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Showing NP-Card for Carvone oxide (NP0051749)

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Record Information
Version2.0
Created at2022-04-27 22:59:48 UTC
Updated at2022-04-27 22:59:48 UTC
NP-MRD IDNP0051749
Secondary Accession NumbersNone
Natural Product Identification
Common NameCarvone oxide
DescriptionCarvone oxide belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. Thus, carvone oxide is considered to be an isoprenoid. Carvone oxide is found in Aspasia variegata, Catasetum maculatum, Dalechampia spathulata and Notylia latilabia. Carvone oxide was first documented in 2005 (PMID: 16011177). Based on a literature review a significant number of articles have been published on Carvone oxide (PMID: 34937433) (PMID: 34279940) (PMID: 32517340) (PMID: 30633649) (PMID: 28873588) (PMID: 27943550).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0051749 (Carvone oxide)


  Mrv1652304282200592D          

 12 13  0  0  1  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  1  9  1  6  0  0  0
  3 10  1  1  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
M  END
Download

3D MOL for NP0051749 (Carvone oxide)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -2.6379   -1.2293    0.8546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1561   -0.1711    0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0543    0.7053   -0.5570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7359    0.2021    0.3203 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1048   -0.7335    1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.0928    1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9368    0.0858    2.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1249    0.3136    0.0367 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5994   -0.0048   -0.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8400    1.5837   -0.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3529    0.3064   -1.0931 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1264    0.2800   -1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6835   -1.4658    0.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -1.8554    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8152    1.7805   -0.3586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1064    0.5036   -0.3157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    0.4706   -1.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6877    1.1972    0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3798   -0.8634    2.1545 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1718   -1.7006    0.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8876   -0.7351    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1409    0.9344    0.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9373   -0.3517   -0.9996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7729    0.1310   -2.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5525   -0.5277   -1.6646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5126    1.2370   -1.5101 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 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  1  6
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  1  0
  8 11  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  1 13  1  0
  1 14  1  0
  4 18  1  1
 12 25  1  0
 12 26  1  0
 11 24  1  6
  9 21  1  0
  9 22  1  0
  9 23  1  0
  5 19  1  0
  5 20  1  0
M  END
Download

3D SDF for NP0051749 (Carvone oxide)


  Mrv1652304282200592D          

 12 13  0  0  1  0            999 V2000
    1.4289    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0164   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  1  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  1  9  1  6  0  0  0
  3 10  1  1  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0051749

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@@H]1C[C@H]2O[C@@]2(C)C(=O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C10H14O2/c1-6(2)7-4-8(11)10(3)9(5-7)12-10/h7,9H,1,4-5H2,2-3H3/t7-,9+,10-/m0/s1

> <INCHI_KEY>
YGMNGQDLUQECTO-SFGNSQDASA-N

> <FORMULA>
C10H14O2

> <MOLECULAR_WEIGHT>
166.22

> <EXACT_MASS>
166.099379691

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.8490648915637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4R,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one

> <ALOGPS_LOGP>
1.29

> <JCHEM_LOGP>
1.8076552419999992

> <ALOGPS_LOGS>
-1.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.837998275660137

> <JCHEM_PKA_STRONGEST_BASIC>
-4.28042857212882

> <JCHEM_POLAR_SURFACE_AREA>
29.6

> <JCHEM_REFRACTIVITY>
45.78

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
carvone oxide

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0051749 (Carvone oxide)

Download
PDB for NP0051749 (Carvone oxide)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.897  -2.874   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2    7    9                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    1    8    9                                             
CONECT    8    7                                                            
CONECT    9    7    1                                                       
CONECT   10    3   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END

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3D PDB for NP0051749 (Carvone oxide)
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SMILES for NP0051749 (Carvone oxide)
CC(=C)[C@@H]1C[C@H]2O[C@@]2(C)C(=O)C1
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INCHI for NP0051749 (Carvone oxide)
InChI=1S/C10H14O2/c1-6(2)7-4-8(11)10(3)9(5-7)12-10/h7,9H,1,4-5H2,2-3H3/t7-,9+,10-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC10H14O2
Average Mass166.2200 Da
Monoisotopic Mass166.09938 Da
IUPAC Name(1R,4R,6R)-1-methyl-4-(prop-1-en-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one
Traditional Namecarvone oxide
CAS Registry NumberNot Available
SMILES
CC(=C)[C@@H]1C[C@H]2O[C@@]2(C)C(=O)C1
InChI Identifier
InChI=1S/C10H14O2/c1-6(2)7-4-8(11)10(3)9(5-7)12-10/h7,9H,1,4-5H2,2-3H3/t7-,9+,10-/m0/s1
InChI KeyYGMNGQDLUQECTO-SFGNSQDASA-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
Aspasia variegataPlant
Catasetum maculatumPlant
Dalechampia spathulataPlant
Notylia latilabiaPlant
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassOxepanes  
Sub ClassNot Available
Direct ParentOxepanes  
Alternative Parents
Substituents
  • Oxepane
    • 

  • Ketone
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Oxirane
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic 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
logP1.29ALOGPS
logP1.81ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)18.84ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.6 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity45.78 m³·mol⁻¹ChemAxon
Polarizability17.85 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00003030  
Chemspider ID390900  
KEGG Compound IDC09841  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound442462  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDrw1416671  
References
General References
  1. Ali JS, Azeem M, Mannan A, Zia M: Chemical composition, antibacterial and antioxidative activities of Monotheca buxifolia (Falc.) A. DC leaves essential oil. Nat Prod Res. 2021 Dec 23:1-4. doi: 10.1080/14786419.2021.2018591. [PubMed:34937433  ] 
  2. Hu L, Rawal VH: Total Synthesis of the Chlorinated Pentacyclic Indole Alkaloid (+)-Ambiguine G. J Am Chem Soc. 2021 Jul 28;143(29):10872-10875. doi: 10.1021/jacs.1c05762. Epub 2021 Jul 19. [PubMed:34279940  ] 
  3. Lyczko J, Piotrowski K, Kolasa K, Galek R, Szumny A: Mentha piperita L. Micropropagation and the Potential Influence of Plant Growth Regulators on Volatile Organic Compound Composition. Molecules. 2020 Jun 7;25(11). pii: molecules25112652. doi: 10.3390/molecules25112652. [PubMed:32517340  ] 
  4. Nguyen TL, Saleh MA: Effect of exposure to light emitted diode (LED) lights on essential oil composition of sweet mint plants. J Environ Sci Health A Tox Hazard Subst Environ Eng. 2019;54(5):435-440. doi: 10.1080/10934529.2018.1562810. Epub 2019 Jan 11. [PubMed:30633649  ] 
  5. Li LJ, Hong P, Jiang ZD, Yang YF, Du XP, Sun H, Wu LM, Ni H, Chen F: Water accelerated transformation of d-limonene induced by ultraviolet irradiation and air exposure. Food Chem. 2018 Jan 15;239:434-441. doi: 10.1016/j.foodchem.2017.06.075. Epub 2017 Jun 13. [PubMed:28873588  ] 
  6. Pellegrini MC, Alonso-Salces RM, Umpierrez ML, Rossini C, Fuselli SR: Chemical Composition, Antimicrobial Activity, and Mode of Action of Essential Oils against Paenibacillus larvae, Etiological Agent of American Foulbrood on Apis mellifera. Chem Biodivers. 2017 Apr;14(4). doi: 10.1002/cbdv.201600382. Epub 2017 Mar 20. [PubMed:27943550  ] 
  7. Bertoli A, Leonardi M, Krzyzanowska J, Oleszek W, Pistelli L: Mentha longifolia in vitro cultures as safe source of flavouring ingredients. Acta Biochim Pol. 2011;58(4):581-7. Epub 2011 Dec 15. [PubMed:22175048  ] 
  8. Teichert H, Dotterl S, Zimma B, Ayasse M, Gottsberger G: Perfume-collecting male euglossine bees as pollinators of a basal angiosperm: the case of Unonopsis stipitata (Annonaceae). Plant Biol (Stuttg). 2009 Jan;11(1):29-37. doi: 10.1111/j.1438-8677.2008.00101.x. [PubMed:19121111  ] 
  9. He H, He H, Lin W, Chen X, Jia X, Xiong J, Shen L, Liang Y: [Terpenoids in root exudates of different allelopathic rice varieties]. Ying Yong Sheng Tai Xue Bao. 2005 Apr;16(4):732-6. [PubMed:16011177  ]