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Showing NP-Card for Dihydrocapsenone (NP0048352)

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Record Information
Version2.0
Created at2022-03-17 20:55:07 UTC
Updated at2022-03-17 20:55:07 UTC
NP-MRD IDNP0048352
Secondary Accession NumbersNone
Natural Product Identification
Common NameDihydrocapsenone
DescriptionDihydrocapsenone belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. Dihydrocapsenone is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048352 (Dihydrocapsenone)


  Mrv0541 02241216142D          

 17 18  0  0  0  0            999 V2000
   -0.5900    1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0735    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375    1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114    0.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -0.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6637   -0.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755    0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1396   -0.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114    2.2872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755   -2.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4016   -1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1396   -1.0327    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
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3 14  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
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3D MOL for NP0048352 (Dihydrocapsenone)

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3D SDF for NP0048352 (Dihydrocapsenone)

  Mrv0541 02241216142D          

 17 18  0  0  0  0            999 V2000
   -0.5900    1.6230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0735    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375    1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755    1.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8114    0.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0735    0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -0.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6637   -1.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -0.9589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6637   -0.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4755    0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1396   -0.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8114    2.2872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755   -2.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4016   -1.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1396   -1.0327    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
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  3 14  1  0  0  0  0
  4 12  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 16  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048352

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C(O)CC(=O)C2CCC(CC12C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h10-13,16H,1,5-8H2,2-4H3

> <INCHI_KEY>
SNEXDCBPEIQRSH-UHFFFAOYSA-N

> <FORMULA>
C15H24O2

> <MOLECULAR_WEIGHT>
236.3499

> <EXACT_MASS>
236.177630012

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.595886944472205

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-decahydronaphthalen-1-one

> <ALOGPS_LOGP>
2.39

> <JCHEM_LOGP>
2.848780992666667

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.767256993538325

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.75591048814719

> <JCHEM_PKA_STRONGEST_BASIC>
-2.903693088792158

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.7082

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-octahydronaphthalen-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0048352 (Dihydrocapsenone)
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PDB for NP0048352 (Dihydrocapsenone)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.101   3.030   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.137   2.065   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.377   2.754   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.754   2.065   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.515   1.101   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.137   0.413   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.239  -0.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.239  -1.928   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.001  -2.754   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.377  -1.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.239  -0.275   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.754   0.413   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.994  -0.413   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       1.515   4.269   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.754  -4.269   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.616  -2.754   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.994  -1.928   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3   12                                                       
CONECT    5    6                                                            
CONECT    6    2    5    7   11                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    6   10   12                                                  
CONECT   12    4   11   13                                                  
CONECT   13   12                                                            
CONECT   14    3                                                            
CONECT   15   16                                                            
CONECT   16    8   15   17                                                  
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

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3D PDB for NP0048352 (Dihydrocapsenone)
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SMILES for NP0048352 (Dihydrocapsenone)
CC1C(O)CC(=O)C2CCC(CC12C)C(C)=C
Download
INCHI for NP0048352 (Dihydrocapsenone)
InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h10-13,16H,1,5-8H2,2-4H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC15H24O2
Average Mass236.3499 Da
Monoisotopic Mass236.17763 Da
IUPAC Name3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-decahydronaphthalen-1-one
Traditional Name3-hydroxy-4,4a-dimethyl-6-(prop-1-en-2-yl)-octahydronaphthalen-1-one
CAS Registry Number109986-01-8
SMILES
CC1C(O)CC(=O)C2CCC(CC12C)C(C)=C
InChI Identifier
InChI=1S/C15H24O2/c1-9(2)11-5-6-12-14(17)7-13(16)10(3)15(12,4)8-11/h10-13,16H,1,5-8H2,2-4H3
InChI KeySNEXDCBPEIQRSH-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Capsicum annuumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentEremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids  
Alternative Parents
Substituents
  • Eremophilane sesquiterpenoid
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP2.39ALOGPS
logP2.85ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)14.76ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.71 m³·mol⁻¹ChemAxon
Polarizability27.6 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 IDFDB014612  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available