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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 06:10:43 UTC

Update Date

2021-09-24 06:10:43 UTC

HMDB ID

HMDB0303982

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate

Description

(9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate, also known as 9(S)-hydroperoxy-10(E),12(z)-octadecadienoic acid or 9(S)-hpod(1-), belongs to lineolic acids and derivatives class of compounds. Those 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 (9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). (9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate can be found in a number of food items such as mexican groundcherry, brazil nut, coconut, and winter savory, which makes (9s,10e,12z)-9-hydroperoxy-10,12-octadecadienoate a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1533007131514022D          

 27 26  0  0  1  0            999 V2000
    1.5395    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5408   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    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
  6  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  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  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 17 22  1  1  0  0  0
 22 21  1  0  0  0  0
 23  6  1  0  0  0  0
 24  8  1  0  0  0  0
 25 11  1  0  0  0  0
 26 14  1  0  0  0  0
 17 27  1  1  0  0  0
M  CHG  1  20  -1
M  END

HMDB0303982
     RDKit          3D
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
 53 52  0  0  0  0  0  0  0  0999 V2000
   -7.3266    0.1108    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2051    0.1379    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8919    0.5257    2.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7326   -0.3279    1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764   -0.4113    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8366    0.8672   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6449    1.0556   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817    0.0903   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.3563   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -0.6208   -1.1342 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6190   -0.3735   -2.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    0.9786   -2.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    1.1916   -1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481    0.1646   -1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9581    0.4349    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0395   -0.5824    0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031   -0.4199    1.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5801    0.8831    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676    1.6483    0.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557    1.2280    2.5737 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2197   -1.9245   -1.2379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060   -2.6905   -0.2482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6832    0.8208   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3146   -0.9278   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4327    0.4000   -0.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3990   -0.9185    1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0381    0.7809    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9746    0.7546    3.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7041    1.5984    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9897   -1.4103    2.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8726   -0.1310    2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -1.2055    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0750   -0.8247   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5626    1.7085   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142    2.0450   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153   -0.8995   -0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    1.3446   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3488   -0.6083   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3609   -1.1962   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0185   -0.4398   -3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581    1.7625   -2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    1.0467   -3.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4274    1.0749   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4579    2.2322   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323    0.2677   -1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198   -0.8615   -1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.4833    0.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206    0.3365    1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278   -1.6195    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6347   -0.4791   -0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3172   -0.5073    2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6770   -1.2448    1.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626   -2.2342    0.6285 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 10 21  1  0
 21 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  1
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 22 53  1  0
M  CHG  1  20  -1
M  END


  Mrv1533007131514022D          

 27 26  0  0  1  0            999 V2000
    1.5395    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6829   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3974    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8263    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5408   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2552    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5408   -0.8250    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1105   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.8250    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
  6  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  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  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 17 22  1  1  0  0  0
 22 21  1  0  0  0  0
 23  6  1  0  0  0  0
 24  8  1  0  0  0  0
 25 11  1  0  0  0  0
 26 14  1  0  0  0  0
 17 27  1  1  0  0  0
M  CHG  1  20  -1
M  END
> <DATABASE_ID>
HMDB0303982

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(CCCCCCCC([O-])=O)OO

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b8-6-,14-11+/t17-/m1/s1

> <INCHI_KEY>
JGUNZIWGNMQSBM-UINYOVNOSA-M

> <FORMULA>
C18H31O4

> <MOLECULAR_WEIGHT>
311.443

> <EXACT_MASS>
311.222783058

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.5932473954807

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate

> <ALOGPS_LOGP>
5.83

> <JCHEM_LOGP>
5.640401104666667

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.712374047588172

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.676745143435034

> <JCHEM_PKA_STRONGEST_BASIC>
-4.236807609084804

> <JCHEM_POLAR_SURFACE_AREA>
69.59

> <JCHEM_REFRACTIVITY>
102.22159999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.70e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303982
     RDKit          3D
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
 53 52  0  0  0  0  0  0  0  0999 V2000
   -7.3266    0.1108    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2051    0.1379    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8919    0.5257    2.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7326   -0.3279    1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764   -0.4113    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8366    0.8672   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6449    1.0556   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817    0.0903   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.3563   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -0.6208   -1.1342 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6190   -0.3735   -2.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    0.9786   -2.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    1.1916   -1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481    0.1646   -1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9581    0.4349    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0395   -0.5824    0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031   -0.4199    1.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5801    0.8831    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676    1.6483    0.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557    1.2280    2.5737 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2197   -1.9245   -1.2379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060   -2.6905   -0.2482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6832    0.8208   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3146   -0.9278   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4327    0.4000   -0.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3990   -0.9185    1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0381    0.7809    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9746    0.7546    3.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7041    1.5984    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9897   -1.4103    2.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8726   -0.1310    2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -1.2055    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0750   -0.8247   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5626    1.7085   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142    2.0450   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153   -0.8995   -0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    1.3446   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3488   -0.6083   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3609   -1.1962   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0185   -0.4398   -3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581    1.7625   -2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    1.0467   -3.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4274    1.0749   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4579    2.2322   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323    0.2677   -1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198   -0.8615   -1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.4833    0.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206    0.3365    1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278   -1.6195    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6347   -0.4791   -0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3172   -0.5073    2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6770   -1.2448    1.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626   -2.2342    0.6285 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 10 21  1  0
 21 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  1
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 22 53  1  0
M  CHG  1  20  -1
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       2.874  10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.206   5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.127   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.875  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.127   3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.541   0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.208   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.206   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.207  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.542  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.876   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.209  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.543   0.770   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.209  -1.540   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0       0.206  -2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      -2.461   5.390   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.461   2.310   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.540   3.080   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.127  -0.000   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.540   1.540   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    6                                                       
CONECT    6    5    8   23                                                  
CONECT    7    9   10                                                       
CONECT    8    6   11   24                                                  
CONECT    9    7   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14   25                                                  
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17   26                                                  
CONECT   15   12   17                                                       
CONECT   16   13   18                                                       
CONECT   17   14   15   22   27                                             
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   22                                                            
CONECT   22   17   21                                                       
CONECT   23    6                                                            
CONECT   24    8                                                            
CONECT   25   11                                                            
CONECT   26   14                                                            
CONECT   27   17                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

COMPND    HMDB0303982
HETATM    1  C1  UNL     1      -7.327   0.111   0.081  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.205   0.138   1.555  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.892   0.526   2.098  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.733  -0.328   1.819  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.276  -0.411   0.416  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.837   0.867  -0.157  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.645   1.056  -0.607  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.582   0.090  -0.625  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.371   0.356  -1.107  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.733  -0.621  -1.134  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.619  -0.374  -2.324  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.232   0.979  -2.316  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.055   1.192  -1.087  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.148   0.165  -1.034  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.958   0.435   0.229  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.040  -0.582   0.278  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.903  -0.420   1.487  1.00  0.00           C  
HETATM   18  C18 UNL     1       7.580   0.883   1.463  1.00  0.00           C  
HETATM   19  O1  UNL     1       7.468   1.648   0.494  1.00  0.00           O  
HETATM   20  O2  UNL     1       8.356   1.228   2.574  1.00  0.00           O1-
HETATM   21  O3  UNL     1       0.220  -1.925  -1.238  1.00  0.00           O  
HETATM   22  O4  UNL     1       0.606  -2.691  -0.248  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.683   0.821  -0.425  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.315  -0.928  -0.348  1.00  0.00           H  
HETATM   25  H3  UNL     1      -8.433   0.400  -0.166  1.00  0.00           H  
HETATM   26  H4  UNL     1      -7.399  -0.919   1.947  1.00  0.00           H  
HETATM   27  H5  UNL     1      -8.038   0.781   1.980  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.975   0.755   3.227  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.704   1.598   1.705  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.990  -1.410   2.112  1.00  0.00           H  
HETATM   31  H9  UNL     1      -3.873  -0.131   2.534  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.465  -1.205   0.321  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.075  -0.825  -0.221  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.563   1.708  -0.196  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.414   2.045  -1.016  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.715  -0.899  -0.245  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.214   1.345  -1.490  1.00  0.00           H  
HETATM   38  H16 UNL     1       1.349  -0.608  -0.196  1.00  0.00           H  
HETATM   39  H17 UNL     1       2.361  -1.196  -2.435  1.00  0.00           H  
HETATM   40  H18 UNL     1       1.019  -0.440  -3.284  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.458   1.762  -2.444  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.890   1.047  -3.251  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.427   1.075  -0.184  1.00  0.00           H  
HETATM   44  H22 UNL     1       3.458   2.232  -1.026  1.00  0.00           H  
HETATM   45  H23 UNL     1       4.832   0.268  -1.893  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.720  -0.861  -1.011  1.00  0.00           H  
HETATM   47  H25 UNL     1       5.252   1.483   0.205  1.00  0.00           H  
HETATM   48  H26 UNL     1       4.221   0.336   1.066  1.00  0.00           H  
HETATM   49  H27 UNL     1       5.628  -1.619   0.242  1.00  0.00           H  
HETATM   50  H28 UNL     1       6.635  -0.479  -0.656  1.00  0.00           H  
HETATM   51  H29 UNL     1       6.317  -0.507   2.430  1.00  0.00           H  
HETATM   52  H30 UNL     1       7.677  -1.245   1.473  1.00  0.00           H  
HETATM   53  H31 UNL     1       0.563  -2.234   0.628  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7    7   34
CONECT    7    8   35
CONECT    8    9    9   36
CONECT    9   10   37
CONECT   10   11   21   38
CONECT   11   12   39   40
CONECT   12   13   41   42
CONECT   13   14   43   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   19   20
CONECT   21   22
CONECT   22   53
END

HMDB0303982
     RDKit          3D
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate
 53 52  0  0  0  0  0  0  0  0999 V2000
   -7.3266    0.1108    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2051    0.1379    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8919    0.5257    2.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7326   -0.3279    1.8190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2764   -0.4113    0.4159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8366    0.8672   -0.1574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6449    1.0556   -0.6067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5817    0.0903   -0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.3563   -1.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -0.6208   -1.1342 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6190   -0.3735   -2.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    0.9786   -2.3163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545    1.1916   -1.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481    0.1646   -1.0340 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9581    0.4349    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0395   -0.5824    0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031   -0.4199    1.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5801    0.8831    1.4632 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4676    1.6483    0.4943 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3557    1.2280    2.5737 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.2197   -1.9245   -1.2379 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6060   -2.6905   -0.2482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6832    0.8208   -0.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3146   -0.9278   -0.3480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4327    0.4000   -0.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3990   -0.9185    1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0381    0.7809    1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9746    0.7546    3.2272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7041    1.5984    1.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9897   -1.4103    2.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8726   -0.1310    2.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4653   -1.2055    0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0750   -0.8247   -0.2205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5626    1.7085   -0.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4142    2.0450   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7153   -0.8995   -0.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2145    1.3446   -1.4896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3488   -0.6083   -0.1963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3609   -1.1962   -2.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0185   -0.4398   -3.2844 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4581    1.7625   -2.4440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8899    1.0467   -3.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4274    1.0749   -0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4579    2.2322   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323    0.2677   -1.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7198   -0.8615   -1.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.4833    0.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206    0.3365    1.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6278   -1.6195    0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6347   -0.4791   -0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3172   -0.5073    2.4296 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6770   -1.2448    1.4733 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5626   -2.2342    0.6285 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 10 21  1  0
 21 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  1
 11 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 22 53  1  0
M  CHG  1  20  -1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoate	ChEBI
(9S)-Hydroperoxy-(10E,12Z)-octadecadienoate	ChEBI
(9S,10E,12Z)-9-Hydroperoxy-10,12-octadecadienoate	ChEBI
9(S)-HPOD(1-)	ChEBI
(10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid	Generator
(9S)-Hydroperoxy-(10E,12Z)-octadecadienoic acid	Generator
(9S,10E,12Z)-9-Hydroperoxy-10,12-octadecadienoic acid	Generator
(9S,10E,12Z)-9-Hydroperoxyoctadeca-10,12-dienoate	ChEBI
(9S,10E,12Z)-9-Hydroperoxyoctadeca-10,12-dienoic acid	Generator

Chemical Formula

C₁₈H₃₁O₄

Average Molecular Weight

311.443

Monoisotopic Molecular Weight

311.222783058

IUPAC Name

(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate

Traditional Name

(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(CCCCCCCC([O-])=O)OO

InChI Identifier

InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/p-1/b8-6-,14-11+/t17-/m1/s1

InChI Key

JGUNZIWGNMQSBM-UINYOVNOSA-M

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
Hydroperoxy fatty acid
Unsaturated fatty acid
Fatty acid
Allylic hydroperoxide
Hydroperoxide
Peroxol
Monocarboxylic acid or derivatives
Alkyl hydroperoxide
Carboxylic acid
Carboxylic acid derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monocarboxylic acid anion (CHEBI:60955 )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Peanut (FooDB: FOOD00016)
Hazelnut (FooDB: FOOD00376)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

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
logP	5.83	ALOGPS
logP	5.64	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.59 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	102.22 m³·mol⁻¹	ChemAxon
Polarizability	37.59 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	184.131	32859911
AllCCS	[M+H-H2O]+	181.193	32859911
AllCCS	[M+Na]+	187.632	32859911
AllCCS	[M+NH4]+	186.851	32859911
AllCCS	[M-H]-	180.969	32859911
AllCCS	[M+Na-2H]-	182.365	32859911
AllCCS	[M+HCOO]-	184.051	32859911
DeepCCS	[M+H]+	188.156	30932474
DeepCCS	[M-H]-	185.761	30932474
DeepCCS	[M-2H]-	218.9	30932474
DeepCCS	[M+Na]+	194.069	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 - (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate 10V, Negative-QTOF	splash10-01ox-0293000000-518cd41397f543578581	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate 20V, Negative-QTOF	splash10-0006-0490000000-fe44022c624c54fdbe1c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate 40V, Negative-QTOF	splash10-006w-3950000000-a8c22f52a24024af351c	2019-02-23	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

FDB030132

KNApSAcK ID

Not Available

Chemspider ID

26332052

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

60955

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 (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate (HMDB0303982)

MOL for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

3D MOL for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

3D SDF for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

3D-SDF for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

PDB for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

3D PDB for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

SMILES for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

INCHI for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

Structure for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

3D Structure for HMDB0303982 ((9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra