ChemFOnt: Showing chemical card for meso-dihydroguaiaretic acid (CFc000234001)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 02:04:30 UTC

Chemfont ID

CFc000234001

Molecule Identification

Common Name

meso-dihydroguaiaretic acid

Definition

4-{3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl}-2-methoxyphenol belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety. Based on a literature review very few articles have been published on 4-{3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl}-2-methoxyphenol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Dihydroguaiaretate	Generator
Meso-dihydroguaiaretic acid	MeSH
Dihydroguaiaretic acid, (r,s)-isomer	MeSH

Chemical Formula

C₂₀H₂₆O₄

Average Molecular Weight

330.424

Monoisotopic Molecular Weight

330.183109317

IUPAC Name

4-{3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl}-2-methoxyphenol

Traditional Name

4-{3-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylbutyl}-2-methoxyphenol

CAS Registry Number

Not Available

SMILES

COC1=CC(CC(C)C(C)CC2=CC=C(O)C(OC)=C2)=CC=C1O

InChI Identifier

InChI=1S/C20H26O4/c1-13(9-15-5-7-17(21)19(11-15)23-3)14(2)10-16-6-8-18(22)20(12-16)24-4/h5-8,11-14,21-22H,9-10H2,1-4H3

InChI Key

ADFOLUXMYYCTRR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Dibenzylbutane lignans

Sub Class

Not Available

Direct Parent

Dibenzylbutane lignans

Alternative Parents

Substituents

Dibenzylbutane lignan skeleton
Methoxyphenol
Phenylpropane
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0088 g/L	ALOGPS
logP	4.58	ALOGPS
logP	5.05	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	9.97	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	95.58 m³·mol⁻¹	ChemAxon
Polarizability	37.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0254476

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

142212

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161924

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for meso-dihydroguaiaretic acid (CFc000234001)

MOL for CFc000234001 (meso-dihydroguaiaretic acid)

3D MOL for CFc000234001 (meso-dihydroguaiaretic acid)

3D SDF for CFc000234001 (meso-dihydroguaiaretic acid)

3D-SDF for CFc000234001 (meso-dihydroguaiaretic acid)

PDB for CFc000234001 (meso-dihydroguaiaretic acid)

3D PDB for CFc000234001 (meso-dihydroguaiaretic acid)

SMILES for CFc000234001 (meso-dihydroguaiaretic acid)

INCHI for CFc000234001 (meso-dihydroguaiaretic acid)

Structure for CFc000234001 (meso-dihydroguaiaretic acid)

3D Structure for CFc000234001 (meso-dihydroguaiaretic acid)