MiMeDB: Showing metabocard for 1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol (MMDBc0000810)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 22:03:32 UTC

Update Date

2022-08-31 06:16:49 UTC

Metabolite ID

MMDBc0000810

Metabolite Identification

Common Name

1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol

Description

1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol belongs to the class of organic compounds known as 1,2-diacyl-3-o-beta-d-galactosyl-sn-glycerols. These are glycosyldiacylglycerols carrying a beta-D-galactose at the 3-position of the glycerol moiety. 1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652312102023032D          

 55 55  0  0  1  0            999 V2000
    4.7477    0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -0.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2029   -1.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119   -2.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745   -2.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835   -3.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462   -3.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5999   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3626   -3.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0164   -2.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9074   -1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0358   -0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6895   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4522   -0.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1059   -0.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8686   -0.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5223    0.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4134    0.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2850   -0.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9388    0.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7015   -0.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8104   -0.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5731   -1.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6821   -2.0274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4447   -2.3420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5537   -3.1597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3164   -3.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4254   -4.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9000   -3.6630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0089   -4.4808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1373   -3.3485    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4835   -3.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0283   -2.5307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2656   -2.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3552    0.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1179    0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2268   -0.7064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7716    0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5343    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1880    0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9507    0.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0597   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4060   -0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5149   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8612   -2.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9701   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7328   -3.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8418   -4.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6045   -4.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2582   -3.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0209   -4.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6746   -3.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5657   -2.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2194   -2.4049    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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
 23 24  1  0  0  0  0
 25 24  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  1  0  0  0
 22 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 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
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END


  Mrv1652312102023032D          

 55 55  0  0  1  0            999 V2000
    4.7477    0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8566   -0.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2029   -1.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3119   -2.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0745   -2.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835   -3.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9462   -3.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5999   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3626   -3.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0164   -2.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9074   -1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0358   -0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6895   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4522   -0.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1059   -0.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8686   -0.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5223    0.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4134    0.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2850   -0.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9388    0.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7015   -0.0774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8104   -0.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5731   -1.2097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6821   -2.0274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4447   -2.3420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5537   -3.1597    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.3164   -3.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4254   -4.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9000   -3.6630    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0089   -4.4808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1373   -3.3485    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4835   -3.8517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0283   -2.5307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2656   -2.2162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3552    0.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1179    0.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2268   -0.7064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7716    0.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5343    0.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1880    0.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9507    0.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0597   -0.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4060   -0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5149   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8612   -2.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9701   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7328   -3.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8418   -4.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6045   -4.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2582   -3.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0209   -4.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6746   -3.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5657   -2.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2194   -2.4049    0.0000 C   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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
 23 24  1  0  0  0  0
 25 24  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  1  0  0  0
 22 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 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
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000810

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C45H74O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,38-39,42-46,49-51H,3-4,9-10,15-16,21-37H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-/t38?,39-,42+,43+,44-,45-/m1/s1

> <INCHI_KEY>
QUZHZFAQJATMCA-VLTMIGNISA-N

> <FORMULA>
C45H74O10

> <MOLECULAR_WEIGHT>
775.077

> <EXACT_MASS>
774.528198583

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
91.46111144144432

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

> <ALOGPS_LOGP>
7.20

> <JCHEM_LOGP>
9.839002856333334

> <ALOGPS_LOGS>
-6.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.200206016280394

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.21085705828492

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810834223250415

> <JCHEM_POLAR_SURFACE_AREA>
151.98000000000002

> <JCHEM_REFRACTIVITY>
225.21580000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
35

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.48e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-DEC-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-DEC-20         0                                  
HETATM    1  C   UNK     0       8.862   0.208   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.066  -1.319   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.845  -2.258   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.049  -3.785   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.472  -4.372   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.676  -5.898   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.100  -6.485   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.320  -5.546   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.744  -6.133   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.964  -5.194   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.760  -3.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.133  -1.553   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.354  -0.614   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.777  -1.201   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.998  -0.262   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.421  -0.849   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.642   0.090   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      19.438   1.617   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      21.065  -0.497   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      22.286   0.443   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.709  -0.144   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.913  -1.671   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      25.336  -2.258   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      25.540  -3.785   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      26.964  -4.372   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      27.167  -5.898   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      28.591  -6.485   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      28.794  -8.012   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      25.947  -6.838   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      26.150  -8.364   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      24.523  -6.250   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      23.303  -7.190   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      24.320  -4.724   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      22.896  -4.137   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      24.930   0.795   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      26.353   0.208   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      26.557  -1.319   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      27.574   1.147   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.997   0.560   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      30.218   1.500   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      31.641   0.912   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      31.845  -0.614   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      30.624  -1.553   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      30.828  -3.080   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      29.608  -4.019   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      29.811  -5.546   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      31.235  -6.133   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      31.438  -7.660   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      32.862  -8.247   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      34.082  -7.307   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      35.506  -7.894   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      36.726  -6.955   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      36.523  -5.428   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      37.743  -4.489   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
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                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   36                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
CONECT   36   22   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  110    0
END

Synonyms

Value	Source
1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-b-D-galactosyl-sn-glycerol	Generator
1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-β-D-galactosyl-sn-glycerol	Generator

Molecular Formula

C₄₅H₇₄O₁₀

Average Mass

775.077

Monoisotopic Mass

774.528198583

IUPAC Name

1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

Traditional Name

1-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyloxy]-3-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}propan-2-yl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate

CAS Registry Number

Not Available

SMILES

CC\C=C/C\C=C/C\C=C/CCCCCCCC(=O)OCC(CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCC\C=C/C\C=C/C\C=C/CC

InChI Identifier

InChI=1S/C45H74O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h5-8,11-14,17-20,38-39,42-46,49-51H,3-4,9-10,15-16,21-37H2,1-2H3/b7-5-,8-6-,13-11-,14-12-,19-17-,20-18-/t38?,39-,42+,43+,44-,45-/m1/s1

InChI Key

QUZHZFAQJATMCA-VLTMIGNISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,2-diacyl-3-o-beta-d-galactosyl-sn-glycerols. These are glycosyldiacylglycerols carrying a beta-D-galactose at the 3-position of the glycerol moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Glycosylglycerols

Direct Parent

1,2-diacyl-3-O-beta-D-galactosyl-sn-glycerols

Alternative Parents

Substituents

1,2-diacyl-3-o-beta-d-galactosyl-sn-glycerol
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Octadecanoid
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Monosaccharide
Oxane
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Acetal
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

glycosylglycerol derivative (CHEBI:34042 )
Glycosyldiacylglycerols (C13871 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.00055 g/L	ALOGPS
logP	7.2	ALOGPS
logP	9.84	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	151.98 Å²	ChemAxon
Rotatable Bond Count	35	ChemAxon
Refractivity	225.22 m³·mol⁻¹	ChemAxon
Polarizability	91.46 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	2	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4445458

KEGG Compound ID

C13871

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282287

PDB ID

Not Available

ChEBI ID

34042

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Showing metabocard for 1,2-Di-(9Z,12Z,15Z-octadecatrienoyl)-3-O-beta-D-galactosyl-sn-glycerol (MMDBc0000810)

MOL for #<Metabolite:0x00007fdb70887720>

3D MOL for #<Metabolite:0x00007fdb70887720>

3D SDF for #<Metabolite:0x00007fdb70887720>

3D-SDF for #<Metabolite:0x00007fdb70887720>

PDB for #<Metabolite:0x00007fdb70887720>

3D PDB for #<Metabolite:0x00007fdb70887720>

SMILES for #<Metabolite:0x00007fdb70887720>

INCHI for #<Metabolite:0x00007fdb70887720>

Structure for #<Metabolite:0x00007fdb70887720>

3D Structure for #<Metabolite:0x00007fdb70887720>