Hmdb loader

Showing metabocard for 3-Methyl-5-pentyl-2-furanundecanoic acid (HMDB0031005)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:23 UTC
Update Date2022-03-07 02:52:47 UTC
HMDB IDHMDB0031005
Secondary Accession Numbers
  • HMDB31005
Metabolite Identification
Common Name3-Methyl-5-pentyl-2-furanundecanoic acid
Description3-methyl-5-pentyl-2-furanundecanoic 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-methyl-5-pentyl-2-furanundecanoic acid, in particular, can be described by the shorthand notation 11M5. This refers to its 11-carbon carboxyalkyl moiety, the methyl substitution in the 3-position of its furan moiety, and its 5-carbon alkyl moiety. It is a constituent of fats of the liver and gonads of fishes, e.g. pike (Esox lucius).
Structure
Data?1563862069
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)


  Mrv0541 05061305392D          

 24 24  0  0  0  0            999 V2000
   19.6821    0.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0664    4.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3465    0.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5260    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5689    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8544    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2833    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1399    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9978    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4255    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1905    1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7123    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7110    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3700    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4268    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4469    3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8949    3.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0344    2.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1412    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2820    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5676    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2820    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2275    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  2  0  0  0  0
 20 15  1  0  0  0  0
 20 18  2  0  0  0  0
 21 16  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
M  END
Download

3D MOL for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)

HMDB0031005
     RDKit          3D
3-Methyl-5-pentyl-2-furanundecanoic acid
 60 60  0  0  0  0  0  0  0  0999 V2000
   -6.7877    2.6546   -0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9117    2.0884    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9071    0.9580    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2120   -0.0976   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2750   -1.2570    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8508   -0.9094   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2846   -0.8967   -1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557   -0.5247   -1.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9377   -0.3387   -2.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7945   -0.3389    0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5535    0.0549    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654   -1.0622    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224   -1.7840   -0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7590   -2.9410    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -2.5104    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8403   -1.5246    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527   -1.2117    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0064   -0.2509    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474    1.0701    0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3815    1.9739   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8015    3.2868   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5962    3.6039   -0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5883    4.2580   -1.5065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9727   -0.5840    0.7104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4662    2.0610   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7512    2.6594   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1436    3.7129   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7503    2.8709    1.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9471    1.7323    1.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849    1.3509    0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0342    0.4976    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2306   -0.4983    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3299    0.3344   -1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6085   -2.0854   -0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453   -1.6934    1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213   -1.1140   -2.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4973    0.0171   -3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2278    0.4768   -2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4505   -1.2843   -2.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321    0.8988    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853    0.5165    1.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0377   -1.7548    1.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191   -0.6784    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -2.3054   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -1.1450   -0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698   -3.3517   -0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2632   -3.7008    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7401   -2.0720    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221   -3.4492    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469   -1.9960   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536   -0.6120   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -0.7206    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6144   -2.1298    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785   -0.6431   -0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8659   -0.1342    1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    1.5168    1.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    0.9820   -0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6772    1.4884   -1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3117    2.0411    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4896    4.4948   -1.0709 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  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 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  2  0
 21 23  1  0
 10 24  1  0
 24  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 23 60  1  0
M  END
Download

3D SDF for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)


  Mrv0541 05061305392D          

 24 24  0  0  0  0            999 V2000
   19.6821    0.1469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0664    4.7149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3465    0.9005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5260    0.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5689    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8544    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2833    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1399    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9978    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4255    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1905    1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7123    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7110    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3700    1.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4268    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9965    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4469    3.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8949    3.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0344    2.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1412    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2820    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5676    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2820    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2275    2.7519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  4  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 18  2  1  0  0  0  0
 18 17  1  0  0  0  0
 19 14  1  0  0  0  0
 19 17  2  0  0  0  0
 20 15  1  0  0  0  0
 20 18  2  0  0  0  0
 21 16  1  0  0  0  0
 22 21  2  0  0  0  0
 23 21  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031005

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1=CC(C)=C(CCCCCCCCCCC(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C21H36O3/c1-3-4-11-14-19-17-18(2)20(24-19)15-12-9-7-5-6-8-10-13-16-21(22)23/h17H,3-16H2,1-2H3,(H,22,23)

> <INCHI_KEY>
QDTBMEGPXZUECM-UHFFFAOYSA-N

> <FORMULA>
C21H36O3

> <MOLECULAR_WEIGHT>
336.5087

> <EXACT_MASS>
336.266445018

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
43.42910043177778

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid

> <ALOGPS_LOGP>
6.89

> <JCHEM_LOGP>
7.085662376666665

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019754746469

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6878634777915407

> <JCHEM_POLAR_SURFACE_AREA>
50.44

> <JCHEM_REFRACTIVITY>
99.83739999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.36e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)

HMDB0031005
     RDKit          3D
3-Methyl-5-pentyl-2-furanundecanoic acid
 60 60  0  0  0  0  0  0  0  0999 V2000
   -6.7877    2.6546   -0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9117    2.0884    0.8889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9071    0.9580    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2120   -0.0976   -0.0103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2750   -1.2570    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8508   -0.9094   -0.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2846   -0.8967   -1.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9557   -0.5247   -1.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9377   -0.3387   -2.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7945   -0.3389    0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5535    0.0549    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654   -1.0622    1.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8224   -1.7840   -0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7590   -2.9410    0.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -2.5104    0.9972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8403   -1.5246    0.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0527   -1.2117    1.0464 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0064   -0.2509    0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3474    1.0701    0.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3815    1.9739   -0.5746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8015    3.2868   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5962    3.6039   -0.6585 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5883    4.2580   -1.5065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9727   -0.5840    0.7104 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4662    2.0610   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7512    2.6594   -0.8771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1436    3.7129   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7503    2.8709    1.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9471    1.7323    1.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849    1.3509    0.9261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0342    0.4976    2.0259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2306   -0.4983    0.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3299    0.3344   -1.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6085   -2.0854   -0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3453   -1.6934    1.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7213   -1.1140   -2.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4973    0.0171   -3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2278    0.4768   -2.0488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4505   -1.2843   -2.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321    0.8988    0.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8853    0.5165    1.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0377   -1.7548    1.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191   -0.6784    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0886   -2.3054   -0.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3284   -1.1450   -0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698   -3.3517   -0.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2632   -3.7008    0.9071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7401   -2.0720    1.9725 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6221   -3.4492    1.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1469   -1.9960   -0.7746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2536   -0.6120   -0.0318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -0.7206    1.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6144   -2.1298    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3785   -0.6431   -0.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8659   -0.1342    1.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192    1.5168    1.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5135    0.9820   -0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6772    1.4884   -1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3117    2.0411    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4896    4.4948   -1.0709 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  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 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  2  0
 21 23  1  0
 10 24  1  0
 24  6  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  7 36  1  0
  9 37  1  0
  9 38  1  0
  9 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 23 60  1  0
M  END
Download

PDB for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)

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      36.740   0.274   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.857   8.801   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      36.113   1.681   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      34.582   1.842   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.462   7.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.128   6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.795   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.794   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.129   7.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.461   6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      33.956   3.249   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.463   6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.127   7.438   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      32.424   3.410   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.797   7.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.793   6.668   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.568   6.150   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.537   7.295   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.798   4.817   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.130   6.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.460   7.438   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.126   6.668   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      15.460   8.978   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      30.291   5.137   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   18                                                            
CONECT    3    1    4                                                       
CONECT    4    3   11                                                       
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   12                                                       
CONECT   10    8   13                                                       
CONECT   11    4   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   19                                                       
CONECT   15   12   20                                                       
CONECT   16   13   21                                                       
CONECT   17   18   19                                                       
CONECT   18    2   17   20                                                  
CONECT   19   14   17   24                                                  
CONECT   20   15   18   24                                                  
CONECT   21   16   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END
Download

3D PDB for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)

COMPND    HMDB0031005
HETATM    1  C1  UNL     1      -6.788   2.655  -0.501  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.912   2.088   0.889  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.907   0.958   1.017  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.212  -0.098  -0.010  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.275  -1.257   0.043  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.851  -0.909  -0.187  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.285  -0.897  -1.439  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.956  -0.525  -1.201  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.938  -0.339  -2.279  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.795  -0.339   0.147  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.554   0.055   0.875  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.365  -1.062   1.206  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.822  -1.784  -0.029  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.759  -2.941   0.297  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.002  -2.510   0.997  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.840  -1.525   0.179  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.053  -1.212   1.046  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.006  -0.251   0.389  1.00  0.00           C  
HETATM   19  C19 UNL     1       5.347   1.070   0.083  1.00  0.00           C  
HETATM   20  C20 UNL     1       6.381   1.974  -0.575  1.00  0.00           C  
HETATM   21  C21 UNL     1       5.801   3.287  -0.900  1.00  0.00           C  
HETATM   22  O1  UNL     1       4.596   3.604  -0.659  1.00  0.00           O  
HETATM   23  O2  UNL     1       6.588   4.258  -1.507  1.00  0.00           O  
HETATM   24  O3  UNL     1      -2.973  -0.584   0.710  1.00  0.00           O  
HETATM   25  H1  UNL     1      -7.466   2.061  -1.176  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.751   2.659  -0.877  1.00  0.00           H  
HETATM   27  H3  UNL     1      -7.144   3.713  -0.533  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.750   2.871   1.653  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.947   1.732   1.004  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.885   1.351   0.926  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.034   0.498   2.026  1.00  0.00           H  
HETATM   32  H8  UNL     1      -7.231  -0.498   0.258  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.330   0.334  -1.019  1.00  0.00           H  
HETATM   34  H10 UNL     1      -5.608  -2.085  -0.616  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.345  -1.693   1.083  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.721  -1.114  -2.399  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.497   0.017  -3.196  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.228   0.477  -2.049  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.450  -1.284  -2.586  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.032   0.899   0.360  1.00  0.00           H  
HETATM   41  H17 UNL     1      -0.885   0.517   1.852  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.038  -1.755   1.977  1.00  0.00           H  
HETATM   43  H19 UNL     1       1.319  -0.678   1.686  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.089  -2.305  -0.452  1.00  0.00           H  
HETATM   45  H21 UNL     1       1.328  -1.145  -0.744  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.070  -3.352  -0.707  1.00  0.00           H  
HETATM   47  H23 UNL     1       1.263  -3.701   0.907  1.00  0.00           H  
HETATM   48  H24 UNL     1       2.740  -2.072   1.972  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.622  -3.449   1.132  1.00  0.00           H  
HETATM   50  H26 UNL     1       4.147  -1.996  -0.775  1.00  0.00           H  
HETATM   51  H27 UNL     1       3.254  -0.612  -0.032  1.00  0.00           H  
HETATM   52  H28 UNL     1       4.699  -0.721   1.979  1.00  0.00           H  
HETATM   53  H29 UNL     1       5.614  -2.130   1.296  1.00  0.00           H  
HETATM   54  H30 UNL     1       6.379  -0.643  -0.594  1.00  0.00           H  
HETATM   55  H31 UNL     1       6.866  -0.134   1.069  1.00  0.00           H  
HETATM   56  H32 UNL     1       5.019   1.517   1.029  1.00  0.00           H  
HETATM   57  H33 UNL     1       4.513   0.982  -0.612  1.00  0.00           H  
HETATM   58  H34 UNL     1       6.677   1.488  -1.548  1.00  0.00           H  
HETATM   59  H35 UNL     1       7.312   2.041   0.019  1.00  0.00           H  
HETATM   60  H36 UNL     1       7.490   4.495  -1.071  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    7   24
CONECT    7    8   36
CONECT    8    9   10   10
CONECT    9   37   38   39
CONECT   10   11   24
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   58   59
CONECT   21   22   22   23
CONECT   23   60
END
Download

SMILES for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)

CCCCCC1=CC(C)=C(CCCCCCCCCCC(O)=O)O1
Download

INCHI for HMDB0031005 (3-Methyl-5-pentyl-2-furanundecanoic acid)

InChI=1S/C21H36O3/c1-3-4-11-14-19-17-18(2)20(24-19)15-12-9-7-5-6-8-10-13-16-21(22)23/h17H,3-16H2,1-2H3,(H,22,23)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
3-Methyl-5-pentyl-2-furanundecanoateGenerator
F5 acidHMDB
F5 Furan fatty acidHMDB
MonoMe(11,5)HMDB
11-(3-Methyl-5-pentylfuran-2-yl)-undecanoateGenerator
Chemical FormulaC21H36O3
Average Molecular Weight336.5087
Monoisotopic Molecular Weight336.266445018
IUPAC Name11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid
Traditional Name11-(3-methyl-5-pentylfuran-2-yl)undecanoic acid
CAS Registry Number57818-37-8
SMILES
CCCCCC1=CC(C)=C(CCCCCCCCCCC(O)=O)O1
InChI Identifier
InChI=1S/C21H36O3/c1-3-4-11-14-19-17-18(2)20(24-19)15-12-9-7-5-6-8-10-13-16-21(22)23/h17H,3-16H2,1-2H3,(H,22,23)
InChI KeyQDTBMEGPXZUECM-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.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Furanoid fatty acid
  • Heterocyclic fatty acid
  • Furan
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Oxacycle
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Biological roleIndustrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0024 g/LALOGPS
logP6.89ALOGPS
logP7.09ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)4.95ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area50.44 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity99.84 m³·mol⁻¹ChemAxon
Polarizability43.43 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+186.35731661259
DarkChem[M-H]-185.13331661259
DeepCCS[M+H]+193.77230932474
DeepCCS[M-H]-191.22230932474
DeepCCS[M-2H]-224.45130932474
DeepCCS[M+Na]+200.53630932474
AllCCS[M+H]+194.032859911
AllCCS[M+H-H2O]+191.232859911
AllCCS[M+NH4]+196.632859911
AllCCS[M+Na]+197.332859911
AllCCS[M-H]-193.332859911
AllCCS[M+Na-2H]-195.232859911
AllCCS[M+HCOO]-197.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.10.83 minutes32390414
Predicted by Siyang on May 30, 202225.6713 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20220.87 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid2986.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid743.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid286.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid381.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid608.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid1063.5 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid1049.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)120.4 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid2362.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid730.1 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid2312.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid818.9 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid531.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate601.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA642.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water8.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Methyl-5-pentyl-2-furanundecanoic acidCCCCCC1=CC(C)=C(CCCCCCCCCCC(O)=O)O13706.6Standard polar33892256
3-Methyl-5-pentyl-2-furanundecanoic acidCCCCCC1=CC(C)=C(CCCCCCCCCCC(O)=O)O12459.3Standard non polar33892256
3-Methyl-5-pentyl-2-furanundecanoic acidCCCCCC1=CC(C)=C(CCCCCCCCCCC(O)=O)O12510.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Methyl-5-pentyl-2-furanundecanoic acid,1TMS,isomer #1CCCCCC1=CC(C)=C(CCCCCCCCCCC(=O)O[Si](C)(C)C)O12617.9Semi standard non polar33892256
3-Methyl-5-pentyl-2-furanundecanoic acid,1TBDMS,isomer #1CCCCCC1=CC(C)=C(CCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O12836.7Semi standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002994
KNApSAcK IDNot Available
Chemspider ID9231983
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11056824
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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 ]
  3. 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 ]
  4. 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 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.