NP-MRD: Showing NP-Card for cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate) (NP0332103)

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Record Information

Version

1.0

Created at

2023-11-10 20:03:53 UTC

Updated at

2024-04-19 10:00:15 UTC

NP-MRD ID

NP0332103

Secondary Accession Numbers

None

Natural Product Identification

Common Name

cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate)

Description

20:2 Cholesterol ester belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety. Thus, 20:2 Cholesterol ester is considered to be a sterol lipid molecule. 20:2 Cholesterol ester is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303231702412D          

 59 62  0  0  1  0            999 V2000
    8.5737    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    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
   10.7171    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    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
    9.2881   -2.0625    0.0000 H   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
   10.7171   -2.8875    0.0000 H   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
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    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
   15.0039   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2907   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1486   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9493   -2.4795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6477   -3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1326   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6477   -4.3799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4625   -4.5090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.9026   -5.1646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.0957   -4.9930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.3506   -5.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7096   -5.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9645   -6.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7715   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0265   -7.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8334   -7.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4744   -7.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9493   -4.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4341   -2.4750    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
  3  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
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  6  0  0  0
 45 46  1  6  0  0  0
 45 47  1  1  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 43 54  1  0  0  0  0
 39 54  1  0  0  0  0
 54 55  1  6  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 31 58  1  0  0  0  0
 37 58  1  0  0  0  0
 58 59  1  1  0  0  0
M  END


  Mrv1652303231702412D          

 59 62  0  0  1  0            999 V2000
    8.5737    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    0.8250    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
   10.7171    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -0.8250    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
    9.2881   -2.0625    0.0000 H   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
   10.7171   -2.8875    0.0000 H   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
   12.1460   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749   -2.0625    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
   15.0039   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7184   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4328   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1473   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8618   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5762   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.2907   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.2907   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.7197   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7197   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0052   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.1486   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9493   -2.4795    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.6477   -3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1326   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6477   -4.3799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.4625   -4.5090    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.9026   -5.1646    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.0957   -4.9930    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.3506   -5.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7096   -5.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9645   -6.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7715   -6.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0265   -7.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8334   -7.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4744   -7.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8631   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9493   -4.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1486   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4341   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.4341   -2.4750    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
  3  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
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 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
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 27 26  1  6  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 27 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  1  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  6  0  0  0
 45 46  1  6  0  0  0
 45 47  1  1  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 43 54  1  0  0  0  0
 39 54  1  0  0  0  0
 54 55  1  6  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 31 58  1  0  0  0  0
 37 58  1  0  0  0  0
 58 59  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0332103

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]3(C)CC[C@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C47H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,28,37-38,40-44H,7-10,13,16-27,29-36H2,1-6H3/b12-11-,15-14-/t38-,40+,41+,42-,43+,44+,46+,47-/m1/s1

> <INCHI_KEY>
REFJKOQDWJELKE-AKLGJIFXSA-N

> <FORMULA>
C47H80O2

> <MOLECULAR_WEIGHT>
677.155

> <EXACT_MASS>
676.615831816

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
90.79408136089553

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (11Z,14Z)-icosa-11,14-dienoate

> <ALOGPS_LOGP>
10.71

> <JCHEM_LOGP>
15.088374279666668

> <ALOGPS_LOGS>
-8.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0421985486871135

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
214.84510000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.99e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (11Z,14Z)-icosa-11,14-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0      16.004   1.540   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      17.338   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.672   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.672   3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.005   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.005   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.339   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.338  -0.770   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      16.004  -1.540   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0      18.672  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      17.338  -3.850   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0      20.005  -3.850   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      20.005  -5.390   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.673  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.006  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.340  -3.850   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.674  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.007  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.341  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.675  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.008  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.342  -3.850   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      33.342  -5.390   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      34.676  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      36.009  -3.850   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      36.009  -2.310   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0      36.009  -5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      37.343  -6.160   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      38.677  -5.390   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      38.677  -6.930   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      38.677  -3.850   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      37.343  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      40.010  -3.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      41.344  -3.850   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      41.344  -5.390   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0      41.344  -6.930   0.000  0.00  0.00           H+0
HETATM   39  C   UNK     0      42.678  -6.160   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0      42.839  -4.628   0.000  0.00  0.00           H+0
HETATM   41  C   UNK     0      44.142  -5.684   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      45.048  -6.930   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      44.142  -8.176   0.000  0.00  0.00           C+0
HETATM   44  H   UNK     0      45.663  -8.417   0.000  0.00  0.00           H+0
HETATM   45  C   UNK     0      44.618  -9.641   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0      43.112  -9.320   0.000  0.00  0.00           H+0
HETATM   47  C   UNK     0      43.588 -10.785   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      46.125  -9.961   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      46.600 -11.425   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      48.107 -11.746   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      48.583 -13.210   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      50.089 -13.530   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      47.552 -14.355   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      42.678  -7.700   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      42.839  -9.232   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      41.344  -8.470   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      40.010  -7.700   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      40.010  -6.160   0.000  0.00  0.00           C+0
HETATM   59  H   UNK     0      40.010  -4.620   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   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   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   29   34                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   58                                             
CONECT   32   31                                                            
CONECT   33   31   34   35                                                  
CONECT   34   33   27                                                       
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39   58                                             
CONECT   38   37                                                            
CONECT   39   37   40   41   54                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45   54                                             
CONECT   44   43                                                            
CONECT   45   43   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   43   39   55   56                                             
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   31   37   59                                             
CONECT   59   58                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

View in JSmol

Synonyms

Value	Source
Cholest-5-en-3b-yl (11Z,14Z-eicosadienoate)	Generator
Cholest-5-en-3b-yl (11Z,14Z-eicosadienoic acid)	Generator
Cholest-5-en-3beta-yl (11Z,14Z-eicosadienoic acid)	Generator
Cholest-5-en-3β-yl (11Z,14Z-eicosadienoate)	Generator
Cholest-5-en-3β-yl (11Z,14Z-eicosadienoic acid)	Generator

Chemical Formula

C₄₇H₈₀O₂

Average Mass

677.1550 Da

Monoisotopic Mass

676.61583 Da

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (11Z,14Z)-icosa-11,14-dienoate

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl (11Z,14Z)-icosa-11,14-dienoate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCCCCC(=O)O[C@@]1([H])CC[C@@]2(C)C(C1)=CC[C@@]1([H])[C@]3([H])CC[C@]([H])([C@]([H])(C)CCCC(C)C)[C@@]3(C)CC[C@]21[H]

InChI Identifier

InChI=1S/C47H80O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-27-45(48)49-40-32-34-46(5)39(36-40)28-29-41-43-31-30-42(38(4)26-24-25-37(2)3)47(43,6)35-33-44(41)46/h11-12,14-15,28,37-38,40-44H,7-10,13,16-27,29-36H2,1-6H3/b12-11-,15-14-/t38-,40+,41+,42-,43+,44+,46+,47-/m1/s1

InChI Key

REFJKOQDWJELKE-AKLGJIFXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	bgnzk@missouri.edu	MU Metabolomics Center, University of Missouri, Columbia. MO, USA	Dr. Bharat Goel	2023-11-10	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesteryl esters. Cholesteryl esters are compounds containing an esterified cholestane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Cholesteryl esters

Alternative Parents

Substituents

Cholesteryl ester
Cholesterol
Cholestane-skeleton
Delta-5-steroid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Steryl esters (LMST01020012 )

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	10.71	ALOGPS
logP	15.09	ChemAxon
logS	-8	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	214.85 m³·mol⁻¹	ChemAxon
Polarizability	90.79 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0062455

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

16061338

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate) (NP0332103)

MOL for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

3D MOL for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

3D SDF for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

3D-SDF for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

PDB for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

3D PDB for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

SMILES for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

INCHI for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

Structure for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))

3D Structure for NP0332103 (cholest-5-en-3beta-yl (11Z,14Z-eicosadienoate))