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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2014-04-11 22:16:33 UTC

Update Date

2019-07-23 07:16:54 UTC

HMDB ID

HMDB0061644

Secondary Accession Numbers

HMDB61644

Metabolite Identification

Common Name

3,4-Dimethyl-5-propyl-2-furannonanoic acid

Description

3,4-dimethyl-5-propyl-2-furannonanoic acid is a furan fatty acid (F-acid). F-acids are heterocyclic fatty acids containing a central furan moiety with a carboxylalkyl chain (mostly 7, 9, 11, or 13 carbons) in the 2-position and an alkyl chain (mostly 3 or 5 carbons) in the 5-position. Despite being found in low concentrations in food lipids, they are excellent antixoxidants and radical scavengers. This allows them to play an important role in preventing lipid peroxidation and protecting polyunsaturated fatty acids. They are often incorporated into phospholipids and cholesterol esters of fish and other marine organisms. 3,4-dimethyl-5-propyl-2-furannonanoic acid, in particular, can be described by the shorthand notation 9D3. This refers to its 9-carbon carboxyalkyl moiety, the dimethyl substitutions in the 3- and 4-positions of its furan moiety, and its 3-carbon alkyl moiety.

Structure

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

HMDB0061644
     RDKit          3D
3,4-Dimethyl-5-propyl-2-furannonanoic acid
 51 51  0  0  0  0  0  0  0  0999 V2000
   -6.3346    2.4503    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0115    1.7317    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852    1.2627   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6165    0.5392   -0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961    1.0274   -1.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5879    0.1526   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896    0.4184   -1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    0.8282   -1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426   -0.0736   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.3417   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -1.0707   -1.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -0.2811   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359   -0.9652    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504   -0.2104    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6063    1.1126    1.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4494    1.5664    1.4998 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5837    1.8858    2.2002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.9751   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3722   -2.2916   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3352   -0.7586   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -1.7045    0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8565    2.4918    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1994    3.4913    1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9944    1.8902    1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256    0.9037    1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2180    2.4583    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7620    0.6619   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8925    2.1651   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4530    1.2839   -2.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130   -0.4159   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527    1.7638   -0.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896    1.2665   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.3161    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.4760    0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544   -1.8905    0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.0361   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -0.6538   -2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249   -2.0867   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -0.2452   -1.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214    0.7890   -0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2313   -1.9487    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0455   -1.2228    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7895   -0.0717    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3778   -0.8711    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560    2.8532    1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1193   -3.0824   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -2.6211   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.2855    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1096   -2.7203   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2803   -1.4584    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942   -1.8715    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20  4  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
M  END


  Mrv0541 04111415162D          

 21 21  0  0  0  0            999 V2000
   -0.1488   -6.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8633   -6.2179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1488   -7.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5657   -6.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2801   -6.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9946   -6.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7091   -6.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4235   -6.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1380   -6.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8525   -6.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5670   -6.6304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2814   -6.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3677   -5.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7546   -4.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1746   -5.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5102   -4.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5871   -5.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0351   -6.5535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4076   -6.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7432   -6.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5637   -6.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061644

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC1=C(C)C(C)=C(CCCCCCCCC(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-4-11-16-14(2)15(3)17(21-16)12-9-7-5-6-8-10-13-18(19)20/h4-13H2,1-3H3,(H,19,20)

> <INCHI_KEY>
NMZGYZMOQZXEOU-UHFFFAOYSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.429

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
37.11145518851838

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoic acid

> <ALOGPS_LOGP>
5.61

> <JCHEM_LOGP>
5.8208091060000005

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.87344270645058

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0524756890630975

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
86.4746

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.38e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061644
     RDKit          3D
3,4-Dimethyl-5-propyl-2-furannonanoic acid
 51 51  0  0  0  0  0  0  0  0999 V2000
   -6.3346    2.4503    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0115    1.7317    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852    1.2627   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6165    0.5392   -0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961    1.0274   -1.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5879    0.1526   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896    0.4184   -1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    0.8282   -1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426   -0.0736   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.3417   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -1.0707   -1.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -0.2811   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359   -0.9652    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504   -0.2104    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6063    1.1126    1.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4494    1.5664    1.4998 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5837    1.8858    2.2002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.9751   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3722   -2.2916   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3352   -0.7586   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -1.7045    0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8565    2.4918    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1994    3.4913    1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9944    1.8902    1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256    0.9037    1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2180    2.4583    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7620    0.6619   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8925    2.1651   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4530    1.2839   -2.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130   -0.4159   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527    1.7638   -0.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896    1.2665   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.3161    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.4760    0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544   -1.8905    0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.0361   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -0.6538   -2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249   -2.0867   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -0.2452   -1.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214    0.7890   -0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2313   -1.9487    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0455   -1.2228    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7895   -0.0717    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3778   -0.8711    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560    2.8532    1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1193   -3.0824   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -2.6211   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.2855    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1096   -2.7203   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2803   -1.4584    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942   -1.8715    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20  4  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
M  END

HEADER    PROTEIN                                 11-APR-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-APR-14         0                                  
HETATM    1  C   UNK     0      -0.278 -12.377   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.611 -11.607   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -0.278 -13.917   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.056 -11.607   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.390 -12.377   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.723 -11.607   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.057 -12.377   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.391 -11.607   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.724 -12.377   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.058 -11.607   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.392 -12.377   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.725 -11.607   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.886 -10.075   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.742  -9.045   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.393  -9.755   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.019  -8.348   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.163 -11.089   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.132 -12.233   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      15.694 -11.250   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.321 -12.657   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.852 -12.817   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    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   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17   12                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0061644
HETATM    1  C1  UNL     1      -6.335   2.450   1.206  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.011   1.732   1.065  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.885   1.263  -0.366  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.616   0.539  -0.624  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.596   1.027  -1.242  1.00  0.00           O  
HETATM    6  C5  UNL     1      -1.588   0.153  -1.331  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.290   0.418  -1.974  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.819   0.828  -1.090  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.343  -0.074  -0.064  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.992  -1.342  -0.534  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.193  -1.071  -1.415  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.277  -0.281  -0.778  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.836  -0.965   0.431  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.950  -0.210   1.099  1.00  0.00           C  
HETATM   15  C14 UNL     1       5.606   1.113   1.600  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.449   1.566   1.500  1.00  0.00           O  
HETATM   17  O3  UNL     1       6.584   1.886   2.200  1.00  0.00           O  
HETATM   18  C15 UNL     1      -2.028  -0.975  -0.714  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.372  -2.292  -0.524  1.00  0.00           C  
HETATM   20  C17 UNL     1      -3.335  -0.759  -0.245  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.203  -1.705   0.483  1.00  0.00           C  
HETATM   22  H1  UNL     1      -6.857   2.492   0.249  1.00  0.00           H  
HETATM   23  H2  UNL     1      -6.199   3.491   1.586  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.994   1.890   1.929  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.926   0.904   1.798  1.00  0.00           H  
HETATM   26  H5  UNL     1      -4.218   2.458   1.332  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.762   0.662  -0.681  1.00  0.00           H  
HETATM   28  H7  UNL     1      -4.893   2.165  -1.007  1.00  0.00           H  
HETATM   29  H8  UNL     1      -0.453   1.284  -2.692  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.013  -0.416  -2.677  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.453   1.764  -0.545  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.690   1.266  -1.686  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.584  -0.316   0.693  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.141   0.476   0.512  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.354  -1.891   0.357  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.356  -2.036  -1.080  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.900  -0.654  -2.403  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.625  -2.087  -1.655  1.00  0.00           H  
HETATM   39  H18 UNL     1       5.131  -0.245  -1.523  1.00  0.00           H  
HETATM   40  H19 UNL     1       4.021   0.789  -0.628  1.00  0.00           H  
HETATM   41  H20 UNL     1       5.231  -1.949   0.090  1.00  0.00           H  
HETATM   42  H21 UNL     1       4.045  -1.223   1.182  1.00  0.00           H  
HETATM   43  H22 UNL     1       6.790  -0.072   0.356  1.00  0.00           H  
HETATM   44  H23 UNL     1       6.378  -0.871   1.904  1.00  0.00           H  
HETATM   45  H24 UNL     1       6.756   2.853   1.957  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.119  -3.082  -0.219  1.00  0.00           H  
HETATM   47  H26 UNL     1      -0.896  -2.621  -1.487  1.00  0.00           H  
HETATM   48  H27 UNL     1      -0.630  -2.285   0.267  1.00  0.00           H  
HETATM   49  H28 UNL     1      -4.110  -2.720  -0.005  1.00  0.00           H  
HETATM   50  H29 UNL     1      -5.280  -1.458   0.377  1.00  0.00           H  
HETATM   51  H30 UNL     1      -3.894  -1.871   1.535  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   20   20
CONECT    5    6
CONECT    6    7   18   18
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   16   17
CONECT   17   45
CONECT   18   19   20
CONECT   19   46   47   48
CONECT   20   21
CONECT   21   49   50   51
END

HMDB0061644
     RDKit          3D
3,4-Dimethyl-5-propyl-2-furannonanoic acid
 51 51  0  0  0  0  0  0  0  0999 V2000
   -6.3346    2.4503    1.2057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0115    1.7317    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852    1.2627   -0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6165    0.5392   -0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5961    1.0274   -1.2416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5879    0.1526   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2896    0.4184   -1.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187    0.8282   -1.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3426   -0.0736   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923   -1.3417   -0.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1927   -1.0707   -1.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2772   -0.2811   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8359   -0.9652    0.4310 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9504   -0.2104    1.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6063    1.1126    1.5996 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4494    1.5664    1.4998 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5837    1.8858    2.2002 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.9751   -0.7137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3722   -2.2916   -0.5235 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3352   -0.7586   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -1.7045    0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8565    2.4918    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1994    3.4913    1.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9944    1.8902    1.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256    0.9037    1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2180    2.4583    1.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7620    0.6619   -0.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8925    2.1651   -1.0070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4530    1.2839   -2.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130   -0.4159   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4527    1.7638   -0.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6896    1.2665   -1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5839   -0.3161    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    0.4760    0.5117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3544   -1.8905    0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.0361   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9002   -0.6538   -2.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6249   -2.0867   -1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -0.2452   -1.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214    0.7890   -0.6283 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2313   -1.9487    0.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0455   -1.2228    1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7895   -0.0717    0.3556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3778   -0.8711    1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7560    2.8532    1.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1193   -3.0824   -0.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8961   -2.6211   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6300   -2.2855    0.2674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1096   -2.7203   -0.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2803   -1.4584    0.3772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942   -1.8715    1.5352 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  6 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20  4  2  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 19 47  1  0
 19 48  1  0
 21 49  1  0
 21 50  1  0
 21 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,4-Dimethyl-5-propyl-2-furannonanoate	Generator
9D3	HMDB
DiMe(9,3)	HMDB
F1 acid	HMDB
9-(3,4-Dimethyl-5-propyl-2-furyl)nonanoic acid	HMDB
10,13-Epoxy-11,12-dimethyl-10,12-hexadecadienoic acid	HMDB
10,13-Epoxy-11,12-dimethylhexadeca-10,12-dienoic acid	HMDB
9-(3,4-Dimethyl-5-propylfuran-2-yl)nonanoic acid	HMDB
3,4-dimethyl-5-propyl-2-furannonanoic acid	SMPDB
9-(3,4-Dimethyl-5-propylfuran-2-yl)-nonanoate	Generator

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.429

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoic acid

Traditional Name

9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoic acid

CAS Registry Number

57818-38-9

SMILES

CCCC1=C(C)C(C)=C(CCCCCCCCC(O)=O)O1

InChI Identifier

InChI=1S/C18H30O3/c1-4-11-16-14(2)15(3)17(21-16)12-9-7-5-6-8-10-13-18(19)20/h4-13H2,1-3H3,(H,19,20)

InChI Key

NMZGYZMOQZXEOU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furanoid fatty acids. These are fatty acids containing a 5-alkylfuran-2-alkanoic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Furanoid fatty acids

Alternative Parents

Substituents

Furanoid fatty acid
Medium-chain fatty acid
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0054 g/L	ALOGPS
logP	5.61	ALOGPS
logP	5.82	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.87	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.44 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	86.47 m³·mol⁻¹	ChemAxon
Polarizability	37.11 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.273	31661259
DarkChem	[M-H]-	172.264	31661259
DeepCCS	[M+H]+	180.541	30932474
DeepCCS	[M-H]-	178.183	30932474
DeepCCS	[M-2H]-	211.385	30932474
DeepCCS	[M+Na]+	186.68	30932474
AllCCS	[M+H]+	179.0	32859911
AllCCS	[M+H-H2O]+	175.8	32859911
AllCCS	[M+NH4]+	181.9	32859911
AllCCS	[M+Na]+	182.7	32859911
AllCCS	[M-H]-	181.2	32859911
AllCCS	[M+Na-2H]-	182.4	32859911
AllCCS	[M+HCOO]-	183.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dimethyl-5-propyl-2-furannonanoic acid	CCCC1=C(C)C(C)=C(CCCCCCCCC(O)=O)O1	3233.6	Standard polar	33892256
3,4-Dimethyl-5-propyl-2-furannonanoic acid	CCCC1=C(C)C(C)=C(CCCCCCCCC(O)=O)O1	2158.3	Standard non polar	33892256
3,4-Dimethyl-5-propyl-2-furannonanoic acid	CCCC1=C(C)C(C)=C(CCCCCCCCC(O)=O)O1	2230.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,4-Dimethyl-5-propyl-2-furannonanoic acid,1TMS,isomer #1	CCCC1=C(C)C(C)=C(CCCCCCCCC(=O)O[Si](C)(C)C)O1	2313.5	Semi standard non polar	33892256
3,4-Dimethyl-5-propyl-2-furannonanoic acid,1TBDMS,isomer #1	CCCC1=C(C)C(C)=C(CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O1	2562.8	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 - 3,4-Dimethyl-5-propyl-2-furannonanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4890000000-ed3a30269bd96eb65570	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0umu-9862000000-1917b78ec75f7dcbdb88	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic 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 - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 10V, Positive-QTOF	splash10-004j-0090000000-d352a2e1806adfdbb12c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 20V, Positive-QTOF	splash10-002s-2790000000-89b93291cd69049fd93b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 40V, Positive-QTOF	splash10-0k9l-9710000000-3204e70335044d8767dd	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 10V, Negative-QTOF	splash10-0006-0090000000-81ee8ddce74cc3adfc66	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 20V, Negative-QTOF	splash10-002g-0290000000-a9fe909f438d76d66ae7	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 40V, Negative-QTOF	splash10-0a4i-8940000000-0c126badf93175da6a41	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 10V, Negative-QTOF	splash10-0006-0090000000-e38d6718874ed1566a97	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 20V, Negative-QTOF	splash10-002f-0190000000-3ae1f323ac8af8bdccd0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 40V, Negative-QTOF	splash10-000y-7920000000-98245dcf54110330eab1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 10V, Positive-QTOF	splash10-002b-0190000000-c82c7ea4d5ef59d9983d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 20V, Positive-QTOF	splash10-05br-3930000000-84dc8f1efee04c7e825d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,4-Dimethyl-5-propyl-2-furannonanoic acid 40V, Positive-QTOF	splash10-05gl-9610000000-b61cbb907b5ebb735947	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13963864

PDB ID

Not Available

ChEBI ID

Not Available

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

Spiteller G: Furan fatty acids: occurrence, synthesis, and reactions. Are furan fatty acids responsible for the cardioprotective effects of a fish diet? Lipids. 2005 Aug;40(8):755-71. [PubMed:16296395 ]
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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
The AOCS Lipid Library [Link]

Showing metabocard for 3,4-Dimethyl-5-propyl-2-furannonanoic acid (HMDB0061644)

MOL for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

3D MOL for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

3D SDF for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

3D-SDF for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

PDB for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

3D PDB for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

SMILES for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

INCHI for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

Structure for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

3D Structure for HMDB0061644 (3,4-Dimethyl-5-propyl-2-furannonanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra