NP-MRD: Showing NP-Card for 2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid (NP0221190)

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Record Information

Version

2.0

Created at

2022-09-05 22:41:58 UTC

Updated at

2022-09-05 22:41:58 UTC

NP-MRD ID

NP0221190

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid

Description

2,2,4-Trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic 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. 2,2,4-Trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171521492D          

 28 28  0  0  0  0            999 V2000
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  8 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 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
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END

     RDKit          3D

 60 60  0  0  0  0  0  0  0  0999 V2000
    4.8842   -0.9876    1.4185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8503   -0.2013    0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2310    0.7985   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6565    1.2311   -0.2370 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5109    0.2871   -1.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2844    1.4951    1.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6725    2.5635   -0.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5746    3.0462   -1.2874 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9162    3.1040   -1.2015 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -0.6474    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4035   -0.0186   -0.0270 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641    0.8079   -0.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0109   -0.4612    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422   -1.8769   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6415   -2.2854    0.2526 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8167   -3.7480   -0.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5236   -1.4726   -0.4142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4754   -0.8299    0.3258 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3724    0.5264    0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4225    1.2933    0.5105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1445    2.7215    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1575    3.5954    0.3906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7658    0.8579    0.0323 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4719    1.8453   -0.6584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6368   -0.3220   -0.8711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1085   -0.0180   -2.1245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8254   -1.3832   -0.1747 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.5603   -1.9172    0.8825 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0853   -0.5285    2.3786 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3637   -1.9723    1.6557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7147   -1.2685    0.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4722    1.3446   -0.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9171    0.8488   -1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3752   -0.1188   -0.4514 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9400   -0.5719   -1.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9229    2.4169    1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4693    1.7177    1.8148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9166    0.6366    1.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0953    3.4701   -2.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2226   -0.6084    1.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3751   -1.7674    0.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1194   -0.2793    1.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7391    0.1894   -0.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1227   -1.9585   -1.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207   -2.5805    0.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7802   -2.2949    1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6297   -4.2107    0.4101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8760   -3.8807   -1.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8714   -4.2508    0.1704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3941   -1.0100    1.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4334    1.3763    1.6310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1542    3.0317    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457    2.7312   -1.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5530    4.0400   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4061    0.5732    0.8901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4615    1.7386   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6500   -0.7554   -1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0673    0.9370   -2.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6771   -2.2012   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1376   -2.7983    1.1363 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  7  9  1  0
  7  8  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 18  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 15 46  1  1
 14 44  1  0
 14 45  1  0
 13 42  1  0
 13 43  1  0
 10 40  1  0
 10 41  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
  9 39  1  0
 18 50  1  1
 20 51  1  1
 21 52  1  0
 21 53  1  0
 22 54  1  0
 23 55  1  1
 24 56  1  0
 25 57  1  6
 26 58  1  0
 27 59  1  6
 28 60  1  0
M  END


  Mrv1533004171521492D          

 28 28  0  0  0  0            999 V2000
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -3.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  4  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  8 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 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
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0221190

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC(=O)CC(C)=CC(C)(C)C(O)=O)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O9/c1-10(8-19(3,4)18(25)26)7-12(21)6-5-11(2)27-17-16(24)15(23)14(22)13(9-20)28-17/h8,11,13-17,20,22-24H,5-7,9H2,1-4H3,(H,25,26)

> <INCHI_KEY>
NHEUWSNOAWSWNL-UHFFFAOYSA-N

> <FORMULA>
C19H32O9

> <MOLECULAR_WEIGHT>
404.456

> <EXACT_MASS>
404.20463261

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.62985635137494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid

> <ALOGPS_LOGP>
-0.14

> <JCHEM_LOGP>
0.1548853549999997

> <ALOGPS_LOGS>
-2.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.210578703421174

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.315928352163108

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835402805385

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
98.7529

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.770  -5.954   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.770  -3.286   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      16.004  -7.700   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      14.670 -10.010   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    8                                                            
CONECT   17    2   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   18   28                                                  
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Value	Source
2,2,4-Trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoate	Generator

Chemical Formula

C₁₉H₃₂O₉

Average Mass

404.4560 Da

Monoisotopic Mass

404.20463 Da

IUPAC Name

2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid

Traditional Name

2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(=O)CC(C)=CC(C)(C)C(O)=O)OC1OC(CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C19H32O9/c1-10(8-19(3,4)18(25)26)7-12(21)6-5-11(2)27-17-16(24)15(23)14(22)13(9-20)28-17/h8,11,13-17,20,22-24H,5-7,9H2,1-4H3,(H,25,26)

InChI Key

NHEUWSNOAWSWNL-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

Not Available

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

Saccharolipid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Medium-chain fatty acid
Branched fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Sugar acid
Methyl-branched fatty acid
Fatty acyl
Monosaccharide
Fatty acid
Oxane
Unsaturated fatty acid
Secondary alcohol
Ketone
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Acetal
Monocarboxylic acid or derivatives
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
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	-0.14	ALOGPS
logP	0.15	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	98.75 m³·mol⁻¹	ChemAxon
Polarizability	41.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

LOTUS database [Link]

Showing NP-Card for 2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid (NP0221190)

MOL for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

3D MOL for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

3D SDF for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

3D-SDF for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

PDB for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

3D PDB for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

SMILES for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

INCHI for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

Structure for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)

3D Structure for NP0221190 (2,2,4-trimethyl-6-oxo-9-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}dec-3-enoic acid)