NP-MRD: Showing NP-Card for ((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate (NP0331823)

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Record Information

Version

1.0

Created at

2023-09-13 16:02:58 UTC

Updated at

2024-04-19 09:52:54 UTC

NP-MRD ID

NP0331823

Secondary Accession Numbers

None

Natural Product Identification

Common Name

((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09132316022D          

 23 25  0  0  1  0            999 V2000
   -0.2886   -1.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -1.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6600   -2.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3906   -0.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2045   -0.6355    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0154   -0.7874    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6245    0.0745    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8238    0.2733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5852    0.8986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2793    1.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2400    2.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9340    2.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5067    2.5467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027    0.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1749    0.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5799   -0.6606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4281   -1.4715    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2062   -1.1975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8330   -2.1903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7905   -1.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9656   -1.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3392   -1.4495    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1173   -2.2441    0.0000 H   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  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 18  1  6  0  0  0
 17 19  1  1  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22  2  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0331823

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC(C)(C)[C@]1([H])CC[C@@]1(C)O[C@H]1CC[C@]2(O)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O4/c1-11(18)20-10-17(19)8-6-14-16(4,21-14)7-5-12-13(17)9-15(12,2)3/h12-14,19H,5-10H2,1-4H3/t12-,13+,14+,16-,17+/m1/s1

> <INCHI_KEY>
VUPNAZUVNHPKED-PYOKUCOHSA-N

> <FORMULA>
C17H28O4

> <MOLECULAR_WEIGHT>
296.407

> <EXACT_MASS>
296.198759382

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.569146307538844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1R,4R,6S,9R,10S)-9-hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0^{4,6}]dodecan-9-yl]methyl acetate

> <JCHEM_LOGP>
2.0451819129999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.756408206425627

> <JCHEM_PKA_STRONGEST_BASIC>
-3.34274705050943

> <JCHEM_POLAR_SURFACE_AREA>
59.06

> <JCHEM_REFRACTIVITY>
78.81269999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,4R,6S,9R,10S)-9-hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0^{4,6}]dodecan-9-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-SEP-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-SEP-23         0                                  
HETATM    1  C   UNK     0      -0.539  -3.209   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.981  -2.957   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.232  -4.476   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.729  -1.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.248  -1.186   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       3.762  -1.470   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       3.032   0.139   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.538   0.510   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.959   1.677   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.255   2.510   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.181   4.048   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.477   4.881   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.812   4.754   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.485   0.651   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.927   0.109   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.682  -1.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.399  -2.747   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       7.852  -2.235   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.155  -4.088   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.209  -3.724   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.669  -3.708   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.500  -2.706   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       2.086  -4.189   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4   22                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   22                                             
CONECT    6    5                                                            
CONECT    7    5    8    9   14                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    7   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   18   19   20                                             
CONECT   18   17   16                                                       
CONECT   19   17                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    2    5   23                                             
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₈O₄

Average Mass

296.4070 Da

Monoisotopic Mass

296.19876 Da

IUPAC Name

[(1R,4R,6S,9R,10S)-9-hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0^{4,6}]dodecan-9-yl]methyl acetate

Traditional Name

[(1R,4R,6S,9R,10S)-9-hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0^{4,6}]dodecan-9-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

[H][C@]12CC(C)(C)[C@]1([H])CC[C@@]1(C)O[C@H]1CC[C@]2(O)COC(C)=O

InChI Identifier

InChI=1S/C17H28O4/c1-11(18)20-10-17(19)8-6-14-16(4,21-14)7-5-12-13(17)9-15(12,2)3/h12-14,19H,5-10H2,1-4H3/t12-,13+,14+,16-,17+/m1/s1

InChI Key

VUPNAZUVNHPKED-PYOKUCOHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	Not Available	Latvian Institute of Organic Synthesis	Georgijs Stakanovs	2023-09-18	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, C3D6O, experimental)	Not Available	Latvian Institute of Organic Synthesis	Georgijs Stakanovs	2023-09-18	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, C3D6O, experimental)	Not Available	Not Available	Georgijs Stakanovs	2023-09-13	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, C3D6O, experimental)	Not Available	Not Available	Georgijs Stakanovs	2023-09-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.578570142 MHz, C3D6O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 399.956469716 MHz, C3D6O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	2.05	ChemAxon
pKa (Strongest Acidic)	13.76	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	78.81 m³·mol⁻¹	ChemAxon
Polarizability	33.57 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for ((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate (NP0331823)

MOL for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

3D MOL for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

3D SDF for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

3D-SDF for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

PDB for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

3D PDB for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

SMILES for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

INCHI for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

Structure for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)

3D Structure for NP0331823 (((1R,4R,6S,9R,10S)-9-Hydroxy-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methyl acetate)