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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:54:17 UTC

Update Date

2022-03-07 02:55:49 UTC

HMDB ID

HMDB0038580

Secondary Accession Numbers

HMDB38580

Metabolite Identification

Common Name

Cibaric acid

Description

Cibaric acid, also known as cibarate, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review very few articles have been published on Cibaric acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0038580
     RDKit          3D
Cibaric acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -9.0405    1.2509    0.4697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4028    1.8906   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0959    2.6104   -1.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9160    1.9126   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    0.6211   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.5891   -1.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315    0.7328    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7147    0.7037    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -0.5563   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871   -0.5045   -0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149   -0.3496    0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033   -1.3035    1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199   -1.2322    2.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933   -1.2120    2.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578   -1.2215    3.5439 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.1814    1.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6570   -1.1607    1.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415   -1.1693    2.1768 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2552   -1.1296   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5589   -1.1094   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2179   -1.0767   -1.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0701    0.1975   -1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0298    0.2033   -0.7908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9142    2.3245   -1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5745    2.7423   -1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5464    2.1097    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7383   -0.2085   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7574    0.4485   -1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6158   -0.4197   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5011    1.3365   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5760   -0.0201    1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5496    1.7190    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283    1.5556   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2933    0.8091    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6541   -0.8359   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182   -1.4052    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.3857   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.4258   -1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    0.5273    1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -2.1403    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1020   -2.1983    3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9496   -0.3669    3.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190   -1.1755    0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061   -0.2739    2.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428   -1.1218   -1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1947   -1.1139    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4412   -0.9913   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8238   -1.9695   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3626    1.0589   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777    0.3413   -2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9901    1.0350   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
M  END


  Mrv0541 05061310322D          

 23 22  0  0  0  0            999 V2000
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8276    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5421    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1131    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2565    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6842    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9710    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9697   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3987   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  9  2  0  0  0  0
 13  8  1  0  0  0  0
 14 10  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  2  0  0  0  0
 18 13  1  0  0  0  0
 19 14  1  0  0  0  0
 20 16  2  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038580

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC\C=C\C(\O)=C\C(=O)C\C=C\CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O5/c19-14-10-9-12-17(21)15-16(20)11-7-5-3-1-2-4-6-8-13-18(22)23/h5,7,9,12,15,19,21H,1-4,6,8,10-11,13-14H2,(H,22,23)/b7-5+,12-9+,17-15-

> <INCHI_KEY>
LFTUCYCUYUJMJB-HNBCEUTISA-N

> <FORMULA>
C18H28O5

> <MOLECULAR_WEIGHT>
324.4119

> <EXACT_MASS>
324.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
37.59663055065157

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E,13Z,15E)-14,18-dihydroxy-12-oxooctadeca-9,13,15-trienoic acid

> <ALOGPS_LOGP>
3.23

> <JCHEM_LOGP>
3.1329570429999993

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.894877216152484

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988113490975405

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9811717168171712

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
94.07449999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.13e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E,13Z,15E)-14,18-dihydroxy-12-oxooctadeca-9,13,15-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038580
     RDKit          3D
Cibaric acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -9.0405    1.2509    0.4697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4028    1.8906   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0959    2.6104   -1.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9160    1.9126   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    0.6211   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.5891   -1.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315    0.7328    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7147    0.7037    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -0.5563   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871   -0.5045   -0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149   -0.3496    0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033   -1.3035    1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199   -1.2322    2.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933   -1.2120    2.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578   -1.2215    3.5439 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.1814    1.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6570   -1.1607    1.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415   -1.1693    2.1768 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2552   -1.1296   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5589   -1.1094   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2179   -1.0767   -1.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0701    0.1975   -1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0298    0.2033   -0.7908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9142    2.3245   -1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5745    2.7423   -1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5464    2.1097    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7383   -0.2085   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7574    0.4485   -1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6158   -0.4197   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5011    1.3365   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5760   -0.0201    1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5496    1.7190    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283    1.5556   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2933    0.8091    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6541   -0.8359   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182   -1.4052    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.3857   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.4258   -1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    0.5273    1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -2.1403    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1020   -2.1983    3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9496   -0.3669    3.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190   -1.1755    0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061   -0.2739    2.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428   -1.1218   -1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1947   -1.1139    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4412   -0.9913   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8238   -1.9695   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3626    1.0589   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777    0.3413   -2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9901    1.0350   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.875   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.542   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.207   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.209   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.212   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.545   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.543   0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.878   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.879   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.211   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.877   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.544   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      24.213   0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.877  -1.540   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      17.544  -1.540   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   13                                                       
CONECT    9   10   12                                                       
CONECT   10    9   14                                                       
CONECT   11    7   16                                                       
CONECT   12    9   17                                                       
CONECT   13    8   18                                                       
CONECT   14   10   19                                                       
CONECT   15   16   17                                                       
CONECT   16   11   15   20                                                  
CONECT   17   12   15   21                                                  
CONECT   18   13   22   23                                                  
CONECT   19   14                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0038580
HETATM    1  O1  UNL     1      -9.041   1.251   0.470  1.00  0.00           O  
HETATM    2  C1  UNL     1      -8.403   1.891  -0.377  1.00  0.00           C  
HETATM    3  O2  UNL     1      -9.096   2.610  -1.338  1.00  0.00           O  
HETATM    4  C2  UNL     1      -6.916   1.913  -0.397  1.00  0.00           C  
HETATM    5  C3  UNL     1      -6.379   0.621  -0.971  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.885   0.589  -1.025  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.232   0.733   0.306  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.715   0.704   0.196  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.186  -0.556  -0.389  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.687  -0.505  -0.472  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.115  -0.350   0.888  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.703  -1.303   1.331  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.320  -1.232   2.675  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.793  -1.212   2.516  1.00  0.00           C  
HETATM   15  O3  UNL     1       3.558  -1.222   3.544  1.00  0.00           O  
HETATM   16  C13 UNL     1       3.351  -1.181   1.184  1.00  0.00           C  
HETATM   17  C14 UNL     1       4.657  -1.161   1.038  1.00  0.00           C  
HETATM   18  O4  UNL     1       5.441  -1.169   2.177  1.00  0.00           O  
HETATM   19  C15 UNL     1       5.255  -1.130  -0.291  1.00  0.00           C  
HETATM   20  C16 UNL     1       6.559  -1.109  -0.388  1.00  0.00           C  
HETATM   21  C17 UNL     1       7.218  -1.077  -1.702  1.00  0.00           C  
HETATM   22  C18 UNL     1       8.070   0.197  -1.787  1.00  0.00           C  
HETATM   23  O5  UNL     1       9.030   0.203  -0.791  1.00  0.00           O  
HETATM   24  H1  UNL     1      -9.914   2.324  -1.813  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.574   2.742  -1.039  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.546   2.110   0.612  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.738  -0.209  -0.329  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.757   0.448  -1.998  1.00  0.00           H  
HETATM   29  H6  UNL     1      -4.616  -0.420  -1.456  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.501   1.337  -1.752  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.576  -0.020   1.043  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.550   1.719   0.721  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.328   1.556  -0.372  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.293   0.809   1.231  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.654  -0.836  -1.359  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.418  -1.405   0.321  1.00  0.00           H  
HETATM   37  H14 UNL     1      -0.265  -1.386  -0.982  1.00  0.00           H  
HETATM   38  H15 UNL     1      -0.443   0.426  -1.069  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.346   0.527   1.519  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.910  -2.140   0.681  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.102  -2.198   3.218  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.950  -0.367   3.266  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.719  -1.175   0.314  1.00  0.00           H  
HETATM   44  H21 UNL     1       5.606  -0.274   2.624  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.643  -1.122  -1.199  1.00  0.00           H  
HETATM   46  H23 UNL     1       7.195  -1.114   0.504  1.00  0.00           H  
HETATM   47  H24 UNL     1       6.441  -0.991  -2.489  1.00  0.00           H  
HETATM   48  H25 UNL     1       7.824  -1.969  -1.931  1.00  0.00           H  
HETATM   49  H26 UNL     1       7.363   1.059  -1.582  1.00  0.00           H  
HETATM   50  H27 UNL     1       8.478   0.341  -2.805  1.00  0.00           H  
HETATM   51  H28 UNL     1       8.990   1.035  -0.275  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   29   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   35   36
CONECT   10   11   37   38
CONECT   11   12   12   39
CONECT   12   13   40
CONECT   13   14   41   42
CONECT   14   15   15   16
CONECT   16   17   17   43
CONECT   17   18   19
CONECT   18   44
CONECT   19   20   20   45
CONECT   20   21   46
CONECT   21   22   47   48
CONECT   22   23   49   50
CONECT   23   51
END

HMDB0038580
     RDKit          3D
Cibaric acid
 51 50  0  0  0  0  0  0  0  0999 V2000
   -9.0405    1.2509    0.4697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4028    1.8906   -0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0959    2.6104   -1.3381 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9160    1.9126   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3792    0.6211   -0.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8848    0.5891   -1.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2315    0.7328    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7147    0.7037    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -0.5563   -0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6871   -0.5045   -0.4717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1149   -0.3496    0.8878 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7033   -1.3035    1.3307 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3199   -1.2322    2.6754 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933   -1.2120    2.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5578   -1.2215    3.5439 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3513   -1.1814    1.1841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6570   -1.1607    1.0376 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4415   -1.1693    2.1768 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2552   -1.1296   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5589   -1.1094   -0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2179   -1.0767   -1.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0701    0.1975   -1.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0298    0.2033   -0.7908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9142    2.3245   -1.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5745    2.7423   -1.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5464    2.1097    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7383   -0.2085   -0.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7574    0.4485   -1.9981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6158   -0.4197   -1.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5011    1.3365   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5760   -0.0201    1.0428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5496    1.7190    0.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3283    1.5556   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2933    0.8091    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6541   -0.8359   -1.3590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4182   -1.4052    0.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.3857   -0.9819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431    0.4258   -1.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458    0.5273    1.5186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -2.1403    0.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1020   -2.1983    3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9496   -0.3669    3.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7190   -1.1755    0.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6061   -0.2739    2.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6428   -1.1218   -1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1947   -1.1139    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4412   -0.9913   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8238   -1.9695   -1.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3626    1.0589   -1.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4777    0.3413   -2.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9901    1.0350   -0.2752 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 18 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 21 48  1  0
 22 49  1  0
 22 50  1  0
 23 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Cibarate	Generator
14,18-Dihydroxy-12-oxo-9,13,15-octadecatrienoic acid	HMDB
(9E,13Z,15E)-14,18-Dihydroxy-12-oxooctadeca-9,13,15-trienoate	Generator
Cibaric acid	MeSH

Chemical Formula

C₁₈H₂₈O₅

Average Molecular Weight

324.4119

Monoisotopic Molecular Weight

324.193674006

IUPAC Name

(9E,13Z,15E)-14,18-dihydroxy-12-oxooctadeca-9,13,15-trienoic acid

Traditional Name

(9E,13Z,15E)-14,18-dihydroxy-12-oxooctadeca-9,13,15-trienoic acid

CAS Registry Number

130523-93-2

SMILES

OCC\C=C\C(\O)=C\C(=O)C\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H28O5/c19-14-10-9-12-17(21)15-16(20)11-7-5-3-1-2-4-6-8-13-18(22)23/h5,7,9,12,15,19,21H,1-4,6,8,10-11,13-14H2,(H,22,23)/b7-5+,12-9+,17-15-

InChI Key

LFTUCYCUYUJMJB-HNBCEUTISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Acryloyl-group
Enone
Vinylogous acid
Alpha,beta-unsaturated ketone
Ketone
Monocarboxylic acid or derivatives
Enol
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Primary alcohol
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	69.5 - 70.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.061 g/L	ALOGPS
logP	3.23	ALOGPS
logP	3.13	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	94.07 m³·mol⁻¹	ChemAxon
Polarizability	37.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	187.024	30932474
DeepCCS	[M-H]-	184.666	30932474
DeepCCS	[M-2H]-	217.552	30932474
DeepCCS	[M+Na]+	193.117	30932474
AllCCS	[M+H]+	181.0	32859911
AllCCS	[M+H-H2O]+	178.2	32859911
AllCCS	[M+NH4]+	183.7	32859911
AllCCS	[M+Na]+	184.4	32859911
AllCCS	[M-H]-	181.8	32859911
AllCCS	[M+Na-2H]-	183.2	32859911
AllCCS	[M+HCOO]-	184.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cibaric acid	OCC\C=C\C(\O)=C\C(=O)C\C=C\CCCCCCCC(O)=O	4322.2	Standard polar	33892256
Cibaric acid	OCC\C=C\C(\O)=C\C(=O)C\C=C\CCCCCCCC(O)=O	2351.4	Standard non polar	33892256
Cibaric acid	OCC\C=C\C(\O)=C\C(=O)C\C=C\CCCCCCCC(O)=O	2778.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cibaric acid,1TMS,isomer #1	C[Si](C)(C)OCC/C=C/C(O)=C/C(=O)C/C=C/CCCCCCCC(=O)O	2898.0	Semi standard non polar	33892256
Cibaric acid,1TMS,isomer #2	C[Si](C)(C)OC(=C\C(=O)C/C=C/CCCCCCCC(=O)O)/C=C/CCO	2924.0	Semi standard non polar	33892256
Cibaric acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)CCCCCCC/C=C/CC(=O)/C=C(O)/C=C/CCO	2824.4	Semi standard non polar	33892256
Cibaric acid,1TMS,isomer #4	C[Si](C)(C)OC(/C=C(O)/C=C/CCO)=C\C=C\CCCCCCCC(=O)O	3063.8	Semi standard non polar	33892256
Cibaric acid,2TMS,isomer #1	C[Si](C)(C)OCC/C=C/C(=C/C(=O)C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C	2973.3	Semi standard non polar	33892256
Cibaric acid,2TMS,isomer #2	C[Si](C)(C)OCC/C=C/C(O)=C/C(=O)C/C=C/CCCCCCCC(=O)O[Si](C)(C)C	2882.3	Semi standard non polar	33892256
Cibaric acid,2TMS,isomer #3	C[Si](C)(C)OCC/C=C/C(O)=C/C(=C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C	3099.9	Semi standard non polar	33892256
Cibaric acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)CCCCCCC/C=C/CC(=O)/C=C(/C=C/CCO)O[Si](C)(C)C	2905.1	Semi standard non polar	33892256
Cibaric acid,2TMS,isomer #5	C[Si](C)(C)OC(=C\C(=C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C)/C=C/CCO	3103.6	Semi standard non polar	33892256
Cibaric acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)CCCCCCC/C=C/C=C(/C=C(O)/C=C/CCO)O[Si](C)(C)C	3042.0	Semi standard non polar	33892256
Cibaric acid,2TMS,isomer #7	C[Si](C)(C)OC(=C\C=C\CCCCCCCC(=O)O)/C=C(/C=C/CCO)O[Si](C)(C)C	3103.6	Semi standard non polar	33892256
Cibaric acid,3TMS,isomer #1	C[Si](C)(C)OCC/C=C/C(=C/C(=O)C/C=C/CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2942.4	Semi standard non polar	33892256
Cibaric acid,3TMS,isomer #2	C[Si](C)(C)OCC/C=C/C(=C/C(=C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3119.5	Semi standard non polar	33892256
Cibaric acid,3TMS,isomer #3	C[Si](C)(C)OCC/C=C/C(O)=C/C(=C/C=C/CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3051.8	Semi standard non polar	33892256
Cibaric acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)CCCCCCC/C=C/C=C(/C=C(/C=C/CCO)O[Si](C)(C)C)O[Si](C)(C)C	3064.0	Semi standard non polar	33892256
Cibaric acid,3TMS,isomer #5	C[Si](C)(C)OC(=O)CCCCCCC/C=C/C=C(\C=C(\C=C\CCO)O[Si](C)(C)C)O[Si](C)(C)C	3064.0	Semi standard non polar	33892256
Cibaric acid,3TMS,isomer #6	C[Si](C)(C)OCC/C=C/C(=C/C(=C\C=C\CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3119.5	Semi standard non polar	33892256
Cibaric acid,4TMS,isomer #1	C[Si](C)(C)OCC/C=C/C(=C/C(=C/C=C/CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3066.6	Semi standard non polar	33892256
Cibaric acid,4TMS,isomer #1	C[Si](C)(C)OCC/C=C/C(=C/C(=C/C=C/CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2924.0	Standard non polar	33892256
Cibaric acid,4TMS,isomer #2	C[Si](C)(C)OCC/C=C/C(=C/C(=C\C=C\CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3066.6	Semi standard non polar	33892256
Cibaric acid,4TMS,isomer #2	C[Si](C)(C)OCC/C=C/C(=C/C(=C\C=C\CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2924.0	Standard non polar	33892256
Cibaric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC/C=C/C(O)=C/C(=O)C/C=C/CCCCCCCC(=O)O	3131.7	Semi standard non polar	33892256
Cibaric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=C\C(=O)C/C=C/CCCCCCCC(=O)O)/C=C/CCO	3161.1	Semi standard non polar	33892256
Cibaric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC/C=C/CC(=O)/C=C(O)/C=C/CCO	3063.3	Semi standard non polar	33892256
Cibaric acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(/C=C(O)/C=C/CCO)=C\C=C\CCCCCCCC(=O)O	3301.8	Semi standard non polar	33892256
Cibaric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=O)C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3462.3	Semi standard non polar	33892256
Cibaric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC/C=C/C(O)=C/C(=O)C/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3360.4	Semi standard non polar	33892256
Cibaric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC/C=C/C(O)=C/C(=C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3576.6	Semi standard non polar	33892256
Cibaric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC/C=C/CC(=O)/C=C(/C=C/CCO)O[Si](C)(C)C(C)(C)C	3415.8	Semi standard non polar	33892256
Cibaric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=C\C(=C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)/C=C/CCO	3586.2	Semi standard non polar	33892256
Cibaric acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC/C=C/C=C(/C=C(O)/C=C/CCO)O[Si](C)(C)C(C)(C)C	3529.3	Semi standard non polar	33892256
Cibaric acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=C\C=C\CCCCCCCC(=O)O)/C=C(/C=C/CCO)O[Si](C)(C)C(C)(C)C	3586.2	Semi standard non polar	33892256
Cibaric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=O)C/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3729.0	Semi standard non polar	33892256
Cibaric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=C/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3854.5	Semi standard non polar	33892256
Cibaric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC/C=C/C(O)=C/C(=C/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3802.7	Semi standard non polar	33892256
Cibaric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC/C=C/C=C(/C=C(/C=C/CCO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3812.2	Semi standard non polar	33892256
Cibaric acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC/C=C/C=C(\C=C(\C=C\CCO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3812.2	Semi standard non polar	33892256
Cibaric acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=C\C=C\CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3854.5	Semi standard non polar	33892256
Cibaric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=C/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4075.0	Semi standard non polar	33892256
Cibaric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=C/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3581.5	Standard non polar	33892256
Cibaric acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=C\C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	4075.0	Semi standard non polar	33892256
Cibaric acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC/C=C/C(=C/C(=C\C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3581.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cibaric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-6982000000-483e66051494d2f96178	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cibaric acid GC-MS (3 TMS) - 70eV, Positive	splash10-004i-9754460000-3ce9627e399ea312c9a1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cibaric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 10V, Positive-QTOF	splash10-0a70-2179000000-906a2220771068334bb4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 20V, Positive-QTOF	splash10-0bua-9672000000-74f08e88773324337a67	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 40V, Positive-QTOF	splash10-0aou-9430000000-e83337caaccea4402122	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 10V, Negative-QTOF	splash10-00di-3169000000-f85bf43250b57cd82139	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 20V, Negative-QTOF	splash10-05i1-6394000000-d4e73812d3f9711e4d79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 40V, Negative-QTOF	splash10-0a4l-9320000000-9a6694403a104e8d37f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 10V, Positive-QTOF	splash10-0a4i-1279000000-f2e8ef8f99c9db002f4e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 20V, Positive-QTOF	splash10-05du-6982000000-5a87e46c94a9a697ee49	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 40V, Positive-QTOF	splash10-052e-9310000000-59b799ddb239e8064520	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 10V, Negative-QTOF	splash10-00di-0089000000-f9d3b366894fe337560f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 20V, Negative-QTOF	splash10-0aba-3194000000-89084644c541cc70bb2b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cibaric acid 40V, Negative-QTOF	splash10-014j-9130000000-05fd3f043665aed1adad	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017970

KNApSAcK ID

C00055090

Chemspider ID

20143730

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

20839146

PDB ID

Not Available

ChEBI ID

138788

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Cibaric acid (HMDB0038580)

MOL for HMDB0038580 (Cibaric acid)

3D MOL for HMDB0038580 (Cibaric acid)

3D SDF for HMDB0038580 (Cibaric acid)

3D-SDF for HMDB0038580 (Cibaric acid)

PDB for HMDB0038580 (Cibaric acid)

3D PDB for HMDB0038580 (Cibaric acid)

SMILES for HMDB0038580 (Cibaric acid)

INCHI for HMDB0038580 (Cibaric acid)

Structure for HMDB0038580 (Cibaric acid)

3D Structure for HMDB0038580 (Cibaric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra