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Showing NP-Card for o-acetyl-l-homoserine (NP0302619)

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Record Information
Version2.0
Created at2022-09-10 16:19:46 UTC
Updated at2022-09-10 16:19:47 UTC
NP-MRD IDNP0302619
Secondary Accession NumbersNone
Natural Product Identification
Common Nameo-acetyl-l-homoserine
DescriptionO-Acetyl-L-homoserine belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. O-Acetyl-L-homoserine is a very strong basic compound (based on its pKa). O-Acetyl-L-homoserine exists in both E. o-acetyl-l-homoserine is found in Apis cerana and Trypanosoma brucei. Coli (prokaryote) and yeast (eukaryote).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0302619 (o-acetyl-l-homoserine)

 
  Mrv0541 02241222072D          
 
 11 10  0  0  1  0            999 V2000
   15.8402   -9.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1222   -9.8960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5515   -9.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4076   -9.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1222  -10.7206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2661   -9.4837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6929   -9.8960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4076   -8.6557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9842   -9.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6987   -9.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9842  -10.7206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
Download

3D MOL for NP0302619 (o-acetyl-l-homoserine)

     RDKit          3D

 22 21  0  0  0  0  0  0  0  0999 V2000
    3.9078    0.2337    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4358    0.0330    0.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7769    0.5350    1.5048 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8026   -0.7260   -0.3921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4063   -1.0097   -0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726    0.2447   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8455    0.0275   -0.5808 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5251    1.3194   -0.7047 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4446   -0.6648    0.5538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1046   -1.8360    0.8258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4075   -0.0853    1.3866 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3381    0.6499    1.3684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0672    0.9122   -0.4312 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3925   -0.7438    0.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1241   -1.6731    0.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2436   -1.6182   -1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0630    1.0117    0.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0943    0.6891   -1.5398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773   -0.5487   -1.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4774    1.5744   -1.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9704    2.0137   -0.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1127   -0.6162    1.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 11  1  0
  9 10  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  6
  8 20  1  0
  8 21  1  0
 11 22  1  0
M  END
Download

3D SDF for NP0302619 (o-acetyl-l-homoserine)

 
  Mrv0541 02241222072D          
 
 11 10  0  0  1  0            999 V2000
   15.8402   -9.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1222   -9.8960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5515   -9.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4076   -9.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1222  -10.7206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2661   -9.4837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6929   -9.8960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4076   -8.6557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9842   -9.8960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6987   -9.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9842  -10.7206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0302619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OCC[C@H](N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)/t5-/m0/s1

> <INCHI_KEY>
FCXZBWSIAGGPCB-YFKPBYRVSA-N

> <FORMULA>
C6H11NO4

> <MOLECULAR_WEIGHT>
161.1558

> <EXACT_MASS>
161.068807845

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
15.619042677153525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-(acetyloxy)-2-aminobutanoic acid

> <ALOGPS_LOGP>
-2.87

> <JCHEM_LOGP>
-3.387033704166865

> <ALOGPS_LOGS>
-0.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.015703027729805

> <JCHEM_PKA_STRONGEST_BASIC>
9.458194751674373

> <JCHEM_POLAR_SURFACE_AREA>
89.62

> <JCHEM_REFRACTIVITY>
36.057900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.39e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
O-acetyl-L-homoserine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0302619 (o-acetyl-l-homoserine)

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PDB for NP0302619 (o-acetyl-l-homoserine)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      29.568 -17.703   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.228 -18.473   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      30.896 -18.473   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.894 -17.703   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      28.228 -20.012   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0      32.230 -17.703   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      25.560 -18.473   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      26.894 -16.157   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      33.571 -18.473   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.904 -17.703   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      33.571 -20.012   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1    6                                                       
CONECT    4    2    7    8                                                  
CONECT    5    2                                                            
CONECT    6    3    9                                                       
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0302619 (o-acetyl-l-homoserine)
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SMILES for NP0302619 (o-acetyl-l-homoserine)
CC(=O)OCC[C@H](N)C(O)=O
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INCHI for NP0302619 (o-acetyl-l-homoserine)
InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)/t5-/m0/s1
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View in JSmol
Synonyms
ValueSource
O-AcetylhomoserineChEBI
Chemical FormulaC6H11NO4
Average Mass161.1558 Da
Monoisotopic Mass161.06881 Da
IUPAC Name(2S)-4-(acetyloxy)-2-aminobutanoic acid
Traditional NameO-acetyl-L-homoserine
CAS Registry NumberNot Available
SMILES
CC(=O)OCC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)/t5-/m0/s1
InChI KeyFCXZBWSIAGGPCB-YFKPBYRVSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Apis ceranaLOTUS Database
Trypanosoma bruceiLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentL-alpha-amino acids  
Alternative Parents
Substituents
  • L-alpha-amino acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Fatty acid
    • 

  • Carboxylic acid ester
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Hydrocarbon derivative
    • 

  • 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-2.9ALOGPS
logP-3.4ChemAxon
logS-0.28ALOGPS
pKa (Strongest Acidic)2.02ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area89.62 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity36.06 m³·mol⁻¹ChemAxon
Polarizability15.62 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00019570  
Chemspider IDNot Available
KEGG Compound IDC01077  
BioCyc IDCPD-667  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound439389  
PDB IDNot Available
ChEBI ID16288  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]