ChemFOnt: Showing chemical card for Rutinose (CFc000281955)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:51 UTC

Chemfont ID

CFc000281955

Molecule Identification

Common Name

Rutinose

Definition

Rutinose, also known as 6-O-(6-deoxy-alpha-L-mannopyranosyl)-D-glucose or (α-rhamnopyranosyl-β-glucopyranose, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Rutinose is soluble (in water) and a very weakly acidic compound (based on its pKa). Rutinose can be found in capers, which makes rutinose a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranose	ChEBI
6-O-(6-Deoxy-alpha-L-mannopyranosyl)-D-glucose	ChEBI
6-O-alpha-L-Rhamnopyranosyl-D-glucose	ChEBI
6-O-(6-Deoxy-a-L-mannopyranosyl)-b-D-glucopyranose	Generator
6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranose	Generator
6-O-(6-Deoxy-a-L-mannopyranosyl)-D-glucose	Generator
6-O-(6-Deoxy-α-L-mannopyranosyl)-D-glucose	Generator
6-O-a-L-Rhamnopyranosyl-D-glucose	Generator
6-O-Α-L-rhamnopyranosyl-D-glucose	Generator

Chemical Formula

C₁₂H₂₂O₁₀

Average Molecular Weight

326.2971

Monoisotopic Molecular Weight

326.121296924

IUPAC Name

(2R,3R,4S,5S,6R)-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

Traditional Name

rutinose

CAS Registry Number

90-74-4

SMILES

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C12H22O10/c1-3-5(13)7(15)10(18)12(21-3)20-2-4-6(14)8(16)9(17)11(19)22-4/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12+/m0/s1

InChI Key

OVVGHDNPYGTYIT-BNXXONSGSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

glycosylglucose (CHEBI:27522 )
Disaccharides (C08247 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302439)

Food

Fruit

Drupe

Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)

Berry

Blackberry (FooDB: FOOD00906)

Vegetable

Shoot vegetable

Asparagus (FooDB: FOOD00021)

Fruit vegetable

Olive (FooDB: FOOD00121)
Cherry tomato (FooDB: FOOD00172)

Beverage

Other beverage

Fruit juice (FooDB: FOOD00763)

Herb and spice

Spice

Capers (FooDB: FOOD00039)

Tea

Black tea (FooDB: FOOD00907)
Green tea (FooDB: FOOD00908)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	407 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-3.7	ChemAxon
logS	0.1	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	169.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.79 m³·mol⁻¹	ChemAxon
Polarizability	30.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon