NP-MRD: Showing NP-Card for (3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid (NP0220132)

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Record Information

Version

2.0

Created at

2022-09-05 21:21:27 UTC

Updated at

2022-09-05 21:21:27 UTC

NP-MRD ID

NP0220132

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid

Description

ZINC35075875 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. (3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid is found in Cydonia oblonga. Based on a literature review very few articles have been published on ZINC35075875.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052223212D          

 28 28  0  0  1  0            999 V2000
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  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
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  2  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
   -5.0013   -6.1875    0.0000 C   0  0  1  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  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END

     RDKit          3D

 56 56  0  0  0  0  0  0  0  0999 V2000
   -0.7968    0.4502    1.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7009   -0.3284   -0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4705   -0.8356   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6021   -0.6047    0.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8165   -1.0797    0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545   -0.8209    1.2173 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0696   -0.0759    0.5376 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1645    0.1371    1.5577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6421   -0.8086   -0.6331 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1473   -2.0470   -0.2165 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7549    0.0147   -1.2275 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3710   -0.6558   -2.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3138   -0.0599   -2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9584   -1.8892   -2.8728 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8710   -0.5382   -0.9006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7380   -1.2061   -1.9576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0970   -0.0264   -0.5905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2647   -0.1986   -1.3976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7376    0.9832   -1.8770 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3377    1.8070   -0.9736 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4176    2.3445    0.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3628    3.0934   -0.4545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4978    1.1330   -0.3298 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5744    1.1373   -1.2198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2019   -0.2339    0.2068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7082   -0.0931    1.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2631   -1.0283   -0.6491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0071   -1.8336   -1.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8343    0.8428    1.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445    1.3635    1.1159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055   -0.1358    2.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6051   -1.4227   -1.2776 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5023   -0.0327    1.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9455   -1.6560   -0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6107   -0.2432    2.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3211   -1.8017    1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7262    0.9179    0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971   -0.7920    1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7911    1.0191    1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6837    0.2133    2.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8621   -0.9351   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1052   -2.0111   -0.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5554    0.2237   -0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3537    0.9858   -1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5136   -2.7230   -2.6924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -0.8126   -2.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7293    2.6966   -1.5287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0700    1.5847    0.7959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0229    3.0796    0.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0155    2.6673   -1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8115    1.7767    0.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9433    2.0598   -1.2005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1654   -0.7764    0.3037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2056    0.6741    1.9108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7019   -1.7191    0.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9865   -1.7798   -1.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  2  0
  2  1  1  0
  2 15  1  0
 15 16  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
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 27 18  1  0
  8 38  1  0
  8 39  1  0
  8 40  1  0
  7 37  1  6
  6 35  1  0
  6 36  1  0
  5 34  1  0
  4 33  1  0
  3 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
 18 46  1  6
 20 47  1  6
 21 48  1  0
 21 49  1  0
 22 50  1  0
 23 51  1  1
 24 52  1  0
 25 53  1  1
 26 54  1  0
 27 55  1  1
 28 56  1  0
  9 41  1  6
 10 42  1  0
 11 43  1  0
 11 44  1  0
 14 45  1  0
M  END


  Mrv1652309052223212D          

 28 28  0  0  1  0            999 V2000
   -2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  1  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
    1.4289   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.8375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0013   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -9.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  2  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
   -5.0013   -6.1875    0.0000 C   0  0  1  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  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 17  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0220132

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](C\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O10/c1-9(11(20)7-13(21)22)5-3-4-6-10(2)17(26)28-18-16(25)15(24)14(23)12(8-19)27-18/h3-4,6,9,11-12,14-16,18-20,23-25H,5,7-8H2,1-2H3,(H,21,22)/b4-3+,10-6+/t9-,11-,12-,14-,15+,16-,18+/m1/s1

> <INCHI_KEY>
JWAGJGCOOSEMAU-KEVOZXHESA-N

> <FORMULA>
C18H28O10

> <MOLECULAR_WEIGHT>
404.412

> <EXACT_MASS>
404.168247102

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.57306358586334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R,6E,8E)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid

> <JCHEM_LOGP>
-0.6001916556666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.194996731456976

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.499647855256971

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9369722132667118

> <JCHEM_POLAR_SURFACE_AREA>
173.98

> <JCHEM_REFRACTIVITY>
96.12830000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R,6E,8E)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.002 -13.860   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -9.336 -14.630   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.336 -16.170   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -10.669 -16.940   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -10.669 -13.860   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -12.003 -14.630   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -10.669 -12.320   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      -9.336 -11.550   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   15                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    2   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   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

Not Available

Chemical Formula

C₁₈H₂₈O₁₀

Average Mass

404.4120 Da

Monoisotopic Mass

404.16825 Da

IUPAC Name

(3R,4R,6E,8E)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid

Traditional Name

(3R,4R,6E,8E)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](C\C=C\C=C(/C)C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)CC(O)=O

InChI Identifier

InChI=1S/C18H28O10/c1-9(11(20)7-13(21)22)5-3-4-6-10(2)17(26)28-18-16(25)15(24)14(23)12(8-19)27-18/h3-4,6,9,11-12,14-16,18-20,23-25H,5,7-8H2,1-2H3,(H,21,22)/b4-3+,10-6+/t9-,11-,12-,14-,15+,16-,18+/m1/s1

InChI Key

JWAGJGCOOSEMAU-KEVOZXHESA-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
Cydonia oblonga	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

Saccharolipid
Hexose monosaccharide
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Branched fatty acid
Fatty acid ester
Heterocyclic fatty acid
Sugar acid
Methyl-branched fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Monosaccharide
Hydroxy acid
Oxane
Unsaturated fatty acid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Primary alcohol
Carbonyl group
Organooxygen compound
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	-0.6	ChemAxon
pKa (Strongest Acidic)	4.5	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	173.98 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	96.13 m³·mol⁻¹	ChemAxon
Polarizability	40.57 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	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

124400139

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid (NP0220132)

MOL for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

3D MOL for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

3D SDF for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

3D-SDF for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

PDB for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

3D PDB for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

SMILES for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

INCHI for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

Structure for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)

3D Structure for NP0220132 ((3r,4r,6e,8e)-3-hydroxy-4,9-dimethyl-10-oxo-10-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}deca-6,8-dienoic acid)