NP-MRD: Showing NP-Card for Pristanal (NP0086825)

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Record Information

Version

2.0

Created at

2022-05-11 16:32:04 UTC

Updated at

2022-05-11 16:32:04 UTC

NP-MRD ID

NP0086825

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pristanal

Description

Pristanal, also known as (2R)-pristanal or 2SPR-al, belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. Thus, pristanal is considered to be an isoprenoid lipid molecule. Pristanal is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. In humans, pristanal is involved in oxidation of branched-chain fatty acids.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 58 57  0  0  0  0  0  0  0  0999 V2000
    6.8221    1.3384   -0.8629 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6554    0.3337   -1.0117 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6811   -0.5826    0.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4500    1.1689   -1.2985 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1636    0.4759   -1.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5246   -0.1534   -0.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9913    0.7499    0.7610 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8748    1.7068    1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3500   -0.1417    1.8322 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2249   -0.9826    1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9162   -0.1785    0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0084   -1.1781    0.3440 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4058   -2.0775   -0.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2378   -0.4184   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3113   -1.3727   -0.4942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5937   -0.7878   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3341    0.0908   -0.0233 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6212    0.5280   -0.7673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5931    1.3467    0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1782    2.0751   -0.5475 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6337    1.8465    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7862    0.8019   -0.8304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7297    2.0627   -1.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354   -0.2234   -1.9796 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3434   -1.6253   -0.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1965   -0.2456    1.0418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7802   -0.6933    0.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299    1.9885   -0.5429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6722    1.6885   -2.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3417   -0.3746   -2.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3966    1.0980   -2.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6046   -0.7319   -0.6705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1294   -0.9612    0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1342    1.3553    0.2996 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8842    1.4100    1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439    2.7455    0.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3872    1.9092    2.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9645    0.5076    2.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1030   -0.8050    2.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5239   -1.7629    0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2157   -1.4672    2.2710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3441    0.5043    1.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6087    0.4070   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2145   -1.7713    1.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5522   -1.5395   -1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0759   -2.5122   -1.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8924   -2.9464   -0.1602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9001    0.2276   -0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5358    0.2728    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9214   -2.0230   -1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4832   -2.0368    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2793   -1.6670   -1.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4933   -0.3055   -1.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6889   -0.4358    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2180    1.1372   -0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3411    1.0527   -1.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1488   -0.4029   -1.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4450    1.5747    1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  6
  8 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  1
 13 45  1  0
 13 46  1  0
 13 47  1  0
 14 48  1  0
 14 49  1  0
 15 50  1  0
 15 51  1  0
 16 52  1  0
 16 53  1  0
 17 54  1  1
 18 55  1  0
 18 56  1  0
 18 57  1  0
 19 58  1  0
M  END


  Mrv0541 02231219172D          

 20 19  0  0  0  0            999 V2000
    5.3616   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0760   -6.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7905   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5050   -6.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2194   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9340   -6.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6484   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3629   -6.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0774   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7918   -6.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5063   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2208   -6.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9352   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6498   -6.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3642   -7.3884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0760   -6.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6498   -6.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0787   -6.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7918   -6.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9340   -6.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16  2  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  2  0  0  0  0
 19 10  1  0  0  0  0
 20  6  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0086825

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CCCC(C)CCCC(C)CCCC(C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H38O/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20/h15-19H,6-14H2,1-5H3

> <INCHI_KEY>
IZJRIIWUSIGEAJ-UHFFFAOYSA-N

> <FORMULA>
C19H38O

> <MOLECULAR_WEIGHT>
282.5044

> <EXACT_MASS>
282.292265838

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
38.06199054729012

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,6,10,14-tetramethylpentadecanal

> <ALOGPS_LOGP>
7.79

> <JCHEM_LOGP>
7.057441427666667

> <ALOGPS_LOGS>
-7.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.071844084684145

> <JCHEM_PKA_STRONGEST_BASIC>
-7.014270722238557

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
89.77749999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.73e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pristanal

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      10.008 -13.792   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.342 -13.022   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.676 -13.792   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.009 -13.022   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.343 -13.792   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.677 -13.022   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.010 -13.792   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.344 -13.022   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.678 -13.792   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.011 -13.022   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.345 -13.792   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.679 -13.022   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.012 -13.792   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.346 -13.022   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.680 -13.792   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.342 -11.482   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.346 -11.482   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      30.014 -13.022   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      22.011 -11.482   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.677 -11.482   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   18                                                       
CONECT   16    2                                                            
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19   10                                                            
CONECT   20    6                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
2,6,10,14-Tetramethylpentadecanal	ChEBI
(2R)-Pristanal	HMDB
(2R,6R,10R)-2,6,10,14-Tetramethylpentadecanal	HMDB
(2S)-Pristanal	HMDB
(2S,6R,10R)-2,6,10,14-Tetramethylpentadecanal	HMDB
2(R)-Pristanal	HMDB
2(S)-Pristanal	HMDB
2RPR-Al (2R,6R,10R,14)-tetramethylpentadecanal	HMDB
2SPR-Al	HMDB

Chemical Formula

C₁₉H₃₈O

Average Mass

282.5044 Da

Monoisotopic Mass

282.29227 Da

IUPAC Name

2,6,10,14-tetramethylpentadecanal

Traditional Name

pristanal

CAS Registry Number

Not Available

SMILES

CC(C)CCCC(C)CCCC(C)CCCC(C)C=O

InChI Identifier

InChI=1S/C19H38O/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20/h15-19H,6-14H2,1-5H3

InChI Key

IZJRIIWUSIGEAJ-UHFFFAOYSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Fatty aldehyde
Fatty acyl
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-methyl-branched fatty aldehyde (CHEBI:49189 )
Acyclic diterpenoids (LMPR0104010012 )

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	7.79	ALOGPS
logP	7.06	ChemAxon
logS	-7.2	ALOGPS
pKa (Strongest Acidic)	16.07	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	89.78 m³·mol⁻¹	ChemAxon
Polarizability	38.06 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon