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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-04-16 20:45:51 UTC

Update Date

2021-09-14 15:41:54 UTC

HMDB ID

HMDB0061695

Secondary Accession Numbers

HMDB0062714
HMDB61695
HMDB62714

Metabolite Identification

Common Name

LysoPI(16:0/0:0)

Description

LysoPI(16:0/0:0) is a lysophosphatidylinositol. The term 'lysophospholipid' (LPL) refers to any phospholipid that is missing one of its two O-acyl chains. Thus, LPLs have a free alcohol in either the sn-1 or sn-2 position. The prefix 'lyso-' comes from the fact that lysophospholipids were originally found to be hemolytic. However, it is now used to refer generally to phospholipids missing an acyl chain. LPLs are usually the result of phospholipase A-type enzymatic activity on regular phospholipids such as phosphatidylcholine or phosphatidic acid, although they can also be generated by the acylation of glycerophospholipids or the phosphorylation of monoacylglycerols. Lysophosphatidylinositols can have different combinations of fatty acids of varying lengths and saturation attached at the C-1 (sn-1) or C-2 (sn-2) position. LysoPI(16:0/0:0), in particular, consists of one chain of palmitic acid at the C-1 position.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652310211922532D          

 38 38  0  0  0  0            999 V2000
 9876.1984 9867.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9875.4871 9867.7754    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9874.7780 9867.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9874.0688 9867.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9873.3596 9867.3683    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9872.6503 9867.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9873.3596 9866.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9875.8976 9868.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9875.0788 9868.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9877.6147 9866.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9879.0350 9867.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9876.1984 9869.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9877.6147 9869.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9879.0350 9869.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9877.6160 9867.3664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9878.3257 9867.7761    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9878.3257 9868.5956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9877.6160 9869.0053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9876.9062 9868.5956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9876.9062 9867.7761    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9871.9420 9867.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9871.2317 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9871.2317 9868.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9870.5176 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9869.8033 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9869.0893 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9868.3751 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9867.6609 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9866.9468 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9866.2325 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9865.5182 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9864.8041 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9864.0900 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9863.3758 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9862.6616 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9861.9475 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9861.2333 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9860.5193 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  2  0  0  0  0
  2  9  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
  5  7  1  6  0  0  0
 15 16  1  0  0  0  0
 15 20  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  1  1  6  0  0  0
 15 10  1  1  0  0  0
 16 11  1  6  0  0  0
 17 14  1  1  0  0  0
 18 13  1  6  0  0  0
 19 12  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 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
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  6 21  1  0  0  0  0
M  END


  Mrv1652310211922532D          

 38 38  0  0  0  0            999 V2000
 9876.1984 9867.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9875.4871 9867.7754    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9874.7780 9867.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9874.0688 9867.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9873.3596 9867.3683    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9872.6503 9867.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9873.3596 9866.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9875.8976 9868.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9875.0788 9868.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9877.6147 9866.5478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9879.0350 9867.3683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9876.1984 9869.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9877.6147 9869.8244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9879.0350 9869.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9877.6160 9867.3664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9878.3257 9867.7761    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9878.3257 9868.5956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9877.6160 9869.0053    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9876.9062 9868.5956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9876.9062 9867.7761    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9871.9420 9867.3833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9871.2317 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9871.2317 9868.5634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9870.5176 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9869.8033 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9869.0893 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9868.3751 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9867.6609 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9866.9468 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9866.2325 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9865.5182 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9864.8041 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9864.0900 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9863.3758 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9862.6616 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9861.9475 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9861.2333 9867.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9860.5193 9867.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  8  2  0  0  0  0
  2  9  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
  5  7  1  6  0  0  0
 15 16  1  0  0  0  0
 15 20  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  1  1  6  0  0  0
 15 10  1  1  0  0  0
 16 11  1  6  0  0  0
 17 14  1  1  0  0  0
 18 13  1  6  0  0  0
 19 12  1  6  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 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
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
  6 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061695

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)/t18-,20-,21-,22+,23-,24-,25-/m1/s1

> <INCHI_KEY>
UOXRPRZMAROFPH-OAOCPRPWSA-N

> <FORMULA>
C25H49O12P

> <MOLECULAR_WEIGHT>
572.6231

> <EXACT_MASS>
572.296163544

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
62.27900134241446

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
2.31

> <JCHEM_LOGP>
2.0730019876666663

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.339055972873329

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8335386408406524

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4040034470113856

> <JCHEM_POLAR_SURFACE_AREA>
203.43999999999997

> <JCHEM_REFRACTIVITY>
136.97639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy([(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

https://cactus.nci.nih.gov/chemical/structure/CCCCCCCCCCCCCCCC(=O)OC%5BC@@H%5...
 OpenBabel09142113323D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:86})
 87 87  0  0  0  0  0  0  0  0999 V2000
   19.9948    0.5730   -0.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7596    0.3777    0.2641 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4991    0.4583   -0.5994 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2638    0.2628    0.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0033    0.3434   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7680    0.1481    0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5075    0.2286   -0.5636 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2722    0.0333    0.3178 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0117    0.1138   -0.5457 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7765   -0.0815    0.3357 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5160   -0.0009   -0.5279 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2807   -0.1963    0.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0202   -0.1157   -0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7849   -0.3110    0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5244   -0.2305   -0.4921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3077   -0.4229    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4356   -0.6057    1.5636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0819   -0.3912   -0.1698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441   -0.5840    0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3481   -0.5159   -0.0709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3880    0.4233   -0.6229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4033   -1.6103   -0.9881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5373   -0.5941    0.8886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7520   -0.4138    0.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2045   -0.4367    0.8513 P   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4918   -1.9046    1.4468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2433    0.5568    1.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3277   -0.0723   -0.2431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7091    0.0916    0.0842 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.8505   -0.0675    1.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1559    1.5078   -0.2843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0144    1.6669   -1.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3774    2.4580    0.4459 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6349    1.6833    0.0662 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.7763    1.5242    1.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0522    3.0060   -0.2778 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4684    0.6660   -0.7155 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3269    0.8251   -1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8497    0.8300   -0.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0216   -0.7502   -0.3472 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.1630   -0.9094    0.7219 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8001   -1.7004   -1.0773 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5426   -0.9257   -0.6976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2243   -1.9346   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3571   -0.7172   -2.0991 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9465    1.5494   -1.0994 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.8928    0.5157   -0.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0253   -0.2069   -1.3782 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8079   -0.5988    0.7463 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7292    1.1575    1.0251 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.4507    1.4346   -1.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.5295   -0.3216   -1.3603 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3121   -0.7136    0.7641 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.2334    1.0427    1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9549    1.3198   -1.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
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 40 41  1  1  0  0  0
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 42 86  1  0  0  0  0
 43 44  1  1  0  0  0
 43 45  1  0  0  0  0
 45 87  1  0  0  0  0
M  END
$$$$

HEADER    PROTEIN                                 21-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-OCT-19         0                                  
HETATM    1  O   UNK     0    8435.5708419.088   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0    8434.2438419.847   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0    8432.9198419.088   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8431.5958419.847   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8430.2718419.088   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8428.9478419.847   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8430.2718417.556   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8435.0098421.173   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8433.4808421.173   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8438.2148417.556   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8440.8658419.088   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8435.5708422.144   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8438.2148423.672   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8440.8658422.144   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8438.2178419.084   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8439.5418419.849   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8439.5418421.378   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8438.2178422.143   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8436.8928421.378   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8436.8928419.849   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8427.6258419.116   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0    8426.2998419.878   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8426.2998421.318   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0    8424.9668419.107   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8423.6338419.878   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8422.3008419.107   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8420.9678419.878   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0    8419.6348419.107   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0    8418.3018419.878   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0    8416.9678419.107   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0    8415.6348419.878   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0    8414.3018419.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0    8412.9688419.878   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0    8411.6358419.107   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0    8410.3028419.878   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0    8408.9698419.107   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0    8407.6358419.878   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0    8406.3038419.107   0.000  0.00  0.00           C+0
CONECT    1    2   20                                                       
CONECT    2    1    3    8    9                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5   21                                                       
CONECT    7    5                                                            
CONECT    8    2                                                            
CONECT    9    2                                                            
CONECT   10   15                                                            
CONECT   11   16                                                            
CONECT   12   19                                                            
CONECT   13   18                                                            
CONECT   14   17                                                            
CONECT   15   16   20   10                                                  
CONECT   16   15   17   11                                                  
CONECT   17   16   18   14                                                  
CONECT   18   17   19   13                                                  
CONECT   19   18   20   12                                                  
CONECT   20   15   19    1                                                  
CONECT   21   22    6                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   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   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   76    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/CCCCCCCCCCCCCCCC(=O)OC%5BC@@H%5... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  C   UNL     1      19.995   0.573  -0.617  1.00  0.00           C  
HETATM    2  C   UNL     1      18.760   0.378   0.264  1.00  0.00           C  
HETATM    3  C   UNL     1      17.499   0.458  -0.599  1.00  0.00           C  
HETATM    4  C   UNL     1      16.264   0.263   0.282  1.00  0.00           C  
HETATM    5  C   UNL     1      15.003   0.343  -0.582  1.00  0.00           C  
HETATM    6  C   UNL     1      13.768   0.148   0.300  1.00  0.00           C  
HETATM    7  C   UNL     1      12.508   0.229  -0.564  1.00  0.00           C  
HETATM    8  C   UNL     1      11.272   0.033   0.318  1.00  0.00           C  
HETATM    9  C   UNL     1      10.012   0.114  -0.546  1.00  0.00           C  
HETATM   10  C   UNL     1       8.777  -0.082   0.336  1.00  0.00           C  
HETATM   11  C   UNL     1       7.516  -0.001  -0.528  1.00  0.00           C  
HETATM   12  C   UNL     1       6.281  -0.196   0.354  1.00  0.00           C  
HETATM   13  C   UNL     1       5.020  -0.116  -0.510  1.00  0.00           C  
HETATM   14  C   UNL     1       3.785  -0.311   0.371  1.00  0.00           C  
HETATM   15  C   UNL     1       2.524  -0.231  -0.492  1.00  0.00           C  
HETATM   16  C   UNL     1       1.308  -0.423   0.376  1.00  0.00           C  
HETATM   17  O   UNL     1       1.436  -0.606   1.564  1.00  0.00           O  
HETATM   18  O   UNL     1       0.082  -0.391  -0.170  1.00  0.00           O  
HETATM   19  C   UNL     1      -1.044  -0.584   0.726  1.00  0.00           C  
HETATM   20  C   UNL     1      -2.348  -0.516  -0.071  1.00  0.00           C  
HETATM   21  H   UNL     1      -2.388   0.423  -0.623  1.00  0.00           H  
HETATM   22  O   UNL     1      -2.403  -1.610  -0.988  1.00  0.00           O  
HETATM   23  C   UNL     1      -3.537  -0.594   0.889  1.00  0.00           C  
HETATM   24  O   UNL     1      -4.752  -0.414   0.158  1.00  0.00           O  
HETATM   25  P   UNL     1      -6.205  -0.437   0.851  1.00  0.00           P  
HETATM   26  O   UNL     1      -6.492  -1.905   1.447  1.00  0.00           O  
HETATM   27  O   UNL     1      -6.243   0.557   1.948  1.00  0.00           O  
HETATM   28  O   UNL     1      -7.328  -0.072  -0.243  1.00  0.00           O  
HETATM   29  C   UNL     1      -8.709   0.092   0.084  1.00  0.00           C  
HETATM   30  H   UNL     1      -8.851  -0.068   1.153  1.00  0.00           H  
HETATM   31  C   UNL     1      -9.156   1.508  -0.284  1.00  0.00           C  
HETATM   32  H   UNL     1      -9.014   1.667  -1.353  1.00  0.00           H  
HETATM   33  O   UNL     1      -8.377   2.458   0.446  1.00  0.00           O  
HETATM   34  C   UNL     1     -10.635   1.683   0.066  1.00  0.00           C  
HETATM   35  H   UNL     1     -10.776   1.524   1.135  1.00  0.00           H  
HETATM   36  O   UNL     1     -11.052   3.006  -0.278  1.00  0.00           O  
HETATM   37  C   UNL     1     -11.468   0.666  -0.716  1.00  0.00           C  
HETATM   38  H   UNL     1     -11.327   0.825  -1.784  1.00  0.00           H  
HETATM   39  O   UNL     1     -12.850   0.830  -0.388  1.00  0.00           O  
HETATM   40  C   UNL     1     -11.022  -0.750  -0.347  1.00  0.00           C  
HETATM   41  H   UNL     1     -11.163  -0.909   0.722  1.00  0.00           H  
HETATM   42  O   UNL     1     -11.800  -1.700  -1.077  1.00  0.00           O  
HETATM   43  C   UNL     1      -9.543  -0.926  -0.698  1.00  0.00           C  
HETATM   44  H   UNL     1      -9.224  -1.935  -0.435  1.00  0.00           H  
HETATM   45  O   UNL     1      -9.357  -0.717  -2.099  1.00  0.00           O  
HETATM   46  H   UNL     1      19.947   1.549  -1.099  1.00  0.00           H  
HETATM   47  H   UNL     1      20.893   0.516  -0.002  1.00  0.00           H  
HETATM   48  H   UNL     1      20.025  -0.207  -1.378  1.00  0.00           H  
HETATM   49  H   UNL     1      18.808  -0.599   0.746  1.00  0.00           H  
HETATM   50  H   UNL     1      18.729   1.157   1.025  1.00  0.00           H  
HETATM   51  H   UNL     1      17.451   1.435  -1.081  1.00  0.00           H  
HETATM   52  H   UNL     1      17.529  -0.322  -1.360  1.00  0.00           H  
HETATM   53  H   UNL     1      16.312  -0.714   0.764  1.00  0.00           H  
HETATM   54  H   UNL     1      16.233   1.043   1.043  1.00  0.00           H  
HETATM   55  H   UNL     1      14.955   1.320  -1.064  1.00  0.00           H  
HETATM   56  H   UNL     1      15.034  -0.436  -1.342  1.00  0.00           H  
HETATM   57  H   UNL     1      13.816  -0.828   0.782  1.00  0.00           H  
HETATM   58  H   UNL     1      13.738   0.928   1.061  1.00  0.00           H  
HETATM   59  H   UNL     1      12.459   1.205  -1.046  1.00  0.00           H  
HETATM   60  H   UNL     1      12.538  -0.551  -1.325  1.00  0.00           H  
HETATM   61  H   UNL     1      11.321  -0.943   0.800  1.00  0.00           H  
HETATM   62  H   UNL     1      11.242   0.813   1.079  1.00  0.00           H  
HETATM   63  H   UNL     1       9.963   1.090  -1.028  1.00  0.00           H  
HETATM   64  H   UNL     1      10.042  -0.666  -1.307  1.00  0.00           H  
HETATM   65  H   UNL     1       8.825  -1.058   0.818  1.00  0.00           H  
HETATM   66  H   UNL     1       8.746   0.698   1.097  1.00  0.00           H  
HETATM   67  H   UNL     1       7.468   0.976  -1.010  1.00  0.00           H  
HETATM   68  H   UNL     1       7.546  -0.781  -1.289  1.00  0.00           H  
HETATM   69  H   UNL     1       6.329  -1.173   0.836  1.00  0.00           H  
HETATM   70  H   UNL     1       6.250   0.584   1.115  1.00  0.00           H  
HETATM   71  H   UNL     1       4.972   0.861  -0.992  1.00  0.00           H  
HETATM   72  H   UNL     1       5.051  -0.895  -1.271  1.00  0.00           H  
HETATM   73  H   UNL     1       3.833  -1.287   0.854  1.00  0.00           H  
HETATM   74  H   UNL     1       3.755   0.469   1.133  1.00  0.00           H  
HETATM   75  H   UNL     1       2.476   0.746  -0.974  1.00  0.00           H  
HETATM   76  H   UNL     1       2.555  -1.010  -1.253  1.00  0.00           H  
HETATM   77  H   UNL     1      -0.963  -1.559   1.208  1.00  0.00           H  
HETATM   78  H   UNL     1      -1.042   0.198   1.486  1.00  0.00           H  
HETATM   79  H   UNL     1      -2.372  -2.479  -0.566  1.00  0.00           H  
HETATM   80  H   UNL     1      -3.548  -1.569   1.375  1.00  0.00           H  
HETATM   81  H   UNL     1      -3.448   0.188   1.643  1.00  0.00           H  
HETATM   82  H   UNL     1      -6.482  -2.607   0.783  1.00  0.00           H  
HETATM   83  H   UNL     1      -8.607   3.379   0.262  1.00  0.00           H  
HETATM   84  H   UNL     1     -11.982   3.188  -0.083  1.00  0.00           H  
HETATM   85  H   UNL     1     -13.438   0.216  -0.849  1.00  0.00           H  
HETATM   86  H   UNL     1     -12.750  -1.647  -0.904  1.00  0.00           H  
HETATM   87  H   UNL     1      -9.857  -1.328  -2.657  1.00  0.00           H  
CONECT    1    2   46   47   48                                       
CONECT    2    1    3   49   50                                       
CONECT    3    2    4   51   52                                       
CONECT    4    3    5   53   54                                       
CONECT    5    4    6   55   56                                       
CONECT    6    5    7   57   58                                       
CONECT    7    6    8   59   60                                       
CONECT    8    7    9   61   62                                       
CONECT    9    8   10   63   64                                       
CONECT   10    9   11   65   66                                       
CONECT   11   10   12   67   68                                       
CONECT   12   11   13   69   70                                       
CONECT   13   12   14   71   72                                       
CONECT   14   13   15   73   74                                       
CONECT   15   14   16   75   76                                       
CONECT   16   15   17   17   18                                       
CONECT   17   16   16                                                 
CONECT   18   16   19                                                 
CONECT   19   18   20   77   78                                       
CONECT   20   19   21   22   23                                       
CONECT   21   20                                                      
CONECT   22   20   79                                                 
CONECT   23   20   24   80   81                                       
CONECT   24   23   25                                                 
CONECT   25   24   26   27   27                                       
CONECT   25   28                                                      
CONECT   26   25   82                                                 
CONECT   27   25   25                                                 
CONECT   28   25   29                                                 
CONECT   29   28   30   31   43                                       
CONECT   30   29                                                      
CONECT   31   29   32   33   34                                       
CONECT   32   31                                                      
CONECT   33   31   83                                                 
CONECT   34   31   35   36   37                                       
CONECT   35   34                                                      
CONECT   36   34   84                                                 
CONECT   37   34   38   39   40                                       
CONECT   38   37                                                      
CONECT   39   37   85                                                 
CONECT   40   37   41   42   43                                       
CONECT   41   40                                                      
CONECT   42   40   86                                                 
CONECT   43   40   44   29   45                                       
CONECT   44   43                                                      
CONECT   45   43   87                                                 
CONECT   46    1                                                      
CONECT   47    1                                                      
CONECT   48    1                                                      
CONECT   49    2                                                      
CONECT   50    2                                                      
CONECT   51    3                                                      
CONECT   52    3                                                      
CONECT   53    4                                                      
CONECT   54    4                                                      
CONECT   55    5                                                      
CONECT   56    5                                                      
CONECT   57    6                                                      
CONECT   58    6                                                      
CONECT   59    7                                                      
CONECT   60    7                                                      
CONECT   61    8                                                      
CONECT   62    8                                                      
CONECT   63    9                                                      
CONECT   64    9                                                      
CONECT   65   10                                                      
CONECT   66   10                                                      
CONECT   67   11                                                      
CONECT   68   11                                                      
CONECT   69   12                                                      
CONECT   70   12                                                      
CONECT   71   13                                                      
CONECT   72   13                                                      
CONECT   73   14                                                      
CONECT   74   14                                                      
CONECT   75   15                                                      
CONECT   76   15                                                      
CONECT   77   19                                                      
CONECT   78   19                                                      
CONECT   79   22                                                      
CONECT   80   23                                                      
CONECT   81   23                                                      
CONECT   82   26                                                      
CONECT   83   33                                                      
CONECT   84   36                                                      
CONECT   85   39                                                      
CONECT   86   42                                                      
CONECT   87   45                                                      
MASTER        0    0    0    0    0    0    0    0   87    0   87    0
END

https://cactus.nci.nih.gov/chemical/structure/CCCCCCCCCCCCCCCC(=O)OC%5BC@@H%5...
 OpenBabel09142113323D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:86})
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M  END
$$$$

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Hexadecanoyl-sn-glycero-3-phospho-(1'-myo-inositol)	ChEBI
1-Palmitoyl-sn--glycero-3-phospho-D-myo-inositol	ChEBI
PI(16:0/0:0)	ChEBI
1-Palmitoylglycerophosphoinositol	ChEBI
1-Palmitoyl-3-glycerylphosphorylinositol	HMDB
1-Palmitoyl-GPI	HMDB
1-Palmitoyl-glycero-3-phospho-(1'-myo-inositol)	HMDB
1-Palmitoyl-glycero-3-phospho-(1’-myo-inositol)	HMDB
1-Palmitoyl-lysophosphatidylinositol	HMDB
GPI(16:0)	HMDB
GPI(16:0/0:0)	HMDB
LPI(16:0)	HMDB
LPI(16:0/0:0)	HMDB
LysoPI(16:0)	HMDB
LysoPI(16:0/0:0)	HMDB
Lysophosphatidylinositol(16:0)	HMDB
Lysophosphatidylinositol(16:0/0:0)	HMDB
Palmitoyllysophosphatidylinositol	HMDB
1-Palmitoyl-sn-glycero-3-phospho-D-myo-inositol	HMDB

Chemical Formula

C₂₅H₄₉O₁₂P

Average Molecular Weight

572.6231

Monoisotopic Molecular Weight

572.296163544

IUPAC Name

[(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy]({[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

(2R)-3-(hexadecanoyloxy)-2-hydroxypropoxy([(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

CAS Registry Number

1425501-12-7

SMILES

CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C25H49O12P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(27)35-16-18(26)17-36-38(33,34)37-25-23(31)21(29)20(28)22(30)24(25)32/h18,20-26,28-32H,2-17H2,1H3,(H,33,34)/t18-,20-,21-,22+,23-,24-,25-/m1/s1

InChI Key

UOXRPRZMAROFPH-OAOCPRPWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl-sn-glycerol-3-phosphoinositols. These are glycerophosphoinositols where the glycerol is acylated only at position O-1 with a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoinositols

Direct Parent

1-acyl-sn-glycerol-3-phosphoinositols

Alternative Parents

Substituents

1-acyl-sn-glycerol-3-phosphoinositol
Inositol phosphate
Dialkyl phosphate
Cyclohexanol
Fatty acid ester
Cyclitol or derivatives
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Polyol
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

1-acyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:73218 )

Ontology

Physiological effect

Organoleptic effect:

Touch:

Smooth

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Tissue and substructures:

Placenta

Biofluid and excreta:

Blood

Subcellular:

Process

Naturally occurring process:

Biological process:

Chemical reaction:

Lipid peroxidation

Industrial application:

Food and nutrition:

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	2.31	ALOGPS
logP	2.07	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.44 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	136.98 m³·mol⁻¹	ChemAxon
Polarizability	62.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0nmi-5595660000-d2cf621f8764e7cd5c41	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-03g0-8591325000-1ceabd2ae42c849f19bd	2017-10-06	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0nmi-5595660000-d2cf621f8764e7cd5c41	2021-09-05	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-08mr-1587290000-a818d4c05fd0231239d8	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bti-2294010000-7ebb451b4e5751fbed89	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-6921000000-d09ceae851b37dabddda	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0abi-0092040000-9d4b675d2bec007e0cea	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-3191010000-fbcb12c131a1edd750a6	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9030000000-3e7cb30ab77ff62e3afd	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0000090000-be19b1d9e287ac31ae39	2021-09-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0q2c-0395030000-3723bef6450b29a12b3c	2021-09-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

73218

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
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 ]
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 ]
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.

Showing metabocard for LysoPI(16:0/0:0) (HMDB0061695)

MOL for HMDB0061695 (LysoPI(16:0/0:0))

3D MOL for HMDB0061695 (LysoPI(16:0/0:0))

3D SDF for HMDB0061695 (LysoPI(16:0/0:0))

3D-SDF for HMDB0061695 (LysoPI(16:0/0:0))

PDB for HMDB0061695 (LysoPI(16:0/0:0))

3D PDB for HMDB0061695 (LysoPI(16:0/0:0))

SMILES for HMDB0061695 (LysoPI(16:0/0:0))

INCHI for HMDB0061695 (LysoPI(16:0/0:0))

Structure for HMDB0061695 (LysoPI(16:0/0:0))

3D Structure for HMDB0061695 (LysoPI(16:0/0:0))

GC-MS

LC-MS/MS