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Showing NP-Card for N-Acetylvaline (NP0000129)

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Record Information
Version2.0
Created at2009-03-18 09:33:52 UTC
Updated at2024-09-03 04:21:53 UTC
NP-MRD IDNP0000129
Natural Product DOIhttps://doi.org/10.57994/2657
Secondary Accession NumbersNone
Natural Product Identification
Common NameN-Acetylvaline
DescriptionN-Acetylvaline (CAS: 3067-19-4) Belongs to the class of organic compounds known as valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from a reaction of valine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Acetylvaline is a derivative of valine, which is a branched-chain essential amino acid involved in carbohydrate metabolism. Valine deficiency is marked by neurological defects in the brain. Valine has also been established as a useful supplemental therapy to the ailing liver.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0000129 (N-Acetylvaline)


  Mrv1652303062020242D          

 11 10  0  0  0  0            999 V2000
 9987.2189 9987.6461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.2189 9986.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9986.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6482 9986.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9985.5836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5034 9988.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7889 9987.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5034 9988.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9988.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6482 9987.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9988.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  6  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  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 NP0000129 (N-Acetylvaline)

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3D SDF for NP0000129 (N-Acetylvaline)

  Mrv1652303062020242D          

 11 10  0  0  0  0            999 V2000
 9987.2189 9987.6461    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.2189 9986.8221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9986.4086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6482 9986.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9985.5836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5034 9988.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7889 9987.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.5034 9988.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9988.0585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6482 9987.6461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.9345 9988.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  6  1  0  0  0  0
  1  9  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000129

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)/t6-/m0/s1

> <INCHI_KEY>
IHYJTAOFMMMOPX-LURJTMIESA-N

> <FORMULA>
C7H13NO3

> <MOLECULAR_WEIGHT>
159.185

> <EXACT_MASS>
159.089543283

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.274910030459353

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-acetamido-3-methylbutanoic acid

> <ALOGPS_LOGP>
0.29

> <JCHEM_LOGP>
0.12763050966666675

> <ALOGPS_LOGS>
-0.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.493791320219575

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.112961676275345

> <JCHEM_PKA_STRONGEST_BASIC>
-1.633990390486503

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
38.9367

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-valine, N-acetyl-

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0000129 (N-Acetylvaline)
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PDB for NP0000129 (N-Acetylvaline)
HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8642.8098643.606   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8642.8098642.068   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8644.1448641.296   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8645.4778642.068   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8644.1448639.756   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8641.4738644.376   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8640.1398643.606   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8641.4738645.916   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8644.1448644.376   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8645.4778643.606   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8644.1448645.916   0.000  0.00  0.00           O+0
CONECT    1    2    6    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    1   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

Download
3D PDB for NP0000129 (N-Acetylvaline)
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SMILES for NP0000129 (N-Acetylvaline)
CC(C)[C@H](NC(C)=O)C(O)=O
Download
INCHI for NP0000129 (N-Acetylvaline)
InChI=1S/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)/t6-/m0/s1
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View in JSmol
Synonyms
ValueSource
(2S)-2-Acetamido-3-methylbutanoic acidChEBI
(2S)-2-Acetamido-3-methylbutanoateGenerator
N-Acetylvaline, (L)-isomerHMDB
N-Acetyl-DL-valineHMDB
N-Acetylvaline, (D)-isomerHMDB
Acetyl-valHMDB
N-Acetyl-D,L-valineHMDB
(S)-2-Acetamido-3-methylbutanoic acidHMDB
2-Acetamido-3-methylbutanoic acidHMDB
AcetylvalineHMDB
L-N-AcetylvalineHMDB
N-Acetyl-L-valineHMDB
N-AcetylvalineChEBI
Chemical FormulaC7H13NO3
Average Mass159.1830 Da
Monoisotopic Mass159.08954 Da
IUPAC Name(2S)-2-acetamido-3-methylbutanoic acid
Traditional NameL-valine, N-acetyl-
CAS Registry Number3067-19-4
SMILES
CC(C)C(NC(C)=O)C(O)=O
InChI Identifier
InChI=1S/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)
InChI KeyIHYJTAOFMMMOPX-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
HSQC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, D2O, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-05-24View Spectrum
HMBC NMR[1H, 13C] NMR Spectrum (2D, 600 MHz, D2O, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-05-24View Spectrum
COSY NMR[1H, 1H] NMR Spectrum (2D, 600 MHz, D2O, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-05-24View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-05-24View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, experimental)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-05-24View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 100.54 MHz, DMSO-d6, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
Chemical Shift Submissions
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 600, D2O, simulated)bgnzk@missouri.eduSumner Lab, MU Metabolomics Center, University of Missouri, Columbia. MO, USADr. Bharat Goel2024-05-24View Spectrum
Species
Species of Origin
Species NameSourceReference
Anas platyrhynchos
Anatidae
Anser anser
Bison bison
Bos taurus
Bos taurus X Bison bison
Bubalus bubalis
Capra aegagrus hircus
Cervidae
Cervus canadensis
Columba
Columbidae
Dromaius novaehollandiae
Equus caballus
Gallus gallus
Lagopus muta
Leporidae
Lepus timidus
Melanitta fusca
Meleagris gallopavo
Numida meleagris
Odocoileus
Oryctolagus
Ovis aries
Phasianidae
Phasianus colchicus
Struthio camelus
Sus scrofa
Sus scrofa domestica
Chemical Taxonomy
Description Belongs to the class of organic compounds known as valine and derivatives. Valine and derivatives are compounds containing valine or a derivative thereof resulting from reaction of valine 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 ParentValine and derivatives  
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
    • 

  • N-acyl-alpha amino acid or derivatives
    • 

  • Valine or derivatives
    • 

  • N-acyl-l-alpha-amino acid
    • 

  • Branched fatty acid
    • 

  • Methyl-branched fatty acid
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Acetamide
    • 

  • Carboxamide group
    • 

  • Secondary carboxylic acid amide
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility37.1 at 25 °CNot Available
LogP0.30Meylan, W. M., & Howard, P. H. (1995). Atom/fragment contribution method for estimating octanol-water partition coefficients. Journal of pharmaceutical sciences, 84(1), 83-92.
Predicted Properties
PropertyValueSource
Water Solubility25.6 g/LALOGPS
logP0.29ALOGPS
logP0.13ChemAxon
logS-0.79ALOGPS
pKa (Strongest Acidic)4.11ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.94 m³·mol⁻¹ChemAxon
Polarizability16.27 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0011757  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB028427  
KNApSAcK IDNot Available
Chemspider ID60154  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound66789  
PDB IDNot Available
ChEBI ID21565  
Good Scents IDNot Available
References
General References