ChemFOnt: Showing chemical card for 2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate (CFc000163996)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:55:18 UTC

Chemfont ID

CFc000163996

Molecule Identification

Common Name

2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate

Definition

2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position. 2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoic acid	Generator

Chemical Formula

C₂₃H₃₇O₁₀P

Average Molecular Weight

504.514

Monoisotopic Molecular Weight

504.213531549

IUPAC Name

2-hydroxy-3-(phosphonooxy)propyl (5Z,10E)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate

Traditional Name

2-hydroxy-3-(phosphonooxy)propyl (5Z,10E)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(=O)OCC(O)COP([O-])([O-])=O)=C(/[H])CC(C(C=O)C([H])=C([H])C(O)CCCCC)C(C)=O

InChI Identifier

InChI=1S/C23H39O10P/c1-3-4-7-10-20(26)14-13-19(15-24)22(18(2)25)11-8-5-6-9-12-23(28)32-16-21(27)17-33-34(29,30)31/h5,8,13-15,19-22,26-27H,3-4,6-7,9-12,16-17H2,1-2H3,(H2,29,30,31)/p-2/b8-5-,14-13+

InChI Key

DNYCGFUCJKNLSU-FCBYNYORSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acylglycerol-3-phosphates. These are lysophosphatidic acids where the glycerol is esterified with a fatty acid at O-1 position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphates

Direct Parent

1-acylglycerol-3-phosphates

Alternative Parents

Substituents

1-acylglycerol-3-phosphate
Fatty acid ester
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aldehyde
Alcohol
Organooxygen compound
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0088 g/L	ALOGPS
logP	2.47	ALOGPS
logP	2.06	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	173.32 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	126.19 m³·mol⁻¹	ChemAxon
Polarizability	53.06 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

HMDB0183706

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

Showing chemical card for 2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate (CFc000163996)

MOL for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

3D MOL for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

3D SDF for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

3D-SDF for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

PDB for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

3D PDB for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

SMILES for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

INCHI for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

Structure for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)

3D Structure for CFc000163996 (2-hydroxy-3-(phosphonatooxy)propyl (5Z)-8-acetyl-9-formyl-12-hydroxyheptadeca-5,10-dienoate)