MiMeDB: Showing metabocard for Lyso-PI(0:0/10:0) (MMDBc0045156)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 13:35:14 UTC

Update Date

2022-09-01 00:58:52 UTC

Metabolite ID

MMDBc0045156

Metabolite Identification

Common Name

Lyso-PI(0:0/10:0)

Description

Lyso-PI(0:0/10:0) is a lysophospholipid. 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.Lyso-PI(0:0/10:0), in particular, consists of one decanoyl chain. 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. Some LPLs serve important signaling functions such as lysophosphatidic acid. Lysophosphatidylinositol is an endogenous lysophospholipid and endocannabinoid neurotransmitter.

Structure

MOL SDF PDB SMILES InChI

Lyso-PI(0:0/10:0)
  Mrv1652307071619212D          

 32 32  0  0  1  0            999 V2000
   15.9228   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6373   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -4.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0662   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7807   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -4.2262    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2096   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5572   -3.4012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -5.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -2.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4163   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -1.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -4.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -5.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -5.0768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674   -6.1416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9533   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2391   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5250   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8109   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0968   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3827   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6686   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9544   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2403   -4.9571    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
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  7 12  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 18  1  0  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
M  END

Lyso-PI(0:0/10:0)
  Mrv1652307071619212D          

 32 32  0  0  1  0            999 V2000
   15.9228   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6373   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -4.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0662   -3.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7807   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -4.2262    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2096   -4.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5572   -3.4012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.5547   -5.0512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -2.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1308   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -4.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -3.7756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5597   -2.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4163   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -1.7131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -2.5381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2742   -4.1881    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8453   -5.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3517   -5.0768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6674   -6.1416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9533   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2391   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5250   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8109   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0968   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3827   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6686   -4.9571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9544   -5.3702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2403   -4.9571    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
  3  4  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  7 12  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 18  1  0  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
M  END
> <DATABASE_ID>
MMDBc0045156

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H37O12P/c1-2-3-4-5-6-7-8-9-13(21)30-12(10-20)11-29-32(27,28)31-19-17(25)15(23)14(22)16(24)18(19)26/h12,14-20,22-26H,2-11H2,1H3,(H,27,28)

> <INCHI_KEY>
LTTCWEAWGZEAIX-UHFFFAOYSA-N

> <FORMULA>
C19H37O12P

> <MOLECULAR_WEIGHT>
488.467

> <EXACT_MASS>
488.202263629

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
49.138812743865984

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2-(decanoyloxy)-3-hydroxypropoxy][(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

> <ALOGPS_LOGP>
0.39

> <JCHEM_LOGP>
-0.5944100023333332

> <ALOGPS_LOGS>
-1.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.357913869612297

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8332597993427702

> <JCHEM_PKA_STRONGEST_BASIC>
-2.983758126269989

> <JCHEM_POLAR_SURFACE_AREA>
203.43999999999997

> <JCHEM_REFRACTIVITY>
109.37039999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.94e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(decanoyloxy)-3-hydroxypropoxy((2,3,4,5,6-pentahydroxycyclohexyl)oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-JUL-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Lyso-PI(0:0/10:0)                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JUL-16         0                                  
HETATM    1  O   UNK     0      29.723  -7.937   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      31.056  -7.167   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.390  -7.937   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.724  -7.167   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      35.057  -7.937   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      36.502  -7.889   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      37.725  -7.937   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      36.507  -6.349   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      36.502  -9.429   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      40.778  -4.738   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      39.444  -5.508   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.444  -7.048   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      40.778  -7.818   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      42.111  -7.048   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.111  -5.508   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      38.110  -4.738   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      40.778  -3.198   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      43.445  -4.738   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      43.445  -7.818   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      40.778  -9.358   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      32.390  -9.477   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      31.113 -10.024   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      31.113 -11.464   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      29.780  -9.253   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      28.446 -10.024   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      27.113  -9.253   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.780 -10.024   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.447  -9.253   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      23.114 -10.024   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      21.781  -9.253   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      20.448 -10.024   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      19.115  -9.253   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6   12                                                       
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10   11   15   17                                                  
CONECT   11   10   12   16                                                  
CONECT   12    7   11   13                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   10   14   18                                                  
CONECT   16   11                                                            
CONECT   17   10                                                            
CONECT   18   15                                                            
CONECT   19   14                                                            
CONECT   20   13                                                            
CONECT   21    3   22                                                       
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                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   64    0
END

Synonyms

Not Available

Molecular Formula

C₁₉H₃₇O₁₂P

Average Mass

488.467

Monoisotopic Mass

488.202263629

IUPAC Name

[2-(decanoyloxy)-3-hydroxypropoxy][(2,3,4,5,6-pentahydroxycyclohexyl)oxy]phosphinic acid

Traditional Name

2-(decanoyloxy)-3-hydroxypropoxy((2,3,4,5,6-pentahydroxycyclohexyl)oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(=O)OC(CO)COP(O)(=O)OC1C(O)C(O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C19H37O12P/c1-2-3-4-5-6-7-8-9-13(21)30-12(10-20)11-29-32(27,28)31-19-17(25)15(23)14(22)16(24)18(19)26/h12,14-20,22-26H,2-11H2,1H3,(H,27,28)

InChI Key

LTTCWEAWGZEAIX-UHFFFAOYSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	6.94 g/L	ALOGPS
logP	0.39	ALOGPS
logP	-0.59	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-3	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	16	ChemAxon
Refractivity	109.37 m³·mol⁻¹	ChemAxon
Polarizability	49.14 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05br-1935500000-aa6d4525356bdb7c6fcc	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0cfr-5964200000-27edd4dbe307799a471a	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-06vm-7900000000-9195fb2b7c8f3107c7a8	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-05tr-0637900000-8dffb73f18837b595768	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-9684400000-09e5ee13957916691226	2019-02-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9320000000-390557b53cbffad73eac	2019-02-23	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Rattray JB, Schibeci A, Kidby DK: Lipids of yeasts. Bacteriol Rev. 1975 Sep;39(3):197-231. doi: 10.1128/br.39.3.197-231.1975. [PubMed:240350 ]

Showing metabocard for Lyso-PI(0:0/10:0) (MMDBc0045156)

MOL for #<Metabolite:0x00007f469d052f40>

3D MOL for #<Metabolite:0x00007f469d052f40>

3D SDF for #<Metabolite:0x00007f469d052f40>

3D-SDF for #<Metabolite:0x00007f469d052f40>

PDB for #<Metabolite:0x00007f469d052f40>

3D PDB for #<Metabolite:0x00007f469d052f40>

SMILES for #<Metabolite:0x00007f469d052f40>

INCHI for #<Metabolite:0x00007f469d052f40>

Structure for #<Metabolite:0x00007f469d052f40>

3D Structure for #<Metabolite:0x00007f469d052f40>