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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 06:20:44 UTC

Update Date

2021-09-23 06:20:44 UTC

HMDB ID

HMDB0302077

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Theasaponin A4

Description

4,5-lta4, also known as 4r,5r-ep 7t9t11c14c-20:4 or 4r,5r-epoxy-7e,9e,11z,14z-eicosatetraenoic acid, is a member of the class of compounds known as epoxy fatty acids. Epoxy fatty acids are fatty acids containing an oxirane ring as part of the aliphatic chain. Thus, 4,5-lta4 is considered to be an eicosanoid lipid molecule. 4,5-lta4 is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 4,5-lta4 can be found in tea, which makes 4,5-lta4 a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302077
     RDKit          3D
Theasaponin A4
 53 53  0  0  0  0  0  0  0  0999 V2000
   -9.3233    0.1850    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5274   -0.6586    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1061   -0.7235    0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5548    0.7227    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    0.6247   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941    1.7912   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0994    1.8204    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4930    0.4948    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834   -0.0128   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5315   -0.3092   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838   -0.1781    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729   -0.5005    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -0.8585    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3948   -1.3582   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -1.7891   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105   -1.6762    0.0767 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0204   -2.2588   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8654   -0.8099   -0.1517 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7274   -0.3220    0.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8514    0.5337    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3744    1.7448   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4455    1.8575   -1.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0631    2.9470    0.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6410    0.4402   -0.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1040   -0.4804   -0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7639    1.0782    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6138   -0.0642    1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9887   -1.6352    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0417   -1.0708   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754   -1.3770    1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    1.4418    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3585    0.9989    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4879    0.3733   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7616   -0.3265    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8467    2.7669   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949    2.7303   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645    0.8374    1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1794   -0.1519    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -0.1569   -1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533   -0.6814   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0630    0.3601    1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -0.7392    1.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516   -0.7974    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6724   -1.4132   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1328   -1.2725   -1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -2.8951   -1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4752   -2.1498    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8924   -0.2651   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905   -1.1349    1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1566    0.3012    1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3814   -0.1125   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5932    0.7264    1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8446    3.4032    1.0010 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  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
 18 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 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
 15 46  1  0
 16 47  1  1
 18 48  1  6
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END

 
  Mrv0541 02241221432D          
 
 23 23  0  0  1  0            999 V2000
   11.5734   -8.2682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2873   -8.6819    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.4202   -7.7403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8560   -8.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0010   -8.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1421   -8.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7187   -8.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4284   -8.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4325   -8.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7107   -8.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1462   -8.6819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4287   -7.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9969   -8.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2794   -8.2682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5655   -8.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5655   -9.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8694  -10.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7956  -10.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2285   -9.4794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9347   -9.8931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6448   -9.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3623   -9.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0761   -9.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  2  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
 10 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  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  2  3  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0302077

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C\C=C/C=C/C=C/C[C@H]1O[C@@H]1CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18-19(23-18)16-17-20(21)22/h6-7,9-14,18-19H,2-5,8,15-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,14-13+/t18-,19-/m1/s1

> <INCHI_KEY>
ANXVUHHMAOYZPG-BOCYDZBOSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.4504

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.49552295220651

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(2R,3R)-3-[(2E,4E,6Z,9Z)-pentadeca-2,4,6,9-tetraen-1-yl]oxiran-2-yl]propanoic acid

> <ALOGPS_LOGP>
5.99

> <JCHEM_LOGP>
5.287252249333332

> <ALOGPS_LOGS>
-5.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.490069599956588

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204933358642824

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
99.4749

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-leukotriene A4

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302077
     RDKit          3D
Theasaponin A4
 53 53  0  0  0  0  0  0  0  0999 V2000
   -9.3233    0.1850    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5274   -0.6586    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1061   -0.7235    0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5548    0.7227    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    0.6247   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941    1.7912   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0994    1.8204    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4930    0.4948    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834   -0.0128   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5315   -0.3092   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838   -0.1781    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729   -0.5005    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -0.8585    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3948   -1.3582   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -1.7891   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105   -1.6762    0.0767 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0204   -2.2588   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8654   -0.8099   -0.1517 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7274   -0.3220    0.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8514    0.5337    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3744    1.7448   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4455    1.8575   -1.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0631    2.9470    0.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6410    0.4402   -0.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1040   -0.4804   -0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7639    1.0782    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6138   -0.0642    1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9887   -1.6352    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0417   -1.0708   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754   -1.3770    1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    1.4418    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3585    0.9989    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4879    0.3733   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7616   -0.3265    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8467    2.7669   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949    2.7303   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645    0.8374    1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1794   -0.1519    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -0.1569   -1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533   -0.6814   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0630    0.3601    1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -0.7392    1.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516   -0.7974    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6724   -1.4132   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1328   -1.2725   -1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -2.8951   -1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4752   -2.1498    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8924   -0.2651   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905   -1.1349    1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1566    0.3012    1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3814   -0.1125   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5932    0.7264    1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8446    3.4032    1.0010 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  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
 18 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 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
 15 46  1  0
 16 47  1  1
 18 48  1  6
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      21.604 -15.434   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.936 -16.206   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      23.184 -14.449   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      20.264 -16.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.269 -15.434   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.932 -15.434   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.608 -16.206   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.600 -16.206   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.941 -15.434   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.260 -15.434   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      28.273 -16.206   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      26.934 -13.966   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      14.928 -16.206   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.588 -15.434   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.256 -16.206   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.256 -17.744   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.823 -18.673   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.552 -18.673   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.360 -17.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      16.678 -18.467   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.004 -17.688   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.343 -18.446   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      20.675 -17.666   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    3                                                  
CONECT    3    1    2                                                       
CONECT    4    1    6                                                       
CONECT    5    2    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11   12                                                  
CONECT   10    8   13                                                       
CONECT   11    9                                                            
CONECT   12    9                                                            
CONECT   13   10   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                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0302077
HETATM    1  C1  UNL     1      -9.323   0.185   0.017  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.527  -0.659   1.052  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.106  -0.723   0.545  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.555   0.723   0.591  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.234   0.625  -0.169  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.394   1.791  -0.248  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.099   1.820   0.033  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.493   0.495   0.478  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.783  -0.013  -0.691  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.532  -0.309  -0.744  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.384  -0.178   0.360  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.573  -0.501   0.339  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.921  -0.859   0.339  1.00  0.00           C  
HETATM   14  C14 UNL     1       3.395  -1.358  -0.834  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.732  -1.789  -1.051  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.711  -1.676   0.077  1.00  0.00           C  
HETATM   17  O1  UNL     1       7.020  -2.259  -0.373  1.00  0.00           O  
HETATM   18  C17 UNL     1       6.865  -0.810  -0.152  1.00  0.00           C  
HETATM   19  C18 UNL     1       7.727  -0.322   0.942  1.00  0.00           C  
HETATM   20  C19 UNL     1       8.851   0.534   0.457  1.00  0.00           C  
HETATM   21  C20 UNL     1       8.374   1.745  -0.217  1.00  0.00           C  
HETATM   22  O2  UNL     1       7.445   1.857  -1.042  1.00  0.00           O  
HETATM   23  O3  UNL     1       9.063   2.947   0.117  1.00  0.00           O  
HETATM   24  H1  UNL     1      -8.641   0.440  -0.830  1.00  0.00           H  
HETATM   25  H2  UNL     1     -10.104  -0.480  -0.440  1.00  0.00           H  
HETATM   26  H3  UNL     1      -9.764   1.078   0.452  1.00  0.00           H  
HETATM   27  H4  UNL     1      -8.614  -0.064   1.983  1.00  0.00           H  
HETATM   28  H5  UNL     1      -8.989  -1.635   1.219  1.00  0.00           H  
HETATM   29  H6  UNL     1      -7.042  -1.071  -0.547  1.00  0.00           H  
HETATM   30  H7  UNL     1      -6.475  -1.377   1.115  1.00  0.00           H  
HETATM   31  H8  UNL     1      -7.211   1.442   0.115  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.358   0.999   1.643  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.488   0.373  -1.263  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.762  -0.326   0.175  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.847   2.767  -0.561  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.495   2.730  -0.026  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.764   0.837   1.276  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.179  -0.152   1.001  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.381  -0.157  -1.647  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.153  -0.681  -1.738  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.063   0.360   1.242  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.472  -0.739   1.716  1.00  0.00           H  
HETATM   43  H20 UNL     1       3.652  -0.797   1.098  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.672  -1.413  -1.631  1.00  0.00           H  
HETATM   45  H22 UNL     1       5.133  -1.272  -1.972  1.00  0.00           H  
HETATM   46  H23 UNL     1       4.726  -2.895  -1.331  1.00  0.00           H  
HETATM   47  H24 UNL     1       5.475  -2.150   1.025  1.00  0.00           H  
HETATM   48  H25 UNL     1       6.892  -0.265  -1.134  1.00  0.00           H  
HETATM   49  H26 UNL     1       8.190  -1.135   1.552  1.00  0.00           H  
HETATM   50  H27 UNL     1       7.157   0.301   1.698  1.00  0.00           H  
HETATM   51  H28 UNL     1       9.381  -0.112  -0.328  1.00  0.00           H  
HETATM   52  H29 UNL     1       9.593   0.726   1.268  1.00  0.00           H  
HETATM   53  H30 UNL     1       8.845   3.403   1.001  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9   37   38
CONECT    9   10   10   39
CONECT   10   11   40
CONECT   11   12   12   41
CONECT   12   13   42
CONECT   13   14   14   43
CONECT   14   15   44
CONECT   15   16   45   46
CONECT   16   17   18   47
CONECT   17   18
CONECT   18   19   48
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   22   23
CONECT   23   53
END

HMDB0302077
     RDKit          3D
Theasaponin A4
 53 53  0  0  0  0  0  0  0  0999 V2000
   -9.3233    0.1850    0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5274   -0.6586    1.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1061   -0.7235    0.5449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5548    0.7227    0.5913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2338    0.6247   -0.1694 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3941    1.7912   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0994    1.8204    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4930    0.4948    0.4782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834   -0.0128   -0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5315   -0.3092   -0.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3838   -0.1781    0.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5729   -0.5005    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -0.8585    0.3388 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3948   -1.3582   -0.8341 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7315   -1.7891   -1.0512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105   -1.6762    0.0767 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0204   -2.2588   -0.3735 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8654   -0.8099   -0.1517 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7274   -0.3220    0.9417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8514    0.5337    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3744    1.7448   -0.2171 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4455    1.8575   -1.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0631    2.9470    0.1167 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6410    0.4402   -0.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1040   -0.4804   -0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7639    1.0782    0.4516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6138   -0.0642    1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9887   -1.6352    1.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0417   -1.0708   -0.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4754   -1.3770    1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    1.4418    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3585    0.9989    1.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4879    0.3733   -1.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7616   -0.3265    0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8467    2.7669   -0.5609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4949    2.7303   -0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645    0.8374    1.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1794   -0.1519    1.0012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3807   -0.1569   -1.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1533   -0.6814   -1.7383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0630    0.3601    1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4718   -0.7392    1.7157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6516   -0.7974    1.0980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6724   -1.4132   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1328   -1.2725   -1.9715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -2.8951   -1.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4752   -2.1498    1.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8924   -0.2651   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905   -1.1349    1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1566    0.3012    1.6978 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3814   -0.1125   -0.3277 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5932    0.7264    1.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8446    3.4032    1.0010 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
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  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
 18 16  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 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
 15 46  1  0
 16 47  1  1
 18 48  1  6
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(4R,5R,7E,9E,11Z,14Z)-4,5-Epoxy-7,9,11,14-eicosatetraenoic acid	ChEBI
(4R,5R,7E,9E,11Z,14Z)-4,5-Epoxyeicosa-7,9,11,14-tetraenoic acid	ChEBI
4,5-LTA4	ChEBI
4R,5R-Ep 7t9t11c14c-20:4	ChEBI
4R,5R-Ep 7t9t11c14c-C20:4	ChEBI
4R,5R-Epoxy-7E,9E,11Z,14Z-eicosatetraenoic acid	ChEBI
(4R,5R,7E,9E,11Z,14Z)-4,5-Epoxy-7,9,11,14-eicosatetraenoate	Generator
(4R,5R,7E,9E,11Z,14Z)-4,5-Epoxyeicosa-7,9,11,14-tetraenoate	Generator
4R,5R-Epoxy-7E,9E,11Z,14Z-eicosatetraenoate	Generator

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

3-[(2R,3R)-3-[(2E,4E,6Z,9Z)-pentadeca-2,4,6,9-tetraen-1-yl]oxiran-2-yl]propanoic acid

Traditional Name

4,5-leukotriene A4

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/C=C/C=C/C[C@H]1O[C@@H]1CCC(O)=O

InChI Identifier

InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18-19(23-18)16-17-20(21)22/h6-7,9-14,18-19H,2-5,8,15-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,14-13+/t18-,19-/m1/s1

InChI Key

ANXVUHHMAOYZPG-BOCYDZBOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as epoxy fatty acids. These are fatty acids containing an oxirane ring as part of the aliphatic chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Epoxy fatty acids

Alternative Parents

Substituents

Epoxy fatty acid
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

leukotriene (CHEBI:28367 )
polyunsaturated fatty acid (CHEBI:28367 )
epoxy fatty acid (CHEBI:28367 )
Leukotrienes (LMFA03020034 )

Ontology

Not Available

Exogenous (HMDB: HMDB0302077)

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.99	ALOGPS
logP	5.29	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	99.47 m³·mol⁻¹	ChemAxon
Polarizability	38.5 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
AllCCS	[M+H]+	187.175	32859911
AllCCS	[M+H-H2O]+	184.223	32859911
AllCCS	[M+Na]+	190.692	32859911
AllCCS	[M+NH4]+	189.907	32859911
AllCCS	[M-H]-	186.316	32859911
AllCCS	[M+Na-2H]-	187.832	32859911
AllCCS	[M+HCOO]-	189.655	32859911
DeepCCS	[M+H]+	192.822	30932474
DeepCCS	[M-H]-	190.464	30932474
DeepCCS	[M-2H]-	224.533	30932474
DeepCCS	[M+Na]+	200.822	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 10V, Positive-QTOF	splash10-0gb9-1139000000-f1519b13a1a63fd02808	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 20V, Positive-QTOF	splash10-0ldi-4191000000-cdd59fb77671233af2dd	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 40V, Positive-QTOF	splash10-0006-9670000000-4cb006f64087007c7301	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 10V, Negative-QTOF	splash10-014i-1049000000-8f4f4ec4168a1a1e8363	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 20V, Negative-QTOF	splash10-014i-4195000000-118c2d9237b5cb01d540	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 40V, Negative-QTOF	splash10-052f-9020000000-6531c4d9478be2331252	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 10V, Positive-QTOF	splash10-0gb9-2229000000-94d0fe9687078de01cce	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 20V, Positive-QTOF	splash10-0i0r-9386000000-7774a522a0cc3e61fdb1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 40V, Positive-QTOF	splash10-00kf-9000000000-d78ea711b1db61590639	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 10V, Negative-QTOF	splash10-014i-0029000000-047bab93fd06fcb81f0b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 20V, Negative-QTOF	splash10-0avi-9044000000-d07985f47c6d8ab91ad4	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Theasaponin A4 40V, Negative-QTOF	splash10-0006-9130000000-d1392705f3f813b074fe	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001830

KNApSAcK ID

Not Available

Chemspider ID

4444165

KEGG Compound ID

C02645

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280534

PDB ID

Not Available

ChEBI ID

28367

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

Not Available

Showing metabocard for Theasaponin A4 (HMDB0302077)

MOL for HMDB0302077 (Theasaponin A4)

3D MOL for HMDB0302077 (Theasaponin A4)

3D SDF for HMDB0302077 (Theasaponin A4)

3D-SDF for HMDB0302077 (Theasaponin A4)

PDB for HMDB0302077 (Theasaponin A4)

3D PDB for HMDB0302077 (Theasaponin A4)

SMILES for HMDB0302077 (Theasaponin A4)

INCHI for HMDB0302077 (Theasaponin A4)

Structure for HMDB0302077 (Theasaponin A4)

3D Structure for HMDB0302077 (Theasaponin A4)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra