ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid (CFc000163755)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:54:53 UTC

Chemfont ID

CFc000163755

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₄₀O₁₁

Average Molecular Weight

528.595

Monoisotopic Molecular Weight

528.257062108

IUPAC Name

3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(=O)OC1OC(C(O)C(O)C1O)C(O)=O)=C(/[H])CC1C(CCC(=O)CCCCC)C(O)CC1=O

InChI Identifier

InChI=1S/C26H40O11/c1-2-3-6-9-15(27)12-13-17-16(18(28)14-19(17)29)10-7-4-5-8-11-20(30)36-26-23(33)21(31)22(32)24(37-26)25(34)35/h4,7,16-17,19,21-24,26,29,31-33H,2-3,5-6,8-14H2,1H3,(H,34,35)/b7-4-

InChI Key

HYENXJLOUWZKGH-DAXSKMNVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Prostaglandins and related compounds

Alternative Parents

Substituents

Prostaglandin skeleton
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Beta-hydroxy acid
Fatty acid ester
Cyclopentanol
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Oxane
Pyran
Cyclic alcohol
Secondary alcohol
Ketone
Cyclic ketone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Acetal
Carboxylic acid
Organic oxygen compound
Alcohol
Organooxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	1.87	ALOGPS
logP	1.69	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.37	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	187.89 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	129.74 m³·mol⁻¹	ChemAxon
Polarizability	56.23 Å³	ChemAxon
Number of Rings	2	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

HMDB0183419

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 3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid (CFc000163755)

MOL for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

PDB for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

Structure for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000163755 (3,4,5-trihydroxy-6-{[(5Z)-7-[3-hydroxy-5-oxo-2-(3-oxooctyl)cyclopentyl]hept-5-enoyl]oxy}oxane-2-carboxylic acid)