NP-MRD: Showing NP-Card for ((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate (NP0331811)

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Record Information

Version

1.0

Created at

2023-09-13 16:01:08 UTC

Updated at

2024-04-19 09:52:42 UTC

NP-MRD ID

NP0331811

Secondary Accession Numbers

None

Natural Product Identification

Common Name

((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09132316012D          

 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  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  2  0  0  0  0  0  0  0  0  0
    3.4281   -1.4715    0.0000 C   0  0  2  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
    3.4130   -2.9003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8180   -3.6191    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2229   -4.3379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -4.0241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5367   -3.2142    0.0000 O   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
    1.1009    0.7121    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  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  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  1  0  0  0
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 15 18  2  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21  2  1  0  0  0  0
  5 21  1  0  0  0  0
 21 22  1  6  0  0  0
  7 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331811

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC(C)(C)[C@]1([H])CC[C@]1(COS(C)(=O)=O)O[C@@H]1CCC2=C

> <INCHI_IDENTIFIER>
InChI=1S/C16H26O4S/c1-11-5-6-14-16(20-14,10-19-21(4,17)18)8-7-13-12(11)9-15(13,2)3/h12-14H,1,5-10H2,2-4H3/t12-,13-,14-,16-/m1/s1

> <INCHI_KEY>
IJTRIZAXBPAFGC-IXYNUQLISA-N

> <FORMULA>
C16H26O4S

> <MOLECULAR_WEIGHT>
314.44

> <EXACT_MASS>
314.155180491

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.45774415559712

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
2.5077821390000006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.24388038728339

> <JCHEM_POLAR_SURFACE_AREA>
55.9

> <JCHEM_REFRACTIVITY>
80.50909999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

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

> <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  C   UNK     0       4.485   0.651   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.927   0.109   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.682  -1.233   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.399  -2.747   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.852  -2.235   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       7.155  -4.088   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.371  -5.414   0.000  0.00  0.00           O+0
HETATM   15  S   UNK     0       7.127  -6.756   0.000  0.00  0.00           S+0
HETATM   16  C   UNK     0       7.883  -8.097   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.785  -7.512   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       8.469  -6.000   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.209  -3.724   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.669  -3.708   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.500  -2.706   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       2.086  -4.189   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       2.055   1.329   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   21                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   21                                             
CONECT    6    5                                                            
CONECT    7    5    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10   12   13   19                                             
CONECT   12   11   10                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17   18                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
CONECT   19   11   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    2    5   22                                             
CONECT   22   21                                                            
CONECT   23    7                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆O₄S

Average Mass

314.4400 Da

Monoisotopic Mass

314.15518 Da

IUPAC Name

[(1R,4R,6R,10S)-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0^{4,6}]dodecan-4-yl]methyl methanesulfonate

Traditional Name

[(1R,4R,6R,10S)-12,12-dimethyl-9-methylidene-5-oxatricyclo[8.2.0.0^{4,6}]dodecan-4-yl]methyl methanesulfonate

CAS Registry Number

Not Available

SMILES

[H][C@]12CC(C)(C)[C@]1([H])CC[C@]1(COS(C)(=O)=O)O[C@@H]1CCC2=C

InChI Identifier

InChI=1S/C16H26O4S/c1-11-5-6-14-16(20-14,10-19-21(4,17)18)8-7-13-12(11)9-15(13,2)3/h12-14H,1,5-10H2,2-4H3/t12-,13-,14-,16-/m1/s1

InChI Key

IJTRIZAXBPAFGC-IXYNUQLISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, C6D6, experimental)	Not Available	Latvian Institute of Organic Synthesis	Georgijs Stakanovs	2023-09-18	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, C6D6, experimental)	Not Available	Latvian Institute of Organic Synthesis	Georgijs Stakanovs	2023-09-18	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, C6D6, experimental)	Not Available	Not Available	Georgijs Stakanovs	2023-09-13	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, C6D6, experimental)	Not Available	Not Available	Georgijs Stakanovs	2023-09-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.578570142 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 399.956469716 MHz, C₆D₆, 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	2.51	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	55.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.51 m³·mol⁻¹	ChemAxon
Polarizability	34.46 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,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate (NP0331811)

MOL for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

3D MOL for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

3D SDF for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

3D-SDF for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

PDB for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

3D PDB for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

SMILES for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

INCHI for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

Structure for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)

3D Structure for NP0331811 (((1R,4R,6R,10S)-12,12-Dimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecan-4-yl)methyl methanesulfonate)