ChemFOnt: Showing chemical card for 4-O-8',5'-5''-Dehydrotriferulic acid (CFc000010543)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:01 UTC

Chemfont ID

CFc000010543

Molecule Identification

Common Name

4-O-8',5'-5''-Dehydrotriferulic acid

Definition

4-O-8',5'-5''-Dehydrotriferulic acid is a polyphenol compound found in foods of plant origin (PMID: 20428313 )

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-O-8',5'-5''-Dehydrotriferulate	Generator
5-5',8'-O-4''-Triferulic acid	HMDB
(2Z)-3-{5'-[(1E)-2-carboxyeth-1-en-1-yl]-2',6-dihydroxy-3',5-dimethoxy-[1,1'-biphenyl]-3-yl}-2-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}prop-2-enoate	HMDB
4-8',5'-5''-Dehydrotriferulate	HMDB

Chemical Formula

C₃₀H₂₆O₁₂

Average Molecular Weight

578.5202

Monoisotopic Molecular Weight

578.142426296

IUPAC Name

(2Z)-3-(3-{5-[(1E)-2-carboxyeth-1-en-1-yl]-2-hydroxy-3-methoxyphenyl}-4-hydroxy-5-methoxyphenyl)-2-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}prop-2-enoic acid

Traditional Name

(2Z)-3-(3-{5-[(1E)-2-carboxyeth-1-en-1-yl]-2-hydroxy-3-methoxyphenyl}-4-hydroxy-5-methoxyphenyl)-2-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}prop-2-enoic acid

CAS Registry Number

None

SMILES

COC1=CC(\C=C\C(O)=O)=CC=C1O\C(=C/C1=CC(OC)=C(O)C(=C1)C1=CC(\C=C\C(O)=O)=CC(OC)=C1O)C(O)=O

InChI Identifier

InChI=1S/C30H26O12/c1-39-22-12-16(5-8-26(31)32)4-7-21(22)42-25(30(37)38)15-18-11-20(29(36)24(14-18)41-3)19-10-17(6-9-27(33)34)13-23(40-2)28(19)35/h4-15,35-36H,1-3H3,(H,31,32)(H,33,34)(H,37,38)/b8-5+,9-6+,25-15-

InChI Key

PIXLMMCJKULCET-VVYRROKUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Cinnamic acid
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid
Hydroxycinnamic acid or derivatives
Enol-phenylpyruvate
Phenoxyacetate
Methoxyphenol
Tricarboxylic acid or derivatives
Anisole
Phenoxy compound
Methoxybenzene
Styrene
Phenol ether
Alkyl aryl ether
Phenol
Ether
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029298)
Cell membrane (HMDB: HMDB0029298)

Source

Endogenous

Endogenous (HMDB: HMDB0029298)

Exogenous

Food

Food (HMDB: HMDB0029298)

Exogenous (HMDB: HMDB0029298)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0029 g/L	ALOGPS
logP	3.93	ALOGPS
logP	4.31	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	2.77	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	189.28 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	151.78 m³·mol⁻¹	ChemAxon
Polarizability	58.25 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

HMDB0029298

DrugBank ID

Not Available

Phenol Explorer Compound ID

562

FooDB ID

FDB000306

KNApSAcK ID

Not Available

Chemspider ID

28637678

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71578617

PDB ID

Not Available

ChEBI ID

176125

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-O-8',5'-5''-Dehydrotriferulic acid (CFc000010543)

MOL for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

3D MOL for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

3D SDF for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

3D-SDF for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

PDB for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

3D PDB for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

SMILES for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

INCHI for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

Structure for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)

3D Structure for CFc000010543 (4-O-8',5'-5''-Dehydrotriferulic acid)