ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid (CFc000133136)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 22:04:36 UTC

Chemfont ID

CFc000133136

Molecule Identification

Common Name

3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid

Definition

3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group. Based on a literature review very few articles have been published on 3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylate	Generator

Chemical Formula

C₂₇H₃₂O₁₂

Average Molecular Weight

548.541

Monoisotopic Molecular Weight

548.18937647

IUPAC Name

3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=CC(CCC(=O)CC(=O)CCC2=CC(OC)=C(OC3OC(C(O)C(O)C3O)C(O)=O)C=C2)=C1

InChI Identifier

InChI=1S/C27H32O12/c1-36-20-11-14(5-9-18(20)30)3-7-16(28)13-17(29)8-4-15-6-10-19(21(12-15)37-2)38-27-24(33)22(31)23(32)25(39-27)26(34)35/h5-6,9-12,22-25,27,30-33H,3-4,7-8,13H2,1-2H3,(H,34,35)

InChI Key

QDGCMOQLRXPXKK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Diarylheptanoids

Sub Class

Linear diarylheptanoids

Direct Parent

Curcuminoids

Alternative Parents

Substituents

Curcumin
Gingerdione
Phenolic glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Anisole
Methoxybenzene
Phenoxy compound
Phenol ether
Alkyl aryl ether
1,3-diketone
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
1,3-dicarbonyl compound
Benzenoid
Hydroxy acid
Monocyclic benzene moiety
Oxane
Monosaccharide
Pyran
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Carboxylic acid
Ether
Acetal
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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	0.15 g/L	ALOGPS
logP	1.82	ALOGPS
logP	2.02	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.28 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	133.64 m³·mol⁻¹	ChemAxon
Polarizability	54.58 Å³	ChemAxon
Number of Rings	3	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

HMDB0152728

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

74375794

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-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid (CFc000133136)

MOL for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D MOL for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D SDF for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D-SDF for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

PDB for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D PDB for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

SMILES for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

INCHI for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

Structure for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)

3D Structure for CFc000133136 (3,4,5-trihydroxy-6-{4-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxoheptyl]-2-methoxyphenoxy}oxane-2-carboxylic acid)