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Showing NP-Card for 3-methyl-3-penten-2-one (NP0280124)

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Record Information
Version2.0
Created at2022-09-09 05:45:04 UTC
Updated at2022-09-09 05:45:04 UTC
NP-MRD IDNP0280124
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-methyl-3-penten-2-one
Description3-Methyl-3-penten-2-one belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom. 3-methyl-3-penten-2-one is found in Terminalia chebula. 3-methyl-3-penten-2-one was first documented in 2005 (PMID: 19787881). Based on a literature review a small amount of articles have been published on 3-Methyl-3-penten-2-one (PMID: 33507190) (PMID: 30840458) (PMID: 25874281).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0280124 (3-methyl-3-penten-2-one)


  Mrv1652309092207452D          

  7  6  0  0  0  0            999 V2000
    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 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
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
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3D MOL for NP0280124 (3-methyl-3-penten-2-one)

     RDKit          3D

 17 16  0  0  0  0  0  0  0  0999 V2000
    2.1948   -0.1210   -0.4205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8269   -0.4189    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2180    0.3149   -0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1696    1.5507   -1.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5154   -0.0554    0.3733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5932   -1.2791    1.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5696    0.6019    0.1733 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5030   -0.7894   -1.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9159   -0.3124    0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882    0.9506   -0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7206   -1.3016    0.6988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6506    1.5543   -1.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1769    2.4287   -0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1191    1.6095   -1.5966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2962   -2.1243    0.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8300   -1.1879    2.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6119   -1.4208    1.6179 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  4 12  1  0
  4 13  1  0
  4 14  1  0
  6 15  1  0
  6 16  1  0
  6 17  1  0
M  END
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3D SDF for NP0280124 (3-methyl-3-penten-2-one)


  Mrv1652309092207452D          

  7  6  0  0  0  0            999 V2000
    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 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
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0280124

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H10O/c1-4-5(2)6(3)7/h4H,1-3H3

> <INCHI_KEY>
ZAMCMCQRTZKGDX-UHFFFAOYSA-N

> <FORMULA>
C6H10O

> <MOLECULAR_WEIGHT>
98.145

> <EXACT_MASS>
98.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
11.431053906693764

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylpent-3-en-2-one

> <JCHEM_LOGP>
1.644758299333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.73156419721669

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3957066742415165

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
30.8731

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
3-methylpent-3-en-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0280124 (3-methyl-3-penten-2-one)

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PDB for NP0280124 (3-methyl-3-penten-2-one)
HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       2.310   1.334   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      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END

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3D PDB for NP0280124 (3-methyl-3-penten-2-one)
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SMILES for NP0280124 (3-methyl-3-penten-2-one)
CC=C(C)C(C)=O
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INCHI for NP0280124 (3-methyl-3-penten-2-one)
InChI=1S/C6H10O/c1-4-5(2)6(3)7/h4H,1-3H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC6H10O
Average Mass98.1450 Da
Monoisotopic Mass98.07316 Da
IUPAC Name3-methylpent-3-en-2-one
Traditional Name3-methylpent-3-en-2-one
CAS Registry NumberNot Available
SMILES
CC=C(C)C(C)=O
InChI Identifier
InChI=1S/C6H10O/c1-4-5(2)6(3)7/h4H,1-3H3
InChI KeyZAMCMCQRTZKGDX-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
Terminalia chebulaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbonyl compounds  
Direct ParentAlpha-branched alpha,beta-unsaturated ketones  
Alternative Parents
Substituents
  • Alpha-branched alpha,beta-unsaturated-ketone
    • 

  • Enone
    • 

  • Acryloyl-group
    • 

  • Ketone
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • 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
logP1.64ChemAxon
pKa (Strongest Acidic)19.73ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity30.87 m³·mol⁻¹ChemAxon
Polarizability11.43 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID71380  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link3-Methyl-3-penten-2-one  
METLIN IDNot Available
PubChem Compound79048  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Illmann JN, Patroescu-Klotz I, Wiesen P: Gas-phase reactivity of acyclic alpha,beta-unsaturated carbonyls towards ozone. Phys Chem Chem Phys. 2021 Feb 7;23(5):3455-3466. doi: 10.1039/d0cp05881e. Epub 2021 Jan 28. [PubMed:33507190  ] 
  2. Wang X, Sun J, Bao L, Mei Q, Wei B, An Z, Xie J, He M: Mechanisms and Kinetic Parameters for the Gas-Phase Reactions of 3-Methyl-3-buten-2-one and 3-Methyl-3-penten-2-one with Ozone. J Phys Chem A. 2019 Apr 4;123(13):2745-2755. doi: 10.1021/acs.jpca.8b12025. Epub  2019 Mar 14. [PubMed:30840458  ] 
  3. Wang J, Zhou L, Wang W, Ge M: Gas-phase reaction of two unsaturated ketones with atomic Cl and O3: kinetics and products. Phys Chem Chem Phys. 2015 May 14;17(18):12000-12. doi: 10.1039/c4cp05461j. [PubMed:25874281  ] 
  4. Canosa-Mas CE, Flugge ML, King MD, Wayne RP: An experimental study of the gas-phase reaction of the NO3 radical with alpha,beta-unsaturated carbonyl compounds. Phys Chem Chem Phys. 2005 Feb 21;7(4):643-50. doi: 10.1039/b416574h. [PubMed:19787881  ] 
  5. LOTUS database [Link]