ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid (CFc000144695)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:23:00 UTC

Chemfont ID

CFc000144695

Molecule Identification

Common Name

3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylate	Generator

Chemical Formula

C₁₈H₂₈O₁₀

Average Molecular Weight

404.412

Monoisotopic Molecular Weight

404.168247102

IUPAC Name

3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)CCCC1C(CC(=O)OC2OC(C(O)C(O)C2O)C(O)=O)CCC1=O

InChI Identifier

InChI=1S/C18H28O10/c1-8(19)3-2-4-10-9(5-6-11(10)20)7-12(21)27-18-15(24)13(22)14(23)16(28-18)17(25)26/h8-10,13-16,18-19,22-24H,2-7H2,1H3,(H,25,26)

InChI Key

BTISRZSQLOUSQJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Jasmonic acids

Alternative Parents

Substituents

Jasmonic acid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Monosaccharide
Oxane
Pyran
Cyclic ketone
Secondary alcohol
Carboxylic acid ester
Ketone
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Oxacycle
Carboxylic acid
Acetal
Organooxygen compound
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
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	10.3 g/L	ALOGPS
logP	-0.48	ALOGPS
logP	-0.64	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.82 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	91.48 m³·mol⁻¹	ChemAxon
Polarizability	40.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0164287

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-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid (CFc000144695)

MOL for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

3D MOL for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

3D SDF for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

3D-SDF for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

PDB for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

3D PDB for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

SMILES for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

INCHI for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

Structure for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)

3D Structure for CFc000144695 (3,4,5-trihydroxy-6-({2-[2-(4-hydroxypentyl)-3-oxocyclopentyl]acetyl}oxy)oxane-2-carboxylic acid)