ChemFOnt: Showing chemical card for Alphitolic acid (CFc000284159)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:38:04 UTC

Chemfont ID

CFc000284159

Molecule Identification

Common Name

Alphitolic acid

Definition

1-eicosanoyl-2-[(11Z,14Z,17Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine, also known as PC(20:0/20:3(11Z,14Z,17Z)), 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. Based on a literature review very few articles have been published on 1-eicosanoyl-2-[(11Z,14Z,17Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
PC(20:0/20:3(11Z,14Z,17Z))	ChEBI

Chemical Formula

C₄₈H₉₀NO₈P

Average Molecular Weight

840.221

Monoisotopic Molecular Weight

839.64040586

IUPAC Name

(2-{[(2R)-2-[(11Z,14Z,17Z)-icosa-11,14,17-trienoyloxy]-3-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-[(11Z,14Z,17Z)-icosa-11,14,17-trienoyloxy]-3-(icosanoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

None

SMILES

[H][C@@](COC(=O)CCCCCCCCCCCCCCCCCCC)(COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCC\C=C/C\C=C/C\C=C/CC

InChI Identifier

InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,23,46H,6-8,10,12-14,16,18-20,22,24-45H2,1-5H3/b11-9-,17-15-,23-21-/t46-/m1/s1

InChI Key

REABNEVSLLNWCN-NEUZZYPFSA-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

phosphatidylcholine 40:3 (CHEBI:86416 )
Diacylglycerophosphocholines (LMGP01011022 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0304643)

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Fruit

Other fruit

Jujube (FooDB: FOOD00388)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.2e-05 g/L	ALOGPS
logP	6.33	ALOGPS
logP	10.58	ChemAxon
logS	-7.6	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	45	ChemAxon
Refractivity	256.02 m³·mol⁻¹	ChemAxon
Polarizability	103.08 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0304643

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24822638

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24779047

PDB ID

Not Available

ChEBI ID

86416

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Alphitolic acid (CFc000284159)

MOL for CFc000284159 (Alphitolic acid)

3D MOL for CFc000284159 (Alphitolic acid)

3D SDF for CFc000284159 (Alphitolic acid)

3D-SDF for CFc000284159 (Alphitolic acid)

PDB for CFc000284159 (Alphitolic acid)

3D PDB for CFc000284159 (Alphitolic acid)

SMILES for CFc000284159 (Alphitolic acid)

INCHI for CFc000284159 (Alphitolic acid)

Structure for CFc000284159 (Alphitolic acid)

3D Structure for CFc000284159 (Alphitolic acid)