ChemFOnt: Showing chemical card for 2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin (CFc000281489)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:55 UTC

Chemfont ID

CFc000281489

Molecule Identification

Common Name

2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin

Definition

2''-o-alpha-l-rhamnosyl-6-c-quinovopyranosyl-luteolin is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2''-o-alpha-l-rhamnosyl-6-c-quinovopyranosyl-luteolin can be found in corn, which makes 2''-o-alpha-l-rhamnosyl-6-c-quinovopyranosyl-luteolin a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2''-O-a-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin	Generator
2''-O-Α-L-rhamnosyl-6-C-quinovopyranosyl-luteolin	Generator

Chemical Formula

C₂₇H₃₀O₁₄

Average Molecular Weight

578.5187

Monoisotopic Molecular Weight

578.163555668

IUPAC Name

6-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

6-[(3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

CAS Registry Number

None

SMILES

C[C@@H]1O[C@@H](O[C@@H]2[C@H](O)[C@@H](O)[C@H](C)OC2C2=C(O)C=C3OC(=CC(=O)C3=C2O)C2=CC=C(O)C(O)=C2)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C27H30O14/c1-8-20(33)23(36)26(41-27-24(37)22(35)19(32)9(2)39-27)25(38-8)18-14(31)7-16-17(21(18)34)13(30)6-15(40-16)10-3-4-11(28)12(29)5-10/h3-9,19-20,22-29,31-37H,1-2H3/t8-,9-,19-,20-,22+,23+,24+,25?,26+,27-/m0/s1

InChI Key

QXHHBGFIPDPRAX-WLOFNNONSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid c-glycosides. Flavonoid C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid C-glycosides

Alternative Parents

Substituents

Flavonoid c-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Disaccharide
Chromone
Benzopyran
1-benzopyran
Catechol
Pyranone
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Monocyclic benzene moiety
Pyran
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Polyol
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Organic oxide
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301973)

Food

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.85 g/L	ALOGPS
logP	0.81	ALOGPS
logP	-0.031	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	6.2	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	236.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	137.34 m³·mol⁻¹	ChemAxon
Polarizability	55.92 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	No	ChemAxon

External Links

HMDB ID

HMDB0301973

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001699

KNApSAcK ID

Not Available

Chemspider ID

59696232

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 2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin (CFc000281489)

MOL for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

3D MOL for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

3D SDF for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

3D-SDF for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

PDB for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

3D PDB for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

SMILES for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

INCHI for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

Structure for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)

3D Structure for CFc000281489 (2''-O-alpha-L-Rhamnosyl-6-C-quinovopyranosyl-luteolin)