Np mrd loader

Showing NP-Card for 5-Octanolide (NP0045116)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-10 18:58:15 UTC
Updated at2022-03-10 22:17:40 UTC
NP-MRD IDNP0045116
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-Octanolide
Description5-Octanolide belongs to the class of organic compounds known as δ-valerolactones. These are cyclic organic compounds containing an oxan-2-one moiety. δ-Valerolactone is a lactone industrially used as a chemical intermediate in processes such as the production of polyesters. 5-Octanolide is considered to be a fatty ester lipid molecule. 5-Octanolide is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 5-Octanolide has been detected, but not quantified, in fats, oils and some fruits. 5-Octanolide has been detected as one of the volatile components in marijuana samples obtained during police seizures (PMID: 26657499 ).
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0045116 (5-Octanolide)


  Mrv1652303192001423D          

 10 10  0  0  0  0            999 V2000
    2.9811    0.0923   -0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    1.0818    0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143   -0.2554    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    0.4602    0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -0.8514    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -0.4729   -0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003   -0.2635    0.0546 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6754    0.3040   -1.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9373    0.6348   -2.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847    0.6319   -0.8656 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
Download

3D MOL for NP0045116 (5-Octanolide)

     RDKit          3D

 24 24  0  0  0  0  0  0  0  0999 V2000
    3.5588   -0.3918   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2801    0.3468    0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -0.2047   -0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1222    0.5401   -0.2620 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2956    0.0270   -1.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5509    0.6093   -0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8154   -0.1975    0.8206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5043   -0.4100    1.5276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4522   -1.2508    2.4677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4075    0.3322    1.1110 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4001   -0.0084    0.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355   -0.2522   -1.2508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3634   -1.4782    0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0266    0.1360    1.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3679    1.4250   -0.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3350   -0.1011   -1.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629   -1.2774   -0.4292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    1.6083   -0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2155    0.2890   -2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3572   -1.0616   -0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4222    0.5005   -1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3816    1.6768   -0.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4801    0.3255    1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2053   -1.1833    0.5371 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  2  0
  8 10  1  0
 10  4  1  0
  1 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  1
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
M  END
Download

3D SDF for NP0045116 (5-Octanolide)


  Mrv1652303192001423D          

 10 10  0  0  0  0            999 V2000
    2.9811    0.0923   -0.7524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    1.0818    0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143   -0.2554    0.7636 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1280    0.4602    0.8977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9431   -0.8514    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6681   -0.4729   -0.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1003   -0.2635    0.0546 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6754    0.3040   -1.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9373    0.6348   -2.6579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4847    0.6319   -0.8656 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045116

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC[C@H]1CCCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C8H14O2/c1-2-4-7-5-3-6-8(9)10-7/h7H,2-6H2,1H3/t7-/m0/s1

> <INCHI_KEY>
FYTRVXSHONWYNE-ZETCQYMHSA-N

> <FORMULA>
C8H14O2

> <MOLECULAR_WEIGHT>
142.198

> <EXACT_MASS>
142.099379691

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.03312612111661

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S)-6-propyloxan-2-one

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
1.9777860553333335

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.041514602732156

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
38.4529

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6S)-6-propyloxan-2-one

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0045116 (5-Octanolide)

Download
PDB for NP0045116 (5-Octanolide)
HEADER    PROTEIN                                 19-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-MAR-20         0                                  
HETATM    1  C   UNK     0       2.981   0.092  -0.752  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.214   1.082   0.065  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.314  -0.255   0.764  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.128   0.460   0.898  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.943  -0.851   0.971  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.668  -0.473  -0.711  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.100  -0.264   0.055  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.675   0.304  -1.487  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.937   0.635  -2.658  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.485   0.632  -0.866  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    4                                                       
CONECT    3    5    6                                                       
CONECT    4    2    7                                                       
CONECT    5    3    7                                                       
CONECT    6    3    8                                                       
CONECT    7    4    5   10                                                  
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

Download
3D PDB for NP0045116 (5-Octanolide)
Download
SMILES for NP0045116 (5-Octanolide)
CCC[C@H]1CCCC(=O)O1
Download
INCHI for NP0045116 (5-Octanolide)
InChI=1S/C8H14O2/c1-2-4-7-5-3-6-8(9)10-7/h7H,2-6H2,1H3/t7-/m0/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC8H14O2
Average Mass142.1980 Da
Monoisotopic Mass142.09938 Da
IUPAC Name(6S)-6-propyloxan-2-one
Traditional Name(6S)-6-propyloxan-2-one
CAS Registry Number698-76-0
SMILES
CCC[C@H]1CCCC(=O)O1
InChI Identifier
InChI=1S/C8H14O2/c1-2-4-7-5-3-6-8(9)10-7/h7H,2-6H2,1H3/t7-/m0/s1
InChI KeyFYTRVXSHONWYNE-ZETCQYMHSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cannabis sativaNULL
      Not Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as delta valerolactones. These are cyclic organic compounds containing an oxan-2- one moiety.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassLactones  
Sub ClassDelta valerolactones  
Direct ParentDelta valerolactones  
Alternative Parents
Substituents
  • Delta_valerolactone
    • 

  • Delta valerolactone
    • 

  • Oxane
    • 

  • 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 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
logP2.08ALOGPS
logP1.98ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.45 m³·mol⁻¹ChemAxon
Polarizability16.03 ųChemAxon
Number of Rings1ChemAxon
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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7269403  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References