Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2014-04-11 22:09:54 UTC

Update Date

2022-11-30 19:11:55 UTC

HMDB ID

HMDB0061587

Secondary Accession Numbers

HMDB61587

Metabolite Identification

Common Name

PS(DiMe(9,3)/MonoMe(9,5))

Description

PS(DiMe(9,3)/MonoMe(9,5)) is a phosphatidylserine (PS or GPSer). It is a glycerophospholipid in which a phosphorylserine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoserines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PS(DiMe(9,3)/MonoMe(9,5)), in particular, consists of one chain of 10,13-epoxy-11-methylhexadeca-10,12-dienoic acid at the C-1 position and one chain of 10,13-epoxy-11-methyloctadeca-10,12-dienoic at the C-2 position. The 10,13-epoxy-11-methylhexadeca-10,12-dienoic acid moiety is derived from fish oil, while the 10,13-epoxy-11-methyloctadeca-10,12-dienoic moiety is derived from fish oil. Phosphatidylserine or 1,2-diacyl-sn-glycero-3-phospho-L-serine is distributed widely among animals, plants and microorganisms. It is usually less than 10% of the total phospholipids, the greatest concentration being in myelin from brain tissue. However, it may comprise 10 to 20 mol% of the total phospholipid in the plasma membrane and endoplasmic reticulum of the cell. Phosphatidylserine is an acidic (anionic) phospholipid with three ionizable groups, i.e. the phosphate moiety, the amino group and the carboxyl function. As with other acidic lipids, it exists in nature in salt form, but it has a high propensity to chelate to calcium via the charged oxygen atoms of both the carboxyl and phosphate moieties, modifying the conformation of the polar head group. This interaction may be of considerable relevance to the biological function of phosphatidylserine, especially during bone formation for example. As phosphatidylserine is located entirely on the inner monolayer surface of the plasma membrane (and of other cellular membranes) and it is the most abundant anionic phospholipids. Therefore phosphatidylseriine may make the largest contribution to interfacial effects in membranes involving non-specific electrostatic interactions. This normal distribution is disturbed during platelet activation and cellular apoptosis. In human plasma, 1-stearoyl-2-oleoyl and 1-stearoyl-2-arachidonoyl species predominate, but in brain (especially grey matter), retina and many other tissues 1-stearoyl-2-docosahexaenoyl species are very abundant. Indeed, the ratio of n-3 to n-6 fatty acids in brain phosphatidylserine is very much higher than in most other lipids. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. Phosphatidylserines typically carry a net charge of -1 at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PS biosynthesis involves an exchange reaction of serine for ethanolamine in PE.

Structure

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


  Mrv1652303032023552D          

 57 58  0  0  0  0            999 V2000
   -4.2535  -16.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6660  -15.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4865  -15.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9714  -15.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7919  -15.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768  -16.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0973  -16.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1140  -14.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3603  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6458  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699  -13.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844  -15.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4989  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9278  -14.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6423  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6423  -15.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3567  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0712  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7857  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5002  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2146  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9291  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6436  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3580  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0725  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1587  -13.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5457  -13.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9657  -13.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3013  -12.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3782  -14.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1987  -14.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5343  -15.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3547  -15.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8262  -14.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4989  -13.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -13.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -12.5417    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -11.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0383  -12.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508  -13.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758  -13.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6883  -13.9707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6883  -12.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758  -11.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466  -15.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335  -16.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883  -12.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5133  -12.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  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
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 39 43  1  0  0  0  0
 21 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  2  0  0  0  0
  9 54  2  0  0  0  0
 54 55  1  0  0  0  0
 54  1  1  0  0  0  0
 43 34  1  0  0  0  0
 56 46  1  0  0  0  0
 57 52  1  0  0  0  0
M  END

HMDB0061587
     RDKit          3D
PS(DiMe(9,3)/MonoMe(9,5))
129130  0  0  0  0  0  0  0  0999 V2000
    3.0389   -0.1992    9.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311    0.4428    7.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6524   -0.0897    6.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585   -1.5459    6.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058   -2.0963    5.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4371   -1.4314    4.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632   -1.7755    3.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -0.9840    2.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762   -1.0032    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -0.1703    2.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225    0.8467    1.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7862    2.2377    1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6220    2.6404    1.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    2.3193    2.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    2.7958    2.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8267    2.3684    1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4739    2.6143   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    2.0886   -1.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167    2.3574   -2.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0197    1.9960   -3.3332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0148    2.9833   -2.7351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    3.2356   -4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3770    2.5359   -4.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920    2.9596   -3.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796    2.4320   -3.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1946    1.5737   -4.8220 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    2.8889   -3.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259    2.2697   -3.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    0.7768   -3.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268    0.3034   -1.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451   -1.2228   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.7653   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019   -3.2394   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2712   -3.9939   -1.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755   -5.4531   -1.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -6.2941   -1.8975 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3007   -7.5031   -1.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0049   -8.6800   -1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784   -9.5414   -2.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678  -10.0807   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844   -7.4401   -0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3317   -8.4572    0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1220   -6.1166   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869   -5.5912    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244    4.7364   -4.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    5.1742   -5.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508    6.8821   -5.3238 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2720    7.4456   -6.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    7.4770   -4.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    7.2909   -4.7369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    7.9723   -3.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8529    8.2466   -3.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450    9.0444   -4.1752 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9415    8.9060   -1.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    8.3024   -0.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641   10.1342   -1.7036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -0.5060    3.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094   -1.2442    8.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    0.3563    9.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032   -0.0793    9.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345    1.5401    7.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7820    0.3065    7.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    0.0750    7.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961    0.5094    6.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247   -2.1787    7.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6766   -1.6786    6.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561   -3.1878    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -1.8818    6.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -2.5356    3.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -1.8861    0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -1.0324    1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729   -0.1182    0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569    0.8405    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853    0.4528    0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.7707    1.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2086    2.7800    2.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6259    3.7571    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719    2.2604    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193    2.9095    3.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6184    1.2570    3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9077    3.9501    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    2.7133    3.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8876    2.7857    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    1.2465    1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303    2.2301   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723    3.7192   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7233    1.0181   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5546    2.5983   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4626    2.8634   -4.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1814    2.6935   -5.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    1.4498   -4.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    2.7649   -2.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495    4.0003   -3.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2798    2.7209   -2.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6690    2.4932   -4.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5776    0.4960   -3.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9180    0.2091   -4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9192    0.7479   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1895    0.5822   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038   -1.6216   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -1.5131   -2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626   -1.4707   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8397   -1.3524    0.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585   -3.6795    0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433   -3.5406   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -3.7647   -1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5274   -3.7928   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8314   -8.2751   -2.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714   -9.2400   -1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826  -10.3633   -3.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -8.9675   -3.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960  -10.5942   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701  -10.8769   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2183   -9.3240   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0816   -9.2597    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2650   -7.9235    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3339   -8.9109    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777   -6.4158    1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7047   -4.7192    0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771   -5.2915    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    5.1767   -3.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882    5.1453   -3.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    7.2900   -3.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064    7.3752   -2.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671    8.9208   -3.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3237    7.2263   -3.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    9.1109   -4.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163    8.5904   -5.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5340   10.1525   -1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  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  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 37 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 22 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  2  0
 47 49  1  0
 47 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 52 54  1  0
 54 55  2  0
 54 56  1  0
 10 57  1  0
 57  6  1  0
 43 35  2  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  0
  2 62  1  0
  3 63  1  0
  3 64  1  0
  4 65  1  0
  4 66  1  0
  5 67  1  0
  5 68  1  0
  7 69  1  0
  9 70  1  0
  9 71  1  0
  9 72  1  0
 11 73  1  0
 11 74  1  0
 12 75  1  0
 12 76  1  0
 13 77  1  0
 13 78  1  0
 14 79  1  0
 14 80  1  0
 15 81  1  0
 15 82  1  0
 16 83  1  0
 16 84  1  0
 17 85  1  0
 17 86  1  0
 18 87  1  0
 18 88  1  0
 22 89  1  0
 23 90  1  0
 23 91  1  0
 27 92  1  0
 27 93  1  0
 28 94  1  0
 28 95  1  0
 29 96  1  0
 29 97  1  0
 30 98  1  0
 30 99  1  0
 31100  1  0
 31101  1  0
 32102  1  0
 32103  1  0
 33104  1  0
 33105  1  0
 34106  1  0
 34107  1  0
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 40112  1  0
 40113  1  0
 40114  1  0
 42115  1  0
 42116  1  0
 42117  1  0
 44118  1  0
 44119  1  0
 44120  1  0
 45121  1  0
 45122  1  0
 49123  1  0
 51124  1  0
 51125  1  0
 52126  1  0
 53127  1  0
 53128  1  0
 56129  1  0
M  END


  Mrv1652303032023552D          

 57 58  0  0  0  0            999 V2000
   -4.2535  -16.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6660  -15.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4865  -15.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9714  -15.8755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7919  -15.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2768  -16.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0973  -16.3704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1140  -14.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3603  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6458  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9314  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2169  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2120  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9265  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6410  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0699  -13.7792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844  -15.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4989  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9278  -14.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6423  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6423  -15.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3567  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0712  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7857  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5002  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2146  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9291  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6436  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3580  -15.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0725  -14.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1587  -13.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5457  -13.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9657  -13.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3013  -12.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3782  -14.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1987  -14.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5343  -15.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3547  -15.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8262  -14.9398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4989  -13.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -13.3667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -12.5417    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133  -11.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0383  -12.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4508  -13.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758  -13.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6883  -13.9707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6883  -12.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2758  -11.8273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466  -15.8372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8335  -16.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3883  -12.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5133  -12.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  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
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 39 43  1  0  0  0  0
 21 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 52 53  2  0  0  0  0
  9 54  2  0  0  0  0
 54 55  1  0  0  0  0
 54  1  1  0  0  0  0
 43 34  1  0  0  0  0
 56 46  1  0  0  0  0
 57 52  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061587

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC1=CC(C)=C(CCCCCCCCC(=O)OC(COC(=O)CCCCCCCCC2=C(C)C(C)=C(CCC)O2)COP(O)(=O)OCC(N)C(O)=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C43H72NO12P/c1-6-8-17-23-35-28-32(3)38(54-35)24-18-13-9-12-16-21-27-42(46)55-36(30-52-57(49,50)53-31-37(44)43(47)48)29-51-41(45)26-20-15-11-10-14-19-25-40-34(5)33(4)39(56-40)22-7-2/h28,36-37H,6-27,29-31,44H2,1-5H3,(H,47,48)(H,49,50)

> <INCHI_KEY>
SHHZDPHXRABKOA-UHFFFAOYSA-N

> <FORMULA>
C43H72NO12P

> <MOLECULAR_WEIGHT>
826.018

> <EXACT_MASS>
825.47921376

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
96.80969391526804

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-{[(3-{[9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoyl]oxy}-2-{[9-(3-methyl-5-pentylfuran-2-yl)nonanoyl]oxy}propoxy)(hydroxy)phosphoryl]oxy}propanoic acid

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
8.997654600524159

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.178409784238489

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.468090899155405

> <JCHEM_PKA_STRONGEST_BASIC>
9.376604467850935

> <JCHEM_POLAR_SURFACE_AREA>
197.95999999999998

> <JCHEM_REFRACTIVITY>
219.77660000000012

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-[(3-{[9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoyl]oxy}-2-{[9-(3-methyl-5-pentylfuran-2-yl)nonanoyl]oxy}propoxy(hydroxy)phosphoryl)oxy]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061587
     RDKit          3D
PS(DiMe(9,3)/MonoMe(9,5))
129130  0  0  0  0  0  0  0  0999 V2000
    3.0389   -0.1992    9.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311    0.4428    7.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6524   -0.0897    6.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585   -1.5459    6.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058   -2.0963    5.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4371   -1.4314    4.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632   -1.7755    3.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -0.9840    2.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762   -1.0032    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -0.1703    2.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225    0.8467    1.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7862    2.2377    1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6220    2.6404    1.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    2.3193    2.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    2.7958    2.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8267    2.3684    1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4739    2.6143   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    2.0886   -1.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167    2.3574   -2.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0197    1.9960   -3.3332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0148    2.9833   -2.7351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    3.2356   -4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3770    2.5359   -4.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920    2.9596   -3.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796    2.4320   -3.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1946    1.5737   -4.8220 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    2.8889   -3.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259    2.2697   -3.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    0.7768   -3.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268    0.3034   -1.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451   -1.2228   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.7653   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019   -3.2394   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2712   -3.9939   -1.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755   -5.4531   -1.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -6.2941   -1.8975 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3007   -7.5031   -1.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0049   -8.6800   -1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784   -9.5414   -2.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678  -10.0807   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844   -7.4401   -0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3317   -8.4572    0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1220   -6.1166   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869   -5.5912    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244    4.7364   -4.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    5.1742   -5.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508    6.8821   -5.3238 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2720    7.4456   -6.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    7.4770   -4.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    7.2909   -4.7369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    7.9723   -3.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8529    8.2466   -3.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450    9.0444   -4.1752 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9415    8.9060   -1.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    8.3024   -0.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641   10.1342   -1.7036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -0.5060    3.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094   -1.2442    8.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    0.3563    9.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032   -0.0793    9.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345    1.5401    7.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7820    0.3065    7.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    0.0750    7.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961    0.5094    6.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247   -2.1787    7.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6766   -1.6786    6.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561   -3.1878    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -1.8818    6.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -2.5356    3.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -1.8861    0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -1.0324    1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729   -0.1182    0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569    0.8405    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853    0.4528    0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.7707    1.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2086    2.7800    2.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6259    3.7571    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719    2.2604    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193    2.9095    3.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6184    1.2570    3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9077    3.9501    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    2.7133    3.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8876    2.7857    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    1.2465    1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303    2.2301   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723    3.7192   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7233    1.0181   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5546    2.5983   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4626    2.8634   -4.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1814    2.6935   -5.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    1.4498   -4.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    2.7649   -2.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495    4.0003   -3.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2798    2.7209   -2.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6690    2.4932   -4.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5776    0.4960   -3.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9180    0.2091   -4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9192    0.7479   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1895    0.5822   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038   -1.6216   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -1.5131   -2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626   -1.4707   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8397   -1.3524    0.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585   -3.6795    0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433   -3.5406   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -3.7647   -1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5274   -3.7928   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8314   -8.2751   -2.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714   -9.2400   -1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826  -10.3633   -3.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -8.9675   -3.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960  -10.5942   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701  -10.8769   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2183   -9.3240   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0816   -9.2597    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2650   -7.9235    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3339   -8.9109    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777   -6.4158    1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7047   -4.7192    0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771   -5.2915    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    5.1767   -3.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882    5.1453   -3.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    7.2900   -3.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064    7.3752   -2.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671    8.9208   -3.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3237    7.2263   -3.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    9.1109   -4.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163    8.5904   -5.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5340   10.1525   -1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  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  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 37 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 22 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  2  0
 47 49  1  0
 47 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 52 54  1  0
 54 55  2  0
 54 56  1  0
 10 57  1  0
 57  6  1  0
 43 35  2  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  0
  2 62  1  0
  3 63  1  0
  3 64  1  0
  4 65  1  0
  4 66  1  0
  5 67  1  0
  5 68  1  0
  7 69  1  0
  9 70  1  0
  9 71  1  0
  9 72  1  0
 11 73  1  0
 11 74  1  0
 12 75  1  0
 12 76  1  0
 13 77  1  0
 13 78  1  0
 14 79  1  0
 14 80  1  0
 15 81  1  0
 15 82  1  0
 16 83  1  0
 16 84  1  0
 17 85  1  0
 17 86  1  0
 18 87  1  0
 18 88  1  0
 22 89  1  0
 23 90  1  0
 23 91  1  0
 27 92  1  0
 27 93  1  0
 28 94  1  0
 28 95  1  0
 29 96  1  0
 29 97  1  0
 30 98  1  0
 30 99  1  0
 31100  1  0
 31101  1  0
 32102  1  0
 32103  1  0
 33104  1  0
 33105  1  0
 34106  1  0
 34107  1  0
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 40112  1  0
 40113  1  0
 40114  1  0
 42115  1  0
 42116  1  0
 42117  1  0
 44118  1  0
 44119  1  0
 44120  1  0
 45121  1  0
 45122  1  0
 49123  1  0
 51124  1  0
 51125  1  0
 52126  1  0
 53127  1  0
 53128  1  0
 56129  1  0
M  END

HEADER    PROTEIN                                 03-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-MAR-20         0                                  
HETATM    1  C   UNK     0      -7.940 -29.883   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.710 -28.549   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.241 -28.388   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -11.147 -29.634   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -12.678 -29.473   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.583 -30.719   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -15.115 -30.558   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -7.679 -27.405   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -6.273 -28.031   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.939 -27.261   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.605 -28.031   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.272 -27.261   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.938 -28.031   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.396 -27.261   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.729 -28.031   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.063 -27.261   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.397 -28.031   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.730 -27.261   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.730 -25.721   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.064 -28.031   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.398 -27.261   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.731 -28.031   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      11.065 -27.261   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.399 -28.031   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.399 -29.571   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      13.733 -27.261   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.066 -28.031   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.400 -27.261   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.734 -28.031   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      19.067 -27.261   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.401 -28.031   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      21.735 -27.261   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      23.068 -28.031   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.402 -27.261   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      24.563 -25.730   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      23.419 -24.699   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      26.069 -25.409   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      26.696 -24.003   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      26.839 -26.743   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.371 -26.904   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      28.997 -28.311   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      30.529 -28.472   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      25.809 -27.888   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       8.398 -25.721   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       9.731 -24.951   0.000  0.00  0.00           O+0
HETATM   46  P   UNK     0       9.731 -23.411   0.000  0.00  0.00           P+0
HETATM   47  O   UNK     0       9.731 -21.871   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      11.271 -23.411   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      12.041 -24.745   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      13.581 -24.745   0.000  0.00  0.00           C+0
HETATM   51  N   UNK     0      14.351 -26.079   0.000  0.00  0.00           N+0
HETATM   52  C   UNK     0      14.351 -23.411   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      13.581 -22.078   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      -6.434 -29.563   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -5.289 -30.593   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       8.191 -23.411   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      15.891 -23.411   0.000  0.00  0.00           O+0
CONECT    1    2   54                                                       
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   54                                                  
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                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   44                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   43                                                  
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41                                                            
CONECT   43   39   34                                                       
CONECT   44   21   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   48   56                                             
CONECT   47   46                                                            
CONECT   48   46   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53   57                                                  
CONECT   53   52                                                            
CONECT   54    9   55    1                                                  
CONECT   55   54                                                            
CONECT   56   46                                                            
CONECT   57   52                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  116    0
END

COMPND    HMDB0061587
HETATM    1  C1  UNL     1       3.039  -0.199   9.053  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.831   0.443   7.724  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.652  -0.090   6.947  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.759  -1.546   6.648  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.606  -2.096   5.878  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.437  -1.431   4.532  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.563  -1.775   3.663  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.424  -0.984   2.551  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.276  -1.003   1.321  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.677  -0.170   2.789  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.223   0.847   1.899  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.786   2.238   1.912  1.00  0.00           C  
HETATM   13  C13 UNL     1      -0.622   2.640   1.701  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.630   2.319   2.708  1.00  0.00           C  
HETATM   15  C15 UNL     1      -3.002   2.796   2.426  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.827   2.368   1.316  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.474   2.614  -0.100  1.00  0.00           C  
HETATM   18  C18 UNL     1      -4.601   2.089  -1.027  1.00  0.00           C  
HETATM   19  C19 UNL     1      -4.217   2.357  -2.443  1.00  0.00           C  
HETATM   20  O1  UNL     1      -5.020   1.996  -3.333  1.00  0.00           O  
HETATM   21  O2  UNL     1      -3.015   2.983  -2.735  1.00  0.00           O  
HETATM   22  C20 UNL     1      -2.665   3.236  -4.074  1.00  0.00           C  
HETATM   23  C21 UNL     1      -1.377   2.536  -4.467  1.00  0.00           C  
HETATM   24  O3  UNL     1      -0.292   2.960  -3.701  1.00  0.00           O  
HETATM   25  C22 UNL     1       0.980   2.432  -3.936  1.00  0.00           C  
HETATM   26  O4  UNL     1       1.195   1.574  -4.822  1.00  0.00           O  
HETATM   27  C23 UNL     1       2.129   2.889  -3.122  1.00  0.00           C  
HETATM   28  C24 UNL     1       3.426   2.270  -3.486  1.00  0.00           C  
HETATM   29  C25 UNL     1       3.497   0.777  -3.351  1.00  0.00           C  
HETATM   30  C26 UNL     1       3.227   0.303  -1.959  1.00  0.00           C  
HETATM   31  C27 UNL     1       3.345  -1.223  -1.945  1.00  0.00           C  
HETATM   32  C28 UNL     1       3.079  -1.765  -0.577  1.00  0.00           C  
HETATM   33  C29 UNL     1       3.202  -3.239  -0.539  1.00  0.00           C  
HETATM   34  C30 UNL     1       2.271  -3.994  -1.460  1.00  0.00           C  
HETATM   35  C31 UNL     1       2.575  -5.453  -1.195  1.00  0.00           C  
HETATM   36  O5  UNL     1       3.262  -6.294  -1.897  1.00  0.00           O  
HETATM   37  C32 UNL     1       3.301  -7.503  -1.315  1.00  0.00           C  
HETATM   38  C33 UNL     1       4.005  -8.680  -1.877  1.00  0.00           C  
HETATM   39  C34 UNL     1       3.078  -9.541  -2.654  1.00  0.00           C  
HETATM   40  C35 UNL     1       1.968 -10.081  -1.832  1.00  0.00           C  
HETATM   41  C36 UNL     1       2.584  -7.440  -0.145  1.00  0.00           C  
HETATM   42  C37 UNL     1       2.332  -8.457   0.904  1.00  0.00           C  
HETATM   43  C38 UNL     1       2.122  -6.117  -0.079  1.00  0.00           C  
HETATM   44  C39 UNL     1       1.287  -5.591   1.032  1.00  0.00           C  
HETATM   45  C40 UNL     1      -2.524   4.736  -4.201  1.00  0.00           C  
HETATM   46  O6  UNL     1      -2.187   5.174  -5.458  1.00  0.00           O  
HETATM   47  P1  UNL     1      -2.051   6.882  -5.324  1.00  0.00           P  
HETATM   48  O7  UNL     1      -2.272   7.446  -6.702  1.00  0.00           O  
HETATM   49  O8  UNL     1      -3.266   7.477  -4.315  1.00  0.00           O  
HETATM   50  O9  UNL     1      -0.522   7.291  -4.737  1.00  0.00           O  
HETATM   51  C41 UNL     1      -0.605   7.972  -3.523  1.00  0.00           C  
HETATM   52  C42 UNL     1       0.853   8.247  -3.129  1.00  0.00           C  
HETATM   53  N1  UNL     1       1.445   9.044  -4.175  1.00  0.00           N  
HETATM   54  C43 UNL     1       0.942   8.906  -1.823  1.00  0.00           C  
HETATM   55  O10 UNL     1       0.426   8.302  -0.823  1.00  0.00           O  
HETATM   56  O11 UNL     1       1.564  10.134  -1.704  1.00  0.00           O  
HETATM   57  O12 UNL     1       1.130  -0.506   3.996  1.00  0.00           O  
HETATM   58  H1  UNL     1       3.409  -1.244   8.949  1.00  0.00           H  
HETATM   59  H2  UNL     1       3.902   0.356   9.528  1.00  0.00           H  
HETATM   60  H3  UNL     1       2.203  -0.079   9.750  1.00  0.00           H  
HETATM   61  H4  UNL     1       2.734   1.540   7.871  1.00  0.00           H  
HETATM   62  H5  UNL     1       3.782   0.307   7.125  1.00  0.00           H  
HETATM   63  H6  UNL     1       0.740   0.075   7.565  1.00  0.00           H  
HETATM   64  H7  UNL     1       1.596   0.509   6.017  1.00  0.00           H  
HETATM   65  H8  UNL     1       1.925  -2.179   7.525  1.00  0.00           H  
HETATM   66  H9  UNL     1       2.677  -1.679   6.003  1.00  0.00           H  
HETATM   67  H10 UNL     1       0.656  -3.188   5.797  1.00  0.00           H  
HETATM   68  H11 UNL     1      -0.349  -1.882   6.436  1.00  0.00           H  
HETATM   69  H12 UNL     1      -1.349  -2.536   3.791  1.00  0.00           H  
HETATM   70  H13 UNL     1      -1.029  -1.886   0.690  1.00  0.00           H  
HETATM   71  H14 UNL     1      -2.358  -1.032   1.565  1.00  0.00           H  
HETATM   72  H15 UNL     1      -1.073  -0.118   0.720  1.00  0.00           H  
HETATM   73  H16 UNL     1       2.357   0.840   2.036  1.00  0.00           H  
HETATM   74  H17 UNL     1       1.085   0.453   0.830  1.00  0.00           H  
HETATM   75  H18 UNL     1       1.433   2.771   1.110  1.00  0.00           H  
HETATM   76  H19 UNL     1       1.209   2.780   2.847  1.00  0.00           H  
HETATM   77  H20 UNL     1      -0.626   3.757   1.565  1.00  0.00           H  
HETATM   78  H21 UNL     1      -0.872   2.260   0.678  1.00  0.00           H  
HETATM   79  H22 UNL     1      -1.319   2.910   3.677  1.00  0.00           H  
HETATM   80  H23 UNL     1      -1.618   1.257   3.032  1.00  0.00           H  
HETATM   81  H24 UNL     1      -2.908   3.950   2.376  1.00  0.00           H  
HETATM   82  H25 UNL     1      -3.584   2.713   3.419  1.00  0.00           H  
HETATM   83  H26 UNL     1      -4.888   2.786   1.531  1.00  0.00           H  
HETATM   84  H27 UNL     1      -4.076   1.247   1.360  1.00  0.00           H  
HETATM   85  H28 UNL     1      -2.530   2.230  -0.480  1.00  0.00           H  
HETATM   86  H29 UNL     1      -3.472   3.719  -0.296  1.00  0.00           H  
HETATM   87  H30 UNL     1      -4.723   1.018  -0.802  1.00  0.00           H  
HETATM   88  H31 UNL     1      -5.555   2.598  -0.833  1.00  0.00           H  
HETATM   89  H32 UNL     1      -3.463   2.863  -4.728  1.00  0.00           H  
HETATM   90  H33 UNL     1      -1.181   2.693  -5.544  1.00  0.00           H  
HETATM   91  H34 UNL     1      -1.510   1.450  -4.310  1.00  0.00           H  
HETATM   92  H35 UNL     1       1.909   2.765  -2.038  1.00  0.00           H  
HETATM   93  H36 UNL     1       2.249   4.000  -3.255  1.00  0.00           H  
HETATM   94  H37 UNL     1       4.280   2.721  -2.922  1.00  0.00           H  
HETATM   95  H38 UNL     1       3.669   2.493  -4.565  1.00  0.00           H  
HETATM   96  H39 UNL     1       4.578   0.496  -3.558  1.00  0.00           H  
HETATM   97  H40 UNL     1       2.918   0.209  -4.074  1.00  0.00           H  
HETATM   98  H41 UNL     1       3.919   0.748  -1.206  1.00  0.00           H  
HETATM   99  H42 UNL     1       2.189   0.582  -1.695  1.00  0.00           H  
HETATM  100  H43 UNL     1       2.604  -1.622  -2.662  1.00  0.00           H  
HETATM  101  H44 UNL     1       4.351  -1.513  -2.311  1.00  0.00           H  
HETATM  102  H45 UNL     1       2.063  -1.471  -0.202  1.00  0.00           H  
HETATM  103  H46 UNL     1       3.840  -1.352   0.138  1.00  0.00           H  
HETATM  104  H47 UNL     1       3.058  -3.680   0.471  1.00  0.00           H  
HETATM  105  H48 UNL     1       4.243  -3.541  -0.851  1.00  0.00           H  
HETATM  106  H49 UNL     1       1.209  -3.765  -1.312  1.00  0.00           H  
HETATM  107  H50 UNL     1       2.527  -3.793  -2.528  1.00  0.00           H  
HETATM  108  H51 UNL     1       4.831  -8.275  -2.537  1.00  0.00           H  
HETATM  109  H52 UNL     1       4.471  -9.240  -1.021  1.00  0.00           H  
HETATM  110  H53 UNL     1       3.683 -10.363  -3.144  1.00  0.00           H  
HETATM  111  H54 UNL     1       2.676  -8.968  -3.544  1.00  0.00           H  
HETATM  112  H55 UNL     1       2.296 -10.594  -0.915  1.00  0.00           H  
HETATM  113  H56 UNL     1       1.470 -10.877  -2.484  1.00  0.00           H  
HETATM  114  H57 UNL     1       1.218  -9.324  -1.574  1.00  0.00           H  
HETATM  115  H58 UNL     1       3.082  -9.260   0.910  1.00  0.00           H  
HETATM  116  H59 UNL     1       2.265  -7.923   1.879  1.00  0.00           H  
HETATM  117  H60 UNL     1       1.334  -8.911   0.753  1.00  0.00           H  
HETATM  118  H61 UNL     1       0.678  -6.416   1.461  1.00  0.00           H  
HETATM  119  H62 UNL     1       0.705  -4.719   0.725  1.00  0.00           H  
HETATM  120  H63 UNL     1       1.977  -5.292   1.847  1.00  0.00           H  
HETATM  121  H64 UNL     1      -3.509   5.177  -3.932  1.00  0.00           H  
HETATM  122  H65 UNL     1      -1.788   5.145  -3.479  1.00  0.00           H  
HETATM  123  H66 UNL     1      -3.092   7.290  -3.357  1.00  0.00           H  
HETATM  124  H67 UNL     1      -1.106   7.375  -2.733  1.00  0.00           H  
HETATM  125  H68 UNL     1      -1.167   8.921  -3.619  1.00  0.00           H  
HETATM  126  H69 UNL     1       1.324   7.226  -3.122  1.00  0.00           H  
HETATM  127  H70 UNL     1       2.469   9.111  -4.033  1.00  0.00           H  
HETATM  128  H71 UNL     1       1.216   8.590  -5.103  1.00  0.00           H  
HETATM  129  H72 UNL     1       2.534  10.153  -1.384  1.00  0.00           H  
CONECT    1    2   58   59   60
CONECT    2    3   61   62
CONECT    3    4   63   64
CONECT    4    5   65   66
CONECT    5    6   67   68
CONECT    6    7    7   57
CONECT    7    8   69
CONECT    8    9   10   10
CONECT    9   70   71   72
CONECT   10   11   57
CONECT   11   12   73   74
CONECT   12   13   75   76
CONECT   13   14   77   78
CONECT   14   15   79   80
CONECT   15   16   81   82
CONECT   16   17   83   84
CONECT   17   18   85   86
CONECT   18   19   87   88
CONECT   19   20   20   21
CONECT   21   22
CONECT   22   23   45   89
CONECT   23   24   90   91
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   92   93
CONECT   28   29   94   95
CONECT   29   30   96   97
CONECT   30   31   98   99
CONECT   31   32  100  101
CONECT   32   33  102  103
CONECT   33   34  104  105
CONECT   34   35  106  107
CONECT   35   36   43   43
CONECT   36   37
CONECT   37   38   41   41
CONECT   38   39  108  109
CONECT   39   40  110  111
CONECT   40  112  113  114
CONECT   41   42   43
CONECT   42  115  116  117
CONECT   43   44
CONECT   44  118  119  120
CONECT   45   46  121  122
CONECT   46   47
CONECT   47   48   48   49   50
CONECT   49  123
CONECT   50   51
CONECT   51   52  124  125
CONECT   52   53   54  126
CONECT   53  127  128
CONECT   54   55   55   56
CONECT   56  129
END

HMDB0061587
     RDKit          3D
PS(DiMe(9,3)/MonoMe(9,5))
129130  0  0  0  0  0  0  0  0999 V2000
    3.0389   -0.1992    9.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311    0.4428    7.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6524   -0.0897    6.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7585   -1.5459    6.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6058   -2.0963    5.8780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4371   -1.4314    4.5325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5632   -1.7755    3.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -0.9840    2.5512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2762   -1.0032    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6773   -0.1703    2.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2225    0.8467    1.8985 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7862    2.2377    1.9119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6220    2.6404    1.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6298    2.3193    2.7077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0024    2.7958    2.4262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8267    2.3684    1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4739    2.6143   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6012    2.0886   -1.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2167    2.3574   -2.4434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0197    1.9960   -3.3332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0148    2.9833   -2.7351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6646    3.2356   -4.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3770    2.5359   -4.4673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2920    2.9596   -3.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9796    2.4320   -3.9358 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1946    1.5737   -4.8220 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1286    2.8889   -3.1223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4259    2.2697   -3.4863 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4971    0.7768   -3.3506 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2268    0.3034   -1.9586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3451   -1.2228   -1.9453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -1.7653   -0.5773 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2019   -3.2394   -0.5394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2712   -3.9939   -1.4598 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755   -5.4531   -1.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -6.2941   -1.8975 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3007   -7.5031   -1.3154 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0049   -8.6800   -1.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784   -9.5414   -2.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9678  -10.0807   -1.8319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844   -7.4401   -0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3317   -8.4572    0.9044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1220   -6.1166   -0.0795 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869   -5.5912    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5244    4.7364   -4.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1866    5.1742   -5.4581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0508    6.8821   -5.3238 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2720    7.4456   -6.7024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2664    7.4770   -4.3146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5218    7.2909   -4.7369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046    7.9723   -3.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8529    8.2466   -3.1286 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4450    9.0444   -4.1752 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9415    8.9060   -1.8234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4260    8.3024   -0.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5641   10.1342   -1.7036 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -0.5060    3.9958 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4094   -1.2442    8.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9018    0.3563    9.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2032   -0.0793    9.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7345    1.5401    7.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7820    0.3065    7.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7403    0.0750    7.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961    0.5094    6.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9247   -2.1787    7.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6766   -1.6786    6.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6561   -3.1878    5.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3492   -1.8818    6.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3492   -2.5356    3.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0288   -1.8861    0.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3579   -1.0324    1.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0729   -0.1182    0.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3569    0.8405    2.0362 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0853    0.4528    0.8302 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4333    2.7707    1.1101 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2086    2.7800    2.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6259    3.7571    1.5645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8719    2.2604    0.6776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193    2.9095    3.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6184    1.2570    3.0324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9077    3.9501    2.3762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    2.7133    3.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8876    2.7857    1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0762    1.2465    1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5303    2.2301   -0.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4723    3.7192   -0.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7233    1.0181   -0.8022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5546    2.5983   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4626    2.8634   -4.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1814    2.6935   -5.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5101    1.4498   -4.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9093    2.7649   -2.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495    4.0003   -3.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2798    2.7209   -2.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6690    2.4932   -4.5649 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5776    0.4960   -3.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9180    0.2091   -4.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9192    0.7479   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1895    0.5822   -1.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6038   -1.6216   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3508   -1.5131   -2.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626   -1.4707   -0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8397   -1.3524    0.1381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585   -3.6795    0.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2433   -3.5406   -0.8512 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2094   -3.7647   -1.3122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5274   -3.7928   -2.5285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8314   -8.2751   -2.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4714   -9.2400   -1.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826  -10.3633   -3.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6757   -8.9675   -3.5442 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2960  -10.5942   -0.9145 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4701  -10.8769   -2.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2183   -9.3240   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0816   -9.2597    0.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2650   -7.9235    1.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3339   -8.9109    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6777   -6.4158    1.4613 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7047   -4.7192    0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9771   -5.2915    1.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5088    5.1767   -3.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882    5.1453   -3.4789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    7.2900   -3.3571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064    7.3752   -2.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1671    8.9208   -3.6191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3237    7.2263   -3.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    9.1109   -4.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2163    8.5904   -5.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5340   10.1525   -1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  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  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 37 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  1  0
 22 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  2  0
 47 49  1  0
 47 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 52 54  1  0
 54 55  2  0
 54 56  1  0
 10 57  1  0
 57  6  1  0
 43 35  2  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  2 61  1  0
  2 62  1  0
  3 63  1  0
  3 64  1  0
  4 65  1  0
  4 66  1  0
  5 67  1  0
  5 68  1  0
  7 69  1  0
  9 70  1  0
  9 71  1  0
  9 72  1  0
 11 73  1  0
 11 74  1  0
 12 75  1  0
 12 76  1  0
 13 77  1  0
 13 78  1  0
 14 79  1  0
 14 80  1  0
 15 81  1  0
 15 82  1  0
 16 83  1  0
 16 84  1  0
 17 85  1  0
 17 86  1  0
 18 87  1  0
 18 88  1  0
 22 89  1  0
 23 90  1  0
 23 91  1  0
 27 92  1  0
 27 93  1  0
 28 94  1  0
 28 95  1  0
 29 96  1  0
 29 97  1  0
 30 98  1  0
 30 99  1  0
 31100  1  0
 31101  1  0
 32102  1  0
 32103  1  0
 33104  1  0
 33105  1  0
 34106  1  0
 34107  1  0
 38108  1  0
 38109  1  0
 39110  1  0
 39111  1  0
 40112  1  0
 40113  1  0
 40114  1  0
 42115  1  0
 42116  1  0
 42117  1  0
 44118  1  0
 44119  1  0
 44120  1  0
 45121  1  0
 45122  1  0
 49123  1  0
 51124  1  0
 51125  1  0
 52126  1  0
 53127  1  0
 53128  1  0
 56129  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Phosphatidylserine(9D3/9m5)	HMDB
Phosphatidylserine(dime(9,3)/monome(9,5))	HMDB
PS(9D3/9M5)	HMDB

Chemical Formula

C₄₃H₇₂NO₁₂P

Average Molecular Weight

826.018

Monoisotopic Molecular Weight

825.47921376

IUPAC Name

2-amino-3-{[(3-{[9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoyl]oxy}-2-{[9-(3-methyl-5-pentylfuran-2-yl)nonanoyl]oxy}propoxy)(hydroxy)phosphoryl]oxy}propanoic acid

Traditional Name

2-amino-3-[(3-{[9-(3,4-dimethyl-5-propylfuran-2-yl)nonanoyl]oxy}-2-{[9-(3-methyl-5-pentylfuran-2-yl)nonanoyl]oxy}propoxy(hydroxy)phosphoryl)oxy]propanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC1=CC(C)=C(CCCCCCCCC(=O)OC(COC(=O)CCCCCCCCC2=C(C)C(C)=C(CCC)O2)COP(O)(=O)OCC(N)C(O)=O)O1

InChI Identifier

InChI=1S/C43H72NO12P/c1-6-8-17-23-35-28-32(3)38(54-35)24-18-13-9-12-16-21-27-42(46)55-36(30-52-57(49,50)53-31-37(44)43(47)48)29-51-41(45)26-20-15-11-10-14-19-25-40-34(5)33(4)39(56-40)22-7-2/h28,36-37H,6-27,29-31,44H2,1-5H3,(H,47,48)(H,49,50)

InChI Key

SHHZDPHXRABKOA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylserines. These are glycerophosphoserines in which two fatty acids are bonded to the glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoserines

Direct Parent

Phosphatidylserines

Alternative Parents

Substituents

Diacyl-glycerol-3-phosphoserine
Furanoid fatty acid
Alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Heteroaromatic compound
Furan
Amino acid or derivatives
Amino acid
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Primary amine
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Amine
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Organoleptic effect

Touch

Smooth (HMDB: HMDB0061587)

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (HMDB: HMDB0061587)

golgi apparatus membrane (HMDB: HMDB0061587)
cell membrane (HMDB: HMDB0061587)

Cell

All cells and tissues (HMDB: HMDB0061587)

Biofluid or Excreta

Blood (HMDB: HMDB0061587)

Cell membrane (HMDB: HMDB0061587)
Intracellular membrane (HMDB: HMDB0061587)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0061587)

Source

Endogenous

Animal

Animal (HMDB: HMDB0061587)

Endogenous (HMDB: HMDB0061587)

Exogenous

Food

Food (HMDB: HMDB0061587)

Animal origin

Bovine

Swine

Wild boar (FooDB: FOOD00307)
Domestic pig (FooDB: FOOD00536)

Poultry

Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)

Venison

Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)
Deer (FooDB: FOOD00524)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Caprae

Domestic goat (FooDB: FOOD00529)

Process

Role

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
Water Solubility	0.0049 g/L	ALOGPS
logP	3.32	ALOGPS
logP	9	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	1.47	ChemAxon
pKa (Strongest Basic)	9.38	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	197.96 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	219.78 m³·mol⁻¹	ChemAxon
Polarizability	96.81 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	290.46	30932474
DeepCCS	[M-H]-	288.135	30932474
DeepCCS	[M-2H]-	321.02	30932474
DeepCCS	[M+Na]+	297.126	30932474
AllCCS	[M+H]+	272.3	32859911
AllCCS	[M+H-H2O]+	272.2	32859911
AllCCS	[M+NH4]+	272.3	32859911
AllCCS	[M+Na]+	272.3	32859911
AllCCS	[M-H]-	264.6	32859911
AllCCS	[M+Na-2H]-	271.5	32859911
AllCCS	[M+HCOO]-	279.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PS(DiMe(9,3)/MonoMe(9,5))	CCCCCC1=CC(C)=C(CCCCCCCCC(=O)OC(COC(=O)CCCCCCCCC2=C(C)C(C)=C(CCC)O2)COP(O)(=O)OCC(N)C(O)=O)O1	5526.9	Standard polar	33892256
PS(DiMe(9,3)/MonoMe(9,5))	CCCCCC1=CC(C)=C(CCCCCCCCC(=O)OC(COC(=O)CCCCCCCCC2=C(C)C(C)=C(CCC)O2)COP(O)(=O)OCC(N)C(O)=O)O1	5053.1	Standard non polar	33892256
PS(DiMe(9,3)/MonoMe(9,5))	CCCCCC1=CC(C)=C(CCCCCCCCC(=O)OC(COC(=O)CCCCCCCCC2=C(C)C(C)=C(CCC)O2)COP(O)(=O)OCC(N)C(O)=O)O1	5579.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	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 - PS(DiMe(9,3)/MonoMe(9,5)) 10V, Negative-QTOF	splash10-00di-0000000090-b4924841b332fdea2b91	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 20V, Negative-QTOF	splash10-00di-0000000190-c896f8d15c079f2aa73c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 40V, Negative-QTOF	splash10-05bo-0033900530-c60611ecfb9ccd53f06c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 10V, Positive-QTOF	splash10-004i-0000001090-62885e0ea4ddc6e2a205	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 20V, Positive-QTOF	splash10-002f-0003069160-e3e68600175dc532e739	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 40V, Positive-QTOF	splash10-0006-0003069110-0c1761b6e96d650ffd86	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 10V, Positive-QTOF	splash10-001q-0000009990-557b70244c3b6582054a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 20V, Positive-QTOF	splash10-000y-0900009990-d1b4032c79780c9a703a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 40V, Positive-QTOF	splash10-000y-0900009990-d1b4032c79780c9a703a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 10V, Positive-QTOF	splash10-01ot-0000001690-f2968c460d09c30a93dd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 20V, Positive-QTOF	splash10-0002-0000000290-d9b4dd22082bcea8f43c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PS(DiMe(9,3)/MonoMe(9,5)) 40V, Positive-QTOF	splash10-0a4i-0090003310-88e95487aada3948bd0b	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Phosphatidylcholine Biosynthesis PC(9D3/9M5)		Not Available
Phosphatidylethanolamine Biosynthesis PE(9D3/9M5)		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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

Spiteller G: Furan fatty acids: occurrence, synthesis, and reactions. Are furan fatty acids responsible for the cardioprotective effects of a fish diet? Lipids. 2005 Aug;40(8):755-71. [PubMed:16296395 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
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 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
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 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
van Engeland M, Nieland LJ, Ramaekers FC, Schutte B, Reutelingsperger CP: Annexin V-affinity assay: a review on an apoptosis detection system based on phosphatidylserine exposure. Cytometry. 1998 Jan 1;31(1):1-9. [PubMed:9450519 ]
Vance JE, Tasseva G: Formation and function of phosphatidylserine and phosphatidylethanolamine in mammalian cells. Biochim Biophys Acta. 2013 Mar;1831(3):543-54. doi: 10.1016/j.bbalip.2012.08.016. Epub 2012 Aug 29. [PubMed:22960354 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Jean E. Vance (2008). Thematic Review Series: Glycerolipids. Phosphatidylserine and phosphatidylethanolamine in mammalian cells: two metabolically related aminophospholipids. The Journal of Lipid Research, 49, 1377-1387..
The AOCS Lipid Library [Link]

Showing metabocard for PS(DiMe(9,3)/MonoMe(9,5)) (HMDB0061587)

MOL for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

3D MOL for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

3D SDF for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

3D-SDF for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

PDB for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

3D PDB for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

SMILES for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

INCHI for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

Structure for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

3D Structure for HMDB0061587 (PS(DiMe(9,3)/MonoMe(9,5)))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra