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Showing NP-Card for 5-heptyldihydro-2(3h)-furanone (NP0177407)

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Record Information
Version2.0
Created at2022-09-03 15:14:34 UTC
Updated at2022-09-03 15:14:34 UTC
NP-MRD IDNP0177407
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-heptyldihydro-2(3h)-furanone
DescriptionXi-gamma-Undecalactone belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Thus, XI-gamma-undecalactone is considered to be a fatty ester lipid molecule. 5-heptyldihydro-2(3h)-furanone is found in Fusarium poae and Gossypium hirsutum. Xi-gamma-Undecalactone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0177407 (5-heptyldihydro-2(3h)-furanone)


  Mrv0541 05061311572D          

 13 13  0  0  0  0            999 V2000
   -4.9386    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    0.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    0.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1889    1.0049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164    1.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
M  END
Download

3D MOL for NP0177407 (5-heptyldihydro-2(3h)-furanone)

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    4.6812    1.0035   -0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4314    0.9048    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5395   -0.2439    0.1746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3333   -0.2496    1.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3387   -1.3258    0.7346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1957   -1.1944   -0.6623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9011    0.1054   -0.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0852    0.3278   -0.0168 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1435   -0.7139   -0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4586   -0.0070   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0849    1.4179   -0.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8972    2.3118    0.1428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7395    1.5141   -0.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026    1.1219    0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7567    0.1387   -0.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6056    1.9245   -0.7862 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609    0.5943    1.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8733    1.8453    0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2685   -0.0718   -0.8784 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352   -1.1736    0.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8464    0.7407    0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7047   -0.3844    2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4528   -1.2941    1.5075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8031   -2.3329    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8451   -2.0494   -0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687   -1.2386   -1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2186    0.9586   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2785    0.0787   -1.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470    0.5052    1.0283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664   -1.3117    0.7944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8976   -1.4146   -0.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2322   -0.2926    0.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8056   -0.1949   -1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  1
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
M  END
Download

3D SDF for NP0177407 (5-heptyldihydro-2(3h)-furanone)


  Mrv0541 05061311572D          

 13 13  0  0  0  0            999 V2000
   -4.9386    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2241    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7952    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0807    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3663    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6518    1.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1489    0.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9559    0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0627    1.1962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3684    0.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1889    1.0049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8164    1.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 11  2  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0177407

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC1CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C11H20O2/c1-2-3-4-5-6-7-10-8-9-11(12)13-10/h10H,2-9H2,1H3

> <INCHI_KEY>
PHXATPHONSXBIL-UHFFFAOYSA-N

> <FORMULA>
C11H20O2

> <MOLECULAR_WEIGHT>
184.2753

> <EXACT_MASS>
184.146329884

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
22.495579145523244

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-heptyloxolan-2-one

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
3.311492050333333

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.042552424468885

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
52.255900000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.80e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-heptyldihydro-2(3H)-furanone

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0177407 (5-heptyldihydro-2(3h)-furanone)

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PDB for NP0177407 (5-heptyldihydro-2(3h)-furanone)
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      -9.219   3.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.885   2.233   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.551   3.003   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.218   2.233   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.884   3.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.550   2.233   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.217   3.003   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.278   0.701   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.784   0.381   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.117   2.233   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.554   1.715   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.086   1.876   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.524   2.859   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6   10                                                       
CONECT    8    9   10                                                       
CONECT    9    8   11                                                       
CONECT   10    7    8   13                                                  
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   10   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for NP0177407 (5-heptyldihydro-2(3h)-furanone)
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SMILES for NP0177407 (5-heptyldihydro-2(3h)-furanone)
CCCCCCCC1CCC(=O)O1
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INCHI for NP0177407 (5-heptyldihydro-2(3h)-furanone)
InChI=1S/C11H20O2/c1-2-3-4-5-6-7-10-8-9-11(12)13-10/h10H,2-9H2,1H3
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View in JSmol
Synonyms
ValueSource
XI-g-undecalactoneGenerator
XI-γ-undecalactoneGenerator
g-UndecalactoneGenerator
Γ-undecalactoneGenerator
Chemical FormulaC11H20O2
Average Mass184.2753 Da
Monoisotopic Mass184.14633 Da
IUPAC Name5-heptyloxolan-2-one
Traditional Name5-heptyldihydro-2(3H)-furanone
CAS Registry NumberNot Available
SMILES
CCCCCCCC1CCC(=O)O1
InChI Identifier
InChI=1S/C11H20O2/c1-2-3-4-5-6-7-10-8-9-11(12)13-10/h10H,2-9H2,1H3
InChI KeyPHXATPHONSXBIL-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
Fusarium poaeLOTUS Database
Gossypium hirsutumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassLactones  
Sub ClassGamma butyrolactones  
Direct ParentGamma butyrolactones  
Alternative Parents
Substituents
  • Gamma butyrolactone
    • 

  • Tetrahydrofuran
    • 

  • Carboxylic acid ester
    • 

  • Oxacycle
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP3.74ALOGPS
logP3.31ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity52.26 m³·mol⁻¹ChemAxon
Polarizability22.5 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038311  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB020356  
KNApSAcK IDNot Available
Chemspider ID7428  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7714  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]