Np mrd loader

Showing NP-Card for 2-Amino-4-hydroxy-3-methylpentanoic acid (NP0045371)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 19:18:48 UTC
Updated at2022-03-17 19:18:48 UTC
NP-MRD IDNP0045371
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Amino-4-hydroxy-3-methylpentanoic acid
Description(2R,3R,4R)-2-Amino-4-hydroxy-3-methylpentanoic acid, also known as D-xylo-form, belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom (2R,3R,4R)-2-Amino-4-hydroxy-3-methylpentanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. L-ribo-2-amino-4-hydroxy-3-methylpentanoic acid is soluble (in water) and a moderately acidic compound (based on its pKa). Thus, L-ribo-2-amino-4-hydroxy-3-methylpentanoic acid is considered to be a fatty acid lipid molecule. Outside of the human body, (2R,3R,4R)-2-Amino-4-hydroxy-3-methylpentanoic acid has been detected, but not quantified in, fenugreeks. This could make (2R,3R,4R)-2-amino-4-hydroxy-3-methylpentanoic acid a potential biomarker for the consumption of these foods. L-ribo-2-amino-4-hydroxy-3-methylpentanoic acid can be found in herbs and spices, which makes L-ribo-2-amino-4-hydroxy-3-methylpentanoic acid a potential biomarker for the consumption of this food product. L-ribo-2-amino-4-hydroxy-3-methylpentanoic acid belongs to isoleucine and derivatives class of compounds. Those are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)


  Mrv0541 02241210522D          

 10  9  0  0  0  0            999 V2000
    1.4854   -1.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -1.3200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854    0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246    0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725   -0.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025    0.4950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    0.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
Download

3D MOL for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)

     RDKit          3D

 23 22  0  0  0  0  0  0  0  0999 V2000
   -0.6543   -1.3703    1.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1732   -0.0081    0.5594 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0078   -0.2913   -0.3429 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9802   -1.0061    0.4944 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427    0.9189   -0.8941 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0139    1.6839   -1.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9499    1.2282   -0.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2911    0.7254   -0.1177 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8323   -0.0627   -1.3096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3488    0.7757    0.8026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6707   -1.2771    1.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6434   -2.0404    0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0713   -1.6766    1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1064    0.5753    1.4607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6642   -0.9986   -1.1218 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9442   -0.6296    1.4869 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9612   -0.7707    0.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2278    2.0550   -0.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634    1.7130   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0976   -0.1500   -2.1156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1025   -1.0673   -0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7305    0.4680   -1.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616    1.2053    1.6515 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  2  1  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  7  1  0
  5  6  2  0
  9 20  1  0
  9 21  1  0
  9 22  1  0
  8 19  1  6
 10 23  1  0
  2 14  1  1
  1 11  1  0
  1 12  1  0
  1 13  1  0
  3 15  1  6
  4 16  1  0
  4 17  1  0
  7 18  1  0
M  END
Download

3D SDF for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)


  Mrv0541 02241210522D          

 10  9  0  0  0  0            999 V2000
    1.4854   -1.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596   -0.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -1.3200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4854    0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8246    0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0725   -0.6600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025    0.4950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    0.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    0.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0817    1.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045371

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)

> <INCHI_KEY>
OSCCDBFHNMXNME-UHFFFAOYSA-N

> <FORMULA>
C6H13NO3

> <MOLECULAR_WEIGHT>
147.1723

> <EXACT_MASS>
147.089543287

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
14.981836828228566

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-hydroxy-3-methylpentanoic acid

> <ALOGPS_LOGP>
-2.74

> <JCHEM_LOGP>
-2.931421757828279

> <ALOGPS_LOGS>
0.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.238137537934481

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.460320130533524

> <JCHEM_PKA_STRONGEST_BASIC>
9.215206644727141

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
35.7416

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.17e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-4-hydroxy-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)

Download
PDB for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       2.773  -2.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.231  -1.385   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.154  -2.464   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.773   1.232   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.539   0.308   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.002  -1.232   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       2.618   0.924   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       1.231   0.153   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.153   0.924   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.153   2.464   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    4    6    9                                                  
CONECT    6    5                                                            
CONECT    7    8                                                            
CONECT    8    2    7    9                                                  
CONECT    9    5    8   10                                                  
CONECT   10    9                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

Download
3D PDB for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)
Download
SMILES for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)
CC(O)C(C)C(N)C(O)=O
Download
INCHI for NP0045371 (2-Amino-4-hydroxy-3-methylpentanoic acid)
InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)
Download
View in JSmol
Synonyms
ValueSource
(2R,3R,4R)-2-Amino-4-hydroxy-3-methylpentanoateGenerator
2-Amino-4-hydroxy-3-methylpentanoic acidHMDB
D-Xylo-formHMDB
2-Amino-4-hydroxy-3-methylpentanoateGenerator
Chemical FormulaC6H13NO3
Average Mass147.1723 Da
Monoisotopic Mass147.08954 Da
IUPAC Name2-amino-4-hydroxy-3-methylpentanoic acid
Traditional Name2-amino-4-hydroxy-3-methylpentanoic acid
CAS Registry Number50764-07-3
SMILES
CC(O)C(C)C(N)C(O)=O
InChI Identifier
InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)
InChI KeyOSCCDBFHNMXNME-UHFFFAOYSA-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
Trigonella foenum-graecumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isoleucine and derivatives. Isoleucine and derivatives are compounds containing isoleucine or a derivative thereof resulting from reaction of isoleucine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentIsoleucine and derivatives  
Alternative Parents
Substituents
  • Isoleucine or derivatives
    • 

  • Alpha-amino acid
    • 

  • Branched fatty acid
    • 

  • Hydroxy fatty acid
    • 

  • Methyl-branched fatty acid
    • 

  • Short-chain hydroxy acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • 1,3-aminoalcohol
    • 

  • Amino acid
    • 

  • Secondary alcohol
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary amine
    • 

  • Primary aliphatic amine
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Organopnictogen compound
    • 

  • Amine
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • 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-2.7ALOGPS
logP-2.9ChemAxon
logS0.17ALOGPS
pKa (Strongest Acidic)2.46ChemAxon
pKa (Strongest Basic)9.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity35.74 m³·mol⁻¹ChemAxon
Polarizability14.98 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0029449  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB000561  
KNApSAcK IDNot Available
Chemspider ID314416  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound354197  
PDB IDNot Available
ChEBI ID435538  
Good Scents IDNot Available
References
General ReferencesNot Available