NP-MRD: Showing NP-Card for 5a-Cholestane-3a,7a,12a,25-tetrol (NP0086600)

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Record Information

Version

2.0

Created at

2022-05-11 16:25:38 UTC

Updated at

2022-05-11 16:25:38 UTC

NP-MRD ID

NP0086600

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5a-Cholestane-3a,7a,12a,25-tetrol

Description

PE(22:1(13Z)/22:2(13Z,16Z)) belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. PE(22:1(13Z)/22:2(13Z,16Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of docosadienoic acid at the C-2 position. PE(22:1(13Z)/22:2(13Z,16Z)) is a very strong basic compound (based on its pKa). Within humans, PE(22:1(13Z)/22:2(13Z,16Z)) participates in a number of enzymatic reactions. In particular, PE(22:1(13Z)/22:2(13Z,16Z)) can be biosynthesized from PS(22:1(13Z)/22:2(13Z,16Z)) through its interaction with the enzyme phosphatidylserine decarboxylase. In addition, cytidine monophosphate and PE(22:1(13Z)/22:2(13Z,16Z)) can be biosynthesized from CDP-ethanolamine and DG(22:1(13Z)/22:2(13Z,16Z)/0:0) Through its interaction with the enzyme choline/ethanolaminephosphotransferase. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. In humans, PE(22:1(13Z)/22:2(13Z,16Z)) is involved in phosphatidylethanolamine biosynthesis. It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. The erucic acid moiety is derived from seed oils and avocados, while the docosadienoic acid moiety is derived from animal fats. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.G. 18:2, 20:4 And 22:6) On carbon 2. PE(22:1(13Z)/22:2(13Z,16Z)) is a phosphatidylethanolamine (PE or GPEtn). The second involves the decarboxylation of PS.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02231218342D          

 35 38  0  0  1  0            999 V2000
   12.4622   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4622   -9.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767   -8.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6057  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3201   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0346   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8191   -8.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3040   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8191   -7.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0742   -6.8035    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.4908   -6.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7043   -5.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5012   -5.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7147   -4.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5116   -4.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9178   -4.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8810   -6.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346   -7.8431    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0346   -7.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -7.4306    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6057   -7.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8911   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8911   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7478  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -6.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9282   -3.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911  -10.7306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -9.4931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -8.2556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346   -9.4931    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
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  1  0  0  0
 12 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
  1 28  1  6  0  0  0
  7 29  1  6  0  0  0
 23 30  1  6  0  0  0
 17 31  1  0  0  0  0
  5 32  1  6  0  0  0
 25 33  1  6  0  0  0
  8 34  1  1  0  0  0
  9 35  1  6  0  0  0
M  END

     RDKit          3D

 79 82  0  0  0  0  0  0  0  0999 V2000
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    4.2329   -1.1911   -0.9306 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02231218342D          

 35 38  0  0  1  0            999 V2000
   12.4622   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4622   -9.0806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767   -8.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1767  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.6057  -10.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -9.9056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3201   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0346   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.8191   -8.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3040   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.6057   -7.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -8.6681    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8911   -9.0806    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.8911   -8.2556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7478  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346  -10.3181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -6.6056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9282   -3.6160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8911  -10.7306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6057   -9.4931    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3201   -8.2556    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.0346   -9.4931    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
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 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
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 13 20  1  1  0  0  0
 12 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
  3 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  1  0  0  0
  1 28  1  6  0  0  0
  7 29  1  6  0  0  0
 23 30  1  6  0  0  0
 17 31  1  0  0  0  0
  5 32  1  6  0  0  0
 25 33  1  6  0  0  0
  8 34  1  1  0  0  0
  9 35  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0086600

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC([C@H](C)CCCC(C)(C)O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C27H48O4/c1-16(7-6-11-25(2,3)31)19-8-9-20-24-21(15-23(30)27(19,20)5)26(4)12-10-18(28)13-17(26)14-22(24)29/h16-24,28-31H,6-15H2,1-5H3/t16-,17-,18-,19?,20+,21+,22-,23+,24+,26+,27-/m1/s1

> <INCHI_KEY>
NTIXPPFPXLYJCT-SUGKMTRFSA-N

> <FORMULA>
C27H48O4

> <MOLECULAR_WEIGHT>
436.6676

> <EXACT_MASS>
436.355260024

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
53.420560762635176

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

> <ALOGPS_LOGP>
3.64

> <JCHEM_LOGP>
3.5077779629999988

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.530768466611097

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.2963399055959

> <JCHEM_PKA_STRONGEST_BASIC>
-0.12586972084882098

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
124.71060000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

> <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      23.263 -18.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      23.263 -16.950   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.597 -16.180   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.597 -19.260   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.930 -18.490   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.264 -19.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.598 -18.490   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.598 -16.950   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.931 -16.180   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.396 -16.656   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.301 -15.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.396 -14.165   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      31.872 -12.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.783 -11.611   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.181 -10.123   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.669  -9.725   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.067  -8.237   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.555  -8.636   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.580  -7.839   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      33.378 -12.380   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.931 -14.640   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.931 -13.100   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      28.598 -13.870   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      27.264 -14.640   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      27.264 -16.180   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      25.930 -16.950   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.930 -15.410   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      21.929 -19.260   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      29.931 -19.260   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      28.598 -12.330   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      33.466  -6.750   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      25.930 -20.030   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      27.264 -17.720   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      28.598 -15.410   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      29.931 -17.720   0.000  0.00  0.00           H+0
CONECT    1    2    4   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2   26                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   26   32                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   29                                                  
CONECT    8    7    9   25   34                                             
CONECT    9    8   10   21   35                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   31                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   13                                                            
CONECT   21   12    9   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24    8   26   33                                             
CONECT   26   25    3    5   27                                             
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    7                                                            
CONECT   30   23                                                            
CONECT   31   17                                                            
CONECT   32    5                                                            
CONECT   33   25                                                            
CONECT   34    8                                                            
CONECT   35    9                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₈O₄

Average Mass

436.6676 Da

Monoisotopic Mass

436.35526 Da

IUPAC Name

(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

Traditional Name

(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-6-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-5,9,16-triol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC([C@H](C)CCCC(C)(C)O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@@]2([H])C[C@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C27H48O4/c1-16(7-6-11-25(2,3)31)19-8-9-20-24-21(15-23(30)27(19,20)5)26(4)12-10-18(28)13-17(26)14-22(24)29/h16-24,28-31H,6-15H2,1-5H3/t16-,17-,18-,19?,20+,21+,22-,23+,24+,26+,27-/m1/s1

InChI Key

NTIXPPFPXLYJCT-SUGKMTRFSA-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 phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

Phosphatidylethanolamines

Alternative Parents

Substituents

Diacylglycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Organic nitrogen compound
Primary amine
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	3.64	ALOGPS
logP	3.51	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-0.13	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	124.71 m³·mol⁻¹	ChemAxon
Polarizability	53.42 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB026726

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5a-Cholestane-3a,7a,12a,25-tetrol (NP0086600)

MOL for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D MOL for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D SDF for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D-SDF for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

PDB for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D PDB for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

SMILES for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

INCHI for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

Structure for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)

3D Structure for NP0086600 (5a-Cholestane-3a,7a,12a,25-tetrol)