NP-MRD: Showing NP-Card for (2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate (NP0201676)

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Record Information

Version

2.0

Created at

2022-09-04 20:45:49 UTC

Updated at

2022-09-04 20:45:49 UTC

NP-MRD ID

NP0201676

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate

Description

TG(16:0/16:0/16:1(9Z))[iso3], also known as tag(16:0/16:0/16:1N7) or triacylglycerol(16:0/16:0/16:1), 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(16:0/16:0/16:1(9Z))[iso3] is considered to be a triradylglycerol lipid molecule. A triglyceride in which the acyl groups at positions 1 and 2 are specified as palmitoyl while that at position 3 is specified as palmitoleoyl. TG(16:0/16:0/16:1(9Z))[iso3] is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. TG(16:0/16:0/16:1(9Z))[iso3] can be biosynthesized from DG(16:0/16:0/0:0) And palmitoleyl-CoA through the action of the enzyme diacylglycerol O-acyltransferase. (2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate is found in Aphis gossypii. (2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate was first documented in 2011 (PMID: 21819455). In humans, TG(16:0/16:0/16:1(9Z))[iso3] is involved in the metabolic disorder called de novo triacylglycerol biosynthesis pathway.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02231220222D          

 57 56  0  0  1  0            999 V2000
   17.5366   -3.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1077   -5.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931   -4.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2511   -4.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8222   -6.6275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -2.9151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2524   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9668   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2497  -10.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2497  -11.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5379   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6814   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9643   -9.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5353  -11.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8235   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3958   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9643   -9.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5353  -12.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1089   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1103   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -8.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8208  -12.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3945   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8247   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8208  -13.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -7.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6800   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5393   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1064  -14.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931   -7.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9656   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2537   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1064  -14.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931   -6.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2511   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8222   -4.1526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.9682   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919  -15.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8208   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1077   -6.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5353   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1064   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8222   -4.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2497   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1077   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9643   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6773   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5341   -5.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9629   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5341   -6.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2485   -4.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8195   -6.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2485   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8195   -7.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1050   -7.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 35  1  0  0  0  0
 36  1  1  6  0  0  0
  2 40  1  0  0  0  0
  2 43  1  0  0  0  0
  3 46  1  0  0  0  0
  3 49  1  0  0  0  0
  4 35  2  0  0  0  0
  5 40  2  0  0  0  0
  6 49  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 26  1  0  0  0  0
 22 25  1  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  0  0  0  0
 25 29  1  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  1  0  0  0  0
 29 33  1  0  0  0  0
 30 34  1  0  0  0  0
 31 35  1  0  0  0  0
 32 37  1  0  0  0  0
 33 38  1  0  0  0  0
 34 40  1  0  0  0  0
 36 43  1  0  0  0  0
 36 46  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 41 44  1  0  0  0  0
 42 45  1  0  0  0  0
 44 47  1  0  0  0  0
 45 48  1  0  0  0  0
 47 49  1  0  0  0  0
 48 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  1  0  0  0  0
 51 55  2  0  0  0  0
 52 54  1  0  0  0  0
 53 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END


  Mrv0541 02231220222D          

 57 56  0  0  1  0            999 V2000
   17.5366   -3.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1077   -5.3900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931   -4.1526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2511   -4.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8222   -6.6275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -2.9151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2524   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9668   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2497  -10.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2497  -11.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5379   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6814   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9643   -9.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5353  -11.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8235   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3958   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9643   -9.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5353  -12.4026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1089   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1103   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -8.6901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8208  -12.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3945   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8247   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8208  -13.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -7.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6800   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5393   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1064  -14.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931   -7.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9656   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2537   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1064  -14.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931   -6.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2511   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8222   -4.1526    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.9682   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919  -15.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8208   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1077   -6.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5353   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1064   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8222   -4.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2497   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3919   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1077   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9643   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6773   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6787   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5341   -5.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9629   -3.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5341   -6.2150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2485   -4.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8195   -6.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2485   -4.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8195   -7.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1050   -7.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 35  1  0  0  0  0
 36  1  1  6  0  0  0
  2 40  1  0  0  0  0
  2 43  1  0  0  0  0
  3 46  1  0  0  0  0
  3 49  1  0  0  0  0
  4 35  2  0  0  0  0
  5 40  2  0  0  0  0
  6 49  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 11 15  1  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
 18 22  1  0  0  0  0
 19 23  1  0  0  0  0
 20 24  1  0  0  0  0
 21 26  1  0  0  0  0
 22 25  1  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  0  0  0  0
 25 29  1  0  0  0  0
 26 30  1  0  0  0  0
 27 31  1  0  0  0  0
 28 32  1  0  0  0  0
 29 33  1  0  0  0  0
 30 34  1  0  0  0  0
 31 35  1  0  0  0  0
 32 37  1  0  0  0  0
 33 38  1  0  0  0  0
 34 40  1  0  0  0  0
 36 43  1  0  0  0  0
 36 46  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 41 44  1  0  0  0  0
 42 45  1  0  0  0  0
 44 47  1  0  0  0  0
 45 48  1  0  0  0  0
 47 49  1  0  0  0  0
 48 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  1  0  0  0  0
 51 55  2  0  0  0  0
 52 54  1  0  0  0  0
 53 55  1  0  0  0  0
 54 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0201676

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C51H96O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19,22,48H,4-18,20-21,23-47H2,1-3H3/b22-19-/t48-/m0/s1

> <INCHI_KEY>
FEKLSEFRUGWUOS-DLOIZKPKSA-N

> <FORMULA>
C51H96O6

> <MOLECULAR_WEIGHT>
805.3043

> <EXACT_MASS>
804.720690804

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
107.70444606768054

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2,3-bis(hexadecanoyloxy)propyl (9Z)-hexadec-9-enoate

> <ALOGPS_LOGP>
10.62

> <JCHEM_LOGP>
18.562226027666668

> <ALOGPS_LOGS>
-7.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.565867985366684

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
242.40690000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
49

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.15e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2,3-bis(hexadecanoyloxy)propyl (9Z)-hexadec-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      32.735  -6.982   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      30.068 -10.061   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      28.734  -7.752   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      34.069  -9.292   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      31.401 -12.371   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      27.400  -5.442   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      43.404  -6.982   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      44.738  -7.752   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      24.733 -19.302   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.733 -20.841   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      42.071  -7.752   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      46.072  -6.982   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.067 -18.532   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.399 -21.612   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      40.737  -6.982   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      47.405  -7.752   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      26.067 -16.992   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.399 -23.152   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      39.403  -7.752   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      48.739  -6.982   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.400 -16.222   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.065 -23.922   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      38.070  -6.982   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      50.073  -7.752   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.065 -25.462   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.400 -14.682   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      36.736  -7.752   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      51.407  -6.982   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      20.732 -26.232   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.734 -13.912   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      35.402  -6.982   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      52.740  -7.752   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      20.732 -27.772   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      28.734 -12.371   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      34.069  -7.752   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      31.401  -7.752   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      54.074  -6.982   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      19.398 -28.542   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      22.065  -6.982   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      30.068 -11.601   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      23.399  -7.752   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      20.732  -7.752   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      31.401  -9.292   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      24.733  -6.982   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      19.398  -6.982   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      30.068  -6.982   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      26.067  -7.752   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      18.064  -7.752   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      27.400  -6.982   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      14.064 -10.061   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      16.731  -6.982   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      14.064 -11.601   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      15.397  -9.292   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      12.730 -12.371   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      15.397  -7.752   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      12.730 -13.912   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      11.396 -14.682   0.000  0.00  0.00           C+0
CONECT    1   35   36                                                       
CONECT    2   40   43                                                       
CONECT    3   46   49                                                       
CONECT    4   35                                                            
CONECT    5   40                                                            
CONECT    6   49                                                            
CONECT    7    8   11                                                       
CONECT    8    7   12                                                       
CONECT    9   10   13                                                       
CONECT   10    9   14                                                       
CONECT   11    7   15                                                       
CONECT   12    8   16                                                       
CONECT   13    9   17                                                       
CONECT   14   10   18                                                       
CONECT   15   11   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   21                                                       
CONECT   18   14   22                                                       
CONECT   19   15   23                                                       
CONECT   20   16   24                                                       
CONECT   21   17   26                                                       
CONECT   22   18   25                                                       
CONECT   23   19   27                                                       
CONECT   24   20   28                                                       
CONECT   25   22   29                                                       
CONECT   26   21   30                                                       
CONECT   27   23   31                                                       
CONECT   28   24   32                                                       
CONECT   29   25   33                                                       
CONECT   30   26   34                                                       
CONECT   31   27   35                                                       
CONECT   32   28   37                                                       
CONECT   33   29   38                                                       
CONECT   34   30   40                                                       
CONECT   35    1    4   31                                                  
CONECT   36    1   43   46                                                  
CONECT   37   32                                                            
CONECT   38   33                                                            
CONECT   39   41   42                                                       
CONECT   40    2    5   34                                                  
CONECT   41   39   44                                                       
CONECT   42   39   45                                                       
CONECT   43    2   36                                                       
CONECT   44   41   47                                                       
CONECT   45   42   48                                                       
CONECT   46    3   36                                                       
CONECT   47   44   49                                                       
CONECT   48   45   51                                                       
CONECT   49    3    6   47                                                  
CONECT   50   52   53                                                       
CONECT   51   48   55                                                       
CONECT   52   50   54                                                       
CONECT   53   50   55                                                       
CONECT   54   52   56                                                       
CONECT   55   51   53                                                       
CONECT   56   54   57                                                       
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  112    0
END

View in JSmol

Synonyms

Value	Source
1,2-Dihexadecanoyl-3-(9Z-hexadecenoyl)-sn-glycerol	ChEBI
TAG(16:0/16:0/16:1)	ChEBI
TAG(16:0/16:0/16:1n7)	ChEBI
TAG(16:0/16:0/16:1W7)	ChEBI
TAG(48:1)	ChEBI
TG(16:0/16:0/16:1(9Z))	ChEBI
TG(16:0/16:0/16:1)	ChEBI
TG(16:0/16:0/16:1n7)	ChEBI
TG(16:0/16:0/16:1W7)	ChEBI
TG(48:1)	ChEBI
Triacylglycerol(16:0/16:0/16:1)	ChEBI
Triacylglycerol(16:0/16:0/16:1n7)	ChEBI
Triacylglycerol(16:0/16:0/16:1W7)	ChEBI
Triacylglycerol(48:1)	ChEBI
1-Palmitoyl-2-palmitoyl-3-palmitoleoyl-glycerol	HMDB
Tracylglycerol(16:0/16:0/16:1)	HMDB
Tracylglycerol(16:0/16:0/16:1n7)	HMDB
Tracylglycerol(16:0/16:0/16:1W7)	HMDB
Tracylglycerol(48:1)	HMDB
Triacylglycerol	HMDB
Triglyceride	HMDB

Chemical Formula

C₅₁H₉₆O₆

Average Mass

805.3043 Da

Monoisotopic Mass

804.72069 Da

IUPAC Name

(2R)-2,3-bis(hexadecanoyloxy)propyl (9Z)-hexadec-9-enoate

Traditional Name

(2R)-2,3-bis(hexadecanoyloxy)propyl (9Z)-hexadec-9-enoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C51H96O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h19,22,48H,4-18,20-21,23-47H2,1-3H3/b22-19-/t48-/m0/s1

InChI Key

FEKLSEFRUGWUOS-DLOIZKPKSA-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

triacyl-sn-glycerol (CHEBI:85427 )
Triacylglycerols (LMGL03010017 )

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	10.62	ALOGPS
logP	18.56	ChemAxon
logS	-7.8	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	242.41 m³·mol⁻¹	ChemAxon
Polarizability	107.7 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

9543986

PDB ID

Not Available

ChEBI ID

85427

Good Scents ID

Not Available

References

General References

Elamin AA, Stehr M, Spallek R, Rohde M, Singh M: The Mycobacterium tuberculosis Ag85A is a novel diacylglycerol acyltransferase involved in lipid body formation. Mol Microbiol. 2011 Sep;81(6):1577-92. doi: 10.1111/j.1365-2958.2011.07792.x. Epub 2011 Aug 23. [PubMed:21819455 ]
LOTUS database [Link]

Showing NP-Card for (2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate (NP0201676)

MOL for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

3D MOL for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

3D SDF for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

3D-SDF for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

PDB for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

3D PDB for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

SMILES for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

INCHI for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

Structure for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)

3D Structure for NP0201676 ((2r)-2,3-bis(hexadecanoyloxy)propyl (9z)-hexadec-9-enoate)