    0.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586    1.0916    0.8199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048   -0.3540   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1363    0.3594   -1.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7890   -1.1397   -0.0029 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425   -1.1253   -0.4519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7340    0.2324   -0.3753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0122    1.1644    0.0538 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0182    0.5299   -0.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5859   -1.0827    1.5303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4782   -2.2075    0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503   -0.6075   -1.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2523    1.3672    1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9012    1.7843   -0.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2861    1.2563    1.7810 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5079   -1.7308    0.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -1.4422   -1.5290 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7723   -1.7821    0.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2350    1.3880   -1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 11  1  0
  9 10  2  0
  1 12  1  0
  1 13  1  0
  2 14  1  6
  3 15  1  0
  3 16  1  0
  4 17  1  0
  7 18  1  0
  8 19  1  0
  8 20  1  0
 11 21  1  0
M  END
Download

3D SDF for NP0044355 (Serylglycine)


  Mrv1652309042000362D          

 11 10  0  0  0  0            999 V2000
 2499.6543 2499.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.9396 2499.5028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.2249 2499.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.5099 2499.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.7952 2499.0912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.5099 2500.3282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3690 2499.5028    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2501.0840 2499.0912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7987 2499.5028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3690 2500.3282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.6543 2498.2657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 11  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  1  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044355

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H10N2O4/c6-3(2-8)5(11)7-1-4(9)10/h3,8H,1-2,6H2,(H,7,11)(H,9,10)/t3-/m0/s1

> <INCHI_KEY>
WOUIMBGNEUWXQG-VKHMYHEASA-N

> <FORMULA>
C5H10N2O4

> <MOLECULAR_WEIGHT>
162.145

> <EXACT_MASS>
162.06405681

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.865965330636758

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2S)-2-amino-3-hydroxypropanamido]acetic acid

> <ALOGPS_LOGP>
-3.29

> <JCHEM_LOGP>
-4.997162398527842

> <ALOGPS_LOGS>
-0.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.921766200065662

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4391069416085016

> <JCHEM_PKA_STRONGEST_BASIC>
7.849670898076614

> <JCHEM_POLAR_SURFACE_AREA>
112.65

> <JCHEM_REFRACTIVITY>
34.844500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.47e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S)-2-amino-3-hydroxypropanamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0044355 (Serylglycine)

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PDB for NP0044355 (Serylglycine)
HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    4666.0214664.970   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4664.6874665.739   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4663.3534664.970   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4662.0184665.739   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    4660.6844664.970   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    4662.0184667.279   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    4667.3554665.739   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4668.6904664.970   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    4670.0244665.739   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    4667.3554667.279   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    4666.0214663.429   0.000  0.00  0.00           O+0
CONECT    1    2    7   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7                                                            
CONECT   11    1                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0044355 (Serylglycine)
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SMILES for NP0044355 (Serylglycine)
N[C@@H](CO)C(=O)NCC(O)=O
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INCHI for NP0044355 (Serylglycine)
InChI=1S/C5H10N2O4/c6-3(2-8)5(11)7-1-4(9)10/h3,8H,1-2,6H2,(H,7,11)(H,9,10)/t3-/m0/s1
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View in JSmol
Synonyms
ValueSource
L-Ser-glyChEBI
Serinyl-glycineChEBI
SGChEBI
L-SerylglycineHMDB
N-L-SerylglycineHMDB
N-SerylglycineHMDB
NSC 88482HMDB
S-g DipeptideHMDB
SG DipeptideHMDB
Ser-glyHMDB
Serine glycine dipeptideHMDB
Serine-glycine dipeptideHMDB
SerinylglycineHMDB
Seryl-glycineHMDB
Chemical FormulaC5H10N2O4
Average Mass162.1450 Da
Monoisotopic Mass162.06406 Da
IUPAC Name2-[(2S)-2-amino-3-hydroxypropanamido]acetic acid
Traditional Name[(2S)-2-amino-3-hydroxypropanamido]acetic acid
CAS Registry Number687-63-8
SMILES
N[C@@H](CO)C(=O)NCC(O)=O
InChI Identifier
InChI=1S/C5H10N2O4/c6-3(2-8)5(11)7-1-4(9)10/h3,8H,1-2,6H2,(H,7,11)(H,9,10)/t3-/m0/s1
InChI KeyWOUIMBGNEUWXQG-VKHMYHEASA-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 Origin
Species NameSourceReference
Cannabis sativaCannabisDB
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentDipeptides  
Alternative Parents
Substituents
  • Alpha-dipeptide
    • 

  • N-acyl-alpha-amino acid
    • 

  • N-acyl-alpha amino acid or derivatives
    • 

  • Alpha-amino acid amide
    • 

  • Serine or derivatives
    • 

  • Alpha-amino acid or derivatives
    • 

  • Amino acid or derivatives
    • 

  • Carboxamide group
    • 

  • Amino acid
    • 

  • Carboxylic acid salt
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary alcohol
    • 

  • Primary amine
    • 

  • Organic zwitterion
    • 

  • Primary aliphatic amine
    • 

  • Organic salt
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Organopnictogen compound
    • 

  • Amine
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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-3.3ALOGPS
logP-5ChemAxon
logS-0.34ALOGPS
pKa (Strongest Acidic)3.44ChemAxon
pKa (Strongest Basic)7.85ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area112.65 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.84 m³·mol⁻¹ChemAxon
Polarizability14.87 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029039  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDCPD-12607  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7009643  
PDB IDNot Available
ChEBI ID74814  
Good Scents IDNot Available
References
General References
  1. Ho PH, Stroobants K, Parac-Vogt TN: Hydrolysis of serine-containing peptides at neutral pH promoted by [MoO4]2- oxyanion. Inorg Chem. 2011 Dec 5;50(23):12025-33. doi: 10.1021/ic2015034. Epub 2011 Oct 31. [PubMed:22040112  ]