NP-MRD: Showing NP-Card for (1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol (NP0331832)

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Record Information

Version

1.0

Created at

2023-09-18 20:39:52 UTC

Updated at

2024-04-19 09:53:02 UTC

NP-MRD ID

NP0331832

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09132316042D          

 34 35  0  0  1  0            999 V2000
   -0.3726   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524   -2.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524   -0.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774   -0.6973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0526   -0.9795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077   -0.0654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0502    0.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9035    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610    1.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    1.9002    0.0000 Si  0  0  0  0  0  0  0  0  0  0  0  0
    1.9374    1.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762    1.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526    2.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483    3.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0331    2.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6720    2.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202    0.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3346   -0.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168   -1.1098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4418   -1.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8543   -0.3954    0.0000 Si  0  0  0  0  0  0  0  0  0  0  0  0
    5.5688   -0.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398    0.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668    0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793    1.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9813   -0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5523    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3346   -1.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -2.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202   -2.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077   -2.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774   -1.5223    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9287   -2.2701    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  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  0  0  0  0
 33  2  1  0  0  0  0
  5 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END


  Mrv2104 09132316042D          

 34 35  0  0  1  0            999 V2000
   -0.3726   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524   -1.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524   -2.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4524   -0.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774   -0.6973    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0526   -0.9795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077   -0.0654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0502    0.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9035    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6610    1.0808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568    1.9002    0.0000 Si  0  0  0  0  0  0  0  0  0  0  0  0
    1.9374    1.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762    1.8045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8526    2.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9483    3.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0331    2.8154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6720    2.6239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202    0.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3346   -0.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168   -1.1098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4418   -1.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8543   -0.3954    0.0000 Si  0  0  0  0  0  0  0  0  0  0  0  0
    5.5688   -0.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1398    0.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2668    0.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6793    1.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9813   -0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5523    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3346   -1.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -2.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6202   -2.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077   -2.1543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774   -1.5223    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9287   -2.2701    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  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  0  0  0  0
 33  2  1  0  0  0  0
  5 33  1  0  0  0  0
 33 34  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0331832

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC(C)(C)[C@]1([H])C\C=C(C)/[C@@H](CC[C@]2(O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H54O3Si2/c1-20-14-15-21-22(18-26(21,8)9)27(28,19-29-31(10,11)24(2,3)4)17-16-23(20)30-32(12,13)25(5,6)7/h14,21-23,28H,15-19H2,1-13H3/b20-14-/t21-,22+,23-,27+/m1/s1

> <INCHI_KEY>
SRZNHQDSQRPLBN-CIHLBKLYSA-N

> <FORMULA>
C27H54O3Si2

> <MOLECULAR_WEIGHT>
482.896

> <EXACT_MASS>
482.361148669

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
56.61329425053785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5R,6Z,9R)-5-[(tert-butyldimethylsilyl)oxy]-2-{[(tert-butyldimethylsilyl)oxy]methyl}-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol

> <JCHEM_LOGP>
6.601099999999994

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.811726136431309

> <JCHEM_PKA_STRONGEST_BASIC>
-3.318550987924945

> <JCHEM_POLAR_SURFACE_AREA>
38.69

> <JCHEM_REFRACTIVITY>
132.11240000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5R,6Z,9R)-5-[(tert-butyldimethylsilyl)oxy]-2-{[(tert-butyldimethylsilyl)oxy]methyl}-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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      -0.696  -2.842   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.844  -2.842   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.844  -4.382   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.844  -1.302   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.384  -1.302   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       3.832  -1.828   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       3.374  -0.122   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.960   0.488   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.553   1.408   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.967   2.018   0.000  0.00  0.00           O+0
HETATM   11 Si   UNK     0       5.146   3.547   0.000  0.00  0.00          Si+0
HETATM   12  C   UNK     0       3.616   3.726   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.676   3.368   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.325   5.077   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.504   6.606   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.795   5.255   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.854   4.898   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.891   0.145   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.225  -0.625   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.751  -2.072   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.291  -2.072   0.000  0.00  0.00           O+0
HETATM   22 Si   UNK     0       9.061  -0.738   0.000  0.00  0.00          Si+0
HETATM   23  C   UNK     0      10.395  -1.508   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.728   0.032   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.831   0.596   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.601   1.929   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.165  -0.174   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.498   1.366   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       6.225  -3.519   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.404  -4.509   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.891  -4.289   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.374  -4.021   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.384  -2.842   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0       1.734  -4.237   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    4   33                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   33                                             
CONECT    6    5                                                            
CONECT    7    5    8    9   18                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18    7   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25                                                            
CONECT   29   20   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32    2    5   34                                             
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₅₄O₃Si₂

Average Mass

482.8960 Da

Monoisotopic Mass

482.36115 Da

IUPAC Name

(1S,2R,5R,6Z,9R)-5-[(tert-butyldimethylsilyl)oxy]-2-{[(tert-butyldimethylsilyl)oxy]methyl}-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol

Traditional Name

(1S,2R,5R,6Z,9R)-5-[(tert-butyldimethylsilyl)oxy]-2-{[(tert-butyldimethylsilyl)oxy]methyl}-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol

CAS Registry Number

Not Available

SMILES

[H][C@]12CC(C)(C)[C@]1([H])C\C=C(C)/[C@@H](CC[C@]2(O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C

InChI Identifier

InChI=1S/C27H54O3Si2/c1-20-14-15-21-22(18-26(21,8)9)27(28,19-29-31(10,11)24(2,3)4)17-16-23(20)30-32(12,13)25(5,6)7/h14,21-23,28H,15-19H2,1-13H3/b20-14-/t21-,22+,23-,27+/m1/s1

InChI Key

SRZNHQDSQRPLBN-CIHLBKLYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 400 MHz, CDCl3, experimental)	Not Available	Latvian Institute of Organic Synthesis	Georgijs Stakanovs	2023-09-18	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CDCl3, experimental)	Not Available	Latvian Institute of Organic Synthesis	Georgijs Stakanovs	2023-09-18	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	6.6	ChemAxon
pKa (Strongest Acidic)	13.81	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.69 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	132.11 m³·mol⁻¹	ChemAxon
Polarizability	56.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

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Showing NP-Card for (1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol (NP0331832)

MOL for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

3D MOL for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

3D SDF for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

3D-SDF for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

PDB for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

3D PDB for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

SMILES for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

INCHI for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

Structure for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)

3D Structure for NP0331832 ((1S,2R,5R,9R,Z)-5-((tert-Butyldimethylsilyl)oxy)-2-(((tert-butyldimethylsilyl)oxy)methyl)-6,10,10-trimethylbicyclo[7.2.0]undec-6-en-2-ol)