NP-MRD: Showing NP-Card for (5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid (NP0216065)

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Record Information

Version

2.0

Created at

2022-09-05 15:53:32 UTC

Updated at

2022-09-05 15:53:33 UTC

NP-MRD ID

NP0216065

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

Description

ZINC33838752 belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. (5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid is found in Sinularia numerosa. ZINC33838752 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572004261605362D          

 32 31  0  0  1  0            999 V2000
   -6.6217    8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    8.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    7.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    3.1895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    6.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    4.4270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    4.8395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    2.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 19 21  1  1  0  0  0
 22 20  2  0  0  0  0
 23 20  1  0  0  0  0
 24  6  1  0  0  0  0
 25  7  1  0  0  0  0
 26  9  1  0  0  0  0
 27 10  1  0  0  0  0
 28 11  1  0  0  0  0
 29 13  1  0  0  0  0
 30 14  1  0  0  0  0
 31 16  1  0  0  0  0
 19 32  1  1  0  0  0
M  END

     RDKit          3D

 55 54  0  0  0  0  0  0  0  0999 V2000
    9.6840   -0.1482    2.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3004    0.1096    1.5558 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    0.5216    0.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2190    0.8166   -0.6107 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3625   -0.4062   -0.6180 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0713   -0.1615   -1.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8910   -0.2854   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6450   -0.0344   -1.5220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4716   -0.1640   -0.9276 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1728    0.0615   -1.5838 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2033    1.0806   -2.5297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8716    0.3895   -0.5372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2280    0.5191   -1.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2467   -0.2571   -0.7937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6040   -0.1378   -1.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6408    0.1768   -0.3979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3336    1.2848   -0.5328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3905    1.7379    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7694    0.7797    1.4405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4346   -0.4410    0.8673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7491   -1.3729    1.9872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3133   -2.4905    1.8009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4256   -1.0280    3.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9293   -1.2061    1.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3795    0.5418    1.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6507    0.0127    3.2603 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8128    0.9643    2.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7166   -0.8181    1.6520 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2197    1.3793    0.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0531   -0.3274   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6992    1.5989   -0.0006 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3833    1.1501   -1.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8497   -1.2580   -1.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1239   -0.7600    0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0998    0.1294   -2.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614   -0.5759    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6662    0.2563   -2.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4730   -0.4562    0.1125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1858   -0.8478   -2.1142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0283    1.9674   -2.1249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6227    1.3963   -0.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8450   -0.3288    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4287    1.2600   -1.9143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0652   -1.0048   -0.0296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8418   -1.1616   -1.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6059    0.5735   -2.2315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7866   -0.4742    0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1066    1.9575   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0602    2.7143    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2862    1.9953   -0.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4199    1.2737    2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8616    0.4342    1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4305   -0.0919    0.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8717   -0.9068    0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9910   -0.1796    3.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 13  2  0
 13 12  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
 16 47  1  0
 15 45  1  0
 15 46  1  0
 14 44  1  0
 13 43  1  0
 12 41  1  0
 12 42  1  0
 10 39  1  6
 11 40  1  0
  9 38  1  0
  8 37  1  0
  7 36  1  0
  6 35  1  0
  5 33  1  0
  5 34  1  0
  4 31  1  0
  4 32  1  0
  3 29  1  0
  3 30  1  0
  2 27  1  0
  2 28  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
M  END


  Mrv1572004261605362D          

 32 31  0  0  1  0            999 V2000
   -6.6217    8.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    8.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9072    7.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    6.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    6.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    5.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    4.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    3.1895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3349    3.6020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    6.0770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1914   -0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1927    4.4270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0493    4.8395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4783    3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    2.7770    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  2  0  0  0  0
 15 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 19 21  1  1  0  0  0
 22 20  2  0  0  0  0
 23 20  1  0  0  0  0
 24  6  1  0  0  0  0
 25  7  1  0  0  0  0
 26  9  1  0  0  0  0
 27 10  1  0  0  0  0
 28 11  1  0  0  0  0
 29 13  1  0  0  0  0
 30 14  1  0  0  0  0
 31 16  1  0  0  0  0
 19 32  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0216065

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CCCC(O)=O)=C(\[H])C\C([H])=C(/[H])C[C@@]([H])(O)C(\[H])=C(/[H])\C(\[H])=C(/[H])CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b9-6+,10-7+,14-11+,16-13+/t19-/m0/s1

> <INCHI_KEY>
GCZRCCHPLVMMJE-UEFJMJDMSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.473

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
39.15821137859948

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E,8E,11R,12E,14E)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

> <ALOGPS_LOGP>
5.85

> <JCHEM_LOGP>
5.356359744

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.72081997446215

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819772002441719

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6087135050897157

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.46949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5E,8E,11R,12E,14E)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-16         0                                  
HETATM    1  C   UNK     0     -12.360  15.964   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.027  15.194   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.027  13.654   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.693  12.884   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -9.693  11.344   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.691   2.104   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -8.359  10.574   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.025   1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.359   9.034   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.358   2.104   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.026   8.264   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.358   3.644   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.026   6.724   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.692   4.414   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -5.692   5.954   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.358   6.724   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      -1.691   3.644   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      -7.026  11.344   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.357  -0.206   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      -9.693   8.264   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.692   1.334   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      -5.692   9.034   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.025   4.414   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -8.359   5.954   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -7.026   5.184   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    7                                                       
CONECT    6    8    9   24                                                  
CONECT    7    5   10   25                                                  
CONECT    8    6   11                                                       
CONECT    9    6   12   26                                                  
CONECT   10    7   13   27                                                  
CONECT   11    8   14   28                                                  
CONECT   12    9   15                                                       
CONECT   13   10   16   29                                                  
CONECT   14   11   17   30                                                  
CONECT   15   12   18                                                       
CONECT   16   13   19   31                                                  
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   16   17   21   32                                             
CONECT   20   18   22   23                                                  
CONECT   21   19                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    9                                                            
CONECT   27   10                                                            
CONECT   28   11                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   16                                                            
CONECT   32   19                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

View in JSmol

Synonyms

Value	Source
(5E,8E,11R,12E,14E)-11-Hydroxyicosa-5,8,12,14-tetraenoate	Generator

Chemical Formula

C₂₀H₃₂O₃

Average Mass

320.4730 Da

Monoisotopic Mass

320.23514 Da

IUPAC Name

(5E,8E,11R,12E,14E)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

Traditional Name

(5E,8E,11R,12E,14E)-11-hydroxyicosa-5,8,12,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(O)=O)=C(\[H])C\C([H])=C(/[H])C[C@@]([H])(O)C(\[H])=C(/[H])\C(\[H])=C(/[H])CCCCC

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-4-5-7-10-13-16-19(21)17-14-11-8-6-9-12-15-18-20(22)23/h6-7,9-11,13-14,16,19,21H,2-5,8,12,15,17-18H2,1H3,(H,22,23)/b9-6+,10-7+,14-11+,16-13+/t19-/m0/s1

InChI Key

GCZRCCHPLVMMJE-UEFJMJDMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Sinularia numerosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroxyeicosatetraenoic acid
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 acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	5.85	ALOGPS
logP	5.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.82	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	101.47 m³·mol⁻¹	ChemAxon
Polarizability	39.16 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

92966498

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid (NP0216065)

MOL for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

3D MOL for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

3D SDF for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

3D-SDF for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

PDB for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

3D PDB for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

SMILES for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

INCHI for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

Structure for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)

3D Structure for NP0216065 ((5e,8e,11r,12e,14e)-11-hydroxyicosa-5,8,12,14-tetraenoic acid)