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Showing NP-Card for 13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one (NP0327088)

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Record Information
Version2.0
Created at2022-09-12 09:19:12 UTC
Updated at2022-09-12 09:19:12 UTC
NP-MRD IDNP0327088
Secondary Accession NumbersNone
Natural Product Identification
Common Name13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one
Description13-Hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]Pentadec-3-en-5-one belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. 13-Hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]Pentadec-3-en-5-one is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)


  Mrv1533004241513172D          

 23 26  0  0  0  0            999 V2000
    4.0106    0.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292    0.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0416   -0.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799    0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482   -1.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -2.3272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388   -1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -1.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2173   -1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -0.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8809   -1.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903   -1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1615   -1.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -1.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5379   -0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    0.0353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1815    0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4800    0.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3629    0.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843    0.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107    0.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2201   -0.2798    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  8 23  1  0  0  0  0
M  END
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3D MOL for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)

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3D SDF for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)

  Mrv1533004241513172D          

 23 26  0  0  0  0            999 V2000
    4.0106    0.8467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8292    0.0419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0416   -0.2035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8799    0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3680   -0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7482   -1.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -2.3272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0388   -1.0846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575   -1.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2173   -1.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8910   -0.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8809   -1.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5903   -1.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1615   -1.6319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5479   -1.2108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5379   -0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    0.0353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1815    0.0180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4800    0.5110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3629    0.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1843    0.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5107    0.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2201   -0.2798    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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 23  1  0  0  0  0
  8 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0327088

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1(C)CC(O)C2(C)CC34C(CCC3(C)C(=O)C=CC4C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-12-6-7-14(21)18(3)9-8-13-16-17(2,11-20(12,13)18)15(22)10-19(16,4)23-5/h6-7,12-13,15-16,22H,8-11H2,1-5H3

> <INCHI_KEY>
CZARTLVUATUXRJ-UHFFFAOYSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.457

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
35.72962296336687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.874069645333334

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.304968419958026

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.603346453958277

> <JCHEM_PKA_STRONGEST_BASIC>
-2.972292101678357

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
90.9596

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.47e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)
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PDB for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)
HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       7.486   1.581   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.148   0.078   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.678  -0.380   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.376   1.130   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.287  -1.794   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.130  -2.811   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.272  -4.344   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.806  -2.025   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.467  -3.527   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.272  -2.167   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.663  -0.753   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.644  -2.292   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.969  -3.079   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.301  -3.046   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.023  -2.260   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.004  -0.720   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.328   0.066   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.339   0.034   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.896   0.954   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.677   1.536   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.211   1.678   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.820   0.264   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.144  -0.522   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   23                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   23                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   18   22                                             
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   11   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   11   23                                                  
CONECT   23   22    3    8                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

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3D PDB for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)
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SMILES for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)
COC1(C)CC(O)C2(C)CC34C(CCC3(C)C(=O)C=CC4C)C12
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INCHI for NP0327088 (13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one)
InChI=1S/C20H30O3/c1-12-6-7-14(21)18(3)9-8-13-16-17(2,11-20(12,13)18)15(22)10-19(16,4)23-5/h6-7,12-13,15-16,22H,8-11H2,1-5H3
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SynonymsNot Available
Chemical FormulaC20H30O3
Average Mass318.4570 Da
Monoisotopic Mass318.21949 Da
IUPAC Name13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one
Traditional Name13-hydroxy-11-methoxy-2,6,11,14-tetramethyltetracyclo[7.6.0.0¹,⁶.0¹⁰,¹⁴]pentadec-3-en-5-one
CAS Registry NumberNot Available
SMILES
COC1(C)CC(O)C2(C)CC34C(CCC3(C)C(=O)C=CC4C)C12
InChI Identifier
InChI=1S/C20H30O3/c1-12-6-7-14(21)18(3)9-8-13-16-17(2,11-20(12,13)18)15(22)10-19(16,4)23-5/h6-7,12-13,15-16,22H,8-11H2,1-5H3
InChI KeyCZARTLVUATUXRJ-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Spirovetivane-type sesquiterpenoid
    • 

  • Sesquiterpenoid
    • 

  • Cyclohexenone
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Ketone
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • 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
logP2.81ALOGPS
logP2.87ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.6ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity90.96 m³·mol⁻¹ChemAxon
Polarizability35.73 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
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 CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]