Np mrd loader

Showing NP-Card for 1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone (NP0192792)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-04 10:05:01 UTC
Updated at2022-09-04 10:05:01 UTC
NP-MRD IDNP0192792
Secondary Accession NumbersNone
Natural Product Identification
Common Name1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone
Description1-Acetyl-4-isopropenylcyclopentene belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain. Thus, 1-acetyl-4-isopropenylcyclopentene is considered to be an isoprenoid lipid molecule. 1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone is found in Eucalyptus globulus. 1-Acetyl-4-isopropenylcyclopentene is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)


  Mrv0541 05061308522D          

 11 11  0  0  0  0            999 V2000
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  2  0  0  0  0
M  END
Download

3D MOL for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)

     RDKit          3D

 25 25  0  0  0  0  0  0  0  0999 V2000
   -2.8988    0.0271    1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2449   -0.1836    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9788   -0.0764   -1.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8158   -0.5179    0.0568 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1512   -0.5912    1.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2891   -0.3689    1.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831    0.2212   -0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6338    0.5815   -0.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9472    0.2927   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6308    1.1441   -1.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0108    0.4822   -0.7420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9780    0.2792    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4539   -0.0312    2.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0075    0.2898   -1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0646   -1.0837   -1.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4558    0.6455   -1.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6791   -1.4966   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4946    0.2323    2.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2720   -1.5968    1.8168 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1335   -0.6602    1.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2570   -0.7375   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7815    0.3518    0.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6763    1.0653   -0.5170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3282    1.5025   -0.5562 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800    0.2286   -1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7 11  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 11  4  1  0
  3 14  1  0
  3 15  1  0
  3 16  1  0
  1 12  1  0
  1 13  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  6 20  1  0
 11 24  1  0
 11 25  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
M  END
Download

3D SDF for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)


  Mrv0541 05061308522D          

 11 11  0  0  0  0            999 V2000
    0.0059   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  1  2  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  2  0  0  0  0
 10  6  1  0  0  0  0
 10  8  1  0  0  0  0
 11  8  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0192792

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1CC=C(C1)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O/c1-7(2)9-4-5-10(6-9)8(3)11/h5,9H,1,4,6H2,2-3H3

> <INCHI_KEY>
BTXSVMBTNJSALB-UHFFFAOYSA-N

> <FORMULA>
C10H14O

> <MOLECULAR_WEIGHT>
150.2176

> <EXACT_MASS>
150.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
17.554865373546747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethan-1-one

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
2.296562108333333

> <ALOGPS_LOGS>
-2.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.698121962601192

> <JCHEM_PKA_STRONGEST_BASIC>
-4.746520141831749

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
47.147600000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)

Download
PDB for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.147  -1.375   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    9   10                                                       
CONECT    7    1    2    9                                                  
CONECT    8    3   10   11                                                  
CONECT    9    4    6    7                                                  
CONECT   10    5    6    8                                                  
CONECT   11    8                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

Download
3D PDB for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)
Download
SMILES for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)
CC(=C)C1CC=C(C1)C(C)=O
Download
INCHI for NP0192792 (1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone)
InChI=1S/C10H14O/c1-7(2)9-4-5-10(6-9)8(3)11/h5,9H,1,4,6H2,2-3H3
Download
View in JSmol
Synonyms
ValueSource
1-[4-(1-Methylethenyl)-1-cyclopenten-1-yl]ethanone, 9ciHMDB
4-Isopropenyl-1-cyclopenten-1-yl methyl ketoneHMDB
Chemical FormulaC10H14O
Average Mass150.2176 Da
Monoisotopic Mass150.10447 Da
IUPAC Name1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethan-1-one
Traditional Name1-[4-(prop-1-en-2-yl)cyclopent-1-en-1-yl]ethanone
CAS Registry NumberNot Available
SMILES
CC(=C)C1CC=C(C1)C(C)=O
InChI Identifier
InChI=1S/C10H14O/c1-7(2)9-4-5-10(6-9)8(3)11/h5,9H,1,4,6H2,2-3H3
InChI KeyBTXSVMBTNJSALB-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
Eucalyptus globulusLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monocyclic monoterpenoids. These are monoterpenoids containing 1 ring in the isoprene chain.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentMonocyclic monoterpenoids  
Alternative Parents
Substituents
  • Monocyclic monoterpenoid
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
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
logP2.82ALOGPS
logP2.3ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)19.7ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.15 m³·mol⁻¹ChemAxon
Polarizability17.55 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036070  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014901  
KNApSAcK IDC00010802  
Chemspider ID23254644  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12634575  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]