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Showing NP-Card for 2-amino-3-hydroxyhex-4-ynoic acid (NP0329515)

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Record Information
Version2.0
Created at2022-09-12 13:58:31 UTC
Updated at2022-09-12 13:58:31 UTC
NP-MRD IDNP0329515
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-amino-3-hydroxyhex-4-ynoic acid
Description2-Amino-3-hydroxyhex-4-ynoic acid belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-amino-3-hydroxyhex-4-ynoic acid is found in Tricholomopsis rutilans. 2-Amino-3-hydroxyhex-4-ynoic acid is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)


  Mrv1533004161521262D          

 10  9  0  0  0  0            999 V2000
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)

     RDKit          3D

 19 18  0  0  0  0  0  0  0  0999 V2000
    3.3243    1.0458   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0909    0.3805    0.0141 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0796   -0.1827    0.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391   -0.8872    0.7821 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0421   -2.2706    0.6604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3153   -0.5423   -0.1345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4461   -1.3068    0.3645 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5885    0.9227   -0.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7072    1.3010    0.4214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6133    1.7889   -0.4829 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6191    1.8536    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1863    0.3313   -0.4421 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1968    1.3973   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4281   -0.5757    1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -2.7398    1.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1151   -0.8721   -1.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3887   -1.4419    1.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3519   -0.9530    0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8978    2.7510   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  3  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8 10  1  0
  8  9  2  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  4 14  1  1
  5 15  1  0
  6 16  1  6
  7 17  1  0
  7 18  1  0
 10 19  1  0
M  END
Download

3D SDF for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)


  Mrv1533004161521262D          

 10  9  0  0  0  0            999 V2000
    1.6500   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  3  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0329515

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC#CC(O)C(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H9NO3/c1-2-3-4(8)5(7)6(9)10/h4-5,8H,7H2,1H3,(H,9,10)

> <INCHI_KEY>
PCFXPXBZUKADGY-UHFFFAOYSA-N

> <FORMULA>
C6H9NO3

> <MOLECULAR_WEIGHT>
143.142

> <EXACT_MASS>
143.058243154

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
19

> <JCHEM_AVERAGE_POLARIZABILITY>
14.087272524501085

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-hydroxyhex-4-ynoic acid

> <ALOGPS_LOGP>
-1.81

> <JCHEM_LOGP>
-2.762940885820287

> <ALOGPS_LOGS>
-1.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.094922512500748

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8776558368797716

> <JCHEM_PKA_STRONGEST_BASIC>
8.591303570098992

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
34.7922

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.17e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-hydroxyhex-4-ynoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)

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PDB for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)
HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       3.080  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.540  -0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.310   1.334   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.540  -2.667   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.620  -2.667   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -4.620  -0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

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3D PDB for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)
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SMILES for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)
CC#CC(O)C(N)C(O)=O
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INCHI for NP0329515 (2-amino-3-hydroxyhex-4-ynoic acid)
InChI=1S/C6H9NO3/c1-2-3-4(8)5(7)6(9)10/h4-5,8H,7H2,1H3,(H,9,10)
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View in JSmol
Synonyms
ValueSource
2-Amino-3-hydroxyhex-4-ynoateGenerator
2-Amino-3-hydroxy-4-hexynoateGenerator
Chemical FormulaC6H9NO3
Average Mass143.1420 Da
Monoisotopic Mass143.05824 Da
IUPAC Name2-amino-3-hydroxyhex-4-ynoic acid
Traditional Name2-amino-3-hydroxyhex-4-ynoic acid
CAS Registry NumberNot Available
SMILES
CC#CC(O)C(N)C(O)=O
InChI Identifier
InChI=1S/C6H9NO3/c1-2-3-4(8)5(7)6(9)10/h4-5,8H,7H2,1H3,(H,9,10)
InChI KeyPCFXPXBZUKADGY-UHFFFAOYSA-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
Tricholomopsis rutilansLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentAlpha amino acids  
Alternative Parents
Substituents
  • Alpha-amino acid
    • 

  • Medium-chain hydroxy acid
    • 

  • Medium-chain fatty acid
    • 

  • Amino fatty acid
    • 

  • Beta-hydroxy acid
    • 

  • Hydroxy fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Unsaturated fatty acid
    • 

  • Hydroxy acid
    • 

  • Amino acid
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Alcohol
    • 

  • Primary aliphatic amine
    • 

  • Organonitrogen compound
    • 

  • Organooxygen compound
    • 

  • Primary amine
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • 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-1.8ALOGPS
logP-2.8ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.88ChemAxon
pKa (Strongest Basic)8.59ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity34.79 m³·mol⁻¹ChemAxon
Polarizability14.09 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 IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14825869  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]