NP-MRD: Showing NP-Card for (1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol (NP0332521)

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Record Information

Version

1.0

Created at

2024-02-20 08:09:30 UTC

Updated at

2024-04-19 10:10:20 UTC

NP-MRD ID

NP0332521

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02202408092D          

 23 23  0  0  1  0            999 V2000
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   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  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  1  0  0  0
  6  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
  5 19  1  1  0  0  0
  5 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22  2  1  0  0  0  0
 22 23  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0332521

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC=C(C)[C@H](O)[C@@H]1O)[C@](C)(O)CC\C=C(/C)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H28O5/c1-11(10-22-13(3)18)6-5-9-17(4,21)14-8-7-12(2)15(19)16(14)20/h6-7,14-16,19-21H,5,8-10H2,1-4H3/b11-6+/t14-,15-,16+,17+/m0/s1

> <INCHI_KEY>
LPDAPKIPBTZRMX-LJKIVPPVSA-N

> <FORMULA>
C17H28O5

> <MOLECULAR_WEIGHT>
312.406

> <EXACT_MASS>
312.193674002

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
34.93096621642383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E,6R)-6-[(1S,5S,6R)-5,6-dihydroxy-4-methylcyclohex-3-en-1-yl]-6-hydroxy-2-methylhept-2-en-1-yl acetate

> <JCHEM_LOGP>
0.8081618193333322

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.500717365445873

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.376908714401955

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9371363054852244

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
85.8919

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2E,6R)-6-[(1S,5S,6R)-5,6-dihydroxy-4-methylcyclohex-3-en-1-yl]-6-hydroxy-2-methylhept-2-en-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-FEB-24         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.874   3.850   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.206   3.850   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  10.010   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  13.090   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.001  13.090   0.000  0.00  0.00           O+0
HETATM   19  H   UNK     0       2.667   3.080   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   19   20                                             
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
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                                                            
CONECT   19    5                                                            
CONECT   20    5   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20    2   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₈O₅

Average Mass

312.4060 Da

Monoisotopic Mass

312.19367 Da

IUPAC Name

(2E,6R)-6-[(1S,5S,6R)-5,6-dihydroxy-4-methylcyclohex-3-en-1-yl]-6-hydroxy-2-methylhept-2-en-1-yl acetate

Traditional Name

(2E,6R)-6-[(1S,5S,6R)-5,6-dihydroxy-4-methylcyclohex-3-en-1-yl]-6-hydroxy-2-methylhept-2-en-1-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC=C(C)[C@H](O)[C@@H]1O)[C@](C)(O)CC\C=C(/C)COC(C)=O

InChI Identifier

InChI=1S/C17H28O5/c1-11(10-22-13(3)18)6-5-9-17(4,21)14-8-7-12(2)15(19)16(14)20/h6-7,14-16,19-21H,5,8-10H2,1-4H3/b11-6+/t14-,15-,16+,17+/m0/s1

InChI Key

LPDAPKIPBTZRMX-LJKIVPPVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 101 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	xinyan_8339@126.com	Not Available	Not Available	2024-02-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.15408102 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.624339468 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.623836405 MHz, CD₃OD, 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	0.81	ChemAxon
pKa (Strongest Acidic)	13.38	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	85.89 m³·mol⁻¹	ChemAxon
Polarizability	34.93 Å³	ChemAxon
Number of Rings	1	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*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol (NP0332521)

MOL for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D MOL for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D SDF for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D-SDF for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

PDB for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D PDB for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

SMILES for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

INCHI for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

Structure for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D Structure for NP0332521 ((1R*, 2S*, 6S*, 7 R*)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

Showing NP-Card for (1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol (NP0332521)

MOL for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D MOL for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D SDF for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D-SDF for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

PDB for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D PDB for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

SMILES for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

INCHI for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

Structure for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)

3D Structure for NP0332521 ((1R, 2S, 6S, 7 R)-1,2-dihydroxy-12- acetoxyl-α-bisabolol)