NP-MRD: Showing NP-Card for 17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one (NP0223216)

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Record Information

Version

2.0

Created at

2022-09-06 01:14:51 UTC

Updated at

2022-09-06 01:14:52 UTC

NP-MRD ID

NP0223216

Secondary Accession Numbers

None

Natural Product Identification

Common Name

17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one

Description

17-Hydroxy-3,7,11-trimethylbicyclo[12.2.2]Octadeca-3,7,11,14(18)-tetraen-15-one belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on 17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]Octadeca-3,7,11,14(18)-tetraen-15-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062203142D          

 23 24  0  0  0  0            999 V2000
    8.1460    1.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3290    1.6415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2753    0.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8920    0.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2520   -0.5056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4467   -0.7603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5439   -1.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6035   -0.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8404   -0.3270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4252    0.4277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7619    0.9524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8712    1.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2108    2.2768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6413    2.1225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2890    1.5968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1844    0.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8502    0.2932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1360    2.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8419    3.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5652    4.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6899    3.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4696    3.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0457    2.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  4  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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  1  0  0  0  0
 15 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  4  0  0  0
 22 23  1  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223216

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CCCC(C)=CCC2=CC(O)C(CC2=O)CC(C)=CCC1

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O2/c1-15-6-4-8-16(2)10-11-18-13-21(23)19(14-20(18)22)12-17(3)9-5-7-15/h6,9-10,13,19,21,23H,4-5,7-8,11-12,14H2,1-3H3

> <INCHI_KEY>
DFVHKIYTXPDJJK-UHFFFAOYSA-N

> <FORMULA>
C21H30O2

> <MOLECULAR_WEIGHT>
314.469

> <EXACT_MASS>
314.224580206

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.11097379821732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one

> <JCHEM_LOGP>
4.642009595333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.638853856044353

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.495023895956727

> <JCHEM_PKA_STRONGEST_BASIC>
-3.019575008033515

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
100.08849999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      15.206   3.279   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.681   3.064   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.581   1.492   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.865   0.079   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.670  -0.944   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.167  -1.419   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.349  -2.948   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.593  -1.309   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.169  -0.610   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.394   0.798   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.156   1.778   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.360   3.327   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.127   4.250   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       6.797   3.962   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.006   2.981   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.811   1.457   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.054   0.547   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.721   5.258   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.038   6.138   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.522   7.589   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.621   6.289   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.077   5.691   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.152   4.545   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   10   17                                                  
CONECT   17   16                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    2                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₀O₂

Average Mass

314.4690 Da

Monoisotopic Mass

314.22458 Da

IUPAC Name

17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one

Traditional Name

17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one

CAS Registry Number

Not Available

SMILES

CC1=CCCC(C)=CCC2=CC(O)C(CC2=O)CC(C)=CCC1

InChI Identifier

InChI=1S/C21H30O2/c1-15-6-4-8-16(2)10-11-18-13-21(23)19(14-20(18)22)12-17(3)9-5-7-15/h6,9-10,13,19,21,23H,4-5,7-8,11-12,14H2,1-3H3

InChI Key

DFVHKIYTXPDJJK-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Cyclohexenone
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.64	ChemAxon
pKa (Strongest Acidic)	14.5	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	100.09 m³·mol⁻¹	ChemAxon
Polarizability	37.11 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74000352

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one (NP0223216)

MOL for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

3D MOL for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

3D SDF for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

3D-SDF for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

PDB for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

3D PDB for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

SMILES for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

INCHI for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

Structure for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)

3D Structure for NP0223216 (17-hydroxy-3,7,11-trimethylbicyclo[12.2.2]octadeca-3,7,11,14(18)-tetraen-15-one)