MiMeDB: Showing metabocard for episteryl oleate (MMDBc0033022)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:31:29 UTC

Update Date

2022-08-31 22:20:48 UTC

Metabolite ID

MMDBc0033022

Metabolite Identification

Common Name

episteryl oleate

Description

episteryl oleate belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group. episteryl oleate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241222242D          

 52 55  0  0  0  0            999 V2000
   20.2090   -4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4946   -4.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2090   -5.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6380   -5.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3524   -5.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9235   -4.6381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6380   -3.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3524   -2.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8515   -4.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3365   -3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9235   -3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6380   -4.2256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.6380   -5.0506    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.3524   -4.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0669   -4.2256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.0669   -3.4006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.0669   -2.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0669   -5.0506    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.2805   -2.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5660   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7095   -2.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7095   -3.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4239   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1370   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8515   -2.3207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.9949   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9949   -1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8515   -3.1457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.5660   -2.7332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9235   -5.4631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.9235   -6.2881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.4946   -5.4631    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.6379  -11.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3522  -12.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7801   -6.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4945   -7.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0656   -7.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4946   -7.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2090   -8.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2090   -9.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9234   -9.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9234  -10.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6379  -10.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7801   -5.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0668  -11.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7812  -12.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4957  -11.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2102  -12.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9247  -11.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6391  -12.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3536  -11.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0681  -12.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0  0  0  0
 16 28  1  0  0  0  0
 16  8  1  0  0  0  0
 15 14  1  0  0  0  0
 15  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12  6  1  0  0  0  0
 14 12  1  0  0  0  0
 14  5  2  0  0  0  0
  6 30  1  0  0  0  0
  6 11  1  1  0  0  0
  6  1  1  0  0  0  0
 10 28  1  0  0  0  0
  7  8  1  0  0  0  0
 10  9  1  0  0  0  0
  4  5  1  0  0  0  0
 30  3  1  0  0  0  0
 30  4  1  0  0  0  0
  2  1  1  0  0  0  0
 32  3  1  0  0  0  0
 32  2  1  0  0  0  0
 12 13  1  6  0  0  0
 15 18  1  6  0  0  0
 16 17  1  1  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 25  1  0  0  0  0
 25 28  1  0  0  0  0
 21 26  1  0  0  0  0
 23 21  1  0  0  0  0
 21 22  1  0  0  0  0
 25 24  1  6  0  0  0
 26 27  2  0  0  0  0
 28 29  1  6  0  0  0
 30 31  1  6  0  0  0
 32 44  1  1  0  0  0
 43 33  1  0  0  0  0
 33 34  2  0  0  0  0
 45 34  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 35 44  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52 51  1  0  0  0  0
M  END

Structure #1
  Mrv0541 02241222242D          

 52 55  0  0  0  0            999 V2000
   20.2090   -4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4946   -4.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2090   -5.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6380   -5.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3524   -5.4631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9235   -4.6381    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.6380   -3.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3524   -2.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8515   -4.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3365   -3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9235   -3.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6380   -4.2256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.6380   -5.0506    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.3524   -4.6381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0669   -4.2256    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.0669   -3.4006    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.0669   -2.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0669   -5.0506    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.2805   -2.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5660   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7095   -2.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7095   -3.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4239   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1370   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8515   -2.3207    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.9949   -1.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9949   -1.0832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8515   -3.1457    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.5660   -2.7332    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9235   -5.4631    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.9235   -6.2881    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.4946   -5.4631    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.6379  -11.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3522  -12.0631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7801   -6.7005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4945   -7.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0656   -7.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4946   -7.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2090   -8.3507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2090   -9.1756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9234   -9.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9234  -10.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6379  -10.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7801   -5.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0668  -11.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7812  -12.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4957  -11.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2102  -12.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9247  -11.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6391  -12.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3536  -11.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0681  -12.0633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 16  1  0  0  0  0
 16 28  1  0  0  0  0
 16  8  1  0  0  0  0
 15 14  1  0  0  0  0
 15  9  1  0  0  0  0
 12  7  1  0  0  0  0
 12  6  1  0  0  0  0
 14 12  1  0  0  0  0
 14  5  2  0  0  0  0
  6 30  1  0  0  0  0
  6 11  1  1  0  0  0
  6  1  1  0  0  0  0
 10 28  1  0  0  0  0
  7  8  1  0  0  0  0
 10  9  1  0  0  0  0
  4  5  1  0  0  0  0
 30  3  1  0  0  0  0
 30  4  1  0  0  0  0
  2  1  1  0  0  0  0
 32  3  1  0  0  0  0
 32  2  1  0  0  0  0
 12 13  1  6  0  0  0
 15 18  1  6  0  0  0
 16 17  1  1  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 25  1  0  0  0  0
 25 28  1  0  0  0  0
 21 26  1  0  0  0  0
 23 21  1  0  0  0  0
 21 22  1  0  0  0  0
 25 24  1  6  0  0  0
 26 27  2  0  0  0  0
 28 29  1  6  0  0  0
 30 31  1  6  0  0  0
 32 44  1  1  0  0  0
 43 33  1  0  0  0  0
 33 34  2  0  0  0  0
 45 34  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
 35 44  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 49  1  0  0  0  0
 51 50  1  0  0  0  0
 52 51  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033022

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)[C@@]([H])(CC=C3[C@]4([H])CC[C@]([H])([C@H](C)CCC(=C)C(C)C)[C@@]4(C)CC[C@]23[H])C1

> <INCHI_IDENTIFIER>
InChI=1S/C46H78O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-44(47)48-39-30-32-45(6)38(34-39)26-27-40-42-29-28-41(46(42,7)33-31-43(40)45)37(5)25-24-36(4)35(2)3/h15-16,27,35,37-39,41-43H,4,8-14,17-26,28-34H2,1-3,5-7H3/b16-15-/t37-,38+,39+,41-,42+,43+,45+,46-/m1/s1

> <INCHI_KEY>
WXTXUXMQBSJEQW-PIJZSGCZSA-N

> <FORMULA>
C46H78O2

> <MOLECULAR_WEIGHT>
663.1103

> <EXACT_MASS>
662.60018174

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
88.48094461111253

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl (9Z)-octadec-9-enoate

> <ALOGPS_LOGP>
10.83

> <JCHEM_LOGP>
14.500531891666668

> <ALOGPS_LOGS>
-7.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.04152006517233

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
208.8526

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.72e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
episteryl oleate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      37.723  -7.888   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.390  -8.658   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.723 -10.968   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      40.391 -10.968   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      41.724 -10.198   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      39.057  -8.658   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      40.391  -6.348   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      41.724  -5.578   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      44.523  -8.364   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      45.428  -7.118   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.057  -7.118   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      40.391  -7.888   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      40.391  -9.428   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0      41.724  -8.658   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      43.058  -7.888   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      43.058  -6.348   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      43.058  -4.808   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      43.058  -9.428   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      47.190  -4.332   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      45.857  -3.562   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      49.858  -4.332   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      49.858  -5.872   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      51.191  -3.562   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      43.189  -3.562   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      44.523  -4.332   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      48.524  -3.562   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      48.524  -2.022   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      44.523  -5.872   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      45.857  -5.102   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0      39.057 -10.198   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      39.057 -11.738   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      36.390 -10.198   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      40.391 -21.748   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      41.724 -22.518   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      35.056 -12.508   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      36.390 -13.278   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      33.722 -13.278   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      36.390 -14.818   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      37.723 -15.588   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      37.723 -17.128   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      39.057 -17.898   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      39.057 -19.438   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      40.391 -20.208   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      35.056 -10.968   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      43.058 -21.748   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      44.392 -22.518   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      45.725 -21.748   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      47.059 -22.518   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      48.393 -21.748   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      49.726 -22.518   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      51.060 -21.748   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      52.394 -22.518   0.000  0.00  0.00           C+0
CONECT    1    6    2                                                       
CONECT    2    1   32                                                       
CONECT    3   30   32                                                       
CONECT    4    5   30                                                       
CONECT    5   14    4                                                       
CONECT    6   12   30   11    1                                             
CONECT    7   12    8                                                       
CONECT    8   16    7                                                       
CONECT    9   15   10                                                       
CONECT   10   28    9                                                       
CONECT   11    6                                                            
CONECT   12    7    6   14   13                                             
CONECT   13   12                                                            
CONECT   14   15   12    5                                                  
CONECT   15   16   14    9   18                                             
CONECT   16   15   28    8   17                                             
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   20   26                                                       
CONECT   20   19   25                                                       
CONECT   21   26   23   22                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   25                                                            
CONECT   25   20   28   24                                                  
CONECT   26   19   21   27                                                  
CONECT   27   26                                                            
CONECT   28   16   10   25   29                                             
CONECT   29   28                                                            
CONECT   30    6    3    4   31                                             
CONECT   31   30                                                            
CONECT   32    3    2   44                                                  
CONECT   33   43   34                                                       
CONECT   34   33   45                                                       
CONECT   35   36   37   44                                                  
CONECT   36   35   38                                                       
CONECT   37   35                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   33   42                                                       
CONECT   44   32   35                                                       
CONECT   45   34   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  110    0
END

Synonyms

Value	Source
Episteryl oleic acid	Generator

Molecular Formula

C₄₆H₇₈O₂

Average Mass

663.1103

Monoisotopic Mass

662.60018174

IUPAC Name

(1R,2S,5S,7S,11R,14R,15R)-2,15-dimethyl-14-[(2R)-6-methyl-5-methylideneheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-yl (9Z)-octadec-9-enoate

Traditional Name

episteryl oleate

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)O[C@H]1CC[C@@]2(C)[C@@]([H])(CC=C3[C@]4([H])CC[C@]([H])([C@H](C)CCC(=C)C(C)C)[C@@]4(C)CC[C@]23[H])C1

InChI Identifier

InChI=1S/C46H78O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-44(47)48-39-30-32-45(6)38(34-39)26-27-40-42-29-28-41(46(42,7)33-31-43(40)45)37(5)25-24-36(4)35(2)3/h15-16,27,35,37-39,41-43H,4,8-14,17-26,28-34H2,1-3,5-7H3/b16-15-/t37-,38+,39+,41-,42+,43+,45+,46-/m1/s1

InChI Key

WXTXUXMQBSJEQW-PIJZSGCZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid esters

Direct Parent

Steroid esters

Alternative Parents

Substituents

Steroid ester
Delta-7-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

episterol ester (CHEBI:52375 )
Ergosterols and C24-methyl derivatives (LMST01031008 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.7e-05 g/L	ALOGPS
logP	10.83	ALOGPS
logP	14.5	ChemAxon
logS	-7.4	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	22	ChemAxon
Refractivity	208.85 m³·mol⁻¹	ChemAxon
Polarizability	88.48 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03yi-2154029000-00b45f78256343176e78	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ls-6398031000-2c12a26035d69797bffe	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01c9-9378040000-a3560df402ceb4a22a18	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0024009000-ef41f9d323682620518b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ot-0059103000-342f362baf85bb41b0a7	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001m-3029000000-c5433abdc31a669bc1e5	2016-09-12	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

25271605

PDB ID

Not Available

ChEBI ID

52375

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Zweytick D, Leitner E, Kohlwein SD, Yu C, Rothblatt J, Daum G: Contribution of Are1p and Are2p to steryl ester synthesis in the yeast Saccharomyces cerevisiae. Eur J Biochem. 2000 Feb;267(4):1075-82. doi: 10.1046/j.1432-1327.2000.01103.x. [PubMed:10672016 ]
Herrgard MJ, Swainston N, Dobson P, Dunn WB, Arga KY, Arvas M, Bluthgen N, Borger S, Costenoble R, Heinemann M, Hucka M, Le Novere N, Li P, Liebermeister W, Mo ML, Oliveira AP, Petranovic D, Pettifer S, Simeonidis E, Smallbone K, Spasic I, Weichart D, Brent R, Broomhead DS, Westerhoff HV, Kirdar B, Penttila M, Klipp E, Palsson BO, Sauer U, Oliver SG, Mendes P, Nielsen J, Kell DB: A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology. Nat Biotechnol. 2008 Oct;26(10):1155-60. doi: 10.1038/nbt1492. [PubMed:18846089 ]

Showing metabocard for episteryl oleate (MMDBc0033022)

MOL for #<Metabolite:0x00007fecfcb738d8>

3D MOL for #<Metabolite:0x00007fecfcb738d8>

3D SDF for #<Metabolite:0x00007fecfcb738d8>

3D-SDF for #<Metabolite:0x00007fecfcb738d8>

PDB for #<Metabolite:0x00007fecfcb738d8>

3D PDB for #<Metabolite:0x00007fecfcb738d8>

SMILES for #<Metabolite:0x00007fecfcb738d8>

INCHI for #<Metabolite:0x00007fecfcb738d8>

Structure for #<Metabolite:0x00007fecfcb738d8>

3D Structure for #<Metabolite:0x00007fecfcb738d8>