ChemFOnt: Showing chemical card for 6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000143437)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:20:52 UTC

Chemfont ID

CFc000143437

Molecule Identification

Common Name

6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Definition

6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. 6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylate	Generator

Chemical Formula

C₂₄H₂₀O₁₅

Average Molecular Weight

548.409

Monoisotopic Molecular Weight

548.080219944

IUPAC Name

6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OC1C(OC(=O)C(=C2/OC(=O)C(C2=O)C2=CC(O)=C(O)C(O)=C2)\C2=CC=C(O)C=C2)OC(C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C24H20O15/c25-9-3-1-7(2-4-9)13(23(36)39-24-18(32)16(30)17(31)20(38-24)21(33)34)19-15(29)12(22(35)37-19)8-5-10(26)14(28)11(27)6-8/h1-6,12,16-18,20,24-28,30-32H,(H,33,34)/b19-13-

InChI Key

ATBQWCIBXLHBTB-UYRXBGFRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Cyclofarsesane sesquiterpenoid
Sesquiterpenoid
Coumarin
Benzopyran
1-benzopyran
Alkyl aryl ether
Pyranone
Pyran
Benzenoid
Heteroaromatic compound
Lactone
Secondary alcohol
Oxacycle
Ether
Organoheterocyclic compound
Primary alcohol
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.03 g/L	ALOGPS
logP	1.53	ALOGPS
logP	0.21	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	2.98	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	257.81 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	122.32 m³·mol⁻¹	ChemAxon
Polarizability	49.83 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0163029

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-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid (CFc000143437)

MOL for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D MOL for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D SDF for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D-SDF for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

PDB for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D PDB for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

SMILES for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

INCHI for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

Structure for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)

3D Structure for CFc000143437 (6-({2-[(2Z)-3,5-dioxo-4-(3,4,5-trihydroxyphenyl)oxolan-2-ylidene]-2-(4-hydroxyphenyl)acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid)