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Showing NP-Card for CE(22:4(7Z,10Z,13Z,16Z) (NP0334212)

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Record Information
Version2.0
Created at2024-09-09 22:39:48 UTC
Updated at2024-09-09 22:39:50 UTC
NP-MRD IDNP0334212
Secondary Accession NumbersNone
Natural Product Identification
Common NameCE(22:4(7Z,10Z,13Z,16Z)
DescriptionCholesteryl docosatetraenoic acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Docosatetraenoic acid is one of the main polyunsaturated fatty acids (PUFA) present in the brain, a lipid-rich organ containing mostly complex polar phospholipids, sphingolipids, gangliosides and cholesterol. Cholesteryl docosatetraenoic acid has been found in triglycerides-rich cells such as monocyte-derived macrophages. Docosatetraenoic acid is increased in plasma in children with protein-calorie malnutrition (PCM). (PMID: 17392137 , 10424250 , 9162758 ) [HMDB]
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))


  Mrv2104 05252301122D          

 57 60  0  0  1  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9461   -1.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2432   -3.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1194   -5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9010   -3.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    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
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6293   -3.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8842   -2.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8223   -3.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4248   -5.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6044   -5.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5674   -4.5055    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2894   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7184   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.7604   -4.6770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4328   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7184   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1473   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3743   -4.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.2796   -5.3182    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7654   -5.0224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2 39  1  0  0  0  0
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 29 47  1  0  0  0  0
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 35 37  1  0  0  0  0
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 46 48  1  0  0  0  0
 47 50  2  0  0  0  0
 47 51  1  0  0  0  0
M  END
Download

3D MOL for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))

Download
3D SDF for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))

  Mrv2104 05252301122D          

 57 60  0  0  1  0            999 V2000
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9461   -1.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2432   -3.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1194   -5.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9010   -3.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    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
    3.5724   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6293   -3.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8842   -2.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8223   -3.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4248   -5.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.5749   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.2894   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   17.7604   -4.6770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4328   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7184   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.1473   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.1460   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3743   -4.3340    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7654   -5.0224    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0039   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 40  4  1  0  0  0  0
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 42 38  1  0  0  0  0
 40 52  1  6  0  0  0
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 48 41  1  0  0  0  0
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 47 50  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0334212

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@@]12C)OC(=O)CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C49H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-47(50)51-42-34-36-48(5)41(38-42)30-31-43-45-33-32-44(40(4)28-26-27-39(2)3)49(45,6)37-35-46(43)48/h11-12,14-15,17-18,20-21,30,39-40,42-46H,7-10,13,16,19,22-29,31-38H2,1-6H3/b12-11+,15-14+,18-17+,21-20+/t40-,42+,43+,44-,45+,46+,48-,49+/m1/s1

> <INCHI_KEY>
ITGTXSFLBABXQA-SURZFKLSSA-N

> <FORMULA>
C49H80O2

> <MOLECULAR_WEIGHT>
701.177

> <EXACT_MASS>
700.615831816

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
131

> <JCHEM_AVERAGE_POLARIZABILITY>
89.69915692410575

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3aS,3bS,7S,9aS,9bS,11aS)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl (7E,10E,13E,16E)-docosa-7,10,13,16-tetraenoate

> <JCHEM_LOGP>
15.253668296333336

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.04219856267654

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
226.28030000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
22:4 cholesterol ester

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))
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PDB for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))
HEADER    PROTEIN                                 25-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-MAY-23         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      39.099  -3.376   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      39.654  -5.985   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      35.690  -9.555   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.341  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.415  -7.074   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -8.470   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670  -3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      36.641  -6.625   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      37.117  -5.161   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      35.135  -6.946   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      26.674  -7.700   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.007  -8.470   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.526 -10.137   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      30.995  -9.976   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      26.674  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      30.675  -5.390   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      28.007  -3.850   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      32.008  -6.160   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      25.340  -5.390   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      38.624  -4.841   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      34.659  -8.410   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      26.674  -6.160   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.340  -3.850   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      29.341  -7.700   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      33.153  -8.730   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      30.675  -8.470   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      29.341  -6.160   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      28.007  -5.390   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      32.008  -7.700   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      22.673  -5.390   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      24.006  -3.080   0.000  0.00  0.00           O+0
HETATM   52  H   UNK     0      36.165  -8.090   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      25.340  -2.310   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      30.675  -6.930   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0      34.122  -9.927   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      29.429  -9.375   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0      28.007  -6.930   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   39                                                            
CONECT    3   39                                                            
CONECT    4   40                                                            
CONECT    5   48                                                            
CONECT    6   49                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   29                                                       
CONECT   26   27   28                                                       
CONECT   27   26   39                                                       
CONECT   28   26   40                                                       
CONECT   29   25   47                                                       
CONECT   30   31   41                                                       
CONECT   31   30   43                                                       
CONECT   32   33   44                                                       
CONECT   33   32   45                                                       
CONECT   34   36   42                                                       
CONECT   35   37   46                                                       
CONECT   36   34   48                                                       
CONECT   37   35   49                                                       
CONECT   38   41   42                                                       
CONECT   39    2    3   27                                                  
CONECT   40    4   28   52   44                                             
CONECT   41   30   38   48                                                  
CONECT   42   34   38   53   51                                             
CONECT   43   31   54   45   46                                             
CONECT   44   32   40   55   49                                             
CONECT   45   33   43   56   49                                             
CONECT   46   35   43   57   48                                             
CONECT   47   29   50   51                                                  
CONECT   48    5   36   41   46                                             
CONECT   49    6   37   44   45                                             
CONECT   50   47                                                            
CONECT   51   42   47                                                       
CONECT   52   40                                                            
CONECT   53   42                                                            
CONECT   54   43                                                            
CONECT   55   44                                                            
CONECT   56   45                                                            
CONECT   57   46                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

Download
3D PDB for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))
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SMILES for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@@]12C)OC(=O)CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCCC
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INCHI for NP0334212 (CE(22:4(7Z,10Z,13Z,16Z))
InChI=1S/C49H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-47(50)51-42-34-36-48(5)41(38-42)30-31-43-45-33-32-44(40(4)28-26-27-39(2)3)49(45,6)37-35-46(43)48/h11-12,14-15,17-18,20-21,30,39-40,42-46H,7-10,13,16,19,22-29,31-38H2,1-6H3/b12-11+,15-14+,18-17+,21-20+/t40-,42+,43+,44-,45+,46+,48-,49+/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC49H80O2
Average Mass701.1770 Da
Monoisotopic Mass700.61583 Da
IUPAC Name(1R,3aS,3bS,7S,9aS,9bS,11aS)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl (7E,10E,13E,16E)-docosa-7,10,13,16-tetraenoate
Traditional Name22:4 cholesterol ester
CAS Registry NumberNot Available
SMILES
[H][C@@](C)(CCCC(C)C)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@@]12C)OC(=O)CCCCC\C=C\C\C=C\C\C=C\C\C=C\CCCCC
InChI Identifier
InChI=1S/C49H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-47(50)51-42-34-36-48(5)41(38-42)30-31-43-45-33-32-44(40(4)28-26-27-39(2)3)49(45,6)37-35-46(43)48/h11-12,14-15,17-18,20-21,30,39-40,42-46H,7-10,13,16,19,22-29,31-38H2,1-6H3/b12-11+,15-14+,18-17+,21-20+/t40-,42+,43+,44-,45+,46+,48-,49+/m1/s1
InChI KeyITGTXSFLBABXQA-SURZFKLSSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassSteroid esters  
Direct ParentCholesteryl esters  
Alternative Parents
Substituents
  • Cholesteryl ester
    • 

  • Triterpenoid
    • 

  • Cholesterol
    • 

  • Cholestane-skeleton
    • 

  • Delta-5-steroid
    • 

  • Fatty alcohol ester
    • 

  • Carboxylic acid ester
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP15.25ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count23ChemAxon
Refractivity226.28 m³·mol⁻¹ChemAxon
Polarizability89.7 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References