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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:31:50 UTC

Update Date

2021-09-26 22:57:16 UTC

HMDB ID

HMDB0247525

Secondary Accession Numbers

None

Metabolite Identification

Common Name

10-(Phosphonooxy)decyl methacrylate

Description

({10-[(2-methylprop-2-enoyl)oxy]decyl}oxy)phosphonic acid belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. Based on a literature review very few articles have been published on ({10-[(2-methylprop-2-enoyl)oxy]decyl}oxy)phosphonic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 10-(phosphonooxy)decyl methacrylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 10-(Phosphonooxy)decyl methacrylate 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

HMDB0247525
     RDKit          3D
10-(Phosphonooxy)decyl methacrylate
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.2074   -1.3088    0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0021   -0.1568    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8314    0.2454    2.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9616    0.7213    0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546    1.8378    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1560    0.3971   -0.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    1.2530   -0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    0.6506   -2.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.6669   -1.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401   -0.5460   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600    0.4100   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942    0.5516    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687   -0.7335    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973   -1.3947   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.6348   -1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0450   -0.2497   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6288    0.5633    0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9584    0.9843    1.5784 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5416    1.1030    3.0192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0991   -0.2678    1.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6358    2.4202    1.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9826   -2.0042    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6214   -1.6487   -0.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2753    0.9844    2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0875   -0.6041    2.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7308    0.7578    1.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386    2.2315   -1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305    1.4807   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    1.3838   -2.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784    0.4306   -2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2535   -1.0680   -2.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396   -1.3928   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2629   -1.5399   -0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1985   -0.2610    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769    1.4177   -1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.0697   -1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636    0.9141    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307    1.3280   -0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.4329    0.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -0.5457    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2699   -2.3240   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1189   -1.7114   -1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.2545   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2830   -1.2824   -2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6381   -1.1124   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7815    0.3386   -1.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6571   -1.1175    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3746    3.1943    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  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
 18 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  0
M  END


  Mrv1652309112102322D          

 21 20  0  0  0  0            999 V2000
    4.7586    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8881    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0631    4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247525

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C(=O)OCCCCCCCCCCOP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H27O6P/c1-13(2)14(15)19-11-9-7-5-3-4-6-8-10-12-20-21(16,17)18/h1,3-12H2,2H3,(H2,16,17,18)

> <INCHI_KEY>
CFKBCVIYTWDYRP-UHFFFAOYSA-N

> <FORMULA>
C14H27O6P

> <MOLECULAR_WEIGHT>
322.338

> <EXACT_MASS>
322.154525587

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
35.145336987615025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
({10-[(2-methylprop-2-enoyl)oxy]decyl}oxy)phosphonic acid

> <ALOGPS_LOGP>
1.98

> <JCHEM_LOGP>
3.738791527999999

> <ALOGPS_LOGS>
-3.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.831848595602025

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8086362792055666

> <JCHEM_PKA_STRONGEST_BASIC>
-6.832341101281895

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
80.69879999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{10-[(2-methylprop-2-enoyl)oxy]decyl}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247525
     RDKit          3D
10-(Phosphonooxy)decyl methacrylate
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.2074   -1.3088    0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0021   -0.1568    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8314    0.2454    2.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9616    0.7213    0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546    1.8378    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1560    0.3971   -0.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    1.2530   -0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    0.6506   -2.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.6669   -1.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401   -0.5460   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600    0.4100   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942    0.5516    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687   -0.7335    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973   -1.3947   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.6348   -1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0450   -0.2497   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6288    0.5633    0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9584    0.9843    1.5784 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5416    1.1030    3.0192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0991   -0.2678    1.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6358    2.4202    1.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9826   -2.0042    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6214   -1.6487   -0.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2753    0.9844    2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0875   -0.6041    2.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7308    0.7578    1.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386    2.2315   -1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305    1.4807   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    1.3838   -2.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784    0.4306   -2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2535   -1.0680   -2.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396   -1.3928   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2629   -1.5399   -0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1985   -0.2610    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769    1.4177   -1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.0697   -1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636    0.9141    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307    1.3280   -0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.4329    0.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -0.5457    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2699   -2.3240   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1189   -1.7114   -1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.2545   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2830   -1.2824   -2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6381   -1.1124   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7815    0.3386   -1.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6571   -1.1175    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3746    3.1943    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  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
 18 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.216   8.978   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      11.550   5.128   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      12.884   7.438   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.220   7.438   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      27.554   6.668   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      28.888   7.438   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      30.222   8.208   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      29.658   6.105   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      28.118   8.772   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0247525
HETATM    1  C1  UNL     1       6.207  -1.309   0.594  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.002  -0.157   1.180  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.831   0.245   2.325  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.962   0.721   0.702  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.755   1.838   1.261  1.00  0.00           O  
HETATM    6  O2  UNL     1       4.156   0.397  -0.365  1.00  0.00           O  
HETATM    7  C5  UNL     1       3.126   1.253  -0.846  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.407   0.651  -2.016  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.754  -0.667  -1.673  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.740  -0.546  -0.578  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.360   0.410  -0.987  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.394   0.552   0.095  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.069  -0.733   0.451  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.797  -1.395  -0.656  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.905  -0.635  -1.289  1.00  0.00           C  
HETATM   16  C14 UNL     1      -5.045  -0.250  -0.424  1.00  0.00           C  
HETATM   17  O3  UNL     1      -4.629   0.563   0.609  1.00  0.00           O  
HETATM   18  P1  UNL     1      -5.958   0.984   1.578  1.00  0.00           P  
HETATM   19  O4  UNL     1      -5.542   1.103   3.019  1.00  0.00           O  
HETATM   20  O5  UNL     1      -7.099  -0.268   1.480  1.00  0.00           O  
HETATM   21  O6  UNL     1      -6.636   2.420   1.000  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.983  -2.004   0.922  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.621  -1.649  -0.254  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.275   0.984   2.924  1.00  0.00           H  
HETATM   25  H4  UNL     1       7.087  -0.604   2.986  1.00  0.00           H  
HETATM   26  H5  UNL     1       7.731   0.758   1.922  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.539   2.232  -1.183  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.430   1.481  -0.008  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.717   1.384  -2.430  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.178   0.431  -2.797  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.254  -1.068  -2.566  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.540  -1.393  -1.387  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.263  -1.540  -0.455  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.198  -0.261   0.391  1.00  0.00           H  
HETATM   35  H14 UNL     1       0.077   1.418  -1.155  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.763   0.070  -1.946  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.864   0.914   1.005  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.131   1.328  -0.164  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.291  -1.433   0.900  1.00  0.00           H  
HETATM   40  H19 UNL     1      -2.757  -0.546   1.295  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.270  -2.324  -0.214  1.00  0.00           H  
HETATM   42  H21 UNL     1      -2.119  -1.711  -1.503  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.472   0.255  -1.805  1.00  0.00           H  
HETATM   44  H23 UNL     1      -4.283  -1.282  -2.139  1.00  0.00           H  
HETATM   45  H24 UNL     1      -5.638  -1.112  -0.053  1.00  0.00           H  
HETATM   46  H25 UNL     1      -5.781   0.339  -1.047  1.00  0.00           H  
HETATM   47  H26 UNL     1      -6.657  -1.117   1.745  1.00  0.00           H  
HETATM   48  H27 UNL     1      -6.375   3.194   1.557  1.00  0.00           H  
CONECT    1    2    2   22   23
CONECT    2    3    4
CONECT    3   24   25   26
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   27   28
CONECT    8    9   29   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17   45   46
CONECT   17   18
CONECT   18   19   19   20   21
CONECT   20   47
CONECT   21   48
END

HMDB0247525
     RDKit          3D
10-(Phosphonooxy)decyl methacrylate
 48 47  0  0  0  0  0  0  0  0999 V2000
    6.2074   -1.3088    0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0021   -0.1568    1.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8314    0.2454    2.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9616    0.7213    0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7546    1.8378    1.2607 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1560    0.3971   -0.3645 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    1.2530   -0.8462 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4069    0.6506   -2.0157 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7539   -0.6669   -1.6733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7401   -0.5460   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3600    0.4100   -0.9867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3942    0.5516    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0687   -0.7335    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7973   -1.3947   -0.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9050   -0.6348   -1.2894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0450   -0.2497   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6288    0.5633    0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9584    0.9843    1.5784 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5416    1.1030    3.0192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0991   -0.2678    1.4796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6358    2.4202    1.0003 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9826   -2.0042    0.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6214   -1.6487   -0.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2753    0.9844    2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0875   -0.6041    2.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7308    0.7578    1.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5386    2.2315   -1.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4305    1.4807   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    1.3838   -2.4304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784    0.4306   -2.7968 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2535   -1.0680   -2.5662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5396   -1.3928   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2629   -1.5399   -0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1985   -0.2610    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769    1.4177   -1.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.0697   -1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8636    0.9141    1.0047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1307    1.3280   -0.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2914   -1.4329    0.9003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7567   -0.5457    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2699   -2.3240   -0.2135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1189   -1.7114   -1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4722    0.2545   -1.8052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2830   -1.2824   -2.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6381   -1.1124   -0.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7815    0.3386   -1.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6571   -1.1175    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3746    3.1943    1.5571 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  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
 18 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  3 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 20 47  1  0
 21 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
({10-[(2-methylprop-2-enoyl)oxy]decyl}oxy)phosphonate	Generator
10-(Phosphonooxy)decyl methacrylic acid	Generator
10-MDP	MeSH
10-MDP Compound	MeSH
10-MDP CPD	MeSH
10-Methacryloyloxy-decyl-dihydrogen-phosphate	MeSH
10-Methacryloyloxydecyl dihydrogen phosphate	MeSH
Cesead opaque primer	MeSH
MADDP	MeSH
Methacryloxydecyl dihydrogen phosphate	MeSH
Methacryloyloxydecyl dihydrogen phosphate	MeSH

Chemical Formula

C₁₄H₂₇O₆P

Average Molecular Weight

322.338

Monoisotopic Molecular Weight

322.154525587

IUPAC Name

({10-[(2-methylprop-2-enoyl)oxy]decyl}oxy)phosphonic acid

Traditional Name

{10-[(2-methylprop-2-enoyl)oxy]decyl}oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC(=C)C(=O)OCCCCCCCCCCOP(O)(O)=O

InChI Identifier

InChI=1S/C14H27O6P/c1-13(2)14(15)19-11-9-7-5-3-4-6-8-10-12-20-21(16,17)18/h1,3-12H2,2H3,(H2,16,17,18)

InChI Key

CFKBCVIYTWDYRP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphoric acids and derivatives

Sub Class

Phosphate esters

Direct Parent

Monoalkyl phosphates

Alternative Parents

Substituents

Monoalkyl phosphate
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	1.98	ALOGPS
logP	3.74	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	1.81	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	80.7 m³·mol⁻¹	ChemAxon
Polarizability	35.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DeepCCS	[M+H]+	167.168	30932474
DeepCCS	[M-H]-	164.81	30932474
DeepCCS	[M-2H]-	198.932	30932474
DeepCCS	[M+Na]+	174.039	30932474
AllCCS	[M+H]+	178.1	32859911
AllCCS	[M+H-H2O]+	175.4	32859911
AllCCS	[M+NH4]+	180.7	32859911
AllCCS	[M+Na]+	181.4	32859911
AllCCS	[M-H]-	176.2	32859911
AllCCS	[M+Na-2H]-	177.4	32859911
AllCCS	[M+HCOO]-	178.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
10-(Phosphonooxy)decyl methacrylate	CC(=C)C(=O)OCCCCCCCCCCOP(O)(O)=O	2869.9	Standard polar	33892256
10-(Phosphonooxy)decyl methacrylate	CC(=C)C(=O)OCCCCCCCCCCOP(O)(O)=O	2124.9	Standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate	CC(=C)C(=O)OCCCCCCCCCCOP(O)(O)=O	2427.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
10-(Phosphonooxy)decyl methacrylate,1TMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O)O[Si](C)(C)C	2410.9	Semi standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,1TMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O)O[Si](C)(C)C	2287.5	Standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,1TMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O)O[Si](C)(C)C	3218.7	Standard polar	33892256
10-(Phosphonooxy)decyl methacrylate,2TMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2483.5	Semi standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,2TMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2356.0	Standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,2TMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2729.9	Standard polar	33892256
10-(Phosphonooxy)decyl methacrylate,1TBDMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O)O[Si](C)(C)C(C)(C)C	2635.4	Semi standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,1TBDMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O)O[Si](C)(C)C(C)(C)C	2486.4	Standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,1TBDMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O)O[Si](C)(C)C(C)(C)C	3306.6	Standard polar	33892256
10-(Phosphonooxy)decyl methacrylate,2TBDMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2914.7	Semi standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,2TBDMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2683.0	Standard non polar	33892256
10-(Phosphonooxy)decyl methacrylate,2TBDMS,isomer #1	C=C(C)C(=O)OCCCCCCCCCCOP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2931.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 10-(Phosphonooxy)decyl methacrylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kb-9220000000-53c83f96c1f2f4c36885	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 10-(Phosphonooxy)decyl methacrylate 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 - 10-(Phosphonooxy)decyl methacrylate 10V, Positive-QTOF	splash10-000i-3982000000-6306a89f5c48a39c3964	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-(Phosphonooxy)decyl methacrylate 20V, Positive-QTOF	splash10-000i-7930000000-e8bb176806a70a94ae1c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-(Phosphonooxy)decyl methacrylate 40V, Positive-QTOF	splash10-014l-9100000000-cf412e3caf0445c21d40	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-(Phosphonooxy)decyl methacrylate 10V, Negative-QTOF	splash10-00b9-9005000000-0db78304bea7ea7adab5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-(Phosphonooxy)decyl methacrylate 20V, Negative-QTOF	splash10-002r-9000000000-b2c8e8897b9c58ffb4a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10-(Phosphonooxy)decyl methacrylate 40V, Negative-QTOF	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-10-12	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

119018

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 10-(Phosphonooxy)decyl methacrylate (HMDB0247525)

MOL for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

3D MOL for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

3D SDF for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

3D-SDF for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

PDB for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

3D PDB for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

SMILES for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

INCHI for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

Structure for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

3D Structure for HMDB0247525 (10-(Phosphonooxy)decyl methacrylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra