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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 15:53:43 UTC

Update Date

2021-09-26 23:11:09 UTC

HMDB ID

HMDB0255909

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Octinoxate

Description

2-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. Based on a literature review very few articles have been published on 2-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Octinoxate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Octinoxate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255909
     RDKit          3D
Octinoxate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.9241   -1.5879   -0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3114   -0.8890    0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -1.1005    0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9906   -0.7077   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    0.6445   -0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0562    1.3044   -1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7378    2.7143   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1214    1.5865    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411    1.1930    0.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2559    1.0078   -0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    1.2178   -1.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566    0.5913    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418    0.4429   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    0.0245   -0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8644   -0.1025   -1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1362   -0.4832   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5035   -0.7609    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7697   -1.1480    0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1165   -1.4252    2.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451   -0.6377    1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.2476    1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9681   -1.8901   -0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3810   -2.5193   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9627   -0.9305   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7151    0.0961    0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157   -1.5173    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263   -2.2438    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4171   -0.7923    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.1567   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -1.4010   -1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1146    0.6194   -1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991    1.4553   -0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    0.7227   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5142    2.9411   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    3.4347   -0.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638    2.7447   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    2.5958   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7136    1.7334    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7017    0.4082    1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    0.6367   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252    0.1073   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8897   -0.5767   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7978   -0.6088    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2154   -1.5592    2.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6684   -2.3676    2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7939   -0.8490    2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176   -0.1632    1.8964 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  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END

  Mrv1572004251602292D          

 21 21  0  0  0  0            999 V2000
   -4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  4  1  0  0  0  0
  7  6  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  2  0  0  0  0
 15  5  1  0  0  0  0
 15  7  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  2  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 11  2  0  0  0  0
 17 12  1  0  0  0  0
 13 18  1  4  0  0  0
 19 18  2  0  0  0  0
 20  3  1  0  0  0  0
 20 17  1  0  0  0  0
 21 14  1  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255909

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3

> <INCHI_KEY>
YBGZDTIWKVFICR-UHFFFAOYSA-N

> <FORMULA>
C18H26O3

> <MOLECULAR_WEIGHT>
290.403

> <EXACT_MASS>
290.188194697

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.83771507939504

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
5.62

> <JCHEM_LOGP>
5.380220219666667

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.819479599848811

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
86.4404

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.52e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0255909
     RDKit          3D
Octinoxate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.9241   -1.5879   -0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3114   -0.8890    0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -1.1005    0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9906   -0.7077   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    0.6445   -0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0562    1.3044   -1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7378    2.7143   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1214    1.5865    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411    1.1930    0.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2559    1.0078   -0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    1.2178   -1.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566    0.5913    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418    0.4429   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    0.0245   -0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8644   -0.1025   -1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1362   -0.4832   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5035   -0.7609    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7697   -1.1480    0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1165   -1.4252    2.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451   -0.6377    1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.2476    1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9681   -1.8901   -0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3810   -2.5193   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9627   -0.9305   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7151    0.0961    0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157   -1.5173    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263   -2.2438    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4171   -0.7923    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.1567   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -1.4010   -1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1146    0.6194   -1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991    1.4553   -0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    0.7227   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5142    2.9411   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    3.4347   -0.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638    2.7447   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    2.5958   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7136    1.7334    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7017    0.4082    1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    0.6367   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252    0.1073   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8897   -0.5767   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7978   -0.6088    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2154   -1.5592    2.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6684   -2.3676    2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7939   -0.8490    2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176   -0.1632    1.8964 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  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END

HEADER    PROTEIN                                 25-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-16         0                                  
HETATM    1  C   UNK     0      -8.002  12.320   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  14.630   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336  16.170   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  14.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334  10.010   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.336  14.630   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000  12.320   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3   20                                                            
CONECT    4    1    6                                                       
CONECT    5    2   15                                                       
CONECT    6    4    7                                                       
CONECT    7    6   15                                                       
CONECT    8   11   16                                                       
CONECT    9   12   16                                                       
CONECT   10   13   16                                                       
CONECT   11    8   17                                                       
CONECT   12    9   17                                                       
CONECT   13   10   18                                                       
CONECT   14   15   21                                                       
CONECT   15    5    7   14                                                  
CONECT   16    8    9   10                                                  
CONECT   17   11   12   20                                                  
CONECT   18   13   19   21                                                  
CONECT   19   18                                                            
CONECT   20    3   17                                                       
CONECT   21   14   18                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0255909
HETATM    1  C1  UNL     1      -5.924  -1.588  -0.375  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.311  -0.889   0.825  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.837  -1.100   0.871  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.991  -0.708  -0.246  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.821   0.645  -0.746  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.056   1.304  -1.260  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.738   2.714  -1.789  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.121   1.586   0.225  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.841   1.193   0.587  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.256   1.008  -0.212  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.108   1.218  -1.441  1.00  0.00           O  
HETATM   12  C10 UNL     1       1.557   0.591   0.264  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.542   0.443  -0.582  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.890   0.025  -0.184  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.864  -0.102  -1.165  1.00  0.00           C  
HETATM   16  C14 UNL     1       6.136  -0.483  -0.890  1.00  0.00           C  
HETATM   17  C15 UNL     1       6.503  -0.761   0.401  1.00  0.00           C  
HETATM   18  O3  UNL     1       7.770  -1.148   0.732  1.00  0.00           O  
HETATM   19  C16 UNL     1       8.116  -1.425   2.059  1.00  0.00           C  
HETATM   20  C17 UNL     1       5.545  -0.638   1.376  1.00  0.00           C  
HETATM   21  C18 UNL     1       4.242  -0.248   1.096  1.00  0.00           C  
HETATM   22  H1  UNL     1      -6.968  -1.890  -0.152  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.381  -2.519  -0.630  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.963  -0.931  -1.270  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.715   0.096   0.920  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.716  -1.517   1.716  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.726  -2.244   0.960  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.417  -0.792   1.882  1.00  0.00           H  
HETATM   29  H8  UNL     1      -1.939  -1.157  -0.049  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.297  -1.401  -1.126  1.00  0.00           H  
HETATM   31  H10 UNL     1      -2.115   0.619  -1.640  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.799   1.455  -0.479  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.445   0.723  -2.120  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.514   2.941  -2.549  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.864   3.435  -0.967  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.764   2.745  -2.282  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.138   2.596  -0.284  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.714   1.733   1.152  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.702   0.408   1.304  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.376   0.637  -1.659  1.00  0.00           H  
HETATM   41  H20 UNL     1       4.625   0.107  -2.214  1.00  0.00           H  
HETATM   42  H21 UNL     1       6.890  -0.577  -1.682  1.00  0.00           H  
HETATM   43  H22 UNL     1       7.798  -0.609   2.734  1.00  0.00           H  
HETATM   44  H23 UNL     1       9.215  -1.559   2.133  1.00  0.00           H  
HETATM   45  H24 UNL     1       7.668  -2.368   2.441  1.00  0.00           H  
HETATM   46  H25 UNL     1       5.794  -0.849   2.418  1.00  0.00           H  
HETATM   47  H26 UNL     1       3.518  -0.163   1.896  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6    8   31
CONECT    6    7   32   33
CONECT    7   34   35   36
CONECT    8    9   37   38
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   39
CONECT   13   14   40
CONECT   14   15   15   21
CONECT   15   16   41
CONECT   16   17   17   42
CONECT   17   18   20
CONECT   18   19
CONECT   19   43   44   45
CONECT   20   21   21   46
CONECT   21   47
END

HMDB0255909
     RDKit          3D
Octinoxate
 47 47  0  0  0  0  0  0  0  0999 V2000
   -5.9241   -1.5879   -0.3748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3114   -0.8890    0.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374   -1.1005    0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9906   -0.7077   -0.2464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8206    0.6445   -0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0562    1.3044   -1.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7378    2.7143   -1.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1214    1.5865    0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411    1.1930    0.5867 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2559    1.0078   -0.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1084    1.2178   -1.4413 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5566    0.5913    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5418    0.4429   -0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8898    0.0245   -0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8644   -0.1025   -1.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1362   -0.4832   -0.8905 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5035   -0.7609    0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7697   -1.1480    0.7321 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1165   -1.4252    2.0589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5451   -0.6377    1.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2417   -0.2476    1.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9681   -1.8901   -0.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3810   -2.5193   -0.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9627   -0.9305   -1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7151    0.0961    0.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7157   -1.5173    1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7263   -2.2438    0.9604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4171   -0.7923    1.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9392   -1.1567   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2970   -1.4010   -1.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1146    0.6194   -1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991    1.4553   -0.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    0.7227   -2.1202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5142    2.9411   -2.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8645    3.4347   -0.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7638    2.7447   -2.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1384    2.5958   -0.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7136    1.7334    1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7017    0.4082    1.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3764    0.6367   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6252    0.1073   -2.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8897   -0.5767   -1.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7978   -0.6088    2.7345 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2154   -1.5592    2.1334 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6684   -2.3676    2.4408 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7939   -0.8490    2.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5176   -0.1632    1.8964 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  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  2  0
 21 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 19 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Ethylhexyl 3-(4-methoxyphenyl)prop-2-enoic acid	Generator
2-Ethylhexyl-4-methoxycinnamate	MeSH
2-Ethylhexyl-P-methoxycinnamate	MeSH
Heliopan new	MeSH
OMC cinnamate	MeSH
Parsol MCX	MeSH
Escalol 557	MeSH
Octinoxate	MeSH
Octyl-methoxycinnamate	MeSH
Octylmethoxycinnamate	MeSH
2-Ethylhexyl 3-(methoxyphenyl)-2-propenoate	MeSH
EHMC CPD	MeSH
Ethylhexyl methoxycinnamate	MeSH
Uvinul MC80	MeSH

Chemical Formula

C₁₈H₂₆O₃

Average Molecular Weight

290.403

Monoisotopic Molecular Weight

290.188194697

IUPAC Name

2-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate

Traditional Name

2-ethylhexyl 3-(4-methoxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1

InChI Identifier

InChI=1S/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3

InChI Key

YBGZDTIWKVFICR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Cinnamic acid esters

Direct Parent

Cinnamic acid esters

Alternative Parents

Substituents

Cinnamic acid ester
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Benzenoid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0255909)

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	5.62	ALOGPS
logP	5.38	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	86.44 m³·mol⁻¹	ChemAxon
Polarizability	34.84 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	176.418	30932474
DeepCCS	[M-H]-	174.06	30932474
DeepCCS	[M-2H]-	206.946	30932474
DeepCCS	[M+Na]+	182.511	30932474
AllCCS	[M+H]+	174.8	32859911
AllCCS	[M+H-H2O]+	171.8	32859911
AllCCS	[M+NH4]+	177.7	32859911
AllCCS	[M+Na]+	178.5	32859911
AllCCS	[M-H]-	174.7	32859911
AllCCS	[M+Na-2H]-	175.5	32859911
AllCCS	[M+HCOO]-	176.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Octinoxate	CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1	3179.7	Standard polar	33892256
Octinoxate	CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1	2232.1	Standard non polar	33892256
Octinoxate	CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1	2307.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Octinoxate GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-6910000000-4457e014a27470b71376	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Octinoxate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octinoxate 10V, Positive-QTOF	splash10-03dl-0950000000-7c75a171098f061df1d5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octinoxate 20V, Positive-QTOF	splash10-03di-3910000000-999432b0b3a154dc16c4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octinoxate 40V, Positive-QTOF	splash10-06r6-9400000000-f0de61dd27ceae8cac50	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octinoxate 10V, Negative-QTOF	splash10-052r-0970000000-9b1d54a8c418b0e3d7dd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octinoxate 20V, Negative-QTOF	splash10-06vi-0910000000-29fe696309912eb4ba3d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Octinoxate 40V, Negative-QTOF	splash10-01r2-3900000000-58e02602b0c98e57a09c	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

20329

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

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Octinoxate (HMDB0255909)

MOL for HMDB0255909 (Octinoxate)

3D MOL for HMDB0255909 (Octinoxate)

3D SDF for HMDB0255909 (Octinoxate)

3D-SDF for HMDB0255909 (Octinoxate)

PDB for HMDB0255909 (Octinoxate)

3D PDB for HMDB0255909 (Octinoxate)

SMILES for HMDB0255909 (Octinoxate)

INCHI for HMDB0255909 (Octinoxate)

Structure for HMDB0255909 (Octinoxate)

3D Structure for HMDB0255909 (Octinoxate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra