ChemFOnt: Showing chemical card for Isolimocitrol 3-beta-D-glucoside (CFc000282051)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:02 UTC

Chemfont ID

CFc000282051

Molecule Identification

Common Name

Isolimocitrol 3-beta-D-glucoside

Definition

Isolimocitrol 3-beta-d-glucoside is a member of the class of compounds known as flavonoid-3-o-glycosides. Flavonoid-3-o-glycosides are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Isolimocitrol 3-beta-d-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Isolimocitrol 3-beta-d-glucoside can be found in lemon, which makes isolimocitrol 3-beta-d-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Isolimocitrol 3-b-D-glucoside	Generator
Isolimocitrol 3-β-D-glucoside	Generator

Chemical Formula

C₂₄H₂₆O₁₄

Average Molecular Weight

538.4548

Monoisotopic Molecular Weight

538.13225554

IUPAC Name

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

Traditional Name

5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-6,8-dimethoxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

CAS Registry Number

None

SMILES

COC1=C(O)C=C(C=C1)C1=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C(=O)C2=C(O1)C(OC)=C(O)C(OC)=C2O

InChI Identifier

InChI=1S/C24H26O14/c1-33-10-5-4-8(6-9(10)26)19-23(38-24-17(31)16(30)13(27)11(7-25)36-24)15(29)12-14(28)21(34-2)18(32)22(35-3)20(12)37-19/h4-6,11,13,16-17,24-28,30-32H,7H2,1-3H3/t11-,13-,16+,17-,24+/m1/s1

InChI Key

AMJOONKCBORCKA-BFECWXROSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
8-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
4p-methoxyflavonoid-skeleton
Hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
3'-hydroxyflavonoid
Flavone
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Chromone
Methoxyphenol
Benzopyran
1-benzopyran
Anisole
Phenol ether
Phenoxy compound
Methoxybenzene
Pyranone
Alkyl aryl ether
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Pyran
Oxane
Monosaccharide
Vinylogous acid
Heteroaromatic compound
Secondary alcohol
Ether
Acetal
Organoheterocyclic compound
Polyol
Oxacycle
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302535)

Food

Fruit

Citrus

Lemon (FooDB: FOOD00054)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.4 g/L	ALOGPS
logP	0.83	ALOGPS
logP	-0.31	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	6.44	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	214.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	126.68 m³·mol⁻¹	ChemAxon
Polarizability	51.4 Å³	ChemAxon
Number of Rings	4	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

HMDB0302535

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005039

KNApSAcK ID

Not Available

Chemspider ID

59696345

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318586

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Isolimocitrol 3-beta-D-glucoside (CFc000282051)

MOL for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

3D MOL for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

3D SDF for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

3D-SDF for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

PDB for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

3D PDB for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

SMILES for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

INCHI for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

Structure for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)

3D Structure for CFc000282051 (Isolimocitrol 3-beta-D-glucoside)