ChemFOnt: Showing chemical card for 3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid (CFc000128687)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:57:15 UTC

Chemfont ID

CFc000128687

Molecule Identification

Common Name

Definition

3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}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-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4,5-Trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylate	Generator

Chemical Formula

C₃₆H₄₀O₂₀

Average Molecular Weight

792.696

Monoisotopic Molecular Weight

792.211293688

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

OCC1OC(C(O)C(O)C1O)C1(O)C(O)=C(C(CC(=O)OC2OC(C(O)C(O)C2O)C(O)=O)C2=CC=C(O)C=C2)C(O)=C(C(=O)CCC2=CC=C(O)C=C2)C1=O

InChI Identifier

InChI=1S/C36H40O20/c37-12-19-23(42)25(44)28(47)33(54-19)36(53)31(49)21(24(43)22(32(36)50)18(40)10-3-13-1-6-15(38)7-2-13)17(14-4-8-16(39)9-5-14)11-20(41)55-35-29(48)26(45)27(46)30(56-35)34(51)52/h1-2,4-9,17,19,23,25-30,33,35,37-39,42-49,53H,3,10-12H2,(H,51,52)

InChI Key

FTKFKEKINYXTAB-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

Bis-desmethoxycurcumin
Terpene glycoside
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
C-glycosyl compound
Glycosyl compound
Aromatic monoterpenoid
Monocyclic monoterpenoid
Monoterpenoid
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Fatty acid ester
Phenol
Acyloin
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Hydroxy acid
Benzenoid
Monosaccharide
Oxane
Pyran
Tertiary alcohol
Vinylogous acid
Secondary alcohol
Ketone
Cyclic ketone
Carboxylic acid ester
Polyol
Acetal
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Dialkyl ether
Enol
Ether
Hydrocarbon derivative
Organooxygen compound
Primary alcohol
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0148278)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.68 g/L	ALOGPS
logP	-0.33	ALOGPS
logP	-2.7	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	2.97	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	358.96 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	183.14 m³·mol⁻¹	ChemAxon
Polarizability	74.94 Å³	ChemAxon
Number of Rings	5	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

HMDB0148278

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-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid (CFc000128687)

MOL for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

3D MOL for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

3D SDF for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

3D-SDF for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

PDB for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

3D PDB for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

SMILES for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

INCHI for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

Structure for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)

3D Structure for CFc000128687 (3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-3-{2,3,6-trihydroxy-5-[3-(4-hydroxyphenyl)propanoyl]-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohexa-1,5-dien-1-yl}propanoyl]oxy}oxane-2-carboxylic acid)