Bovine Metabolome Database: Showing metabocard for PC(22:0/22:0) (BMDB0008545)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-10-03 17:23:54 UTC

Update Date

2020-05-20 23:09:13 UTC

BMDB ID

BMDB0008545

Secondary Accession Numbers

BMDB08545

Metabolite Identification

Common Name

PC(22:0/22:0)

Description

PC(22:0/22:0), also known as pc(22:0/22:0) or pc(22:0/22:0), belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. Thus, PC(22:0/22:0) is considered to be a glycerophosphocholine lipid molecule. PC(22:0/22:0) is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. PC(22:0/22:0) participates in a number of enzymatic reactions, within cattle. In particular, S-Adenosylhomocysteine and PC(22:0/22:0) can be biosynthesized from S-adenosylmethionine and pe-nme2(22:0/22:0) through the action of the enzyme phosphatidylethanolamine N-methyltransferase. Furthermore, Cytidine monophosphate and PC(22:0/22:0) can be biosynthesized from CDP-choline and DG(22:0/22:0/0:0); which is catalyzed by the enzyme choline/ethanolaminephosphotransferase. Finally, PC(22:0/22:0) and L-serine can be converted into choline and PS(22:0/22:0) through the action of the enzyme phosphatidylserine synthase. In cattle, PC(22:0/22:0) is involved in a couple of metabolic pathways, which include phosphatidylcholine biosynthesis PC(22:0/22:0) pathway and phosphatidylethanolamine biosynthesis pe(22:0/22:0) pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Phosphatidylcholine(44:0)	Lipid Annotator, HMDB
GPCho(44:0)	Lipid Annotator, HMDB
Phosphatidylcholine(22:0/22:0)	Lipid Annotator, HMDB
PC(44:0)	Lipid Annotator, HMDB
Lecithin	Lipid Annotator, HMDB
GPCho(22:0/22:0)	Lipid Annotator, HMDB
1,2-dibehenoyl-rac-glycero-3-phosphocholine	Lipid Annotator, HMDB
1,2-didocosanoyl-rac-glycero-3-phosphocholine	Lipid Annotator, HMDB
PC(22:0/22:0)	Lipid Annotator

Chemical Formula

C₅₂H₁₀₄NO₈P

Average Molecular Weight

902.3578

Monoisotopic Molecular Weight

901.749955821

IUPAC Name

(2-{[(2R)-2,3-bis(docosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2,3-bis(docosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C52H104NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h50H,6-49H2,1-5H3/t50-/m1/s1

InChI Key

HRTBOPUWPUXROO-VCZQVZGSSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Phosphatidylcholines

Alternative Parents

Substituents

Diacylglycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic salt
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Diacylglycerophosphocholines (LMGP01011099 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Intracellular membrane
Membrane

Physical Properties

State

Solid

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
logP	6.86	ALOGPS
logP	13.45	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.19 Å²	ChemAxon
Rotatable Bond Count	52	ChemAxon
Refractivity	271.08 m³·mol⁻¹	ChemAxon
Polarizability	116.86 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 39V, positive	splash10-0udi-0200000009-9134a60fce10dece534a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 57V, positive	splash10-001i-0900000001-4dae79f33b1b86e97fe5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 86V, positive	splash10-001i-0900000000-49beed0c38a396958914	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 115V, positive	splash10-001i-1900000000-3004182194075fa1f8e1	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 146V, positive	splash10-001r-4900000000-85a434de0d18515f9715	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 189V, positive	splash10-0079-9800000000-510c2fd2bb23f79d8c59	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 232V, positive	splash10-0079-9500000000-3070e33286d9a9a5d28c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 277V, positive	splash10-00ds-9400000000-6ce6af778267d263e895	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 321V, positive	splash10-0072-9200000000-4b207be589c6b74f84ee	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000009-063c6177dd72bd3d6340	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-0600000009-1d7bb145a234ede8f19c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900020121-6b5a3faf04a1b7a81fb9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000000009-454318b9a27d7e972307	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f79-0009000115-6eb412ff408ecc355dac	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-2009200100-8befbdc19be1106d83ce	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000000009-1228be42588be50d3ace	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0001000009-a9640f0b1fe218578da6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0009000009-c9862b4147bb29e8bcc1	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000009-37b2cc13819ecd4a8eda	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ue9-0600000009-903988a30f603ab106e0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-1900020121-8a2033b3552eed9c1231	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0000000009-612066ae130dd64e58aa	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0000000019-52b07d396902658b722d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0008-0900031911-142d3c8d8e593d7e4514	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0000000009-d4055ba6ec30f755bdc7	View in MoNA