NP-MRD: Showing NP-Card for nerylnerol (NP0202984)

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Record Information

Version

2.0

Created at

2022-09-04 22:20:24 UTC

Updated at

2022-09-04 22:20:24 UTC

NP-MRD ID

NP0202984

Secondary Accession Numbers

None

Natural Product Identification

Common Name

nerylnerol

Description

nerylnerol is found in Helichrysum mimetes and Mikania goyazensis. 2-Cis-Geranylgeraniol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 54  0  0  0  0  0  0  0  0999 V2000
   -7.6855   -0.1365    0.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9242   -0.8875   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6860   -1.4637   -1.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6117   -1.0258    0.0543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9104   -0.4469    1.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8811    0.5877    0.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7523    0.2050    0.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9392   -0.2372   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5188    0.2640    0.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2934   -0.0758   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5908    1.1513   -0.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541    0.9278   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8376    0.5153   -2.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297    1.0964   -0.3037 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2921    0.8827   -0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1776   -0.2151   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6247   -0.0737    0.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5959   -0.0953    2.0083 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8988    0.0393    1.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0505    0.0784    0.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8593   -1.0314    0.6932 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2892    0.9124    1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7477   -0.0428    0.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6213   -0.5885    1.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2271   -0.6264   -1.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0517   -2.0370   -1.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4763   -2.1193   -0.7747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1077   -1.5890   -0.7133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6713    0.0021    1.8923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4867   -1.3064    1.7945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5593    0.9927    1.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3852    1.4882    0.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1070    0.2741   -1.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8521   -1.3283   -1.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9064    0.1544   -1.7567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4060    0.5912    1.5900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2517   -0.8358    0.4631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4243   -0.5543   -1.1420 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0650    1.9939   -0.7310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7980    1.5032    0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7979    0.5355   -2.7499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4152    1.2055   -3.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633   -0.4900   -2.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9742    1.4087    0.7207 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9484    1.8108   -0.9730 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1657    0.7062   -2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5813   -1.1854   -0.5556 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9901   -0.3748   -1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269    0.8746    2.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603   -0.7559    2.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -0.6238    1.6512 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0702    0.1071    2.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6696    0.9922    0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8095   -0.0755   -0.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8304   -1.0783    1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
 19 17  2  0
 17 18  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  2  3
  2  1  1  0
  2  3  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 16 47  1  0
 16 48  1  0
 15 45  1  0
 15 46  1  0
 14 44  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 11 39  1  0
 11 40  1  0
 10 37  1  0
 10 38  1  0
  9 36  1  0
  8 33  1  0
  8 34  1  0
  8 35  1  0
  6 31  1  0
  6 32  1  0
  5 29  1  0
  5 30  1  0
  4 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
M  END


  Mrv1652310101702102D          

 24 23  0  0  0  0            999 V2000
   -7.8375   -5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6000   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1250   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750   -1.4289    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
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7125   -3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  8  1  0  0  0  0
 16 15  1  0  0  0  0
 17  1  1  0  0  0  0
 17  2  1  0  0  0  0
 17  9  2  0  0  0  0
 18  3  1  0  0  0  0
 18 10  1  0  0  0  0
 18 11  2  0  0  0  0
 19  4  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20  5  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22 11  1  0  0  0  0
 23 13  1  0  0  0  0
 24 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202984

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CO)=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15-

> <INCHI_KEY>
OJISWRZIEWCUBN-KWBDAJKESA-N

> <FORMULA>
C20H34O

> <MOLECULAR_WEIGHT>
290.491

> <EXACT_MASS>
290.260965715

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
37.823109944547866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

> <ALOGPS_LOGP>
6.06

> <JCHEM_LOGP>
5.821811845999999

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.33002421872553

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2170474067294528

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
98.78729999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.43e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 10-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-17         0                                  
HETATM    1  C   UNK     0     -14.630  -9.336   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.630  -6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.010  -4.001   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.390  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.550  -6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -12.320  -8.002   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -10.010  -6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.700  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.390  -4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.080  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -13.860  -8.002   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.240  -5.335   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.620  -2.667   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM   22  H   UNK     0      -6.930  -6.668   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.310  -4.001   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.310   1.334   0.000  0.00  0.00           H+0
CONECT    1   17                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4   19                                                            
CONECT    5   20                                                            
CONECT    6    9   10                                                       
CONECT    7   11   12                                                       
CONECT    8   13   14                                                       
CONECT    9    6   17                                                       
CONECT   10    6   18                                                       
CONECT   11    7   18   22                                                  
CONECT   12    7   19                                                       
CONECT   13    8   19   23                                                  
CONECT   14    8   20                                                       
CONECT   15   16   20   24                                                  
CONECT   16   15   21                                                       
CONECT   17    1    2    9                                                  
CONECT   18    3   10   11                                                  
CONECT   19    4   12   13                                                  
CONECT   20    5   14   15                                                  
CONECT   21   16                                                            
CONECT   22   11                                                            
CONECT   23   13                                                            
CONECT   24   15                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O

Average Mass

290.4910 Da

Monoisotopic Mass

290.26097 Da

IUPAC Name

(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

Traditional Name

(2Z,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol

CAS Registry Number

Not Available

SMILES

[H]\C(CO)=C(/C)CC\C([H])=C(/C)CC\C([H])=C(/C)CCC=C(C)C

InChI Identifier

InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15-

InChI Key

OJISWRZIEWCUBN-KWBDAJKESA-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

Species Name	Source	Reference
Helichrysum mimetes	LOTUS Database	35616633
Mikania goyazensis	LOTUS Database	35616633

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	6.06	ALOGPS
logP	5.82	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	16.33	ChemAxon
pKa (Strongest Basic)	-2.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	98.79 m³·mol⁻¹	ChemAxon
Polarizability	37.82 Å³	ChemAxon
Number of Rings	0	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

HMDB ID

HMDB0174078

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

5365865

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for nerylnerol (NP0202984)

MOL for NP0202984 (nerylnerol)

3D MOL for NP0202984 (nerylnerol)

3D SDF for NP0202984 (nerylnerol)

3D-SDF for NP0202984 (nerylnerol)

PDB for NP0202984 (nerylnerol)

3D PDB for NP0202984 (nerylnerol)

SMILES for NP0202984 (nerylnerol)

INCHI for NP0202984 (nerylnerol)

Structure for NP0202984 (nerylnerol)

3D Structure for NP0202984 (nerylnerol)