ChemFOnt: Showing chemical card for pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside (CFc000283972)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:37:44 UTC

Chemfont ID

CFc000283972

Molecule Identification

Common Name

pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside

Definition

Pelargonidin-3-o-rutinoside-5-o-beta-d-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Pelargonidin-3-o-rutinoside-5-o-beta-d-glucoside can be found in a number of food items such as pecan nut, lemon verbena, yardlong bean, and sesame, which makes pelargonidin-3-o-rutinoside-5-o-beta-d-glucoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Pelargonidin-3-O-rutinoside-5-O-b-D-glucoside	Generator
Pelargonidin-3-O-rutinoside-5-O-β-D-glucoside	Generator

Chemical Formula

C₃₃H₄₀O₁₉

Average Molecular Weight

740.664

Monoisotopic Molecular Weight

740.216379068

IUPAC Name

2-(4-hydroxyphenyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-1λ⁴-chromen-1-ylium-7-olate

Traditional Name

2-(4-hydroxyphenyl)-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-1λ⁴-chromen-1-ylium-7-olate

CAS Registry Number

Not Available

SMILES

CC1OC(OCC2OC(OC3=CC4=C(C=C([O-])C=C4OC4OC(CO)C(O)C(O)C4O)[O+]=C3C3=CC=C(O)C=C3)C(O)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C33H40O19/c1-11-21(37)24(40)27(43)31(47-11)46-10-20-23(39)26(42)29(45)33(52-20)50-18-8-15-16(48-30(18)12-2-4-13(35)5-3-12)6-14(36)7-17(15)49-32-28(44)25(41)22(38)19(9-34)51-32/h2-8,11,19-29,31-34,37-45H,9-10H2,1H3,(H-,35,36)

InChI Key

YTMOEUVNNYCFEO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-5-O-glycosides

Alternative Parents

Substituents

Anthocyanidin-3-o-glycoside
Anthocyanidin-5-o-glycoside
Flavonoid-3-o-glycoside
4'-hydroxyflavonoid
Hydroxyflavonoid
Monohydroxyflavonoid
Anthocyanidin
Phenolic glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Phenoxide
Oxane
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Secondary alcohol
Acetal
Polyol
Organoheterocyclic compound
Oxacycle
Primary alcohol
Organic zwitterion
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.43 g/L	ALOGPS
logP	-0.01	ALOGPS
logP	-3	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	6.66	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	314.11 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	187.84 m³·mol⁻¹	ChemAxon
Polarizability	70.71 Å³	ChemAxon
Number of Rings	6	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

HMDB0304456

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031095

KNApSAcK ID

Not Available

Chemspider ID

Not Available

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 pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside (CFc000283972)

MOL for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

3D MOL for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

3D SDF for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

3D-SDF for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

PDB for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

3D PDB for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

SMILES for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

INCHI for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

Structure for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)

3D Structure for CFc000283972 (pelargonidin-3-O-rutinoside-5-O-beta-D-glucoside)