ChemFOnt: Showing chemical card for 2-O-a-D-Galactopyranuronosyl-L-rhamnose (CFc000021049)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:12:43 UTC

Chemfont ID

CFc000021049

Molecule Identification

Common Name

2-O-a-D-Galactopyranuronosyl-L-rhamnose

Definition

2-O-a-D-Galactopyranuronosyl-L-rhamnose is found in coffee and coffee products. 2-O-a-D-Galactopyranuronosyl-L-rhamnose is isolated from partial acid hydrolysates of Linum usitatissimum (flax), Plantago seed, Hibiscus esculentus (okra).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-Deoxy-2-O-a-D-galactopyranuronosyl-L-mannose, 9ci	HMDB
Aldobiouronic acid b	HMDB
3,4,5-Trihydroxy-6-[(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy]oxane-2-carboxylate	Generator

Chemical Formula

C₁₂H₂₀O₁₁

Average Molecular Weight

340.2806

Monoisotopic Molecular Weight

340.100561482

IUPAC Name

3,4,5-trihydroxy-6-[(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy]oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-[(2,4,5-trihydroxy-6-methyloxan-3-yl)oxy]oxane-2-carboxylic acid

CAS Registry Number

6118-79-2

SMILES

CC1OC(O)C(OC2OC(C(O)C(O)C2O)C(O)=O)C(O)C1O

InChI Identifier

InChI=1S/C12H20O11/c1-2-3(13)5(15)9(11(20)21-2)23-12-7(17)4(14)6(16)8(22-12)10(18)19/h2-9,11-17,20H,1H3,(H,18,19)

InChI Key

SILSJWQOMSRYIY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

O-glucuronide
1-o-glucuronide
Disaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Pyran
Hydroxy acid
Oxane
Hemiacetal
Secondary alcohol
Acetal
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Polyol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Ingestion (HMDB: HMDB0040159)

Source

Exogenous

Exogenous (HMDB: HMDB0040159)

Food

Food (HMDB: HMDB0040159)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Fruit

Fruits (FooDB: FOOD00871)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0040159)
Coffea (HMDB: HMDB0040159)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040159)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	186 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.3	ChemAxon
logS	-0.26	ALOGPS
pKa (Strongest Acidic)	3.18	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.66 m³·mol⁻¹	ChemAxon
Polarizability	30.91 Å³	ChemAxon
Number of Rings	2	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

HMDB0040159

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019866

KNApSAcK ID

C00054157

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

73215065

PDB ID

Not Available

ChEBI ID

175314

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-O-a-D-Galactopyranuronosyl-L-rhamnose (CFc000021049)

MOL for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

3D MOL for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

3D SDF for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

3D-SDF for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

PDB for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

3D PDB for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

SMILES for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

INCHI for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

Structure for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)

3D Structure for CFc000021049 (2-O-a-D-Galactopyranuronosyl-L-rhamnose)