Showing metabocard for PI(15:1(9Z)/18:1(9Z)) (MMDBc0047143)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:11:02 UTC
Update Date2022-09-01 01:41:52 UTC
Metabolite IDMMDBc0047143
Metabolite Identification
Common NamePI(15:1(9Z)/18:1(9Z))
DescriptionPI(15:1(9Z)/18:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 18 and 20 carbons are the most common.PI(15:1(9Z)/18:1(9Z)), in particular, consists of one 9Z-pentadecenoyl chain to the C-1 atom, and one 9Z-octadecenoyl to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fca40fdbc10>

PI(15:1(9Z)/18:1(9Z))
  Mrv1652306231617212D          

 57 57  0  0  1  0            999 V2000
   -2.6340    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3442    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2236   -0.3496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.3496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9236    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241    0.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    0.6438    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    1.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847    0.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1813    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5043   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8093    0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7899    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    0.7974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053    1.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9631    1.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243    0.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    0.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4787    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1928    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9070    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6211    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3353    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0494    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7635    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4776    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3027    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0168    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7310    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4451    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1592    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8734    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -1.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5026   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2167   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9308   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6450   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3591   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0733   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7874   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5016   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3266   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0407   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7548   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4689   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1831   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8972   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6114   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3255   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0397   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 23  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14  8  1  1  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 15  1  0  0  0  0
 16 21  1  1  0  0  0
 17 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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  2  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
 39  5  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fca40fdbc10>

Download
3D SDF for #<Metabolite:0x00007fca40fdbc10>
PI(15:1(9Z)/18:1(9Z))
  Mrv1652306231617212D          

 57 57  0  0  1  0            999 V2000
   -2.6340    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3442    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2236   -0.3496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.3496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9236    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241    0.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    0.6438    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    1.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847    0.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1813    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5043   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8093    0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7899    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    0.7974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053    1.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9631    1.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243    0.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    0.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4787    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1928    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9070    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6211    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3353    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0494    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7635    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4776    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3027    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0168    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7310    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4451    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1592    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8734    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -1.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5026   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2167   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9308   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6450   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3591   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0733   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7874   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5016   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3266   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0407   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7548   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4689   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1831   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8972   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6114   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.3255   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0397   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 23  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14  8  1  1  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 15  1  0  0  0  0
 16 21  1  1  0  0  0
 17 22  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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  2  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
 39  5  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047143

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C42H77O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h12,14,17-18,34,37-42,45-49H,3-11,13,15-16,19-33H2,1-2H3,(H,50,51)/b14-12-,18-17-/t34-,37?,38-,39?,40?,41?,42-/m1/s1

> <INCHI_KEY>
UECXHSWNXMJGOI-FSMZNZROSA-N

> <FORMULA>
C42H77O13P

> <MOLECULAR_WEIGHT>
821.039

> <EXACT_MASS>
820.510179537

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
133

> <JCHEM_AVERAGE_POLARIZABILITY>
95.0285428498768

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-[(9Z)-pentadec-9-enoyloxy]propoxy]({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
6.83

> <JCHEM_LOGP>
8.714781241666667

> <ALOGPS_LOGS>
-5.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.360530531715522

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8332552462032856

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6458130204247565

> <JCHEM_POLAR_SURFACE_AREA>
209.50999999999996

> <JCHEM_REFRACTIVITY>
217.40200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-[(9Z)-pentadec-9-enoyloxy]propoxy([(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for #<Metabolite:0x00007fca40fdbc10>
Download
PDB for #<Metabolite:0x00007fca40fdbc10>
HEADER    PROTEIN                                 23-JUN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PI(15:1(9Z)/18:1(9Z))                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JUN-16         0                                  
HETATM    1  C   UNK     0      -4.917   0.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.242   1.436   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -7.568   0.673   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0      -4.151  -0.653   0.000  0.00  0.00           H+0
HETATM    5  O   UNK     0      -5.683  -0.653   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.591   1.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.265   0.673   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.352   0.634   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      -0.044   1.202   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      -0.719   0.031   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.044   2.598   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.505   1.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.072   1.885   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.808  -0.315   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.244   0.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.684  -0.315   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.941   1.885   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.593   1.488   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.237   2.282   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.398   2.342   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.379   0.241   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.219   1.562   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -8.894   1.436   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.894   2.876   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -10.227   0.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.560   1.436   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.893   0.665   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -14.226   1.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -15.559   0.665   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -16.892   1.436   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -18.225   0.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -19.558   1.436   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -21.098   1.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -22.431   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -23.764   1.436   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -25.098   0.665   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -26.431   1.436   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -27.764   0.665   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -7.072  -1.436   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -7.072  -2.876   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -8.405  -0.665   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -9.738  -1.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -11.071  -0.665   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -12.404  -1.436   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -13.737  -0.665   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -15.070  -1.436   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -16.403  -0.665   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -17.736  -1.436   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -19.276  -1.436   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -20.609  -0.665   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -21.942  -1.436   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -23.275  -0.665   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -24.609  -1.436   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -25.942  -0.665   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -27.275  -1.436   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -28.608  -0.665   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -29.941  -1.436   0.000  0.00  0.00           C+0
CONECT    1    2    5    4    6                                             
CONECT    2    1    3                                                       
CONECT    3    2   23                                                       
CONECT    4    1                                                            
CONECT    5    1   39                                                       
CONECT    6    1    7                                                       
CONECT    7    6    9                                                       
CONECT    8    9   14                                                       
CONECT    9    7    8   10   11                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   13   17   20                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15    8                                                  
CONECT   15   14   19   16                                                  
CONECT   16   17   15   21                                                  
CONECT   17   12   16   22                                                  
CONECT   18   13                                                            
CONECT   19   15                                                            
CONECT   20   12                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23    3   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   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                                                            
CONECT   39    5   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  114    0
END

Download
3D PDB for #<Metabolite:0x00007fca40fdbc10>
Download
SMILES for #<Metabolite:0x00007fca40fdbc10>
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC
Download
INCHI for #<Metabolite:0x00007fca40fdbc10>
InChI=1S/C42H77O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h12,14,17-18,34,37-42,45-49H,3-11,13,15-16,19-33H2,1-2H3,(H,50,51)/b14-12-,18-17-/t34-,37?,38-,39?,40?,41?,42-/m1/s1
Download
SynonymsNot Available
Molecular FormulaC42H77O13P
Average Mass821.039
Monoisotopic Mass820.510179537
IUPAC Name[(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-[(9Z)-pentadec-9-enoyloxy]propoxy]({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid
Traditional Name(2R)-2-[(9Z)-octadec-9-enoyloxy]-3-[(9Z)-pentadec-9-enoyloxy]propoxy([(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid
CAS Registry NumberNot Available
SMILES
[H][C@@](COC(=O)CCCCCCC\C=C/CCCCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCCCC
InChI Identifier
InChI=1S/C42H77O13P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-36(44)54-34(32-52-35(43)30-28-26-24-22-20-16-14-12-10-8-6-4-2)33-53-56(50,51)55-42-40(48)38(46)37(45)39(47)41(42)49/h12,14,17-18,34,37-42,45-49H,3-11,13,15-16,19-33H2,1-2H3,(H,50,51)/b14-12-,18-17-/t34-,37?,38-,39?,40?,41?,42-/m1/s1
InChI KeyUECXHSWNXMJGOI-FSMZNZROSA-N