Hmdb loader

Showing metabocard for LysoPE(P-18:0/0:0) (HMDB0240598)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2019-11-26 19:16:41 UTC
Update Date2022-11-30 19:53:42 UTC
HMDB IDHMDB0240598
Secondary Accession NumbersNone
Metabolite Identification
Common NameLysoPE(P-18:0/0:0)
DescriptionLysoPE(P-18:0/0:0) is a phospho-ether lipid. 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. 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 remodelling that occurs while these molecules are in membranes. PEs are neutral zwitterions 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. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine, and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin and choline plasmalogen is abundant in cardiac tissue. 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. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0, and 18:1 (double bond in position 9) predominating. 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.
Structure
Data?1574796084
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0240598 (LysoPE(P-18:0/0:0))

LysoPE(P-18:0/0:0)
  Mrv1652311261920112D          

 31 30  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2646   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5505   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8364   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1222   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4081   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6940   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9799   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2658   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5516   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8375   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1234   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4093   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6952   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9810   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2669   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5528   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8387   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  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
  1  7  1  0  0  0  0
  1  8  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
  7  9  1  0  0  0  0
 10 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 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  1  0  0  0  0
 25 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
M  END
Download

3D MOL for HMDB0240598 (LysoPE(P-18:0/0:0))

HMDB0240598
     RDKit          3D
LysoPE(P-18:0/0:0)
 79 78  0  0  0  0  0  0  0  0999 V2000
  -10.5783    1.8386    2.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3581    1.5234    1.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9164    1.1352    0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7425    0.8344   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3454    0.4396   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9357   -0.7903   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5310   -1.2459   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5015   -0.2213   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255   -0.7108   -0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8015   -1.9601    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4420   -2.5019   -0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -1.5126   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9816   -2.1058   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1319   -2.4754   -1.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9690   -1.3613   -2.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -0.2304   -2.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.7121   -2.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2303   -0.5502   -1.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8689    0.0833   -0.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0418    1.4814   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5094    1.7907   -0.7362 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6637    3.1750   -0.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3335    1.0462    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9313    1.4370    1.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8191    0.6416    2.7523 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3468    1.6044    3.7852 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -0.4826    3.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1494   -0.1304    2.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2832    0.6907    2.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4840    0.0390    1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6363    0.9043    1.6113 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6666    1.7451    2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2009    2.8235    2.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0914    1.0473    3.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6338    2.4066    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0089    0.6728    0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6799    0.2897    1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2475    1.9776    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1069    1.6964   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3985   -0.0548   -0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3682    0.2585   -2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6510    1.2938   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0496   -0.6796    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6133   -1.6150   -0.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3736   -2.1632   -0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -1.5870   -1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4447    0.0544    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7170    0.6764   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0402   -0.8647   -1.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3638    0.0832   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984   -1.7809    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5177   -2.7896   -0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3013   -3.4829    0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956   -2.7665   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3947   -1.2968    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5503   -0.5926   -0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7463   -1.4636    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131   -3.0763    0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1073   -3.0034   -1.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670   -3.2456   -2.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -0.9359   -2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0019   -1.7792   -3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.5332   -3.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671    0.2764   -1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6272   -1.2083   -3.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2671   -0.9099   -1.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    2.0718   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7503    1.7503    0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533    1.4994   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8527    3.3581    0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1265   -0.0328    0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4047    1.2466    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6367   -0.1782    4.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5213    0.7842    3.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1207    1.6967    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6783   -0.9706    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2681   -0.0636    0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5996    1.7060    0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5330    0.3895    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 18 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  6
 22 70  1  0
 23 71  1  0
 23 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
M  END
Download

3D SDF for HMDB0240598 (LysoPE(P-18:0/0:0))

LysoPE(P-18:0/0:0)
  Mrv1652311261920112D          

 31 30  0  0  0  0            999 V2000
   23.3644   -6.5407    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -7.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   -6.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9038   -6.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6183   -6.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3328   -6.1282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6620   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3644   -5.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9475   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -6.5288    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   20.5185   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8041   -6.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2330   -7.3538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0896   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2646   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5505   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8364   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1222   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4081   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6940   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9799   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2658   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5516   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8375   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1234   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4093   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6952   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9810   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2669   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5528   -6.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8387   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  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
  1  7  1  0  0  0  0
  1  8  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
  7  9  1  0  0  0  0
 10 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 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  1  0  0  0  0
 25 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
M  END
> <DATABASE_ID>
HMDB0240598

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCC\C=C/OC[C@@H](O)COP(O)(=O)OCCN

> <INCHI_IDENTIFIER>
InChI=1S/C23H48NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-28-21-23(25)22-30-31(26,27)29-20-18-24/h17,19,23,25H,2-16,18,20-22,24H2,1H3,(H,26,27)/b19-17-/t23-/m1/s1

> <INCHI_KEY>
KACDZDULGKPXHT-HIVNOOBXSA-N

> <FORMULA>
C23H48NO6P

> <MOLECULAR_WEIGHT>
465.612

> <EXACT_MASS>
465.321925268

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
55.493782984135166

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-hydroxy-3-[(1Z)-octadec-1-en-1-yloxy]propoxy]phosphinic acid

> <ALOGPS_LOGP>
5.44

> <JCHEM_LOGP>
4.811773397612249

> <ALOGPS_LOGS>
-5.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.662854416437519

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8690840302483096

> <JCHEM_PKA_STRONGEST_BASIC>
9.999834950611536

> <JCHEM_POLAR_SURFACE_AREA>
111.24

> <JCHEM_REFRACTIVITY>
126.95299999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
24

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy((2R)-2-hydroxy-3-[(1Z)-octadec-1-en-1-yloxy]propoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0240598 (LysoPE(P-18:0/0:0))

HMDB0240598
     RDKit          3D
LysoPE(P-18:0/0:0)
 79 78  0  0  0  0  0  0  0  0999 V2000
  -10.5783    1.8386    2.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3581    1.5234    1.0867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9164    1.1352    0.8227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7425    0.8344   -0.6290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3454    0.4396   -1.0249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9357   -0.7903   -0.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5310   -1.2459   -0.6512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5015   -0.2213   -0.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255   -0.7108   -0.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8015   -1.9601    0.0295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4420   -2.5019   -0.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3825   -1.5126   -0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9816   -2.1058   -0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1319   -2.4754   -1.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9690   -1.3613   -2.7517 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -0.2304   -2.6060 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3295   -0.7121   -2.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2303   -0.5502   -1.8391 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8689    0.0833   -0.6578 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0418    1.4814   -0.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5094    1.7907   -0.7362 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6637    3.1750   -0.6274 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3335    1.0462    0.2770 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9313    1.4370    1.5515 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8191    0.6416    2.7523 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.3468    1.6044    3.7852 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8339   -0.4826    3.5380 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1494   -0.1304    2.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2832    0.6907    2.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4840    0.0390    1.4721 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6363    0.9043    1.6113 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6666    1.7451    2.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2009    2.8235    2.8328 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0914    1.0473    3.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6338    2.4066    0.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0089    0.6728    0.8437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6799    0.2897    1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2475    1.9776    1.0878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1069    1.6964   -1.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3985   -0.0548   -0.8546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3682    0.2585   -2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6510    1.2938   -0.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0496   -0.6796    0.8031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6133   -1.6150   -0.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3736   -2.1632   -0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4689   -1.5870   -1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4447    0.0544    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7170    0.6764   -0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0402   -0.8647   -1.8349 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3638    0.0832   -0.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8984   -1.7809    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5177   -2.7896   -0.2576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3013   -3.4829    0.1923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4956   -2.7665   -1.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3947   -1.2968    1.0626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5503   -0.5926   -0.6119 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7463   -1.4636    0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0131   -3.0763    0.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1073   -3.0034   -1.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3670   -3.2456   -2.0264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0493   -0.9359   -2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0019   -1.7792   -3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7700    0.5332   -3.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8671    0.2764   -1.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6272   -1.2083   -3.7027 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2671   -0.9099   -1.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3919    2.0718   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7503    1.7503    0.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533    1.4994   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8527    3.3581    0.3262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1265   -0.0328    0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4047    1.2466    0.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6367   -0.1782    4.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5213    0.7842    3.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1207    1.6967    1.7130 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6783   -0.9706    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2681   -0.0636    0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5996    1.7060    0.9460 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5330    0.3895    1.4273 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  0
 15 62  1  0
 16 63  1  0
 16 64  1  0
 17 65  1  0
 18 66  1  0
 20 67  1  0
 20 68  1  0
 21 69  1  6
 22 70  1  0
 23 71  1  0
 23 72  1  0
 27 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
M  END
Download

PDB for HMDB0240598 (LysoPE(P-18:0/0:0))

HEADER    PROTEIN                                 26-NOV-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: LysoPE(P-18:0/0:0)                                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-NOV-19         0                                  
HETATM    1  P   UNK     0      43.614 -12.209   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      43.614 -13.749   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      45.154 -12.209   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      46.487 -11.439   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      47.821 -12.209   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      49.155 -11.439   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      42.302 -12.187   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      43.614 -10.669   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      40.969 -11.417   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      39.635 -12.187   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.301 -11.417   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      36.968 -12.187   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      39.635 -13.727   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      35.634 -11.417   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.094 -11.417   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.761 -12.188   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.428 -11.417   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.095 -12.188   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      28.762 -11.417   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.429 -12.188   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.096 -11.417   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      24.763 -12.188   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.430 -11.417   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      22.097 -12.188   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      20.764 -11.417   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      19.431 -12.188   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.098 -11.417   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.765 -12.188   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.432 -11.417   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.099 -12.188   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.766 -11.417   0.000  0.00  0.00           C+0
CONECT    1    2    3    7    8                                             
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    1    9                                                       
CONECT    8    1                                                            
CONECT    9   10    7                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11   14                                                       
CONECT   13   10                                                            
CONECT   14   12   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   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END
Download

3D PDB for HMDB0240598 (LysoPE(P-18:0/0:0))

COMPND    HMDB0240598
HETATM    1  C1  UNL     1     -10.578   1.839   2.557  1.00  0.00           C  
HETATM    2  C2  UNL     1     -10.358   1.523   1.087  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.916   1.135   0.823  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.743   0.834  -0.629  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.345   0.440  -1.025  1.00  0.00           C  
HETATM    6  C6  UNL     1      -6.936  -0.790  -0.291  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.531  -1.246  -0.651  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.501  -0.221  -0.344  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.125  -0.711  -0.736  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.801  -1.960   0.029  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.442  -2.502  -0.323  1.00  0.00           C  
HETATM   12  C12 UNL     1      -0.382  -1.513  -0.008  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.982  -2.106  -0.344  1.00  0.00           C  
HETATM   14  C14 UNL     1       1.132  -2.475  -1.780  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.969  -1.361  -2.752  1.00  0.00           C  
HETATM   16  C16 UNL     1       1.944  -0.230  -2.606  1.00  0.00           C  
HETATM   17  C17 UNL     1       3.330  -0.712  -2.786  1.00  0.00           C  
HETATM   18  C18 UNL     1       4.230  -0.550  -1.839  1.00  0.00           C  
HETATM   19  O1  UNL     1       3.869   0.083  -0.658  1.00  0.00           O  
HETATM   20  C19 UNL     1       4.042   1.481  -0.550  1.00  0.00           C  
HETATM   21  C20 UNL     1       5.509   1.791  -0.736  1.00  0.00           C  
HETATM   22  O2  UNL     1       5.664   3.175  -0.627  1.00  0.00           O  
HETATM   23  C21 UNL     1       6.334   1.046   0.277  1.00  0.00           C  
HETATM   24  O3  UNL     1       5.931   1.437   1.552  1.00  0.00           O  
HETATM   25  P1  UNL     1       6.819   0.642   2.752  1.00  0.00           P  
HETATM   26  O4  UNL     1       7.347   1.604   3.785  1.00  0.00           O  
HETATM   27  O5  UNL     1       5.834  -0.483   3.538  1.00  0.00           O  
HETATM   28  O6  UNL     1       8.149  -0.130   2.005  1.00  0.00           O  
HETATM   29  C22 UNL     1       9.283   0.691   2.126  1.00  0.00           C  
HETATM   30  C23 UNL     1      10.484   0.039   1.472  1.00  0.00           C  
HETATM   31  N1  UNL     1      11.636   0.904   1.611  1.00  0.00           N  
HETATM   32  H1  UNL     1     -11.667   1.745   2.735  1.00  0.00           H  
HETATM   33  H2  UNL     1     -10.201   2.823   2.833  1.00  0.00           H  
HETATM   34  H3  UNL     1     -10.091   1.047   3.178  1.00  0.00           H  
HETATM   35  H4  UNL     1     -10.634   2.407   0.505  1.00  0.00           H  
HETATM   36  H5  UNL     1     -11.009   0.673   0.844  1.00  0.00           H  
HETATM   37  H6  UNL     1      -8.680   0.290   1.488  1.00  0.00           H  
HETATM   38  H7  UNL     1      -8.248   1.978   1.088  1.00  0.00           H  
HETATM   39  H8  UNL     1      -9.107   1.696  -1.235  1.00  0.00           H  
HETATM   40  H9  UNL     1      -9.398  -0.055  -0.855  1.00  0.00           H  
HETATM   41  H10 UNL     1      -7.368   0.258  -2.127  1.00  0.00           H  
HETATM   42  H11 UNL     1      -6.651   1.294  -0.886  1.00  0.00           H  
HETATM   43  H12 UNL     1      -7.050  -0.680   0.803  1.00  0.00           H  
HETATM   44  H13 UNL     1      -7.613  -1.615  -0.602  1.00  0.00           H  
HETATM   45  H14 UNL     1      -5.374  -2.163  -0.010  1.00  0.00           H  
HETATM   46  H15 UNL     1      -5.469  -1.587  -1.696  1.00  0.00           H  
HETATM   47  H16 UNL     1      -4.445   0.054   0.724  1.00  0.00           H  
HETATM   48  H17 UNL     1      -4.717   0.676  -0.985  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.040  -0.865  -1.835  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.364   0.083  -0.466  1.00  0.00           H  
HETATM   51  H20 UNL     1      -2.898  -1.781   1.137  1.00  0.00           H  
HETATM   52  H21 UNL     1      -3.518  -2.790  -0.258  1.00  0.00           H  
HETATM   53  H22 UNL     1      -1.301  -3.483   0.192  1.00  0.00           H  
HETATM   54  H23 UNL     1      -1.496  -2.767  -1.407  1.00  0.00           H  
HETATM   55  H24 UNL     1      -0.395  -1.297   1.063  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.550  -0.593  -0.612  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.746  -1.464   0.082  1.00  0.00           H  
HETATM   58  H27 UNL     1       1.013  -3.076   0.235  1.00  0.00           H  
HETATM   59  H28 UNL     1       2.107  -3.003  -1.885  1.00  0.00           H  
HETATM   60  H29 UNL     1       0.367  -3.246  -2.026  1.00  0.00           H  
HETATM   61  H30 UNL     1      -0.049  -0.936  -2.621  1.00  0.00           H  
HETATM   62  H31 UNL     1       1.002  -1.779  -3.767  1.00  0.00           H  
HETATM   63  H32 UNL     1       1.770   0.533  -3.391  1.00  0.00           H  
HETATM   64  H33 UNL     1       1.867   0.276  -1.622  1.00  0.00           H  
HETATM   65  H34 UNL     1       3.627  -1.208  -3.703  1.00  0.00           H  
HETATM   66  H35 UNL     1       5.267  -0.910  -1.970  1.00  0.00           H  
HETATM   67  H36 UNL     1       3.392   2.072  -1.196  1.00  0.00           H  
HETATM   68  H37 UNL     1       3.750   1.750   0.507  1.00  0.00           H  
HETATM   69  H38 UNL     1       5.853   1.499  -1.731  1.00  0.00           H  
HETATM   70  H39 UNL     1       5.853   3.358   0.326  1.00  0.00           H  
HETATM   71  H40 UNL     1       6.127  -0.033   0.142  1.00  0.00           H  
HETATM   72  H41 UNL     1       7.405   1.247   0.083  1.00  0.00           H  
HETATM   73  H42 UNL     1       5.637  -0.178   4.443  1.00  0.00           H  
HETATM   74  H43 UNL     1       9.521   0.784   3.216  1.00  0.00           H  
HETATM   75  H44 UNL     1       9.121   1.697   1.713  1.00  0.00           H  
HETATM   76  H45 UNL     1      10.678  -0.971   1.880  1.00  0.00           H  
HETATM   77  H46 UNL     1      10.268  -0.064   0.368  1.00  0.00           H  
HETATM   78  H47 UNL     1      11.600   1.706   0.946  1.00  0.00           H  
HETATM   79  H48 UNL     1      12.533   0.389   1.427  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   59   60
CONECT   15   16   61   62
CONECT   16   17   63   64
CONECT   17   18   18   65
CONECT   18   19   66
CONECT   19   20
CONECT   20   21   67   68
CONECT   21   22   23   69
CONECT   22   70
CONECT   23   24   71   72
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   73
CONECT   28   29
CONECT   29   30   74   75
CONECT   30   31   76   77
CONECT   31   78   79
END
Download

SMILES for HMDB0240598 (LysoPE(P-18:0/0:0))

CCCCCCCCCCCCCCCC\C=C/OC[C@@H](O)COP(O)(=O)OCCN
Download

INCHI for HMDB0240598 (LysoPE(P-18:0/0:0))

InChI=1S/C23H48NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-28-21-23(25)22-30-31(26,27)29-20-18-24/h17,19,23,25H,2-16,18,20-22,24H2,1H3,(H,26,27)/b19-17-/t23-/m1/s1
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
1-[(1Z)-Octadecenyl]-sn-glycero-3-phosphoethanolamineChEBI
1-[(Z)-Octadec-1-enyl]-sn-glycero-3-phosphoethanolamineChEBI
C18(Plasm) lpeChEBI
PE(18:0P/0:0)ChEBI
PE(P-18:0/0:0)ChEBI
1-(1-Enyl-stearoyl)-gpeHMDB
1-(1Z-Octadecenyl)-gpeHMDB
1-(1Z-Octadecenyl)-lysophosphatidylethanolamineHMDB
1-(1Z-Octadecenyl)-sn-glycero-3-phosphoethanolamineHMDB
GPE(18:1)HMDB
GPE(O-18:1(1Z))HMDB
GPE(O-18:1(1Z)/0:0)HMDB
GPE(p-18:0)HMDB
GPE(p-18:0/0:0)HMDB
LPE(18:1)HMDB
LPE(O-18:1(1Z))HMDB
LPE(O-18:1(1Z)/0:0)HMDB
LPE(p-18:0)HMDB
LPE(p-18:0/0:0)HMDB
LysoPE(18:1)HMDB
LysoPE(O-18:1(1Z))HMDB
LysoPE(O-18:1(1Z)/0:0)HMDB
LysoPE(p-18:0)HMDB
Lysophosphatidylethanolamine(18:1)HMDB
Lysophosphatidylethanolamine(O-18:1(1Z))HMDB
Lysophosphatidylethanolamine(O-18:1(1Z)/0:0)HMDB
Lysophosphatidylethanolamine(p-18:0)HMDB
Lysophosphatidylethanolamine(p-18:0/0:0)HMDB
LysoPE(P-18:0/0:0)HMDB
Chemical FormulaC23H48NO6P
Average Molecular Weight465.612
Monoisotopic Molecular Weight465.321925268
IUPAC Name(2-aminoethoxy)[(2R)-2-hydroxy-3-[(1Z)-octadec-1-en-1-yloxy]propoxy]phosphinic acid
Traditional Name2-aminoethoxy((2R)-2-hydroxy-3-[(1Z)-octadec-1-en-1-yloxy]propoxy)phosphinic acid
CAS Registry Number174062-73-8
SMILES
CCCCCCCCCCCCCCCC\C=C/OC[C@@H](O)COP(O)(=O)OCCN
InChI Identifier
InChI=1S/C23H48NO6P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-28-21-23(25)22-30-31(26,27)29-20-18-24/h17,19,23,25H,2-16,18,20-22,24H2,1H3,(H,26,27)/b19-17-/t23-/m1/s1
InChI KeyKACDZDULGKPXHT-HIVNOOBXSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1-(1z-alkenyl)-glycero-3-phosphoethanolamines. These are glycerophosphoglycerophosphates that carry exactly one 1Z-alkenyl chain attached to the glycerol moiety through an ether linkage.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct Parent1-(1Z-alkenyl)-glycero-3-phosphoethanolamines
Alternative Parents
Substituents
  • 1-(1z-alkenyl)-glycero-3-phosphoethanolamine
  • Glycerol vinyl ether
  • Phosphoethanolamine
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Secondary alcohol
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological location
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP5.44ALOGPS
logP4.81ChemAxon
logS-5.4ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area111.24 ŲChemAxon
Rotatable Bond Count24ChemAxon
Refractivity126.95 m³·mol⁻¹ChemAxon
Polarizability55.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+212.33330932474
DeepCCS[M-H]-208.31430932474
DeepCCS[M-2H]-244.85730932474
DeepCCS[M+Na]+221.14930932474
AllCCS[M+H]+221.032859911
AllCCS[M+H-H2O]+219.332859911
AllCCS[M+NH4]+222.532859911
AllCCS[M+Na]+223.032859911
AllCCS[M-H]-215.932859911
AllCCS[M+Na-2H]-218.732859911
AllCCS[M+HCOO]-221.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
LysoPE(P-18:0/0:0)CCCCCCCCCCCCCCCC\C=C/OC[C@@H](O)COP(O)(=O)OCCN3730.9Standard polar33892256
LysoPE(P-18:0/0:0)CCCCCCCCCCCCCCCC\C=C/OC[C@@H](O)COP(O)(=O)OCCN3155.9Standard non polar33892256
LysoPE(P-18:0/0:0)CCCCCCCCCCCCCCCC\C=C/OC[C@@H](O)COP(O)(=O)OCCN3540.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
LysoPE(P-18:0/0:0),1TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN)O[Si](C)(C)C3494.2Semi standard non polar33892256
LysoPE(P-18:0/0:0),1TMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN)O[Si](C)(C)C3479.6Semi standard non polar33892256
LysoPE(P-18:0/0:0),1TMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN[Si](C)(C)C3587.8Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C3470.6Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C3216.6Standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C4556.1Standard polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C3540.1Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C3369.8Standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)O[Si](C)(C)C4544.7Standard polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C3528.0Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C3395.9Standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C4024.1Standard polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #4CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C3737.5Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #4CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C3420.7Standard non polar33892256
LysoPE(P-18:0/0:0),2TMS,isomer #4CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C4607.5Standard polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3504.5Semi standard non polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3367.6Standard non polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3728.2Standard polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C3707.7Semi standard non polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C3420.1Standard non polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C4262.5Standard polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C3714.5Semi standard non polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C3441.1Standard non polar33892256
LysoPE(P-18:0/0:0),3TMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C3856.5Standard polar33892256
LysoPE(P-18:0/0:0),4TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3702.3Semi standard non polar33892256
LysoPE(P-18:0/0:0),4TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3406.0Standard non polar33892256
LysoPE(P-18:0/0:0),4TMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C3596.4Standard polar33892256
LysoPE(P-18:0/0:0),1TBDMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN)O[Si](C)(C)C(C)(C)C3720.9Semi standard non polar33892256
LysoPE(P-18:0/0:0),1TBDMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C3677.4Semi standard non polar33892256
LysoPE(P-18:0/0:0),1TBDMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C3798.7Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3882.6Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3460.9Standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4501.6Standard polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3976.2Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3633.7Standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4472.1Standard polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3963.0Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3637.4Standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4092.3Standard polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #4CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4179.8Semi standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #4CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3673.4Standard non polar33892256
LysoPE(P-18:0/0:0),2TBDMS,isomer #4CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C4523.9Standard polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4165.9Semi standard non polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3745.7Standard non polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #1CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3872.2Standard polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4437.5Semi standard non polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3812.3Standard non polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #2CCCCCCCCCCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4228.9Standard polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C4389.1Semi standard non polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3805.9Standard non polar33892256
LysoPE(P-18:0/0:0),3TBDMS,isomer #3CCCCCCCCCCCCCCCC/C=C\OC[C@@H](O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3958.2Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - LysoPE(P-18:0/0:0) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - LysoPE(P-18:0/0:0) GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPE(P-18:0/0:0) 10V, Negative-QTOFsplash10-03di-0000900000-6bacdbdc2d132c067d092021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPE(P-18:0/0:0) 20V, Negative-QTOFsplash10-03di-0110900000-43d0d9b7ce545514d31f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - LysoPE(P-18:0/0:0) 40V, Negative-QTOFsplash10-03di-0000900000-6bacdbdc2d132c067d092021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue Locations
  • Placenta
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID24823082
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42607470
PDB IDNot Available
ChEBI ID87823
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]