Hmdb loader

Showing metabocard for LysoPA(8:0/0:0) (HMDB0114740)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-09-09 02:34:38 UTC
Update Date2022-11-30 19:25:53 UTC
HMDB IDHMDB0114740
Secondary Accession NumbersNone
Metabolite Identification
Common NameLysoPA(8:0/0:0)
DescriptionLysoPA(8:0/0:0) is a lysophosphatidic acid. It is a glycerophospholipid in which a phosphate moiety occupies a glycerol substitution site. Lysophosphatidic acids can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. Fatty acids containing 16 and 18 carbons are the most common. LysoPA(8:0/0:0), in particular, consists of one chain of caprylic acid at the C-1 position. Lysophosphatidic acid is the simplest possible glycerophospholipid. It is the biosynthetic precursor of phosphatidic acid. Although it is present at very low levels only in animal tissues, it is extremely important biologically, influencing many biochemical processes.
Structure
Data?1563873516
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0114740 (LysoPA(8:0/0:0))

LPA(8:0/0:0)
  Mrv1652309221723012D          

 19 18  0  0  1  0            999 V2000
    9.1943   -4.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0108   -3.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277   -5.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442   -4.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0193   -4.4722    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3810   -4.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6710   -4.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522   -4.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2421   -4.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798   -5.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -3.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5245   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 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  1  0  0  0  0
M  END
Download

3D MOL for HMDB0114740 (LysoPA(8:0/0:0))

HMDB0114740
     RDKit          3D
LysoPA(8:0/0:0)
 42 41  0  0  0  0  0  0  0  0999 V2000
   -5.7480    1.6493    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345    0.2637    0.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657   -0.7762   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800   -0.5312   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -0.5594    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6052   -0.3023    0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9843   -1.3414    0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.9764   -0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -1.7215   -0.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0264    0.0965    0.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434    0.4762    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -0.4409    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4798   -1.6713    0.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409    0.2508    0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9696    0.3814   -0.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594    1.1434   -0.8724 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.7485    1.9841    0.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010    2.1294   -2.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6607   -0.0591   -0.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    1.5830   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4531    2.3720    0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7002    1.9957    0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5572    0.2802    1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0257    0.0784    0.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7133   -0.7234   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4731   -1.7830    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -1.3924   -0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5865    0.3800   -0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153    0.0766    1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1333   -1.6087    1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    0.6852    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1219   -0.2380    1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908   -1.3220   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -2.3619    0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667    0.7586   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489    1.4366    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -0.5702    2.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0241   -1.6953   -0.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764    1.2399    1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5293   -0.4004    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6163    1.6148   -3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7463   -0.4009    0.0083 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 18 41  1  0
 19 42  1  0
M  END
Download

3D SDF for HMDB0114740 (LysoPA(8:0/0:0))

LPA(8:0/0:0)
  Mrv1652309221723012D          

 19 18  0  0  1  0            999 V2000
    9.1943   -4.4806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0108   -3.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0277   -5.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8442   -4.4637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0193   -4.4722    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.3810   -4.0225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6710   -4.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9522   -4.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2421   -4.4579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6798   -5.2676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5233   -3.2816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8092   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0951   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3810   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6669   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386   -4.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5245   -4.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  5  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 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  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0114740

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC(=O)OCC(O)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H23O7P/c1-2-3-4-5-6-7-11(13)17-8-10(12)9-18-19(14,15)16/h10,12H,2-9H2,1H3,(H2,14,15,16)

> <INCHI_KEY>
VOEQFNGSVZKIOT-UHFFFAOYSA-N

> <FORMULA>
C11H23O7P

> <MOLECULAR_WEIGHT>
298.272

> <EXACT_MASS>
298.118140079

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.169344591277454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[2-hydroxy-3-(octanoyloxy)propoxy]phosphonic acid

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
1.4019245283333328

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531115837556447

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.505317785248875

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4039997949880556

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
68.1724

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-3-(octanoyloxy)propoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0114740 (LysoPA(8:0/0:0))

HMDB0114740
     RDKit          3D
LysoPA(8:0/0:0)
 42 41  0  0  0  0  0  0  0  0999 V2000
   -5.7480    1.6493    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345    0.2637    0.8334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2657   -0.7762   -0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7800   -0.5312   -0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -0.5594    1.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6052   -0.3023    0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9843   -1.3414    0.0344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.9764   -0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -1.7215   -0.7966 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0264    0.0965    0.5152 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3434    0.4762    0.4383 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -0.4409    0.9352 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4798   -1.6713    0.3355 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409    0.2508    0.6848 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9696    0.3814   -0.6838 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4594    1.1434   -0.8724 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.7485    1.9841    0.3461 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5010    2.1294   -2.2428 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6607   -0.0591   -0.9357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9187    1.5830   -0.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4531    2.3720    0.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7002    1.9957    0.3849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5572    0.2802    1.8539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0257    0.0784    0.8796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7133   -0.7234   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4731   -1.7830    0.3718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -1.3924   -0.7900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5865    0.3800   -0.7392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5153    0.0766    1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1333   -1.6087    1.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253    0.6852    0.4148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1219   -0.2380    1.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908   -1.3220   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1062   -2.3619    0.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667    0.7586   -0.6130 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489    1.4366    1.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -0.5702    2.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0241   -1.6953   -0.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6764    1.2399    1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5293   -0.4004    1.0950 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6163    1.6148   -3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7463   -0.4009    0.0083 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
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 18 41  1  0
 19 42  1  0
M  END
Download

PDB for HMDB0114740 (LysoPA(8:0/0:0))

HEADER    PROTEIN                                 22-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LPA(8:0/0:0)                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-SEP-17         0                                  
HETATM    1  O   UNK     0      17.163  -8.364   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      18.687  -6.808   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      18.718  -9.888   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      20.243  -8.332   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0      18.703  -8.348   0.000  0.00  0.00           P+0
HETATM    6  C   UNK     0      15.645  -7.509   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.319  -8.293   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.977  -7.537   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.652  -8.321   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      14.336  -9.833   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.310  -7.566   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.310  -6.126   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       8.977  -8.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.644  -7.566   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.311  -8.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.978  -7.566   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.645  -8.337   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.312  -7.566   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.979  -8.337   0.000  0.00  0.00           C+0
CONECT    1    6    5                                                       
CONECT    2    5                                                            
CONECT    3    5                                                            
CONECT    4    5                                                            
CONECT    5    1    2    3    4                                             
CONECT    6    1    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8   11                                                       
CONECT   10    7                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END
Download

3D PDB for HMDB0114740 (LysoPA(8:0/0:0))

COMPND    HMDB0114740
HETATM    1  C1  UNL     1      -5.748   1.649   0.253  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.934   0.264   0.833  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.266  -0.776  -0.037  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.780  -0.531  -0.165  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.067  -0.559   1.142  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.605  -0.302   0.929  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.984  -1.341   0.034  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.461  -0.976  -0.090  1.00  0.00           C  
HETATM    9  O1  UNL     1       1.152  -1.722  -0.797  1.00  0.00           O  
HETATM   10  O2  UNL     1       1.026   0.096   0.515  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.343   0.476   0.438  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.390  -0.441   0.935  1.00  0.00           C  
HETATM   13  O3  UNL     1       3.480  -1.671   0.336  1.00  0.00           O  
HETATM   14  C11 UNL     1       4.741   0.251   0.685  1.00  0.00           C  
HETATM   15  O4  UNL     1       4.970   0.381  -0.684  1.00  0.00           O  
HETATM   16  P1  UNL     1       6.459   1.143  -0.872  1.00  0.00           P  
HETATM   17  O5  UNL     1       6.749   1.984   0.346  1.00  0.00           O  
HETATM   18  O6  UNL     1       6.501   2.129  -2.243  1.00  0.00           O  
HETATM   19  O7  UNL     1       7.661  -0.059  -0.936  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.919   1.583  -0.842  1.00  0.00           H  
HETATM   21  H2  UNL     1      -6.453   2.372   0.672  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.700   1.996   0.385  1.00  0.00           H  
HETATM   23  H4  UNL     1      -5.557   0.280   1.854  1.00  0.00           H  
HETATM   24  H5  UNL     1      -7.026   0.078   0.880  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.713  -0.723  -1.050  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.473  -1.783   0.372  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.400  -1.392  -0.790  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.586   0.380  -0.739  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.515   0.077   1.918  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.133  -1.609   1.557  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.425   0.685   0.415  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.122  -0.238   1.914  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.391  -1.322  -0.991  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.106  -2.362   0.444  1.00  0.00           H  
HETATM   35  H16 UNL     1       2.567   0.759  -0.613  1.00  0.00           H  
HETATM   36  H17 UNL     1       2.449   1.437   1.029  1.00  0.00           H  
HETATM   37  H18 UNL     1       3.364  -0.570   2.048  1.00  0.00           H  
HETATM   38  H19 UNL     1       4.024  -1.695  -0.485  1.00  0.00           H  
HETATM   39  H20 UNL     1       4.676   1.240   1.135  1.00  0.00           H  
HETATM   40  H21 UNL     1       5.529  -0.400   1.095  1.00  0.00           H  
HETATM   41  H22 UNL     1       6.616   1.615  -3.078  1.00  0.00           H  
HETATM   42  H23 UNL     1       7.746  -0.401   0.008  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   35   36
CONECT   12   13   14   37
CONECT   13   38
CONECT   14   15   39   40
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   41
CONECT   19   42
END
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SMILES for HMDB0114740 (LysoPA(8:0/0:0))

CCCCCCCC(=O)OCC(O)COP(O)(O)=O
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INCHI for HMDB0114740 (LysoPA(8:0/0:0))

InChI=1S/C11H23O7P/c1-2-3-4-5-6-7-11(13)17-8-10(12)9-18-19(14,15)16/h10,12H,2-9H2,1H3,(H2,14,15,16)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
1-Capryloyl-glycero-3-phosphateHMDB
1-Capryloyl-lysophosphatidic acidHMDB
LPA(8:0)HMDB
Lysophosphatidic acid(8:0/0:0)HMDB
Lysophosphatidic acid(8:0)HMDB
LPA(8:0/0:0)HMDB
1-Octanoyl-glycero-3-phosphateHMDB
1-Capryloyl-phosphatidic acidHMDB
1-capryloyl-glycero-3-phosphate SMPDB, HMDB
1-capryloyl-lysophosphatidic acid SMPDB, HMDB
LPA(8:0) SMPDB, HMDB
Lysophosphatidic acid(8:0/0:0) SMPDB, HMDB
Chemical FormulaC11H23O7P
Average Molecular Weight298.272
Monoisotopic Molecular Weight298.118140079
IUPAC Name[2-hydroxy-3-(octanoyloxy)propoxy]phosphonic acid
Traditional Name2-hydroxy-3-(octanoyloxy)propoxyphosphonic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCC(=O)OCC(O)COP(O)(O)=O
InChI Identifier
InChI=1S/C11H23O7P/c1-2-3-4-5-6-7-11(13)17-8-10(12)9-18-19(14,15)16/h10,12H,2-9H2,1H3,(H2,14,15,16)
InChI KeyVOEQFNGSVZKIOT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphates
Direct Parent1-acylglycerol-3-phosphates
Alternative Parents
Substituents
  • 1-acylglycerol-3-phosphate
  • Fatty acid ester
  • Monoalkyl phosphate
  • Fatty acyl
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Carboxylic acid ester
  • Secondary alcohol
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Alcohol
  • Organooxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.71ALOGPS
logP1.4ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)1.51ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area113.29 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity68.17 m³·mol⁻¹ChemAxon
Polarizability30.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+173.72131661259
DarkChem[M-H]-168.3531661259
DeepCCS[M+H]+162.95930932474
DeepCCS[M-H]-159.1830932474
DeepCCS[M-2H]-195.48330932474
DeepCCS[M+Na]+171.77430932474
AllCCS[M+H]+170.032859911
AllCCS[M+H-H2O]+167.132859911
AllCCS[M+NH4]+172.732859911
AllCCS[M+Na]+173.532859911
AllCCS[M-H]-167.932859911
AllCCS[M+Na-2H]-168.732859911
AllCCS[M+HCOO]-169.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
LysoPA(8:0/0:0)CCCCCCCC(=O)OCC(O)COP(O)(O)=O3428.5Standard polar33892256
LysoPA(8:0/0:0)CCCCCCCC(=O)OCC(O)COP(O)(O)=O1942.6Standard non polar33892256
LysoPA(8:0/0:0)CCCCCCCC(=O)OCC(O)COP(O)(O)=O2286.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
LysoPA(8:0/0:0),1TMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O)O[Si](C)(C)C2303.9Semi standard non polar33892256
LysoPA(8:0/0:0),1TMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O)O[Si](C)(C)C2281.2Semi standard non polar33892256
LysoPA(8:0/0:0),2TMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2326.6Semi standard non polar33892256
LysoPA(8:0/0:0),2TMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2230.3Standard non polar33892256
LysoPA(8:0/0:0),2TMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2932.9Standard polar33892256
LysoPA(8:0/0:0),2TMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2317.6Semi standard non polar33892256
LysoPA(8:0/0:0),2TMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2243.8Standard non polar33892256
LysoPA(8:0/0:0),2TMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2666.0Standard polar33892256
LysoPA(8:0/0:0),3TMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2348.4Semi standard non polar33892256
LysoPA(8:0/0:0),3TMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2292.8Standard non polar33892256
LysoPA(8:0/0:0),3TMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2541.2Standard polar33892256
LysoPA(8:0/0:0),1TBDMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2552.2Semi standard non polar33892256
LysoPA(8:0/0:0),1TBDMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2518.7Semi standard non polar33892256
LysoPA(8:0/0:0),2TBDMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2785.7Semi standard non polar33892256
LysoPA(8:0/0:0),2TBDMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2588.0Standard non polar33892256
LysoPA(8:0/0:0),2TBDMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3099.4Standard polar33892256
LysoPA(8:0/0:0),2TBDMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2764.9Semi standard non polar33892256
LysoPA(8:0/0:0),2TBDMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2564.0Standard non polar33892256
LysoPA(8:0/0:0),2TBDMS,isomer #2CCCCCCCC(=O)OCC(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2891.6Standard polar33892256
LysoPA(8:0/0:0),3TBDMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3020.3Semi standard non polar33892256
LysoPA(8:0/0:0),3TBDMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2741.0Standard non polar33892256
LysoPA(8:0/0:0),3TBDMS,isomer #1CCCCCCCC(=O)OCC(COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2821.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - LysoPA(8:0/0:0) GC-MS (1 TMS) - 70eV, Positivesplash10-01r2-9210000000-beb365d4430c346fac942017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - LysoPA(8:0/0:0) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - LysoPA(8:0/0:0) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPA(8:0/0:0) 10V, Negative-QTOFsplash10-0002-0090000000-8cbbdf0808e1a7dbaa022021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPA(8:0/0:0) 20V, Negative-QTOFsplash10-0002-0090000000-8cbbdf0808e1a7dbaa022021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPA(8:0/0:0) 40V, Negative-QTOFsplash10-0udm-1940000000-9fc2449c946dd9bc93f72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPA(8:0/0:0) 10V, Positive-QTOFsplash10-0002-0090000000-d8164fe7e0a72fe96d602021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPA(8:0/0:0) 20V, Positive-QTOFsplash10-0002-0090000000-d8164fe7e0a72fe96d602021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPA(8:0/0:0) 40V, Positive-QTOFsplash10-00gi-0940000000-144f29cb30aadc62433a2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound17786733
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Moritz A, De Graan PN, Gispen WH, Wirtz KW: Phosphatidic acid is a specific activator of phosphatidylinositol-4-phosphate kinase. J Biol Chem. 1992 Apr 15;267(11):7207-10. [PubMed:1313792 ]
  2. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  3. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
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  5. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
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