NP-MRD: Showing NP-Card for 11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid (NP0216882)

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Record Information

Version

2.0

Created at

2022-09-05 17:01:17 UTC

Updated at

2022-09-05 17:01:17 UTC

NP-MRD ID

NP0216882

Secondary Accession Numbers

None

Natural Product Identification

Common Name

11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid

Description

11-[(3-{[3-({3,4-Dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. 11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid is found in Convolvulus scammonia and Ipomoea stans. 11-[(3-{[3-({3,4-Dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201503172D          

 60 63  0  0  0  0            999 V2000
   -0.3866   -5.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2227   -6.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5506   -7.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0588   -8.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866   -9.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051   -9.6890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9246   -9.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2525   -8.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0720   -8.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3998   -7.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2194   -7.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5472   -7.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3668   -7.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6946   -6.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5141   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8420   -5.4304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0059   -6.8499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2062   -9.1212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5340   -9.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0423  -10.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3701  -11.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8784  -11.9602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1897  -11.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175  -12.1494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6814  -10.7299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5010  -10.8246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3536   -9.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8453   -9.3104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6649   -9.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927  -10.1621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8122  -10.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1401  -11.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483  -11.6763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3040   -9.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1235   -9.6890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9762   -8.8373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4679   -8.1748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566   -8.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8288   -7.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3205   -7.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1401   -7.4177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6318   -6.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4514   -6.8499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3040   -5.9982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7957   -5.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6153   -5.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9431   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7626   -6.2821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0905   -7.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2544   -5.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0739   -5.7143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9265   -4.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4183   -4.2002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1070   -4.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7792   -4.0109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4844   -5.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566   -5.1465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927   -6.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1731   -6.4714    0.0000 O   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  1  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  2  0  0  0  0
 16 18  1  0  0  0  0
  6 19  1  0  0  0  0
 19 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
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 20 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
 32 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 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
 49 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 47 55  1  0  0  0  0
 55 56  1  0  0  0  0
 45 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 41 59  1  0  0  0  0
 59 60  1  0  0  0  0
M  END

     RDKit          3D

132135  0  0  0  0  0  0  0  0999 V2000
   -3.6122   -5.5829    0.7612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5843   -4.1872    0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -3.7477    0.1282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0214   -2.3651   -0.4755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7765   -1.3161    0.2808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357    0.0110   -0.3900 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3671    1.1075    0.3792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8233    0.7047    0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6139    1.7741    1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0908    1.3917    1.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9719    2.3395    1.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4295    1.9195    1.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3081    2.8715    2.5672 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0013    2.9383    4.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9107    3.9008    4.7668 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3107    3.4556    4.5892 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9775    3.8141    3.5950 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8832    2.6285    5.5461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4073    0.3393   -0.8691 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1087    1.9236   -2.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973    2.1411   -3.8276 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3514    3.5308   -4.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    1.2015   -4.8292 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.3103   -3.9900   -3.8148 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5290   -2.8824   -4.1408 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7678   -3.8227   -3.1524 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8983   -1.4951   -3.7411 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7749   -0.6489   -4.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8973   -0.9492   -2.6831 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1083   -1.6159   -1.4899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8280   -0.8888   -0.5614 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1048   -1.5500   -0.5962 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3888   -1.1409   -0.3663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7448   -0.3679    1.3699 C   0  0  2  0  0  0  0  0  0  0  0  0
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    3.3966   -0.9314    0.8425 C   0  0  1  0  0  0  0  0  0  0  0  0
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M  END


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M  END
> <DATABASE_ID>
NP0216882

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC(CCCCCCCCCC(O)=O)OC1OC(C)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1OC1OC(C)C(OC2OC(C)C(O)C(O)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H72O20/c1-5-6-12-15-22(16-13-10-8-7-9-11-14-17-24(42)43)56-39-35(29(48)26(45)20(3)54-39)60-40-36(30(49)27(46)23(18-41)57-40)59-38-33(52)31(50)34(21(4)55-38)58-37-32(51)28(47)25(44)19(2)53-37/h19-23,25-41,44-52H,5-18H2,1-4H3,(H,42,43)

> <INCHI_KEY>
DGBZNFIHNGAZOG-UHFFFAOYSA-N

> <FORMULA>
C40H72O20

> <MOLECULAR_WEIGHT>
872.996

> <EXACT_MASS>
872.461694718

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
132

> <JCHEM_AVERAGE_POLARIZABILITY>
93.19327078764746

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid

> <ALOGPS_LOGP>
0.52

> <JCHEM_LOGP>
0.9272515680000014

> <ALOGPS_LOGS>
-2.70

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.86868507215012

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019602612433

> <JCHEM_PKA_STRONGEST_BASIC>
-3.648674430892771

> <JCHEM_POLAR_SURFACE_AREA>
313.44

> <JCHEM_REFRACTIVITY>
203.77520000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.76e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  C   UNK     0      -0.722 -10.137   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.416 -12.787   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.028 -14.200   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.110 -15.436   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.722 -16.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.196 -18.086   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.726 -17.909   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.338 -16.496   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.868 -16.320   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.480 -14.906   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.010 -14.730   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.621 -13.317   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.151 -13.140   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.763 -11.727   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.293 -11.550   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.905 -10.137   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      11.211 -12.787   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.252 -17.026   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.864 -18.439   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.946 -19.676   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.558 -21.089   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.640 -22.326   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.087 -21.266   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.699 -22.679   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.005 -20.029   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.535 -20.206   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -4.393 -18.616   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -5.311 -17.379   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -6.841 -17.556   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -7.453 -18.969   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -8.983 -19.146   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.595 -20.559   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -8.677 -21.796   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -9.901 -17.909   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0     -11.431 -18.086   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -9.289 -16.496   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0     -10.207 -15.260   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      -7.759 -16.320   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -7.147 -14.906   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -8.065 -13.670   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -9.595 -13.846   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0     -10.513 -12.610   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -12.043 -12.787   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -9.901 -11.197   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0     -10.819  -9.960   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0     -12.348 -10.137   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -12.960 -11.550   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0     -14.490 -11.727   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -15.102 -13.140   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -15.408 -10.490   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -16.938 -10.667   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0     -14.796  -9.077   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0     -15.714  -7.840   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0     -13.266  -8.900   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0     -12.654  -7.487   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -8.371 -11.020   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      -7.759  -9.607   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -7.453 -12.257   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -5.923 -12.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
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   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    6   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   20   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   39                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   30   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   59                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   57                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48   55                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   47   56                                                  
CONECT   56   55                                                            
CONECT   57   45   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57   41   60                                                  
CONECT   60   59                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  126    0
END

View in JSmol

Synonyms

Value	Source
11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoate	Generator

Chemical Formula

C₄₀H₇₂O₂₀

Average Mass

872.9960 Da

Monoisotopic Mass

872.46169 Da

IUPAC Name

11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid

Traditional Name

11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(CCCCCCCCCC(O)=O)OC1OC(C)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1OC1OC(C)C(OC2OC(C)C(O)C(O)C2O)C(O)C1O

InChI Identifier

InChI=1S/C40H72O20/c1-5-6-12-15-22(16-13-10-8-7-9-11-14-17-24(42)43)56-39-35(29(48)26(45)20(3)54-39)60-40-36(30(49)27(46)23(18-41)57-40)59-38-33(52)31(50)34(21(4)55-38)58-37-32(51)28(47)25(44)19(2)53-37/h19-23,25-41,44-52H,5-18H2,1-4H3,(H,42,43)

InChI Key

DGBZNFIHNGAZOG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Convolvulus scammonia	LOTUS Database	35616633
Ipomoea stans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Oligosaccharide
Saccharolipid
Long-chain fatty acid
Glycosyl compound
O-glycosyl compound
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Oxane
Secondary alcohol
Polyol
Acetal
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Primary alcohol
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	0.52	ALOGPS
logP	0.93	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	313.44 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	203.78 m³·mol⁻¹	ChemAxon
Polarizability	93.19 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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

14704609

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid (NP0216882)

MOL for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

3D MOL for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

3D SDF for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

3D-SDF for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

PDB for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

3D PDB for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

SMILES for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

INCHI for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

Structure for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)

3D Structure for NP0216882 (11-[(3-{[3-({3,4-dihydroxy-6-methyl-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-2-yl}oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,5-dihydroxy-6-methyloxan-2-yl)oxy]hexadecanoic acid)