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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:06:04 UTC

Update Date

2022-03-07 02:54:03 UTC

HMDB ID

HMDB0034295

Secondary Accession Numbers

HMDB34295

Metabolite Identification

Common Name

Floionolic acid

Description

Floionolic acid, also known as floionolate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review a significant number of articles have been published on Floionolic acid.

Structure

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

HMDB0034295
     RDKit          3D
Floionolic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    8.4174   -1.7011    0.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1024   -0.6202    1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6532   -0.3977    2.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1947    0.3738    0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7925   -0.1688   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682    0.7423   -1.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5742    1.0151   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912   -0.2197   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313    0.1258    0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492    1.0558   -0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    1.3986    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    2.0099    1.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    0.1554    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5634   -0.3017   -1.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256    0.6213    0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8341   -0.4436    0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -1.1828   -0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161   -2.2409   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5104   -1.6768    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1256   -0.6881   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4189   -0.1880   -0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2582    0.4934    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5449    0.9006    1.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5964   -0.0815    2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8126    1.2987    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3351    0.5800    1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -1.1798   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7108   -0.2779   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791    1.7118   -1.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6584    0.3219   -2.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125    1.6118   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750    1.6476   -1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4235   -0.8730    0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -0.7606   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573   -0.8108    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931    0.5694    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    0.6396   -1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063    2.0237   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    2.1162   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6005    2.9871    1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140   -0.5960    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1466   -0.9756   -1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    1.1825    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295    1.3832   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7988    0.0660    1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -1.1440    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1957   -1.7210   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893   -0.4905   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206   -2.7307   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8207   -3.0063    0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -1.1856    1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2724   -2.5081    0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4796    0.2006   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3798   -1.1497   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9783    0.4618   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0408   -1.1118    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6550    1.3955    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9169   -0.1882    2.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8631    1.5310    0.9882 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  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  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
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
M  END


  Mrv0541 05061307422D          

 23 22  0  0  0  0            999 V2000
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 16  1  0  0  0  0
 18 14  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  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>
HMDB0034295

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCCCCCCCC(O)C(O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O5/c19-15-11-7-2-1-4-8-12-16(20)17(21)13-9-5-3-6-10-14-18(22)23/h16-17,19-21H,1-15H2,(H,22,23)

> <INCHI_KEY>
OISFHODBOQNZAG-UHFFFAOYSA-N

> <FORMULA>
C18H36O5

> <MOLECULAR_WEIGHT>
332.4754

> <EXACT_MASS>
332.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
41.244684252444344

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10,18-trihydroxyoctadecanoic acid

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
3.247419356999999

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.909717016038122

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6153254581459935

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9922595168618003

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
91.24529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phloionolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034295
     RDKit          3D
Floionolic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    8.4174   -1.7011    0.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1024   -0.6202    1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6532   -0.3977    2.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1947    0.3738    0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7925   -0.1688   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682    0.7423   -1.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5742    1.0151   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912   -0.2197   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313    0.1258    0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492    1.0558   -0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    1.3986    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    2.0099    1.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    0.1554    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5634   -0.3017   -1.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256    0.6213    0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8341   -0.4436    0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -1.1828   -0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161   -2.2409   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5104   -1.6768    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1256   -0.6881   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4189   -0.1880   -0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2582    0.4934    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5449    0.9006    1.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5964   -0.0815    2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8126    1.2987    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3351    0.5800    1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -1.1798   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7108   -0.2779   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791    1.7118   -1.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6584    0.3219   -2.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125    1.6118   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750    1.6476   -1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4235   -0.8730    0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -0.7606   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573   -0.8108    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931    0.5694    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    0.6396   -1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063    2.0237   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    2.1162   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6005    2.9871    1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140   -0.5960    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1466   -0.9756   -1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    1.1825    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295    1.3832   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7988    0.0660    1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -1.1440    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1957   -1.7210   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893   -0.4905   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206   -2.7307   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8207   -3.0063    0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -1.1856    1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2724   -2.5081    0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4796    0.2006   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3798   -1.1497   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9783    0.4618   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0408   -1.1118    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6550    1.3955    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9169   -0.1882    2.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8631    1.5310    0.9882 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  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  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
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  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      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.151  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.813  10.669   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      27.816  12.979   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      29.149   9.129   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      41.153  11.439   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      39.819   9.129   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    7                                                       
CONECT    3    5    6                                                       
CONECT    4    1    8                                                       
CONECT    5    3    9                                                       
CONECT    6    3   10                                                       
CONECT    7    2   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    6   14                                                       
CONECT   11    7   15                                                       
CONECT   12    8   16                                                       
CONECT   13    9   17                                                       
CONECT   14   10   18                                                       
CONECT   15   11   19                                                       
CONECT   16   12   17   20                                                  
CONECT   17   13   16   21                                                  
CONECT   18   14   22   23                                                  
CONECT   19   15                                                            
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    HMDB0034295
HETATM    1  O1  UNL     1       8.417  -1.701   0.508  1.00  0.00           O  
HETATM    2  C1  UNL     1       8.102  -0.620   1.068  1.00  0.00           C  
HETATM    3  O2  UNL     1       8.653  -0.398   2.336  1.00  0.00           O  
HETATM    4  C2  UNL     1       7.195   0.374   0.426  1.00  0.00           C  
HETATM    5  C3  UNL     1       6.793  -0.169  -0.904  1.00  0.00           C  
HETATM    6  C4  UNL     1       5.868   0.742  -1.665  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.574   1.015  -0.928  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.791  -0.220  -0.653  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.531   0.126   0.094  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.649   1.056  -0.673  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.381   1.399   0.057  1.00  0.00           C  
HETATM   12  O3  UNL     1       0.581   2.010   1.268  1.00  0.00           O  
HETATM   13  C10 UNL     1      -0.500   0.155   0.142  1.00  0.00           C  
HETATM   14  O4  UNL     1      -0.563  -0.302  -1.197  1.00  0.00           O  
HETATM   15  C11 UNL     1      -1.826   0.621   0.641  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.834  -0.444   0.825  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.152  -1.183  -0.438  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.216  -2.241  -0.192  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.510  -1.677   0.312  1.00  0.00           C  
HETATM   20  C16 UNL     1      -6.126  -0.688  -0.633  1.00  0.00           C  
HETATM   21  C17 UNL     1      -7.419  -0.188  -0.039  1.00  0.00           C  
HETATM   22  C18 UNL     1      -7.258   0.493   1.278  1.00  0.00           C  
HETATM   23  O5  UNL     1      -8.545   0.901   1.686  1.00  0.00           O  
HETATM   24  H1  UNL     1       9.596  -0.082   2.373  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.813   1.299   0.258  1.00  0.00           H  
HETATM   26  H3  UNL     1       6.335   0.580   1.094  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.388  -1.180  -0.760  1.00  0.00           H  
HETATM   28  H5  UNL     1       7.711  -0.278  -1.518  1.00  0.00           H  
HETATM   29  H6  UNL     1       6.379   1.712  -1.818  1.00  0.00           H  
HETATM   30  H7  UNL     1       5.658   0.322  -2.668  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.713   1.612  -0.029  1.00  0.00           H  
HETATM   32  H9  UNL     1       3.975   1.648  -1.650  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.424  -0.873   0.007  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.481  -0.761  -1.571  1.00  0.00           H  
HETATM   35  H12 UNL     1       1.957  -0.811   0.351  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.793   0.569   1.098  1.00  0.00           H  
HETATM   37  H14 UNL     1       1.421   0.640  -1.654  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.206   2.024  -0.816  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.180   2.116  -0.593  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.600   2.987   1.182  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.014  -0.596   0.770  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.147  -0.976  -1.293  1.00  0.00           H  
HETATM   43  H20 UNL     1      -1.640   1.183   1.607  1.00  0.00           H  
HETATM   44  H21 UNL     1      -2.229   1.383  -0.081  1.00  0.00           H  
HETATM   45  H22 UNL     1      -3.799   0.066   1.127  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.558  -1.144   1.656  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.196  -1.721  -0.730  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.389  -0.490  -1.242  1.00  0.00           H  
HETATM   49  H26 UNL     1      -4.421  -2.731  -1.172  1.00  0.00           H  
HETATM   50  H27 UNL     1      -3.821  -3.006   0.472  1.00  0.00           H  
HETATM   51  H28 UNL     1      -5.354  -1.186   1.289  1.00  0.00           H  
HETATM   52  H29 UNL     1      -6.272  -2.508   0.421  1.00  0.00           H  
HETATM   53  H30 UNL     1      -5.480   0.201  -0.802  1.00  0.00           H  
HETATM   54  H31 UNL     1      -6.380  -1.150  -1.610  1.00  0.00           H  
HETATM   55  H32 UNL     1      -7.978   0.462  -0.744  1.00  0.00           H  
HETATM   56  H33 UNL     1      -8.041  -1.112   0.151  1.00  0.00           H  
HETATM   57  H34 UNL     1      -6.655   1.396   1.172  1.00  0.00           H  
HETATM   58  H35 UNL     1      -6.917  -0.188   2.086  1.00  0.00           H  
HETATM   59  H36 UNL     1      -8.863   1.531   0.988  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   13   39
CONECT   12   40
CONECT   13   14   15   41
CONECT   14   42
CONECT   15   16   43   44
CONECT   16   17   45   46
CONECT   17   18   47   48
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   55   56
CONECT   22   23   57   58
CONECT   23   59
END

HMDB0034295
     RDKit          3D
Floionolic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    8.4174   -1.7011    0.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1024   -0.6202    1.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6532   -0.3977    2.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1947    0.3738    0.4263 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7925   -0.1688   -0.9040 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8682    0.7423   -1.6653 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5742    1.0151   -0.9284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7912   -0.2197   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5313    0.1258    0.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6492    1.0558   -0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814    1.3986    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5815    2.0099    1.2680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5001    0.1554    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5634   -0.3017   -1.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8256    0.6213    0.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8341   -0.4436    0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1515   -1.1828   -0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2161   -2.2409   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5104   -1.6768    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1256   -0.6881   -0.6333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4189   -0.1880   -0.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2582    0.4934    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5449    0.9006    1.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5964   -0.0815    2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8126    1.2987    0.2578 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3351    0.5800    1.0942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3880   -1.1798   -0.7599 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7108   -0.2779   -1.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791    1.7118   -1.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6584    0.3219   -2.6681 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7125    1.6118   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9750    1.6476   -1.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4235   -0.8730    0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -0.7606   -1.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9573   -0.8108    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7931    0.5694    1.0979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4212    0.6396   -1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2063    2.0237   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1798    2.1162   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6005    2.9871    1.1823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0140   -0.5960    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1466   -0.9756   -1.2932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    1.1825    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2295    1.3832   -0.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7988    0.0660    1.1271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5578   -1.1440    1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1957   -1.7210   -0.7297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893   -0.4905   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4206   -2.7307   -1.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8207   -3.0063    0.4724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3539   -1.1856    1.2891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2724   -2.5081    0.4210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4796    0.2006   -0.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3798   -1.1497   -1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9783    0.4618   -0.7441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0408   -1.1118    0.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6550    1.3955    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9169   -0.1882    2.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8631    1.5310    0.9882 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  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  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
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9,10,18-Trihydroxy-octadecanoic acid	ChEBI
9,10,18-Trihydroxystearic acid	ChEBI
9,10,18-Trihydroxy-octadecanoate	Generator
9,10,18-Trihydroxystearate	Generator
Floionolate	Generator
Phloionolic acid	HMDB
Phloionolate	HMDB
9,10,18-Trihydroxyoctadecanoate	HMDB

Chemical Formula

C₁₈H₃₆O₅

Average Molecular Weight

332.4754

Monoisotopic Molecular Weight

332.256274262

IUPAC Name

9,10,18-trihydroxyoctadecanoic acid

Traditional Name

phloionolic acid

CAS Registry Number

17705-68-9

SMILES

OCCCCCCCCC(O)C(O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H36O5/c19-15-11-7-2-1-4-8-12-16(20)17(21)13-9-5-3-6-10-14-18(22)23/h16-17,19-21H,1-15H2,(H,22,23)

InChI Key

OISFHODBOQNZAG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Other Octadecanoids (LMFA02000147 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0034295)
Membrane (HMDB: HMDB0034295)

Source

Exogenous

Exogenous (HMDB: HMDB0034295)

Food

Fruit

Pome

Pomes (FooDB: FOOD00856)

Fruits (FooDB: FOOD00871)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Endogenous

Endogenous (HMDB: HMDB0034295)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	104 - 105 °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	0.13 g/L	ALOGPS
logP	3.63	ALOGPS
logP	3.25	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	91.25 m³·mol⁻¹	ChemAxon
Polarizability	41.24 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
DarkChem	[M+H]+	183.403	31661259
DarkChem	[M-H]-	182.836	31661259
DeepCCS	[M+H]+	185.46	30932474
DeepCCS	[M-H]-	182.91	30932474
DeepCCS	[M-2H]-	217.772	30932474
DeepCCS	[M+Na]+	194.063	30932474
AllCCS	[M+H]+	188.7	32859911
AllCCS	[M+H-H2O]+	186.1	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	184.8	32859911
AllCCS	[M+Na-2H]-	185.8	32859911
AllCCS	[M+HCOO]-	187.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.67 minutes	32390414
Predicted by Siyang on May 30, 2022	12.471 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.39 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	64.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2419.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	195.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	172.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	420.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	494.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	510.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	278.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1097.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	460.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1390.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	358.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	400.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	157.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	124.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Floionolic acid	OCCCCCCCCC(O)C(O)CCCCCCCC(O)=O	4186.9	Standard polar	33892256
Floionolic acid	OCCCCCCCCC(O)C(O)CCCCCCCC(O)=O	2533.2	Standard non polar	33892256
Floionolic acid	OCCCCCCCCC(O)C(O)CCCCCCCC(O)=O	2805.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Floionolic acid,1TMS,isomer #1	C[Si](C)(C)OCCCCCCCCC(O)C(O)CCCCCCCC(=O)O	2895.4	Semi standard non polar	33892256
Floionolic acid,1TMS,isomer #2	C[Si](C)(C)OC(CCCCCCCCO)C(O)CCCCCCCC(=O)O	2840.4	Semi standard non polar	33892256
Floionolic acid,1TMS,isomer #3	C[Si](C)(C)OC(CCCCCCCC(=O)O)C(O)CCCCCCCCO	2841.5	Semi standard non polar	33892256
Floionolic acid,1TMS,isomer #4	C[Si](C)(C)OC(=O)CCCCCCCC(O)C(O)CCCCCCCCO	2867.2	Semi standard non polar	33892256
Floionolic acid,2TMS,isomer #1	C[Si](C)(C)OCCCCCCCCC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O	2881.9	Semi standard non polar	33892256
Floionolic acid,2TMS,isomer #2	C[Si](C)(C)OCCCCCCCCC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C	2883.3	Semi standard non polar	33892256
Floionolic acid,2TMS,isomer #3	C[Si](C)(C)OCCCCCCCCC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C	2954.4	Semi standard non polar	33892256
Floionolic acid,2TMS,isomer #4	C[Si](C)(C)OC(CCCCCCCCO)C(CCCCCCCC(=O)O)O[Si](C)(C)C	2868.9	Semi standard non polar	33892256
Floionolic acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)CCCCCCCC(O)C(CCCCCCCCO)O[Si](C)(C)C	2846.3	Semi standard non polar	33892256
Floionolic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)CCCCCCCC(O[Si](C)(C)C)C(O)CCCCCCCCO	2846.5	Semi standard non polar	33892256
Floionolic acid,3TMS,isomer #1	C[Si](C)(C)OCCCCCCCCC(O[Si](C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C	2850.0	Semi standard non polar	33892256
Floionolic acid,3TMS,isomer #2	C[Si](C)(C)OCCCCCCCCC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C	2883.0	Semi standard non polar	33892256
Floionolic acid,3TMS,isomer #3	C[Si](C)(C)OCCCCCCCCC(O)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2883.7	Semi standard non polar	33892256
Floionolic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)CCCCCCCC(O[Si](C)(C)C)C(CCCCCCCCO)O[Si](C)(C)C	2816.0	Semi standard non polar	33892256
Floionolic acid,4TMS,isomer #1	C[Si](C)(C)OCCCCCCCCC(O[Si](C)(C)C)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2831.0	Semi standard non polar	33892256
Floionolic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O)C(O)CCCCCCCC(=O)O	3133.1	Semi standard non polar	33892256
Floionolic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CCCCCCCCO)C(O)CCCCCCCC(=O)O	3094.1	Semi standard non polar	33892256
Floionolic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(CCCCCCCC(=O)O)C(O)CCCCCCCCO	3094.7	Semi standard non polar	33892256
Floionolic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCC(O)C(O)CCCCCCCCO	3104.1	Semi standard non polar	33892256
Floionolic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O	3385.4	Semi standard non polar	33892256
Floionolic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3386.7	Semi standard non polar	33892256
Floionolic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3406.0	Semi standard non polar	33892256
Floionolic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(CCCCCCCCO)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3378.7	Semi standard non polar	33892256
Floionolic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCC(O)C(CCCCCCCCO)O[Si](C)(C)C(C)(C)C	3336.7	Semi standard non polar	33892256
Floionolic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCCO	3337.3	Semi standard non polar	33892256
Floionolic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3614.5	Semi standard non polar	33892256
Floionolic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3590.9	Semi standard non polar	33892256
Floionolic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O)C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3590.9	Semi standard non polar	33892256
Floionolic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCC(O[Si](C)(C)C(C)(C)C)C(CCCCCCCCO)O[Si](C)(C)C(C)(C)C	3550.3	Semi standard non polar	33892256
Floionolic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCCCCCC(O[Si](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	3752.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Floionolic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-1911000000-d840e20ff525bafe39b4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Floionolic acid GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-9808748000-381c45839b6ccd5dcd80	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Floionolic 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 - Floionolic acid 10V, Positive-QTOF	splash10-014j-0159000000-03c0b5a582f0608854bd	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Positive-QTOF	splash10-00mk-4952000000-5b68b9c79eff7efcc8b3	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Positive-QTOF	splash10-05ne-9410000000-7015b14a06ff39c54350	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Positive-QTOF	splash10-014j-0159000000-03c0b5a582f0608854bd	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Positive-QTOF	splash10-00mk-4952000000-5b68b9c79eff7efcc8b3	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Positive-QTOF	splash10-05ne-9410000000-7015b14a06ff39c54350	2015-05-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Positive-QTOF	splash10-014j-0159000000-03c0b5a582f0608854bd	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Positive-QTOF	splash10-00mk-4952000000-5b68b9c79eff7efcc8b3	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Positive-QTOF	splash10-05ne-9410000000-7015b14a06ff39c54350	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Positive-QTOF	splash10-014j-0159000000-03c0b5a582f0608854bd	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Positive-QTOF	splash10-00mk-4952000000-5b68b9c79eff7efcc8b3	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Positive-QTOF	splash10-05ne-9410000000-7015b14a06ff39c54350	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Positive-QTOF	splash10-014j-0159000000-03c0b5a582f0608854bd	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Positive-QTOF	splash10-00mk-4952000000-5b68b9c79eff7efcc8b3	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Positive-QTOF	splash10-05ne-9410000000-7015b14a06ff39c54350	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Negative-QTOF	splash10-001i-0129000000-b1d85f203fcb931fa03a	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Negative-QTOF	splash10-08gi-1946000000-02d24ec6ae833a1fa176	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Negative-QTOF	splash10-0a4i-7900000000-f5b7a54f8cc1c84bc439	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Negative-QTOF	splash10-001i-0129000000-b1d85f203fcb931fa03a	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Negative-QTOF	splash10-08gi-1946000000-02d24ec6ae833a1fa176	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Negative-QTOF	splash10-0a4i-7900000000-f5b7a54f8cc1c84bc439	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Negative-QTOF	splash10-001i-0129000000-b1d85f203fcb931fa03a	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 20V, Negative-QTOF	splash10-08gi-1946000000-02d24ec6ae833a1fa176	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 40V, Negative-QTOF	splash10-0a4i-7900000000-f5b7a54f8cc1c84bc439	2015-05-27	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Floionolic acid 10V, Negative-QTOF	splash10-001i-0129000000-b1d85f203fcb931fa03a	2015-05-27	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282938

PDB ID

Not Available

ChEBI ID

133325

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Floionolic acid (HMDB0034295)

MOL for HMDB0034295 (Floionolic acid)

3D MOL for HMDB0034295 (Floionolic acid)

3D SDF for HMDB0034295 (Floionolic acid)

3D-SDF for HMDB0034295 (Floionolic acid)

PDB for HMDB0034295 (Floionolic acid)

3D PDB for HMDB0034295 (Floionolic acid)

SMILES for HMDB0034295 (Floionolic acid)

INCHI for HMDB0034295 (Floionolic acid)

Structure for HMDB0034295 (Floionolic acid)

3D Structure for HMDB0034295 (Floionolic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra