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Showing NP-Card for 2-Methylpropyl 3-oxobutanoate (NP0337502)

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Record Information
Version2.0
Created at2024-09-11 11:08:13 UTC
Updated at2024-09-11 11:08:13 UTC
NP-MRD IDNP0337502
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Methylpropyl 3-oxobutanoate
Description2-Methylpropyl 3-oxobutanoate, also known as acetoacetic acid, isobutyl ester or ACIB, belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. 2-Methylpropyl 3-oxobutanoate is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Methylpropyl 3-oxobutanoate is a sweet, brandy, and fruity tasting compound. Outside of the human body,.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0337502 (2-Methylpropyl 3-oxobutanoate)


  Mrv0541 01081307452D          

 11 10  0  0  0  0            999 V2000
    0.3710    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3435    1.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    0.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0856    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    0.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5150    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0581    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4875    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728    2.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
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3D MOL for NP0337502 (2-Methylpropyl 3-oxobutanoate)

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3D SDF for NP0337502 (2-Methylpropyl 3-oxobutanoate)

  Mrv0541 01081307452D          

 11 10  0  0  0  0            999 V2000
    0.3710    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3435    1.3811    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710    0.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0856    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8003    0.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5150    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0581    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728    1.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4875    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7728    2.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  2  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337502

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O3/c1-6(2)5-11-8(10)4-7(3)9/h6H,4-5H2,1-3H3

> <INCHI_KEY>
ZYXNLVMBIHVDRH-UHFFFAOYSA-N

> <FORMULA>
C8H14O3

> <MOLECULAR_WEIGHT>
158.195

> <EXACT_MASS>
158.094294314

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
17.05120882697159

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylpropyl 3-oxobutanoate

> <ALOGPS_LOGP>
0.99

> <JCHEM_LOGP>
1.3887054863333337

> <ALOGPS_LOGS>
-1.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.930989137107089

> <JCHEM_PKA_STRONGEST_BASIC>
-6.960440969611418

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
41.0522

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methylpropyl 3-oxobutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0337502 (2-Methylpropyl 3-oxobutanoate)
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PDB for NP0337502 (2-Methylpropyl 3-oxobutanoate)
HEADER    PROTEIN                                 08-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-JAN-13         0                                  
HETATM    1  C   UNK     0       0.693   1.809   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.641   2.578   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       0.693   0.269   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.026   2.578   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.361   1.809   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.361   0.269   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.695   2.578   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.975   1.809   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.309   2.578   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.643   1.809   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.309   4.117   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    8                                                       
CONECT    3    1                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9                                                       
CONECT    9    8   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 NP0337502 (2-Methylpropyl 3-oxobutanoate)
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SMILES for NP0337502 (2-Methylpropyl 3-oxobutanoate)
CC(C)COC(=O)CC(C)=O
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INCHI for NP0337502 (2-Methylpropyl 3-oxobutanoate)
InChI=1S/C8H14O3/c1-6(2)5-11-8(10)4-7(3)9/h6H,4-5H2,1-3H3
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Synonyms
ValueSource
2-Methylpropyl 3-oxobutanoic acidGenerator
Acetoacetic acid, isobutyl esterHMDB
ACIBHMDB
Butanoic acid, 3-oxo-, 2-methylpropyl esterHMDB
FEMA 2177HMDB
Isobutyl 3-oxobutanoateHMDB
Isobutyl acetoacetateHMDB
Chemical FormulaC8H14O3
Average Mass158.1950 Da
Monoisotopic Mass158.09429 Da
IUPAC Name2-methylpropyl 3-oxobutanoate
Traditional Name2-methylpropyl 3-oxobutanoate
CAS Registry NumberNot Available
SMILES
CC(C)COC(=O)CC(C)=O
InChI Identifier
InChI=1S/C8H14O3/c1-6(2)5-11-8(10)4-7(3)9/h6H,4-5H2,1-3H3
InChI KeyZYXNLVMBIHVDRH-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassKeto acids and derivatives  
Sub ClassBeta-keto acids and derivatives  
Direct ParentBeta-keto acids and derivatives  
Alternative Parents
Substituents
  • Fatty acid ester
    • 

  • Beta-keto acid
    • 

  • Fatty acyl
    • 

  • 1,3-dicarbonyl compound
    • 

  • Ketone
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP0.99ALOGPS
logP1.39ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)9.93ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.05 m³·mol⁻¹ChemAxon
Polarizability17.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036395  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015274  
KNApSAcK IDNot Available
Chemspider ID21105926  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound522677  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available