MiMeDB: Showing metabocard for episteryl palmitoleate (MMDBc0033028)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:31:43 UTC

Update Date

2022-08-31 22:20:55 UTC

MiMeDB ID

MMDBc0033028

Metabolite Identification

Common Name

episteryl palmitoleate

Description

episteryl palmitoleate 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 palmitoleate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241222252D          

 50 53  0  0  0  0            999 V2000
   14.6553   -7.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9409   -7.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6553   -8.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0843   -8.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987   -8.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698   -7.4265    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0843   -6.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2978   -7.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7828   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0843   -7.0140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0843   -7.8390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987   -7.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5132   -7.0140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5132   -6.1890    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5132   -5.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5132   -7.8390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.7268   -5.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0123   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1558   -5.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1558   -5.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8702   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5833   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2978   -5.1091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.4412   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4412   -3.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2978   -5.9341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0123   -5.5216    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698   -8.2515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3698   -9.0765    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9409   -8.2515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2264   -8.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2264   -9.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9408   -9.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5120   -9.9015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9408  -10.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6553  -11.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6553  -11.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698  -12.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698  -13.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0842  -13.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0842  -14.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987  -14.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5131  -14.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2276  -14.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9420  -14.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6565  -14.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3709  -14.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0854  -14.8512    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 33  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 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
 43 44  2  0  0  0  0
 45 44  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
 33 34  1  0  0  0  0
M  END

Structure #1
  Mrv0541 02241222252D          

 50 53  0  0  0  0            999 V2000
   14.6553   -7.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9409   -7.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6553   -8.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0843   -8.6640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987   -8.2515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698   -7.4265    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0843   -6.1890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987   -5.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2978   -7.2689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7828   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698   -6.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0843   -7.0140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.0843   -7.8390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987   -7.4265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5132   -7.0140    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.5132   -6.1890    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5132   -5.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5132   -7.8390    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.7268   -5.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0123   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1558   -5.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1558   -5.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8702   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5833   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2978   -5.1091    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.4412   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4412   -3.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2978   -5.9341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.0123   -5.5216    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698   -8.2515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3698   -9.0765    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9409   -8.2515    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.2264   -8.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2264   -9.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9408   -9.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5120   -9.9015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9408  -10.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6553  -11.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6553  -11.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698  -12.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3698  -13.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0842  -13.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0842  -14.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7987  -14.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5131  -14.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2276  -14.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9420  -14.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6565  -14.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3709  -14.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0854  -14.8512    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 33  1  1  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 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
 43 44  2  0  0  0  0
 45 44  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
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033028

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCC\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/C44H74O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-42(45)46-37-28-30-43(6)36(32-37)24-25-38-40-27-26-39(44(40,7)31-29-41(38)43)35(5)23-22-34(4)33(2)3/h13-14,25,33,35-37,39-41H,4,8-12,15-24,26-32H2,1-3,5-7H3/b14-13-/t35-,36+,37+,39-,40+,41+,43+,44-/m1/s1

> <INCHI_KEY>
SYZHHZICOBPDNN-ADJCQIKLSA-N

> <FORMULA>
C44H74O2

> <MOLECULAR_WEIGHT>
635.0572

> <EXACT_MASS>
634.568881612

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
83.54539706680185

> <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)-hexadec-9-enoate

> <ALOGPS_LOGP>
10.70

> <JCHEM_LOGP>
13.61139456166667

> <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>
199.65059999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.57e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
episteryl palmitoleate

> <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      27.357 -13.093   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.023 -13.863   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.357 -16.173   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.024 -16.173   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      31.358 -15.403   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      28.690 -13.863   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.024 -11.553   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.358 -10.783   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.156 -13.569   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.061 -12.323   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.690 -12.323   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      30.024 -13.093   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      30.024 -14.633   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0      31.358 -13.863   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      32.691 -13.093   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.691 -11.553   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.691 -10.013   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      32.691 -14.633   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      36.823  -9.537   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.490  -8.767   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      39.491  -9.537   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      39.491 -11.077   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      40.824  -8.767   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      32.822  -8.767   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.156  -9.537   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      38.157  -8.767   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      38.157  -7.227   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      34.156 -11.077   0.000  0.00  0.00           C+0
HETATM   29  H   UNK     0      35.490 -10.307   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0      28.690 -15.403   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      28.690 -16.943   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      26.023 -15.403   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      24.689 -16.173   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      24.689 -17.713   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      26.023 -18.483   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      23.356 -18.483   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      26.023 -20.023   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      27.357 -20.793   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      27.357 -22.333   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.690 -23.102   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      28.690 -24.642   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      30.024 -25.412   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      30.024 -26.952   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      31.358 -27.722   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      32.691 -26.952   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      34.025 -27.722   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      35.358 -26.952   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      36.692 -27.722   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      38.026 -26.952   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.359 -27.722   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   33                                                  
CONECT   33   32   34                                                       
CONECT   34   35   36   33                                                  
CONECT   35   34   37                                                       
CONECT   36   34                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

Synonyms

Value	Source
Episterol palmitoleate	ChEBI
Episterol palmitoleic acid	Generator
Episteryl palmitoleic acid	Generator

Chemical Formula

C₄₄H₇₄O₂

Average Molecular Weight

635.0572

Monoisotopic Molecular Weight

634.568881612

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)-hexadec-9-enoate

Traditional Name

episteryl palmitoleate

CAS Registry Number

Not Available

SMILES

CCCCCC\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/C44H74O2/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-42(45)46-37-28-30-43(6)36(32-37)24-25-38-40-27-26-39(44(40,7)31-29-41(38)43)35(5)23-22-34(4)33(2)3/h13-14,25,33,35-37,39-41H,4,8-12,15-24,26-32H2,1-3,5-7H3/b14-13-/t35-,36+,37+,39-,40+,41+,43+,44-/m1/s1

InChI Key

SYZHHZICOBPDNN-ADJCQIKLSA-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:52376 )
Ergosterols and C24-methyl derivatives (LMST01031009 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.6e-05 g/L	ALOGPS
logP	10.7	ALOGPS
logP	13.61	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	20	ChemAxon
Refractivity	199.65 m³·mol⁻¹	ChemAxon
Polarizability	83.55 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	splash10-000i-2255049000-1d7da8d059202c82b82e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001j-8469050000-5d5de97b714fc3f82f08	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-015m-9827130000-d37e1206549228a9b022	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0024009000-a4f312a335e6d4ed537c	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0049103000-6881922d2f37572de867	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001m-3029000000-913084052269c3ec9f48	2016-09-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		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

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

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

44263329

PDB ID

Not Available

ChEBI ID

52376

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 palmitoleate (MMDBc0033028)

MOL for #<Metabolite:0x000055b76d13f838>

3D MOL for #<Metabolite:0x000055b76d13f838>

3D SDF for #<Metabolite:0x000055b76d13f838>

3D-SDF for #<Metabolite:0x000055b76d13f838>

PDB for #<Metabolite:0x000055b76d13f838>

3D PDB for #<Metabolite:0x000055b76d13f838>

SMILES for #<Metabolite:0x000055b76d13f838>

INCHI for #<Metabolite:0x000055b76d13f838>

Structure for #<Metabolite:0x000055b76d13f838>

3D Structure for #<Metabolite:0x000055b76d13f838>