ChemFOnt: Showing chemical card for 6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164974)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:57:02 UTC

Chemfont ID

CFc000164974

Molecule Identification

Common Name

6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-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 6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₆H₃₈O₁₁

Average Molecular Weight

526.579

Monoisotopic Molecular Weight

526.241412044

IUPAC Name

6-{[(1E,5Z)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[(1E,5Z)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]C(CC)=C([H])CC(OC1OC(C(O)C(O)C1O)C(O)=O)C(\[H])=C(/[H])C1C(O)CC(=O)C1C\C([H])=C(\[H])CCCC(O)=O

InChI Identifier

InChI=1S/C26H38O11/c1-2-3-6-9-15(36-26-23(33)21(31)22(32)24(37-26)25(34)35)12-13-17-16(18(27)14-19(17)28)10-7-4-5-8-11-20(29)30/h3-4,6-7,12-13,15-17,19,21-24,26,28,31-33H,2,5,8-11,14H2,1H3,(H,29,30)(H,34,35)/b6-3-,7-4-,13-12+

InChI Key

HBKQHLDKKYUYSP-XBVLQDERSA-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
Saccharolipid
Long-chain fatty acid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Heterocyclic fatty acid
Hydroxy fatty acid
Cyclopentanol
Dicarboxylic acid or derivatives
Fatty acid
Hydroxy acid
Monosaccharide
Unsaturated fatty acid
Pyran
Oxane
Cyclic alcohol
Ketone
Secondary alcohol
Cyclic ketone
Polyol
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Acetal
Oxacycle
Carbonyl group
Organic oxygen compound
Alcohol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
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	0.39 g/L	ALOGPS
logP	1.88	ALOGPS
logP	1.41	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	191.05 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	132.83 m³·mol⁻¹	ChemAxon
Polarizability	54.44 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

HMDB0184702

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 6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000164974)

MOL for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000164974 (6-{[(1E)-1-{2-[(2Z)-6-carboxyhex-2-en-1-yl]-5-hydroxy-3-oxocyclopentyl}octa-1,5-dien-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid)