Tetrastearoyl cardiolipin
PubChem CID: 449005
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| Compound Synonyms | tetrastearoylcardiolipin, tetrastearoyl cardiolipin, tetra-dodecanoylcardiolipin, tetra-dodecanoyl cardiolipin, 1,1'2,2'-tetrastearoylcardiolipin, 1,1'2,2'-tetrastearoyl cardiolipin, 1,1'2,2'-tetra-dodecanoylcardiolipin, 1,1'2,2'-tetra-dodecanoyl cardiolipin, CHEBI:62861, [(2R)-3-[[3-[[(2R)-2,3-di(octadecanoyloxy)propoxy]-hydroxyphosphoryl]oxy-2-hydroxypropoxy]-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate, CL(1'-[18:0/18:0],3'-[18:0/18:0]), 1',3'-Bis-[1,2-dioctadecanoyl-sn-glycero-3-phospho]-sn-glycerol, 1',3'-bis[1,2-bis(octadecanoyl)-sn-glycero-3-phospho]-sn-glycerol, (21R,33R)-24,27,30-trihydroxy-24,30-dioxido-18,36-dioxo-19,23,25,29,31,35-hexaoxa-24lambda(5),30lambda(5)-diphosphatripentacontane-21,33-diyl dioctadecanoate, 1',3'-bis(1,2-bis(octadecanoyl)-sn-glycero-3-phospho)-sn-glycerol, ((2R)-3-((3-(((2R)-2,3-di(octadecanoyloxy)propoxy)-hydroxyphosphoryl)oxy-2-hydroxypropoxy)-hydroxyphosphoryl)oxy-2-octadecanoyloxypropyl) octadecanoate, Epitope ID:161168, SCHEMBL40385, SCHEMBL26881109, LMGP12010266, DB03429 |
|---|---|
| Topological Polar Surface Area | 237.0 |
| Hydrogen Bond Donor Count | 3.0 |
| Heavy Atom Count | 100.0 |
| Description | Cl(18:0/18:0/18:0/18:0), also known as 1,1'2,2'-tetra-dodecanoyl cardiolipin or tetrastearoylcardiolipin, is a member of the class of compounds known as cardiolipins. Cardiolipins are glycerophospholipids in which the O1 and O3 oxygen atoms of the central glycerol moiety are each linked to one 1,2-diacylglycerol chain. Their general formula is OC(COP(O)(=O)OC[C@@H](CO[R1])O[R2])COP(O)(=O)OC[C@@H](CO[R3])O[R4], where R1-R4 are four fatty acyl chains. Thus, cl(18:0/18:0/18:0/18:0) is considered to be a glycerophosphoglycerophosphoglycerol lipid molecule. Cl(18:0/18:0/18:0/18:0) is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Cl(18:0/18:0/18:0/18:0) can be found in apple, cardamom, fig, and shiitake, which makes cl(18:0/18:0/18:0/18:0) a potential biomarker for the consumption of these food products. Cl(18:0/18:0/18:0/18:0) exists in all eukaryotes, ranging from yeast to humans. In humans, cl(18:0/18:0/18:0/18:0) is involved in the cardiolipin biosynthesis CL(18:0/18:0/18:0/18:0). |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 1760.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem |
| Defined Atom Stereocenter Count | 2.0 |
| Iupac Name | [(2R)-3-[[3-[[(2R)-2,3-di(octadecanoyloxy)propoxy]-hydroxyphosphoryl]oxy-2-hydroxypropoxy]-hydroxyphosphoryl]oxy-2-octadecanoyloxypropyl] octadecanoate |
| Prediction Hob | 0.0 |
| Class | Glycerophospholipids |
| Xlogp | 30.5 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Glycerophosphoglycerophosphoglycerols |
| Molecular Formula | C81H158O17P2 |
| Prediction Swissadme | 0.0 |
| Inchi Key | XVTUQDWPJJBEHJ-KZCWQMDCSA-N |
| Fcsp3 | 0.9506172839506172 |
| Logs | -5.872 |
| Rotatable Bond Count | 86.0 |
| State | Solid |
| Logd | 5.53 |
| Synonyms | 1',3'-Bis(1,2-diacyl-sn-glycero-3-phospho)-sn-glycerol, CDL, Diphosphatidyl glycerol, Diphosphatidylglycerol, 1,1'2,2'-Tetra-dodecanoyl cardiolipin, 1,1'2,2'-Tetra-dodecanoylcardiolipin, 1,1'2,2'-Tetrastearoyl cardiolipin, 1,1'2,2'-Tetrastearoylcardiolipin, Tetra-dodecanoyl cardiolipin, Tetra-dodecanoylcardiolipin, Tetrastearoylcardiolipin, 1'-[1,2-Distearoyl-rac-glycero-3-phospho],3'-[1,2-distearoyl-rac-glycero-3-phospho]-glycerol, Cardiolipin(18:0/18:0/18:0/18:0), Cardiolipin(72:0), CL(1'-[18:0/18:0],3'-[18:0/18:0]), CL(72:0), Cardiolipins, Diphosphatidylglycerols, 1'-[1,2-Dioctadecanoyl-rac-glycero-3-phospho],3'-[1,2-dioctadecanoyl-rac-glycero-3-phospho]-glycerol, Cardiolipin, CL(18:0/18:0/18:0/18:0) |
| Compound Name | Tetrastearoyl cardiolipin |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 1465.1 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 1465.1 |
| Hydrogen Bond Acceptor Count | 17.0 |
| Molecular Weight | 1466.1 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic acyclic compounds |
| Esol | -22.437233199999994 |
| Inchi | InChI=1S/C81H158O17P2/c1-5-9-13-17-21-25-29-33-37-41-45-49-53-57-61-65-78(83)91-71-76(97-80(85)67-63-59-55-51-47-43-39-35-31-27-23-19-15-11-7-3)73-95-99(87,88)93-69-75(82)70-94-100(89,90)96-74-77(98-81(86)68-64-60-56-52-48-44-40-36-32-28-24-20-16-12-8-4)72-92-79(84)66-62-58-54-50-46-42-38-34-30-26-22-18-14-10-6-2/h75-77,82H,5-74H2,1-4H3,(H,87,88)(H,89,90)/t76-,77-/m1/s1 |
| Smiles | CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC(COP(=O)(O)OC[C@@H](COC(=O)CCCCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCCCC)O)OC(=O)CCCCCCCCCCCCCCCCC |
| Nring | 0.0 |
| Defined Bond Stereocenter Count | 0.0 |
| Taxonomy Direct Parent | Cardiolipins |
- 1. Outgoing r'ship
FOUND_INto/from Elettaria Cardamomum (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Ficus Carica (Plant) Rel Props:Source_db:fooddb_chem_all - 3. Outgoing r'ship
FOUND_INto/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all - 4. Outgoing r'ship
FOUND_INto/from Malus Pumila (Plant) Rel Props:Source_db:cmaup_ingredients - 5. Outgoing r'ship
FOUND_INto/from Melia Indica (Plant) Rel Props:Source_db:cmaup_ingredients