NP-MRD: Showing NP-Card for (2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate (NP0203477)

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Record Information

Version

2.0

Created at

2022-09-04 22:56:38 UTC

Updated at

2022-09-04 22:56:38 UTC

NP-MRD ID

NP0203477

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate

Description

TG(16:1(9Z)/16:1(9Z)/18:1(9Z))[iso3] 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. Thus, TG(16:1(9Z)/16:1(9Z)/18:1(9Z))[iso3] is considered to be a triradylglycerol lipid molecule. TG(16:1(9Z)/16:1(9Z)/18:1(9Z))[iso3] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(16:1(9Z)/16:1(9Z)/18:1(9Z))[iso3] can be biosynthesized from DG(16:1(9Z)/16:1(9Z)/0:0) And oleoyl-CoA through its interaction with the enzyme diacylglycerol O-acyltransferase. (2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate is found in Aphis gossypii. In humans, TG(16:1(9Z)/16:1(9Z)/18:1(9Z))[iso3] is involved in the metabolic disorder called de novo triacylglycerol biosynthesis pathway.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02231220262D          

 59 58  0  0  1  0            999 V2000
   18.9659   -7.0730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8226   -7.4854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5370   -8.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6804   -8.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079   -6.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2514   -9.9606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2501   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5357   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2490   -9.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9634   -9.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5383   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9647   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2526   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8213   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8238   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079  -12.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2490  -10.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9634   -8.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3936  -12.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079  -11.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9671   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6791   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1093   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3936  -13.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1069   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5344  -11.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6779   -8.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8226  -10.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6817   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3948   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3936   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6791  -13.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8226   -9.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5344  -12.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3922   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6779   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2514   -7.4854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.8251   -5.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5370   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3961   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5357  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2514   -8.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8251   -5.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1105   -6.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6804   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6791  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8213  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2501  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5370   -9.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5395   -4.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1105   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1069  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9647  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8200  -12.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5395   -3.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3922  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2540   -3.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6779  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 37  1  1  6  0  0  0
  1 45  1  0  0  0  0
  2 39  1  0  0  0  0
  2 49  1  0  0  0  0
  3 42  1  0  0  0  0
  3 50  1  0  0  0  0
  4 45  2  0  0  0  0
  5 49  2  0  0  0  0
  6 50  2  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 13  1  0  0  0  0
 11 15  1  0  0  0  0
 12 22  1  0  0  0  0
 13 21  1  0  0  0  0
 14 25  1  0  0  0  0
 15 23  1  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 26  1  0  0  0  0
 18 27  1  0  0  0  0
 19 24  1  0  0  0  0
 20 28  1  0  0  0  0
 21 29  1  0  0  0  0
 22 31  1  0  0  0  0
 23 30  1  0  0  0  0
 24 32  1  0  0  0  0
 25 35  1  0  0  0  0
 26 34  1  0  0  0  0
 27 36  1  0  0  0  0
 28 33  1  0  0  0  0
 29 40  1  0  0  0  0
 30 45  1  0  0  0  0
 31 49  1  0  0  0  0
 32 46  1  0  0  0  0
 33 50  1  0  0  0  0
 34 55  1  0  0  0  0
 35 36  2  0  0  0  0
 37 39  1  0  0  0  0
 37 42  1  0  0  0  0
 38 43  1  0  0  0  0
 38 44  1  0  0  0  0
 40 52  2  0  0  0  0
 41 47  1  0  0  0  0
 41 48  1  0  0  0  0
 43 51  1  0  0  0  0
 44 52  1  0  0  0  0
 46 54  2  0  0  0  0
 47 53  1  0  0  0  0
 48 54  1  0  0  0  0
 51 56  1  0  0  0  0
 53 57  1  0  0  0  0
 56 58  1  0  0  0  0
 57 59  1  0  0  0  0
M  END


  Mrv0541 02231220262D          

 59 58  0  0  1  0            999 V2000
   18.9659   -7.0730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8226   -7.4854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5370   -8.7230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6804   -8.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079   -6.2480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2514   -9.9606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2501   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5357   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2490   -9.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9634   -9.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5383   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9647   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2526   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8213   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8238   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079  -12.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2490  -10.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9634   -8.7230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3936  -12.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079  -11.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9671   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6791   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1093   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3936  -13.2604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1069   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5344  -11.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6779   -8.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8226  -10.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6817   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3948   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3936   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6791  -13.6729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8226   -9.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5344  -12.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3922   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6779   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2514   -7.4854    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.8251   -5.8356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5370   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3961   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5357  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2514   -8.3104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8251   -5.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1105   -6.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6804   -7.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6791  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8213  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2501  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1079   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5370   -9.5480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5395   -4.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1105   -7.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1069  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9647  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8200  -12.4354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5395   -3.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3922  -14.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2540   -3.3606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6779  -14.9104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 37  1  1  6  0  0  0
  1 45  1  0  0  0  0
  2 39  1  0  0  0  0
  2 49  1  0  0  0  0
  3 42  1  0  0  0  0
  3 50  1  0  0  0  0
  4 45  2  0  0  0  0
  5 49  2  0  0  0  0
  6 50  2  0  0  0  0
  7  8  1  0  0  0  0
  7 12  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 13  1  0  0  0  0
 11 15  1  0  0  0  0
 12 22  1  0  0  0  0
 13 21  1  0  0  0  0
 14 25  1  0  0  0  0
 15 23  1  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 26  1  0  0  0  0
 18 27  1  0  0  0  0
 19 24  1  0  0  0  0
 20 28  1  0  0  0  0
 21 29  1  0  0  0  0
 22 31  1  0  0  0  0
 23 30  1  0  0  0  0
 24 32  1  0  0  0  0
 25 35  1  0  0  0  0
 26 34  1  0  0  0  0
 27 36  1  0  0  0  0
 28 33  1  0  0  0  0
 29 40  1  0  0  0  0
 30 45  1  0  0  0  0
 31 49  1  0  0  0  0
 32 46  1  0  0  0  0
 33 50  1  0  0  0  0
 34 55  1  0  0  0  0
 35 36  2  0  0  0  0
 37 39  1  0  0  0  0
 37 42  1  0  0  0  0
 38 43  1  0  0  0  0
 38 44  1  0  0  0  0
 40 52  2  0  0  0  0
 41 47  1  0  0  0  0
 41 48  1  0  0  0  0
 43 51  1  0  0  0  0
 44 52  1  0  0  0  0
 46 54  2  0  0  0  0
 47 53  1  0  0  0  0
 48 54  1  0  0  0  0
 51 56  1  0  0  0  0
 53 57  1  0  0  0  0
 56 58  1  0  0  0  0
 57 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0203477

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C53H96O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h20-21,23-26,50H,4-19,22,27-49H2,1-3H3/b23-20-,24-21-,26-25-/t50-/m1/s1

> <INCHI_KEY>
UFHNZOACKFBCOM-YXKNDSBASA-N

> <FORMULA>
C53H96O6

> <MOLECULAR_WEIGHT>
829.3257

> <EXACT_MASS>
828.720690804

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
108.76092168528089

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,3-bis[(9Z)-hexadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate

> <ALOGPS_LOGP>
10.71

> <JCHEM_LOGP>
18.727520044333332

> <ALOGPS_LOGS>
-8.13

> <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>
253.84210000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
49

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.18e-06 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-bis[(9Z)-hexadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      35.403 -13.203   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      31.402 -13.973   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      32.736 -16.283   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      36.737 -15.513   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.068 -11.663   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      34.069 -18.593   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      24.734 -13.203   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.400 -13.973   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.398 -18.593   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.732 -17.823   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      42.072 -13.973   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.067 -13.973   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      43.405 -13.203   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.066 -13.203   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      40.738 -13.203   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.068 -22.443   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.398 -20.133   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.732 -16.283   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.735 -23.213   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.068 -20.903   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      44.739 -13.973   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      27.401 -13.203   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      39.404 -13.973   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      28.735 -24.753   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.733 -13.973   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      14.064 -20.903   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.065 -15.513   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      31.402 -20.133   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      46.072 -13.203   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      38.070 -13.203   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      28.735 -13.973   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      27.401 -25.523   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      31.402 -18.593   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.064 -22.443   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      19.399 -13.203   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      18.065 -13.973   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      34.069 -13.973   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      50.073 -10.893   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      32.736 -13.203   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      47.406 -13.973   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      23.400 -27.833   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      34.069 -15.513   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      50.073  -9.353   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      48.740 -11.663   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      36.737 -13.973   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      27.401 -27.063   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      22.066 -27.063   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      24.734 -27.063   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      30.068 -13.203   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      32.736 -17.823   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      51.407  -8.583   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      48.740 -13.203   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      20.733 -27.833   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      26.067 -27.833   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      12.731 -23.213   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      51.407  -7.043   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      19.399 -27.063   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      52.741  -6.273   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      18.065 -27.833   0.000  0.00  0.00           C+0
CONECT    1   37   45                                                       
CONECT    2   39   49                                                       
CONECT    3   42   50                                                       
CONECT    4   45                                                            
CONECT    5   49                                                            
CONECT    6   50                                                            
CONECT    7    8   12                                                       
CONECT    8    7   14                                                       
CONECT    9   10   17                                                       
CONECT   10    9   18                                                       
CONECT   11   13   15                                                       
CONECT   12    7   22                                                       
CONECT   13   11   21                                                       
CONECT   14    8   25                                                       
CONECT   15   11   23                                                       
CONECT   16   19   20                                                       
CONECT   17    9   26                                                       
CONECT   18   10   27                                                       
CONECT   19   16   24                                                       
CONECT   20   16   28                                                       
CONECT   21   13   29                                                       
CONECT   22   12   31                                                       
CONECT   23   15   30                                                       
CONECT   24   19   32                                                       
CONECT   25   14   35                                                       
CONECT   26   17   34                                                       
CONECT   27   18   36                                                       
CONECT   28   20   33                                                       
CONECT   29   21   40                                                       
CONECT   30   23   45                                                       
CONECT   31   22   49                                                       
CONECT   32   24   46                                                       
CONECT   33   28   50                                                       
CONECT   34   26   55                                                       
CONECT   35   25   36                                                       
CONECT   36   27   35                                                       
CONECT   37    1   39   42                                                  
CONECT   38   43   44                                                       
CONECT   39    2   37                                                       
CONECT   40   29   52                                                       
CONECT   41   47   48                                                       
CONECT   42    3   37                                                       
CONECT   43   38   51                                                       
CONECT   44   38   52                                                       
CONECT   45    1    4   30                                                  
CONECT   46   32   54                                                       
CONECT   47   41   53                                                       
CONECT   48   41   54                                                       
CONECT   49    2    5   31                                                  
CONECT   50    3    6   33                                                  
CONECT   51   43   56                                                       
CONECT   52   40   44                                                       
CONECT   53   47   57                                                       
CONECT   54   46   48                                                       
CONECT   55   34                                                            
CONECT   56   51   58                                                       
CONECT   57   53   59                                                       
CONECT   58   56                                                            
CONECT   59   57                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  116    0
END

View in JSmol

Synonyms

Value	Source
1-Palmitoleoyl-2-palmitoleoyl-3-oleoyl-glycerol	HMDB
TAG(16:1/16:1/18:1)	HMDB
TAG(16:1n7/16:1n7/18:1n9)	HMDB
TAG(16:1W7/16:1W7/18:1W9)	HMDB
TAG(50:3)	HMDB
TG(16:1/16:1/18:1)	HMDB
TG(16:1n7/16:1n7/18:1n9)	HMDB
TG(16:1W7/16:1W7/18:1W9)	HMDB
TG(50:3)	HMDB
Tracylglycerol(16:1/16:1/18:1)	HMDB
Tracylglycerol(16:1n7/16:1n7/18:1n9)	HMDB
Tracylglycerol(16:1W7/16:1W7/18:1W9)	HMDB
Tracylglycerol(50:3)	HMDB
Triacylglycerol	HMDB
Triglyceride	HMDB

Chemical Formula

C₅₃H₉₆O₆

Average Mass

829.3257 Da

Monoisotopic Mass

828.72069 Da

IUPAC Name

(2R)-2,3-bis[(9Z)-hexadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate

Traditional Name

(2R)-2,3-bis[(9Z)-hexadec-9-enoyloxy]propyl (9Z)-octadec-9-enoate

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCC\C=C/CCCCCC)OC(=O)CCCCCCC\C=C/CCCCCC

InChI Identifier

InChI=1S/C53H96O6/c1-4-7-10-13-16-19-22-25-26-29-31-34-37-40-43-46-52(55)58-49-50(59-53(56)47-44-41-38-35-32-28-24-21-18-15-12-9-6-3)48-57-51(54)45-42-39-36-33-30-27-23-20-17-14-11-8-5-2/h20-21,23-26,50H,4-19,22,27-49H2,1-3H3/b23-20-,24-21-,26-25-/t50-/m1/s1

InChI Key

UFHNZOACKFBCOM-YXKNDSBASA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aphis gossypii	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

Triacylglycerols (LMGL03010052 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	10.71	ALOGPS
logP	18.73	ChemAxon
logS	-8.1	ALOGPS
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	49	ChemAxon
Refractivity	253.84 m³·mol⁻¹	ChemAxon
Polarizability	108.76 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

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

25240357

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate (NP0203477)

MOL for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

3D MOL for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

3D SDF for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

3D-SDF for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

PDB for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

3D PDB for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

SMILES for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

INCHI for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

Structure for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)

3D Structure for NP0203477 ((2r)-2,3-bis[(9z)-hexadec-9-enoyloxy]propyl (9z)-octadec-9-enoate)