ChemFOnt: Showing chemical card for Lappaol B (CFc000281831)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:36 UTC

Chemfont ID

CFc000281831

Molecule Identification

Common Name

Lappaol B

Definition

Lappaol b is a member of the class of compounds known as 2-arylbenzofuran flavonoids. 2-arylbenzofuran flavonoids are phenylpropanoids containing the 2-phenylbenzofuran moiety. Lappaol b is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Lappaol b can be found in burdock, which makes lappaol b a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₃₁H₃₄O₉

Average Molecular Weight

550.5963

Monoisotopic Molecular Weight

550.220282686

IUPAC Name

4-[(3,4-dimethoxyphenyl)methyl]-3-{[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}oxolan-2-one

Traditional Name

4-[(3,4-dimethoxyphenyl)methyl]-3-{[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]methyl}oxolan-2-one

CAS Registry Number

None

SMILES

COC1=CC(CC2C(CC3=CC=C(OC)C(OC)=C3)COC2=O)=CC2=C1OC(C2CO)C1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C31H34O9/c1-35-25-8-5-17(12-27(25)37-3)9-20-16-39-31(34)21(20)10-18-11-22-23(15-32)29(40-30(22)28(13-18)38-4)19-6-7-24(33)26(14-19)36-2/h5-8,11-14,20-21,23,29,32-33H,9-10,15-16H2,1-4H3

InChI Key

KNSPNZVXPUCWMJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Dibenzylbutyrolactone
Lignan lactone
Tetrahydrofuran lignan
Furanoid lignan
9,9p-epoxylignan
Norlignan skeleton
Neolignan skeleton
Methoxyphenol
O-dimethoxybenzene
Dimethoxybenzene
Benzofuran
Coumaran
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Gamma butyrolactone
Tetrahydrofuran
Lactone
Carboxylic acid ester
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302315)

Food

Vegetable

Root vegetable

Burdock (FooDB: FOOD00017)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0033 g/L	ALOGPS
logP	3.92	ALOGPS
logP	3.92	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.91 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	146.94 m³·mol⁻¹	ChemAxon
Polarizability	58.65 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0302315

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB004111

KNApSAcK ID

Not Available

Chemspider ID

286853

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 Lappaol B (CFc000281831)

MOL for CFc000281831 (Lappaol B)

3D MOL for CFc000281831 (Lappaol B)

3D SDF for CFc000281831 (Lappaol B)

3D-SDF for CFc000281831 (Lappaol B)

PDB for CFc000281831 (Lappaol B)

3D PDB for CFc000281831 (Lappaol B)

SMILES for CFc000281831 (Lappaol B)

INCHI for CFc000281831 (Lappaol B)

Structure for CFc000281831 (Lappaol B)

3D Structure for CFc000281831 (Lappaol B)