NP-MRD: Showing NP-Card for Sorbitan trioleate (NP0337298)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-11 10:13:24 UTC

Updated at

2024-09-11 10:13:24 UTC

NP-MRD ID

NP0337298

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sorbitan trioleate

Description

Sorbitan trioleate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Sorbitan trioleate was first documented in 2016 (PMID: 27578407). Based on a literature review a significant number of articles have been published on Sorbitan trioleate (PMID: 38465928) (PMID: 36680954) (PMID: 34918937) (PMID: 32874337) (PMID: 32242568) (PMID: 27507503).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262312452D          

 68 68  0  0  0  0            999 V2000
    0.0557   -2.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3891   -3.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2602   14.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8790   -2.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5657   -3.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4644   13.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3364   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1998   -2.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   12.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -2.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3765   -2.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784   11.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6171   -1.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0106   -2.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4882   11.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -1.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1873   -2.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924   10.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978   -0.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8214   -1.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1023    9.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7211   -0.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9981   -1.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065    9.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1785   -0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6322   -0.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1008    8.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018   -0.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8089   -0.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    8.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4592    0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4429    0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0993    7.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2826    0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6196    0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3035    7.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7399    0.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2537    1.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0978    6.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4304    1.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3020    6.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0206    1.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0645    1.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0964    5.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8440    1.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2412    1.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3005    5.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3013    2.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8753    2.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0949    4.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3035    5.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4054    2.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5640    5.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8627    3.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1247    2.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0520    2.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2991    4.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6836    4.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4968    4.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8334    5.5690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4906    1.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5946    2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7089    3.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5820    2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8800    4.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6861    3.4387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0934    3.7930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29 26  2  0  0  0  0
 30 27  2  0  0  0  0
 31 28  1  0  0  0  0
 32 29  1  0  0  0  0
 33 30  1  0  0  0  0
 34 31  1  0  0  0  0
 35 32  1  0  0  0  0
 36 33  1  0  0  0  0
 37 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 40 37  1  0  0  0  0
 41 38  1  0  0  0  0
 42 39  1  0  0  0  0
 43 40  1  0  0  0  0
 44 41  1  0  0  0  0
 45 42  1  0  0  0  0
 46 43  1  0  0  0  0
 47 44  1  0  0  0  0
 48 45  1  0  0  0  0
 49 46  1  0  0  0  0
 50 47  1  0  0  0  0
 51 48  1  0  0  0  0
 54 52  1  0  0  0  0
 55 53  1  0  0  0  0
 56 49  1  0  0  0  0
 57 50  1  0  0  0  0
 58 51  1  0  0  0  0
 59 54  1  0  0  0  0
 60 55  1  0  0  0  0
 60 59  1  0  0  0  0
 61 54  1  0  0  0  0
 62 56  2  0  0  0  0
 63 57  2  0  0  0  0
 64 58  2  0  0  0  0
 65 53  1  0  0  0  0
 65 56  1  0  0  0  0
 66 52  1  0  0  0  0
 66 60  1  0  0  0  0
 67 55  1  0  0  0  0
 67 57  1  0  0  0  0
 68 58  1  0  0  0  0
 68 59  1  0  0  0  0
M  END


  Mrv2104 05262312452D          

 68 68  0  0  0  0            999 V2000
    0.0557   -2.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3891   -3.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2602   14.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8790   -2.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5657   -3.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4644   13.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3364   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1998   -2.8991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8742   12.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1597   -2.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3765   -2.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0784   11.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6171   -1.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0106   -2.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4882   11.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4404   -1.6315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1873   -2.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924   10.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978   -0.9449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8214   -1.3146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1023    9.9261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7211   -0.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9981   -1.2618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065    9.1267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1785   -0.3111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6322   -0.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1008    8.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0018   -0.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8089   -0.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3050    8.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4592    0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4429    0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0993    7.8817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2826    0.2698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6196    0.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3035    7.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7399    0.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2537    1.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0978    6.8596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5633    0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4304    1.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3020    6.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0206    1.5902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0645    1.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0964    5.8374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8440    1.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2412    1.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3005    5.0381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3013    2.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8753    2.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0949    4.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3035    5.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4054    2.8049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5640    5.1858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8627    3.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1247    2.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0520    2.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2991    4.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6836    4.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4968    4.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8334    5.5690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4906    1.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5946    2.0127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7089    3.4394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5820    2.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8800    4.9616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6861    3.4387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0934    3.7930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 24 21  1  0  0  0  0
 25 22  1  0  0  0  0
 26 23  1  0  0  0  0
 27 24  1  0  0  0  0
 28 25  2  0  0  0  0
 29 26  2  0  0  0  0
 30 27  2  0  0  0  0
 31 28  1  0  0  0  0
 32 29  1  0  0  0  0
 33 30  1  0  0  0  0
 34 31  1  0  0  0  0
 35 32  1  0  0  0  0
 36 33  1  0  0  0  0
 37 34  1  0  0  0  0
 38 35  1  0  0  0  0
 39 36  1  0  0  0  0
 40 37  1  0  0  0  0
 41 38  1  0  0  0  0
 42 39  1  0  0  0  0
 43 40  1  0  0  0  0
 44 41  1  0  0  0  0
 45 42  1  0  0  0  0
 46 43  1  0  0  0  0
 47 44  1  0  0  0  0
 48 45  1  0  0  0  0
 49 46  1  0  0  0  0
 50 47  1  0  0  0  0
 51 48  1  0  0  0  0
 54 52  1  0  0  0  0
 55 53  1  0  0  0  0
 56 49  1  0  0  0  0
 57 50  1  0  0  0  0
 58 51  1  0  0  0  0
 59 54  1  0  0  0  0
 60 55  1  0  0  0  0
 60 59  1  0  0  0  0
 61 54  1  0  0  0  0
 62 56  2  0  0  0  0
 63 57  2  0  0  0  0
 64 58  2  0  0  0  0
 65 53  1  0  0  0  0
 65 56  1  0  0  0  0
 66 52  1  0  0  0  0
 66 60  1  0  0  0  0
 67 55  1  0  0  0  0
 67 57  1  0  0  0  0
 68 58  1  0  0  0  0
 68 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0337298

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C\CCCCCCCC)C1OCC(O)C1OC(=O)CCCCCCC\C=C\CCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1/C60H108O8/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-56(62)65-53-55(67-57(63)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2)60-59(54(61)52-66-60)68-58(64)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3/h25-30,54-55,59-61H,4-24,31-53H2,1-3H3/b28-25+,29-26+,30-27+

> <INCHI_KEY>
PRXRUNOAOLTIEF-WUOFIQDXNA-N

> <FORMULA>
C60H108O8

> <MOLECULAR_WEIGHT>
957.516

> <EXACT_MASS>
956.804420438

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
176

> <JCHEM_AVERAGE_POLARIZABILITY>
124.73469730029808

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-hydroxy-3-[(9E)-octadec-9-enoyloxy]oxolan-2-yl}-2-[(9E)-octadec-9-enoyloxy]ethyl (9E)-octadec-9-enoate

> <JCHEM_LOGP>
19.776493450666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.311370151199272

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5374066958654375

> <JCHEM_POLAR_SURFACE_AREA>
108.36000000000001

> <JCHEM_REFRACTIVITY>
286.6235

> <JCHEM_ROTATABLE_BOND_COUNT>
53

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-hydroxy-3-[(9E)-octadec-9-enoyloxy]oxolan-2-yl}-2-[(9E)-octadec-9-enoyloxy]ethyl (9E)-octadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       0.104  -5.313   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      45.526  -6.890   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.686  26.233   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.641  -5.412   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      43.989  -6.792   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.067  24.741   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.495  -4.130   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      43.306  -5.412   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.965  23.665   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.031  -4.229   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.769  -5.313   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.346  22.173   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.885  -2.947   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      41.086  -3.933   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.245  21.097   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.422  -3.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.550  -3.834   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.626  19.605   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.276  -1.764   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.867  -2.454   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.524  18.529   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.813  -1.862   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      37.330  -2.355   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.905  17.037   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.667  -0.581   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      36.647  -0.975   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.388  16.621   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.203  -0.679   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      35.110  -0.877   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.769  15.129   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.057   0.602   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      34.427   0.504   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.252  14.713   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.594   0.504   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      32.890   0.602   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      13.633  13.220   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.448   1.785   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      32.207   1.982   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      15.116  12.805   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.985   1.687   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      30.670   2.081   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      15.497  11.312   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.838   2.968   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      29.987   3.461   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      16.980  10.896   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.375   2.870   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      28.450   3.560   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      17.361   9.404   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      19.229   4.151   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      27.767   4.940   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      18.844   8.988   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      22.967  10.363   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      23.157   5.236   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      21.586   9.680   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      24.010   6.517   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      20.766   4.053   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      26.230   5.039   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      19.225   7.496   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      21.809   8.156   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      23.327   7.898   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      20.222  10.395   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      21.449   2.673   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      25.377   3.757   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      18.123   6.420   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      21.620   5.335   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      24.043   9.262   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      25.547   6.419   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      20.708   7.080   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    6                                                            
CONECT    4    1    7                                                       
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   21                                                       
CONECT   19   16   22                                                       
CONECT   20   17   23                                                       
CONECT   21   18   24                                                       
CONECT   22   19   25                                                       
CONECT   23   20   26                                                       
CONECT   24   21   27                                                       
CONECT   25   22   28                                                       
CONECT   26   23   29                                                       
CONECT   27   24   30                                                       
CONECT   28   25   31                                                       
CONECT   29   26   32                                                       
CONECT   30   27   33                                                       
CONECT   31   28   34                                                       
CONECT   32   29   35                                                       
CONECT   33   30   36                                                       
CONECT   34   31   37                                                       
CONECT   35   32   38                                                       
CONECT   36   33   39                                                       
CONECT   37   34   40                                                       
CONECT   38   35   41                                                       
CONECT   39   36   42                                                       
CONECT   40   37   43                                                       
CONECT   41   38   44                                                       
CONECT   42   39   45                                                       
CONECT   43   40   46                                                       
CONECT   44   41   47                                                       
CONECT   45   42   48                                                       
CONECT   46   43   49                                                       
CONECT   47   44   50                                                       
CONECT   48   45   51                                                       
CONECT   49   46   56                                                       
CONECT   50   47   57                                                       
CONECT   51   48   58                                                       
CONECT   52   54   66                                                       
CONECT   53   55   65                                                       
CONECT   54   52   59   61                                                  
CONECT   55   53   60   67                                                  
CONECT   56   49   62   65                                                  
CONECT   57   50   63   67                                                  
CONECT   58   51   64   68                                                  
CONECT   59   54   60   68                                                  
CONECT   60   55   59   66                                                  
CONECT   61   54                                                            
CONECT   62   56                                                            
CONECT   63   57                                                            
CONECT   64   58                                                            
CONECT   65   53   56                                                       
CONECT   66   52   60                                                       
CONECT   67   55   57                                                       
CONECT   68   58   59                                                       
MASTER        0    0    0    0    0    0    0    0   68    0  136    0
END

View in JSmol

Synonyms

Value	Source
Sorbitan trioleic acid	Generator

Chemical Formula

C₆₀H₁₀₈O₈

Average Mass

957.5160 Da

Monoisotopic Mass

956.80442 Da

IUPAC Name

2-{4-hydroxy-3-[(9E)-octadec-9-enoyloxy]oxolan-2-yl}-2-[(9E)-octadec-9-enoyloxy]ethyl (9E)-octadec-9-enoate

Traditional Name

2-{4-hydroxy-3-[(9E)-octadec-9-enoyloxy]oxolan-2-yl}-2-[(9E)-octadec-9-enoyloxy]ethyl (9E)-octadec-9-enoate

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C\CCCCCCCC)C1OCC(O)C1OC(=O)CCCCCCC\C=C\CCCCCCCC

InChI Identifier

InChI=1/C60H108O8/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-56(62)65-53-55(67-57(63)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2)60-59(54(61)52-66-60)68-58(64)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3/h25-30,54-55,59-61H,4-24,31-53H2,1-3H3/b28-25+,29-26+,30-27+

InChI Key

PRXRUNOAOLTIEF-WUOFIQDXNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

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	19.78	ChemAxon
pKa (Strongest Acidic)	13.31	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	108.36 Å²	ChemAxon
Rotatable Bond Count	53	ChemAxon
Refractivity	286.62 m³·mol⁻¹	ChemAxon
Polarizability	124.73 Å³	ChemAxon
Number of Rings	1	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li GC, Li HF, Jin Z, Feng R, Deng Y, Cheng H, Li HB: Cationic Nanoemulsion-Encapsulated Retinoic Acid as an Adjuvant to Promote OVA-Specific Systemic and Mucosal Responses. J Vis Exp. 2024 Feb 23;(204). doi: 10.3791/66270. [PubMed:38465928 ]
El-Aooiti M, de Vries A, Rousseau D: Demulsification of water-in-oil emulsions stabilized with glycerol monostearate crystals. J Colloid Interface Sci. 2023 Apr 15;636:637-645. doi: 10.1016/j.jcis.2022.12.150. Epub 2022 Dec 29. [PubMed:36680954 ]
Zhao S, Liu B: Span 85-Based Macromolecular Stabilizer for the Preparation of PMMA Colloidal Particles in a Nonpolar Media. Langmuir. 2022 Jan 11;38(1):394-401. doi: 10.1021/acs.langmuir.1c02747. Epub 2021 Dec 17. [PubMed:34918937 ]
Bampidis V, Azimonti G, Bastos ML, Christensen H, Dusemund B, Kos Durjava M, Kouba M, Lopez-Alonso M, Lopez Puente S, Marcon F, Mayo B, Pechova A, Petkova M, Ramos F, Sanz Y, Villa RE, Woutersen R, Bories G, Finizio A, Focks A, Teodorovic I, Manini P, Tarres-Call J: Safety for the environment of sorbitan monolaurate as a feed additive for all animal species. EFSA J. 2020 Jun 30;18(6):e06162. doi: 10.2903/j.efsa.2020.6162. eCollection 2020 Jun. [PubMed:32874337 ]
Mou Z, Wang B, Huang Z, Lu H: Ultrahigh yield synthesis of mesoporous carbon nanoparticles as a superior lubricant additive for polyethylene glycol. Dalton Trans. 2020 Apr 28;49(16):5283-5290. doi: 10.1039/d0dt00053a. [PubMed:32242568 ]
Sonwai S, Podchong P, Rousseau D: Crystallization kinetics of cocoa butter in the presence of sorbitan esters. Food Chem. 2017 Jan 1;214:497-506. doi: 10.1016/j.foodchem.2016.07.092. Epub 2016 Jul 13. [PubMed:27507503 ]
Kang JH, Kim JY, Jo Y, Kim HS, Jung SM, Lee SY, Choi Y, Jeong S: Three-dimensionally printed pressure sensor arrays from hysteresis-less stretchable piezoresistive composites. RSC Adv. 2019 Dec 4;9(68):39993-40002. doi: 10.1039/c9ra08461d. eCollection 2019 Dec 2. [PubMed:35541388 ]
Chen BH, Liu JZ, Yuan JF, Zhou JH, Cen KF: Adsorption Behaviour of Tween 85 on Nano-Aluminium Particles in Aluminium/JP-10 Suspensions. J Nanosci Nanotechnol. 2019 Apr 1;19(4):2108-2115. doi: 10.1166/jnn.2019.15803. [PubMed:30486953 ]
Oliveira AE, Duarte JL, Cruz RA, Souto RN, Ferreira RM, Peniche T, da Conceicao EC, de Oliveira LA, Faustino SM, Florentino AC, Carvalho JC, Fernandes CP: Pterodon emarginatus oleoresin-based nanoemulsion as a promising tool for Culex quinquefasciatus (Diptera: Culicidae) control. J Nanobiotechnology. 2017 Jan 3;15(1):2. doi: 10.1186/s12951-016-0234-5. [PubMed:28049483 ]
Pan J, Ji Y, Du Z, Zhang J: Rapid characterization of commercial polysorbate 80 by ultra-high performance supercritical fluid chromatography combined with quadrupole time-of-flight mass spectrometry. J Chromatogr A. 2016 Sep 23;1465:190-6. doi: 10.1016/j.chroma.2016.08.051. Epub 2016 Aug 24. [PubMed:27578407 ]

Showing NP-Card for Sorbitan trioleate (NP0337298)

MOL for NP0337298 (Sorbitan trioleate)

3D MOL for NP0337298 (Sorbitan trioleate)

3D SDF for NP0337298 (Sorbitan trioleate)

3D-SDF for NP0337298 (Sorbitan trioleate)

PDB for NP0337298 (Sorbitan trioleate)

3D PDB for NP0337298 (Sorbitan trioleate)

SMILES for NP0337298 (Sorbitan trioleate)

INCHI for NP0337298 (Sorbitan trioleate)

Structure for NP0337298 (Sorbitan trioleate)

3D Structure for NP0337298 (Sorbitan trioleate)