NP-MRD: Showing NP-Card for LysoPA(P-16:0/0:0) (NP0136752)

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Record Information

Version

2.0

Created at

2022-05-12 15:22:38 UTC

Updated at

2022-05-12 15:22:38 UTC

NP-MRD ID

NP0136752

Secondary Accession Numbers

None

Natural Product Identification

Common Name

LysoPA(P-16:0/0:0)

Description

LysoPA(P-16:0/0:0), Also known as lpa(16:1) Or lpa(p-16:0/0:0), Belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Thus, lysopa(p-16:0/0:0) Is considered to be a glycerophosphate lipid molecule. LysoPA(P-16:0/0:0) Is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Ethanolamine plasmalogen is prevalent in myelin. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. Plasmalogens are glycerol ether phospholipids. Three major classes of plasmalogens have been identified: Choline, ethanolamine and serine derivatives. Choline plasmalogen is abundant in cardiac tissue. Ether analogues of triacylglycerols, i.E. 1-Alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids. Ether lipids are lipids in which one or more of the carbon atoms on glycerol is bonded to an alkyl chain via an ether linkage, as opposed to the usual ester linkage. 1-(1Z-hexadecenyl)-sn-glycero-3-phosphate is an intermediate of ether lipid metabolism.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304202019382D          

 27 26  0  0  1  0            999 V2000
   21.3020   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6269   -6.9761    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9518   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9771   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2766   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1001   -7.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6522   -6.5863    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2624   -5.9111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0420   -7.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3273   -6.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2146   -7.7854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5596   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8426   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1255   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4084   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6914   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9743   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2573   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5517   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8346   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1176   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4005   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6835   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9664   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2494   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5323   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8149   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
  2 11  1  1  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
  5 12  1  0  0  0  0
M  END

     RDKit          3D

 65 64  0  0  0  0  0  0  0  0999 V2000
   -8.4763   -0.7322    1.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0992   -0.1070    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2394    0.7445   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0526    0.1544   -1.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9478   -0.3454   -0.3392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3689    0.8207    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2639    0.3576    1.3236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1337   -0.2823    0.5681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5276    0.6770   -0.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4113    0.0204   -1.1547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3368   -0.4647   -0.2205 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2087    0.7011    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2814    0.2322    1.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4062   -0.4027    0.7358 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9527    0.6068   -0.2068 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2206    0.9602   -0.0654 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9783    0.3842    0.9407 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1173   -0.4025    0.6567 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1308    0.4299   -0.0984 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.5133    1.5251    0.6643 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2867   -0.4674   -0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2335    0.2472   -1.1767 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5553   -0.6754   -1.6065 P   0  0  2  0  0  5  0  0  0  0  0  0
   11.8397   -0.1857   -0.9794 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7563   -0.5555   -3.2936 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3893   -2.3027   -1.2231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6032   -0.2185    1.9291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2695   -0.8197    2.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1658   -1.7964    1.3067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5954   -0.9339   -0.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9998    0.4821    0.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9062    1.1166   -1.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0039    1.7194   -0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3958   -0.6677   -1.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6063    0.9614   -1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1378   -1.1761    0.3260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1358   -0.6877   -1.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0571    1.5591   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1280    1.3413    1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743    1.1894    1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6836   -0.4281    1.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5173   -1.2072    0.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3784   -0.6190    1.3377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3123    1.0518   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2435    1.6022    0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9169    0.7482   -1.8637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7682   -0.8540   -1.7471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7740   -1.2472    0.4313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4823   -0.9680   -0.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6014    1.2345    1.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5859    1.4515   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8690   -0.4377    2.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7136    1.1652    1.9671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2043   -0.6975    1.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1096   -1.2986    0.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569    1.0496   -0.9947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6345    1.6942   -0.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5926   -0.6982    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8640   -1.3231    0.0981 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7136    0.8278   -1.0486 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3049    1.3270    1.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8895   -1.2524   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138   -0.9846    0.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3916    0.1658   -3.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6360   -2.4906   -0.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
 19 21  1  0
 21 22  1  0
 23 22  1  1
 23 25  1  0
 23 26  1  0
 23 24  2  0
 19 60  1  6
 20 61  1  0
 18 58  1  0
 18 59  1  0
 16 57  1  0
 15 56  1  0
 14 54  1  0
 14 55  1  0
 13 52  1  0
 13 53  1  0
 12 50  1  0
 12 51  1  0
 11 48  1  0
 11 49  1  0
 10 46  1  0
 10 47  1  0
  9 44  1  0
  9 45  1  0
  8 42  1  0
  8 43  1  0
  7 40  1  0
  7 41  1  0
  6 38  1  0
  6 39  1  0
  5 36  1  0
  5 37  1  0
  4 34  1  0
  4 35  1  0
  3 32  1  0
  3 33  1  0
  2 30  1  0
  2 31  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
 21 62  1  0
 21 63  1  0
 25 64  1  0
 26 65  1  0
M  END


  Mrv1652304202019382D          

 27 26  0  0  1  0            999 V2000
   21.3020   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6269   -6.9761    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.9518   -6.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9771   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2766   -6.9761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1001   -7.7557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6522   -6.5863    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2624   -5.9111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0420   -7.2614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3273   -6.1965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2146   -7.7854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5596   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8426   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1255   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4084   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6914   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9743   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2573   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5517   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8346   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1176   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4005   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6835   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9664   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2494   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5323   -6.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8149   -6.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
  2 11  1  1  0  0  0
 13 12  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
  5 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136752

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@](O)(CO\C=C/CCCCCCCCCCCCCC)COP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h15-16,19-20H,2-14,17-18H2,1H3,(H2,21,22,23)/b16-15-/t19-/m1/s1

> <INCHI_KEY>
LBGSRVIXIVDRQM-OAXWQBPPSA-N

> <FORMULA>
C19H39O6P

> <MOLECULAR_WEIGHT>
394.4831

> <EXACT_MASS>
394.248425492

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
45.3759084387024

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxy]phosphonic acid

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
5.351248489333331

> <ALOGPS_LOGS>
-5.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.531482451690298

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5056846934154011

> <JCHEM_PKA_STRONGEST_BASIC>
-3.400872064649329

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
105.31889999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      39.764 -12.294   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      38.504 -13.022   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      37.243 -12.294   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      41.024 -13.022   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      35.983 -13.022   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      37.520 -14.477   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      42.284 -12.294   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      41.556 -11.034   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      43.012 -13.555   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      43.544 -11.567   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0      39.601 -14.533   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      34.645 -12.260   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.306 -12.260   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      31.968 -13.022   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.629 -12.260   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.291 -13.022   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.952 -12.260   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.614 -13.022   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.297 -12.260   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.958 -13.022   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      22.620 -12.260   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      21.281 -13.022   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.943 -12.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      18.604 -13.022   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.266 -12.260   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.927 -13.022   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.588 -12.260   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   11                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   12                                                       
CONECT    6    2                                                            
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7                                                            
CONECT   11    2                                                            
CONECT   12   13    5                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   52    0
END

View in JSmol

Synonyms

Value	Source
1-(1Z-Hexadecenyl)-sn-glycero-3-phosphate	HMDB
1-(1Z-Hexadecenyl)-glycero-3-phosphate	HMDB
1-(1Z-Hexadecenyl)-lysophosphatidic acid	HMDB
LPA(16:1)	HMDB
LPA(p-16:0)	HMDB
LPA(p-16:0/0:0)	HMDB
LysoPA(16:1)	HMDB
LysoPA(p-16:0)	HMDB
Lysophosphatidic acid(16:1)	HMDB
Lysophosphatidic acid(p-16:0)	HMDB
Lysophosphatidic acid(p-16:0/0:0)	HMDB
LPA(O-16:1(1Z))	HMDB
LPA(O-16:1(1Z)/0:0)	HMDB
LysoPA(O-16:1(1Z))	HMDB
LysoPA(O-16:1(1Z)/0:0)	HMDB
Lysophosphatidic acid(O-16:1(1Z))	HMDB
Lysophosphatidic acid(O-16:1(1Z)/0:0)	HMDB
LysoPA(P-16:0/0:0)	HMDB

Chemical Formula

C₁₉H₃₉O₆P

Average Mass

394.4831 Da

Monoisotopic Mass

394.24843 Da

IUPAC Name

[(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxy]phosphonic acid

Traditional Name

(2R)-3-[(1Z)-hexadec-1-en-1-yloxy]-2-hydroxypropoxyphosphonic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(CO\C=C/CCCCCCCCCCCCCC)COP(O)(O)=O

InChI Identifier

InChI=1S/C19H39O6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-24-17-19(20)18-25-26(21,22)23/h15-16,19-20H,2-14,17-18H2,1H3,(H2,21,22,23)/b16-15-/t19-/m1/s1

InChI Key

LBGSRVIXIVDRQM-OAXWQBPPSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

Glycerophosphates

Alternative Parents

Substituents

Sn-glycerol-3-phosphate
Glycerol vinyl ether
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1Z-alkenylglycerophosphates (LMGP10070003 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	4.81	ALOGPS
logP	5.35	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	105.32 m³·mol⁻¹	ChemAxon
Polarizability	45.38 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0011154

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB027929

KNApSAcK ID

Not Available

Chemspider ID

24766520

KEGG Compound ID

C15646

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52929772

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for LysoPA(P-16:0/0:0) (NP0136752)

MOL for NP0136752 (LysoPA(P-16:0/0:0))

3D MOL for NP0136752 (LysoPA(P-16:0/0:0))

3D SDF for NP0136752 (LysoPA(P-16:0/0:0))

3D-SDF for NP0136752 (LysoPA(P-16:0/0:0))

PDB for NP0136752 (LysoPA(P-16:0/0:0))

3D PDB for NP0136752 (LysoPA(P-16:0/0:0))

SMILES for NP0136752 (LysoPA(P-16:0/0:0))

INCHI for NP0136752 (LysoPA(P-16:0/0:0))

Structure for NP0136752 (LysoPA(P-16:0/0:0))

3D Structure for NP0136752 (LysoPA(P-16:0/0:0))