NP-MRD: Showing NP-Card for trioleate (NP0260242)

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Record Information

Version

2.0

Created at

2022-09-08 02:20:49 UTC

Updated at

2022-09-08 02:20:49 UTC

NP-MRD ID

NP0260242

Secondary Accession Numbers

None

Natural Product Identification

Common Name

trioleate

Description

Trielaidin, also known as trioleyl glycerol or triolein, belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. trioleate is found in Ganoderma carnosum. trioleate was first documented in 2009 (PMID: 19138680). Based on a literature review a small amount of articles have been published on trielaidin (PMID: 33313755) (PMID: 23822821) (PMID: 21075380) (PMID: 20599852).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309082204202D          

 63 62  0  0  0  0            999 V2000
    8.0882   12.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026   12.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   12.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   11.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316   10.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316   10.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    9.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    8.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    3.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    3.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    2.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    2.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    1.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    0.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316    0.1322    0.0000 C   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 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
 22 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 47 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
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END


  Mrv1652309082204202D          

 63 62  0  0  0  0            999 V2000
    8.0882   12.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026   12.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   12.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   11.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316   10.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316   10.0322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    9.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    8.7947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    3.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    3.4322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    2.6072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    2.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    1.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    0.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    0.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461   -0.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316    0.1322    0.0000 C   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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 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
 22 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 45 47  1  0  0  0  0
 47 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
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260242

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC\C=C\CCCCCCCC)OC(=O)CCCCCCC\C=C\CCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25+,29-26+,30-27+

> <INCHI_KEY>
PHYFQTYBJUILEZ-WUOFIQDXSA-N

> <FORMULA>
C57H104O6

> <MOLECULAR_WEIGHT>
885.453

> <EXACT_MASS>
884.783291069

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
167

> <JCHEM_AVERAGE_POLARIZABILITY>
119.16146496427862

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-bis[(9E)-octadec-9-enoyloxy]propan-2-yl (9E)-octadec-9-enoate

> <JCHEM_LOGP>
20.505794704333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.5658679853667286

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
272.2461

> <JCHEM_ROTATABLE_BOND_COUNT>
53

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
trielaidin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      15.098  22.577   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.432  23.347   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.765  22.577   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.765  21.037   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      19.099  20.267   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.099  18.727   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.433  17.957   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.433  16.417   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.766  15.647   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.766  14.107   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.100  13.337   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.434  14.107   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.767  13.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.101  14.107   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.435  13.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.768  14.107   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.102  13.337   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.436  14.107   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      32.436  15.647   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      33.769  13.337   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      35.103  14.107   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      36.437  13.337   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.770  14.107   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      39.104  13.337   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      40.438  14.107   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      40.438  15.647   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      41.772  13.337   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      43.105  14.107   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      44.439  13.337   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      45.773  14.107   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      47.106  13.337   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      48.440  14.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      49.774  13.337   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      51.107  14.107   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      52.441  13.337   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      53.775  14.107   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      55.108  13.337   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      55.108  11.797   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      56.442  11.027   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      56.442   9.487   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      57.776   8.717   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      57.776   7.177   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      59.109   6.407   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      36.437  11.797   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      35.103  11.027   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      33.769  11.797   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      35.103   9.487   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      33.769   8.717   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      33.769   7.177   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      32.436   6.407   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      32.436   4.867   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      31.102   4.097   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      31.102   2.557   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      29.768   1.787   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      29.768   0.247   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      28.435  -0.523   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      27.101   0.247   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      25.767  -0.523   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      24.434   0.247   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      23.100  -0.523   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      21.766   0.247   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      20.433  -0.523   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      19.099   0.247   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    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   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   44                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   22   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  124    0
END

View in JSmol

Synonyms

Value	Source
(9E,9'e,9''E)-9-octadecenoic acid, 1,2,3-propanetriyl ester	ChEBI
(e,e,e)-9-Octadecenoic acid, 1,2,3-propanetriyl ester	ChEBI
Glycerol trielaidate	ChEBI
Propane-1,2,3-triyl (9E,9'e,9''e)tris-octadec-9-enoate	ChEBI
Trielaidoylglycerol	ChEBI
(9E,9'e,9''E)-9-octadecenoate, 1,2,3-propanetriyl ester	Generator
(e,e,e)-9-Octadecenoate, 1,2,3-propanetriyl ester	Generator
Glycerol trielaidic acid	Generator
Propane-1,2,3-triyl (9E,9'e,9''e)tris-octadec-9-enoic acid	Generator
Trioleate glycerin	MeSH
Trioleyl glycerol	MeSH
Glycerol trioleate	MeSH
Trioleoylglycerol	MeSH
Glycerol, trioleyl	MeSH
Trioleate, glycerol	MeSH
Trioleate-glycerin	MeSH
Triolein	MeSH

Chemical Formula

C₅₇H₁₀₄O₆

Average Mass

885.4530 Da

Monoisotopic Mass

884.78329 Da

IUPAC Name

1,3-bis[(9E)-octadec-9-enoyloxy]propan-2-yl (9E)-octadec-9-enoate

Traditional Name

trielaidin

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC\C=C\CCCCCCCC)OC(=O)CCCCCCC\C=C\CCCCCCCC

InChI Identifier

InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25+,29-26+,30-27+

InChI Key

PHYFQTYBJUILEZ-WUOFIQDXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ganoderma carnosum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Triradylcglycerols

Direct Parent

Triacylglycerols

Alternative Parents

Substituents

Triacyl-sn-glycerol
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

triglyceride (CHEBI:53759 )

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	20.51	ChemAxon
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	53	ChemAxon
Refractivity	272.25 m³·mol⁻¹	ChemAxon
Polarizability	119.16 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4516818

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5364673

PDB ID

Not Available

ChEBI ID

53759

Good Scents ID

Not Available

References

General References

Shotts ML, Plans M, Wong K, Milligan AM, Aykas DP, Rodriguez-Saona LE: Application of Mid-Infrared Portable Spectrometer for the Rapid Determination of Trans-Fatty Acid Content in Lipid Extracts of Snack and Bakery Products. J AOAC Int. 2021 Mar 5;104(1):29-38. doi: 10.1093/jaoacint/qsaa116. [PubMed:33313755 ]
Takechi C, Kaneko F: X-ray diffraction and vibrational spectroscopic study of the influence of cis- and trans-unsaturation on the alpha-phase of triacylglycerols. J Phys Chem B. 2013 Jul 25;117(29):8896-905. doi: 10.1021/jp4034062. Epub 2013 Jul 15. [PubMed:23822821 ]
Holcapek M, Dvorakova H, Lisa M, Giron AJ, Sandra P, Cvacka J: Regioisomeric analysis of triacylglycerols using silver-ion liquid chromatography-atmospheric pressure chemical ionization mass spectrometry: comparison of five different mass analyzers. J Chromatogr A. 2010 Dec 24;1217(52):8186-94. doi: 10.1016/j.chroma.2010.10.064. Epub 2010 Oct 23. [PubMed:21075380 ]
Tsuzuki W: cis-trans isomerization of carbon double bonds in monounsaturated triacylglycerols via generation of free radicals. Chem Phys Lipids. 2010 Sep;163(7):741-5. doi: 10.1016/j.chemphyslip.2010.06.006. Epub 2010 Jul 1. [PubMed:20599852 ]
Christy AA, Xu Z, Harrington Pde B: Thermal degradation and isomerisation kinetics of triolein studied by infrared spectrometry and GC-MS combined with chemometrics. Chem Phys Lipids. 2009 Mar;158(1):22-31. doi: 10.1016/j.chemphyslip.2008.12.002. Epub 2008 Dec 24. [PubMed:19138680 ]
LOTUS database [Link]

Showing NP-Card for trioleate (NP0260242)

MOL for NP0260242 (trioleate)

3D MOL for NP0260242 (trioleate)

3D SDF for NP0260242 (trioleate)

3D-SDF for NP0260242 (trioleate)

PDB for NP0260242 (trioleate)

3D PDB for NP0260242 (trioleate)

SMILES for NP0260242 (trioleate)

INCHI for NP0260242 (trioleate)

Structure for NP0260242 (trioleate)

3D Structure for NP0260242 (trioleate)