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Showing NP-Card for 4-(acetyloxy)-2-methylbut-2-enoic acid (NP0233978)

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Record Information
Version2.0
Created at2022-09-06 15:46:51 UTC
Updated at2022-09-06 15:46:51 UTC
NP-MRD IDNP0233978
Secondary Accession NumbersNone
Natural Product Identification
Common Name4-(acetyloxy)-2-methylbut-2-enoic acid
Description4-(Acetyloxy)-2-methylbut-2-enoic acid belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present. 4-(acetyloxy)-2-methylbut-2-enoic acid is found in Morithamnus crassus. Based on a literature review very few articles have been published on 4-(acetyloxy)-2-methylbut-2-enoic acid.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)


  Mrv1652309062217462D          

 11 10  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    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    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
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)

     RDKit          3D

 21 20  0  0  0  0  0  0  0  0999 V2000
    3.6893    1.0212    0.3524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7813   -0.0759   -0.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1570   -1.2416   -0.3080 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4543    0.2317   -0.2598 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -0.6584   -0.6669 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8351    0.0930   -0.7209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8803   -0.2327    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -1.3837    0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1057    0.5431   -0.0986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1367    0.2772    0.5700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968    1.6410   -0.9605 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    0.6703    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6817    1.8220   -0.4371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3105    1.5107    1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3744   -1.5716   -0.0721 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6348   -0.9997   -1.7284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9156    0.9408   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6776   -1.2616    1.7208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0622   -2.3481    0.4548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -1.4419    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6701    2.4644   -0.6621 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  2  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
  8 18  1  0
  8 19  1  0
  8 20  1  0
 11 21  1  0
M  END
Download

3D SDF for NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)


  Mrv1652309062217462D          

 11 10  0  0  0  0            999 V2000
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    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    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
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   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  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0233978

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H10O4/c1-5(7(9)10)3-4-11-6(2)8/h3H,4H2,1-2H3,(H,9,10)

> <INCHI_KEY>
TWNDIMMESLJLQY-UHFFFAOYSA-N

> <FORMULA>
C7H10O4

> <MOLECULAR_WEIGHT>
158.153

> <EXACT_MASS>
158.057908802

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.566499665782915

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(acetyloxy)-2-methylbut-2-enoic acid

> <JCHEM_LOGP>
0.4754870303333335

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.338614064570482

> <JCHEM_PKA_STRONGEST_BASIC>
-7.004463360585856

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
38.248200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-(acetyloxy)-2-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)

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PDB for NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.850   4.001   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.850   1.334   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   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 NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)
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SMILES for NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)
CC(=O)OCC=C(C)C(O)=O
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INCHI for NP0233978 (4-(acetyloxy)-2-methylbut-2-enoic acid)
InChI=1S/C7H10O4/c1-5(7(9)10)3-4-11-6(2)8/h3H,4H2,1-2H3,(H,9,10)
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View in JSmol
Synonyms
ValueSource
4-(Acetyloxy)-2-methylbut-2-enoateGenerator
Chemical FormulaC7H10O4
Average Mass158.1530 Da
Monoisotopic Mass158.05791 Da
IUPAC Name4-(acetyloxy)-2-methylbut-2-enoic acid
Traditional Name4-(acetyloxy)-2-methylbut-2-enoic acid
CAS Registry NumberNot Available
SMILES
CC(=O)OCC=C(C)C(O)=O
InChI Identifier
InChI=1S/C7H10O4/c1-5(7(9)10)3-4-11-6(2)8/h3H,4H2,1-2H3,(H,9,10)
InChI KeyTWNDIMMESLJLQY-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
Morithamnus crassusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassFatty Acyls  
Sub ClassFatty acids and conjugates  
Direct ParentMethyl-branched fatty acids  
Alternative Parents
Substituents
  • Methyl-branched fatty acid
    • 

  • Unsaturated fatty acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Carboxylic acid ester
    • 

  • Carboxylic acid
    • 

  • 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
logP0.48ChemAxon
pKa (Strongest Acidic)4.34ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity38.25 m³·mol⁻¹ChemAxon
Polarizability15.57 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 ID61223176  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound54337467  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]