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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2013-05-01 17:29:51 UTC

Update Date

2021-09-14 15:44:55 UTC

HMDB ID

HMDB0060044

Secondary Accession Numbers

HMDB60044

Metabolite Identification

Common Name

14-HDoHE

Description

14-HDoHE belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. 14-HDoHE is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05011310292D          

 26 26  0  0  0  0            999 V2000
    0.9526    2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888   -0.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6033    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -0.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -1.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -2.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -2.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -3.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -3.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -4.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756   -5.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756   -6.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -6.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -7.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -7.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -7.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -6.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -6.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6033   -6.4257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -5.1882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

HMDB0060044
     RDKit          3D
14-HDoHE
 58 58  0  0  0  0  0  0  0  0999 V2000
   -9.4689    1.2142   -0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2551    0.4973   -1.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9856   -0.7353   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8828   -1.6310   -0.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.8246    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8416   -0.3359    1.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -1.0245    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170   -0.3961    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145    1.0563    1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4742    1.2844   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981    2.6419   -0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1893    0.5363   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    1.0337    0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887    0.2738    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    0.7678    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111   -0.0192    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412   -1.3544    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268   -1.7990   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109   -1.0646   -1.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1612   -1.8338   -1.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3102   -1.3956   -1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5128   -0.0590   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0154   -0.2612    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2450    1.0593    1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0176    2.0998    0.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6964    1.2018    2.5619 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1340    0.4210   -0.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9942    1.8276   -1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1665    1.9021    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3948    1.1966   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4182    0.2384   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8598   -1.1145    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4931   -2.4223   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7297    0.7363    1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764   -0.6148    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4786   -2.1213    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585   -0.9704    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1134    1.6715    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    1.4983    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1524    0.9119   -0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    2.8754   -0.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.4780   -0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092    2.0495    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -0.7392   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320    1.7950    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501   -0.1602    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568    0.5241    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -1.9809    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847   -2.8183   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5061   -1.1600   -2.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812    0.0006   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1149   -2.8505   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1799   -2.0484   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3665    0.4478   -1.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6522    0.5902   -0.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9357   -0.8674    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -0.7562    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0820    1.4838    3.3218 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  5  3  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END


  Mrv0541 05011310292D          

 26 26  0  0  0  0            999 V2000
    0.9526    2.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    1.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2382    0.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6507    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1743    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8888   -0.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6033    0.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -0.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -1.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -1.4757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -1.0632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -2.3007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -2.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -3.5382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -3.9507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -4.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756   -5.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1756   -6.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -6.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -7.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7467   -7.6632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -7.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0322   -6.4257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -6.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6033   -6.4257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3178   -5.1882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  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
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060044

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1C=C1C\C=C/CC(O)\C=C\C=C\C\C=C/C\C=C/CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H32O3/c1-2-20-19-21(20)15-13-14-17-22(24)16-11-9-7-5-3-4-6-8-10-12-18-23(25)26/h3-4,7-11,13-14,16,19-20,22,24H,2,5-6,12,15,17-18H2,1H3,(H,25,26)/b4-3-,9-7+,10-8-,14-13-,16-11+

> <INCHI_KEY>
CWSPVLXISZCJGY-YUMKVNNGSA-N

> <FORMULA>
C23H32O3

> <MOLECULAR_WEIGHT>
356.4984

> <EXACT_MASS>
356.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
41.52702234643782

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z,7Z,10E,12E,16Z)-18-(3-ethylcycloprop-1-en-1-yl)-14-hydroxyoctadeca-4,7,10,12,16-pentaenoic acid

> <ALOGPS_LOGP>
5.92

> <JCHEM_LOGP>
5.1437395609999985

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720819884720576

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8854985535239726

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6087135216018131

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
115.3321

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z,7Z,10E,12E,16Z)-18-(3-ethylcycloprop-1-en-1-yl)-14-hydroxyoctadeca-4,7,10,12,16-pentaenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060044
     RDKit          3D
14-HDoHE
 58 58  0  0  0  0  0  0  0  0999 V2000
   -9.4689    1.2142   -0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2551    0.4973   -1.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9856   -0.7353   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8828   -1.6310   -0.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.8246    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8416   -0.3359    1.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -1.0245    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170   -0.3961    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145    1.0563    1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4742    1.2844   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981    2.6419   -0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1893    0.5363   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    1.0337    0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887    0.2738    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    0.7678    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111   -0.0192    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412   -1.3544    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268   -1.7990   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109   -1.0646   -1.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1612   -1.8338   -1.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3102   -1.3956   -1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5128   -0.0590   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0154   -0.2612    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2450    1.0593    1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0176    2.0998    0.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6964    1.2018    2.5619 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1340    0.4210   -0.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9942    1.8276   -1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1665    1.9021    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3948    1.1966   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4182    0.2384   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8598   -1.1145    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4931   -2.4223   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7297    0.7363    1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764   -0.6148    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4786   -2.1213    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585   -0.9704    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1134    1.6715    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    1.4983    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1524    0.9119   -0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    2.8754   -0.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.4780   -0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092    2.0495    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -0.7392   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320    1.7950    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501   -0.1602    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568    0.5241    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -1.9809    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847   -2.8183   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5061   -1.1600   -2.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812    0.0006   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1149   -2.8505   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1799   -2.0484   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3665    0.4478   -1.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6522    0.5902   -0.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9357   -0.8674    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -0.7562    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0820    1.4838    3.3218 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  5  3  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END

HEADER    PROTEIN                                 01-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-MAY-13         0                                  
HETATM    1  C   UNK     0       1.778   3.969   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.445   3.199   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.445   1.659   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.215   0.325   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.325   0.325   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.659  -0.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.993   0.325   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.327  -0.445   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.327  -1.985   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.660  -2.755   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -6.994  -1.985   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.660  -4.295   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.994  -5.065   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.994  -6.605   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.328  -7.375   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.328  -8.915   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.661  -9.685   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.661 -11.225   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.328 -11.995   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.328 -13.535   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.994 -14.305   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -5.660 -13.535   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.660 -11.995   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.327 -11.225   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.993 -11.995   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -4.327  -9.685   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3    5                                                       
CONECT    5    4    3    6                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   52    0
END

COMPND    HMDB0060044
HETATM    1  C1  UNL     1      -9.469   1.214  -0.612  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.255   0.497  -1.207  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.986  -0.735  -0.367  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.883  -1.631  -0.686  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.708  -0.825   0.352  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.842  -0.336   1.471  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.564  -1.024   1.502  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.417  -0.396   1.375  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.215   1.056   1.185  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.474   1.284  -0.148  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.298   2.642  -0.301  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.189   0.536  -0.150  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.056   1.034   0.255  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.189   0.274   0.241  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.338   0.768   0.648  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.611  -0.019   0.630  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.341  -1.354   0.105  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.927  -1.799  -0.970  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.911  -1.065  -1.795  1.00  0.00           C  
HETATM   20  C19 UNL     1       6.161  -1.834  -1.800  1.00  0.00           C  
HETATM   21  C20 UNL     1       7.310  -1.396  -1.363  1.00  0.00           C  
HETATM   22  C21 UNL     1       7.513  -0.059  -0.801  1.00  0.00           C  
HETATM   23  C22 UNL     1       8.015  -0.261   0.636  1.00  0.00           C  
HETATM   24  C23 UNL     1       8.245   1.059   1.276  1.00  0.00           C  
HETATM   25  O2  UNL     1       8.018   2.100   0.615  1.00  0.00           O  
HETATM   26  O3  UNL     1       8.696   1.202   2.562  1.00  0.00           O  
HETATM   27  H1  UNL     1     -10.134   0.421  -0.168  1.00  0.00           H  
HETATM   28  H2  UNL     1      -9.994   1.828  -1.361  1.00  0.00           H  
HETATM   29  H3  UNL     1      -9.166   1.902   0.208  1.00  0.00           H  
HETATM   30  H4  UNL     1      -7.395   1.197  -1.064  1.00  0.00           H  
HETATM   31  H5  UNL     1      -8.418   0.238  -2.264  1.00  0.00           H  
HETATM   32  H6  UNL     1      -8.860  -1.115   0.209  1.00  0.00           H  
HETATM   33  H7  UNL     1      -6.493  -2.422  -1.345  1.00  0.00           H  
HETATM   34  H8  UNL     1      -5.730   0.736   1.374  1.00  0.00           H  
HETATM   35  H9  UNL     1      -6.376  -0.615   2.433  1.00  0.00           H  
HETATM   36  H10 UNL     1      -4.479  -2.121   1.635  1.00  0.00           H  
HETATM   37  H11 UNL     1      -2.459  -0.970   1.406  1.00  0.00           H  
HETATM   38  H12 UNL     1      -4.113   1.672   1.105  1.00  0.00           H  
HETATM   39  H13 UNL     1      -2.621   1.498   2.020  1.00  0.00           H  
HETATM   40  H14 UNL     1      -3.152   0.912  -0.933  1.00  0.00           H  
HETATM   41  H15 UNL     1      -1.439   2.875  -0.725  1.00  0.00           H  
HETATM   42  H16 UNL     1      -1.219  -0.478  -0.513  1.00  0.00           H  
HETATM   43  H17 UNL     1      -0.009   2.049   0.623  1.00  0.00           H  
HETATM   44  H18 UNL     1       1.168  -0.739  -0.120  1.00  0.00           H  
HETATM   45  H19 UNL     1       2.332   1.795   1.009  1.00  0.00           H  
HETATM   46  H20 UNL     1       3.850  -0.160   1.730  1.00  0.00           H  
HETATM   47  H21 UNL     1       4.457   0.524   0.228  1.00  0.00           H  
HETATM   48  H22 UNL     1       2.632  -1.981   0.634  1.00  0.00           H  
HETATM   49  H23 UNL     1       3.685  -2.818  -1.322  1.00  0.00           H  
HETATM   50  H24 UNL     1       4.506  -1.160  -2.859  1.00  0.00           H  
HETATM   51  H25 UNL     1       4.981   0.001  -1.630  1.00  0.00           H  
HETATM   52  H26 UNL     1       6.115  -2.850  -2.203  1.00  0.00           H  
HETATM   53  H27 UNL     1       8.180  -2.048  -1.413  1.00  0.00           H  
HETATM   54  H28 UNL     1       8.366   0.448  -1.323  1.00  0.00           H  
HETATM   55  H29 UNL     1       6.652   0.590  -0.721  1.00  0.00           H  
HETATM   56  H30 UNL     1       8.936  -0.867   0.643  1.00  0.00           H  
HETATM   57  H31 UNL     1       7.195  -0.756   1.208  1.00  0.00           H  
HETATM   58  H32 UNL     1       8.082   1.484   3.322  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   30   31
CONECT    3    4    5   32
CONECT    4    5    5   33
CONECT    5    6
CONECT    6    7   34   35
CONECT    7    8    8   36
CONECT    8    9   37
CONECT    9   10   38   39
CONECT   10   11   12   40
CONECT   11   41
CONECT   12   13   13   42
CONECT   13   14   43
CONECT   14   15   15   44
CONECT   15   16   45
CONECT   16   17   46   47
CONECT   17   18   18   48
CONECT   18   19   49
CONECT   19   20   50   51
CONECT   20   21   21   52
CONECT   21   22   53
CONECT   22   23   54   55
CONECT   23   24   56   57
CONECT   24   25   25   26
CONECT   26   58
END

HMDB0060044
     RDKit          3D
14-HDoHE
 58 58  0  0  0  0  0  0  0  0999 V2000
   -9.4689    1.2142   -0.6121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2551    0.4973   -1.2072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9856   -0.7353   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8828   -1.6310   -0.6864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7080   -0.8246    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8416   -0.3359    1.4708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5640   -1.0245    1.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4170   -0.3961    1.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2145    1.0563    1.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4742    1.2844   -0.1478 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2981    2.6419   -0.3010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1893    0.5363   -0.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0560    1.0337    0.2554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1887    0.2738    0.2408 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3384    0.7678    0.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6111   -0.0192    0.6300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3412   -1.3544    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9268   -1.7990   -0.9697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9109   -1.0646   -1.7949 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1612   -1.8338   -1.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3102   -1.3956   -1.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5128   -0.0590   -0.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0154   -0.2612    0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2450    1.0593    1.2759 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0176    2.0998    0.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6964    1.2018    2.5619 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1340    0.4210   -0.1676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9942    1.8276   -1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1665    1.9021    0.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3948    1.1966   -1.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4182    0.2384   -2.2642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8598   -1.1145    0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4931   -2.4223   -1.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7297    0.7363    1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3764   -0.6148    2.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4786   -2.1213    1.6347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4585   -0.9704    1.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1134    1.6715    1.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6212    1.4983    2.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1524    0.9119   -0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4387    2.8754   -0.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2191   -0.4780   -0.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0092    2.0495    0.6226 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1677   -0.7392   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3320    1.7950    1.0088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8501   -0.1602    1.7301 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4568    0.5241    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6324   -1.9809    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6847   -2.8183   -1.3219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5061   -1.1600   -2.8587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812    0.0006   -1.6304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1149   -2.8505   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1799   -2.0484   -1.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3665    0.4478   -1.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6522    0.5902   -0.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9357   -0.8674    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1954   -0.7562    1.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0820    1.4838    3.3218 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
  5  3  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  2 31  1  0
  3 32  1  0
  4 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 26 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4Z,7Z,10E,12E,16Z)-18-(3-Ethylcycloprop-1-en-1-yl)-14-hydroxyoctadeca-4,7,10,12,16-pentaenoate	Generator

Chemical Formula

C₂₃H₃₂O₃

Average Molecular Weight

356.4984

Monoisotopic Molecular Weight

356.23514489

IUPAC Name

(4Z,7Z,10E,12E,16Z)-18-(3-ethylcycloprop-1-en-1-yl)-14-hydroxyoctadeca-4,7,10,12,16-pentaenoic acid

Traditional Name

(4Z,7Z,10E,12E,16Z)-18-(3-ethylcycloprop-1-en-1-yl)-14-hydroxyoctadeca-4,7,10,12,16-pentaenoic acid

CAS Registry Number

Not Available

SMILES

CCC1C=C1C\C=C/CC(O)\C=C\C=C\C\C=C/C\C=C/CCC(O)=O

InChI Identifier

InChI=1S/C23H32O3/c1-2-20-19-21(20)15-13-14-17-22(24)16-11-9-7-5-3-4-6-8-10-12-18-23(25)26/h3-4,7-11,13-14,16,19-20,22,24H,2,5-6,12,15,17-18H2,1H3,(H,25,26)/b4-3-,9-7+,10-8-,14-13-,16-11+

InChI Key

CWSPVLXISZCJGY-YUMKVNNGSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 20671299)

Cellular substructure

Membrane (HMDB: HMDB0060044)

Source

Exogenous

Exogenous (HMDB: HMDB0060044)

Process

Not Available

Role

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	0.0034 g/L	ALOGPS
logP	5.92	ALOGPS
logP	5.14	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	115.33 m³·mol⁻¹	ChemAxon
Polarizability	41.53 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	195.296	31661259
DarkChem	[M-H]-	192.319	31661259
DeepCCS	[M+H]+	189.607	30932474
DeepCCS	[M-H]-	187.249	30932474
DeepCCS	[M-2H]-	221.249	30932474
DeepCCS	[M+Na]+	196.476	30932474
AllCCS	[M+H]+	197.9	32859911
AllCCS	[M+H-H2O]+	195.2	32859911
AllCCS	[M+NH4]+	200.5	32859911
AllCCS	[M+Na]+	201.2	32859911
AllCCS	[M-H]-	193.5	32859911
AllCCS	[M+Na-2H]-	195.3	32859911
AllCCS	[M+HCOO]-	197.5	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.	5.65 minutes	32390414
Predicted by Siyang on May 30, 2022	21.8553 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.07 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3239.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	412.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	205.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	277.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	494.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	960.6 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	556.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	93.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2105.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	722.1 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	1674.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	754.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	513.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	342.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	502.9 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	8.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
14-HDoHE	CCC1C=C1C\C=C/CC(O)\C=C\C=C\C\C=C/C\C=C/CCC(O)=O	4609.6	Standard polar	33892256
14-HDoHE	CCC1C=C1C\C=C/CC(O)\C=C\C=C\C\C=C/C\C=C/CCC(O)=O	2693.0	Standard non polar	33892256
14-HDoHE	CCC1C=C1C\C=C/CC(O)\C=C\C=C\C\C=C/C\C=C/CCC(O)=O	2881.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
14-HDoHE,1TMS,isomer #1	CCC1C=C1C/C=C\CC(/C=C/C=C/C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C	3090.9	Semi standard non polar	33892256
14-HDoHE,1TMS,isomer #2	CCC1C=C1C/C=C\CC(O)/C=C/C=C/C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C	2960.1	Semi standard non polar	33892256
14-HDoHE,2TMS,isomer #1	CCC1C=C1C/C=C\CC(/C=C/C=C/C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2997.0	Semi standard non polar	33892256
14-HDoHE,1TBDMS,isomer #1	CCC1C=C1C/C=C\CC(/C=C/C=C/C/C=C\C/C=C\CCC(=O)O)O[Si](C)(C)C(C)(C)C	3338.1	Semi standard non polar	33892256
14-HDoHE,1TBDMS,isomer #2	CCC1C=C1C/C=C\CC(O)/C=C/C=C/C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C	3209.6	Semi standard non polar	33892256
14-HDoHE,2TBDMS,isomer #1	CCC1C=C1C/C=C\CC(/C=C/C=C/C/C=C\C/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3494.2	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 - 14-HDoHE GC-MS (Non-derivatized) - 70eV, Positive	splash10-05n0-6494000000-0931fab1c48f525ebbaa	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 14-HDoHE GC-MS (2 TMS) - 70eV, Positive	splash10-00bi-9126800000-6d5e4c3ab8759101fb06	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 14-HDoHE 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 - 14-HDoHE 10V, Positive-QTOF	splash10-000i-0019000000-725a8825af0f65071c80	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 20V, Positive-QTOF	splash10-0076-9877000000-b5717503b584115d2189	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 40V, Positive-QTOF	splash10-0aov-8950000000-e9572ed159721d10518c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 10V, Negative-QTOF	splash10-0a4i-0009000000-9d45713e73a4cfc20437	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 20V, Negative-QTOF	splash10-052r-1119000000-9006e53843de813af097	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 40V, Negative-QTOF	splash10-0a4l-9622000000-35ed56345c917ff23b25	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 10V, Positive-QTOF	splash10-0079-1149000000-5b2b04864812b7cd39bb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 20V, Positive-QTOF	splash10-00ds-9368000000-7c8b68af526146fa2916	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 40V, Positive-QTOF	splash10-014l-9430000000-5144eb92069e20e08235	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 10V, Negative-QTOF	splash10-0a4r-0009000000-f87bcab2a3227bae4352	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 20V, Negative-QTOF	splash10-0ap0-1229000000-691aab83624c0e7ec265	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14-HDoHE 40V, Negative-QTOF	splash10-059f-9646000000-db19f1cca23a029090f1	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.00164 +/- 0.000128 uM	Adult (>18 years old)	Both	Normal	20671299	details

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

131769804

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

Quehenberger O, Armando AM, Brown AH, Milne SB, Myers DS, Merrill AH, Bandyopadhyay S, Jones KN, Kelly S, Shaner RL, Sullards CM, Wang E, Murphy RC, Barkley RM, Leiker TJ, Raetz CR, Guan Z, Laird GM, Six DA, Russell DW, McDonald JG, Subramaniam S, Fahy E, Dennis EA: Lipidomics reveals a remarkable diversity of lipids in human plasma. J Lipid Res. 2010 Nov;51(11):3299-305. doi: 10.1194/jlr.M009449. Epub 2010 Jul 29. [PubMed:20671299 ]
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.

Showing metabocard for 14-HDoHE (HMDB0060044)

MOL for HMDB0060044 (14-HDoHE)

3D MOL for HMDB0060044 (14-HDoHE)

3D SDF for HMDB0060044 (14-HDoHE)

3D-SDF for HMDB0060044 (14-HDoHE)

PDB for HMDB0060044 (14-HDoHE)

3D PDB for HMDB0060044 (14-HDoHE)

SMILES for HMDB0060044 (14-HDoHE)

INCHI for HMDB0060044 (14-HDoHE)

Structure for HMDB0060044 (14-HDoHE)

3D Structure for HMDB0060044 (14-HDoHE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra