ChemFOnt: Showing chemical card for Acaciabiuronic acid (CFc000011159)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:50 UTC

Chemfont ID

CFc000011159

Molecule Identification

Common Name

Acaciabiuronic acid

Definition

Acaciabiuronic acid is found in cereals and cereal products. Probably the commonest aldobiouronic acid present as a structural unit in plant gums. It is isolated from partial acid hydrolysates from the following plants; black wattle (Acacia mollissima), Acacia senegal, Acacia pycnantha, Acacia karroo, Acacia cyanophylla, egg plum (Prunus domestica), almond (Prunus amygdalus), peach (Prunus persica), Anogeissus lattifolia (gum ghatti), Vigilia oroboides, Afraegle paniculata, Ferula and Chorisia species Also isolated from hydrolysates of maritime pine (Pinus pinaster) hemicellulose and wheat stra

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acaciabiuronate	Generator
6-O-b-D-Glucopyranuronosyl-D-galactose, 9ci, 8ci	HMDB
Paullone analog 3	HMDB
3,4,5-Trihydroxy-6-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxane-2-carboxylate	HMDB

Chemical Formula

C₁₂H₂₀O₁₂

Average Molecular Weight

356.28

Monoisotopic Molecular Weight

356.095476104

IUPAC Name

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

Traditional Name

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

CAS Registry Number

7264-19-9

SMILES

OC1OC(COC2OC(C(O)C(O)C2O)C(O)=O)C(O)C(O)C1O

InChI Identifier

InChI=1S/C12H20O12/c13-3-2(23-11(21)7(17)4(3)14)1-22-12-8(18)5(15)6(16)9(24-12)10(19)20/h2-9,11-18,21H,1H2,(H,19,20)

InChI Key

YOOPHLDCWPOWDX-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: HMDB0029938)

Source

Endogenous

Endogenous (HMDB: HMDB0029938)

Plant

Plant (HMDB: HMDB0029938)
Poaceae (HMDB: HMDB0029938)

Exogenous

Food

Food (HMDB: HMDB0029938)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Nut

Nuts (FooDB: FOOD00869)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029938)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	250 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-4.4	ChemAxon
logS	-0.15	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.2 m³·mol⁻¹	ChemAxon
Polarizability	32.04 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

HMDB0029938

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001208

KNApSAcK ID

C00054605

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

14160009

PDB ID

Not Available

ChEBI ID

167945

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Acaciabiuronic acid (CFc000011159)

MOL for CFc000011159 (Acaciabiuronic acid)

3D MOL for CFc000011159 (Acaciabiuronic acid)

3D SDF for CFc000011159 (Acaciabiuronic acid)

3D-SDF for CFc000011159 (Acaciabiuronic acid)

PDB for CFc000011159 (Acaciabiuronic acid)

3D PDB for CFc000011159 (Acaciabiuronic acid)

SMILES for CFc000011159 (Acaciabiuronic acid)

INCHI for CFc000011159 (Acaciabiuronic acid)

Structure for CFc000011159 (Acaciabiuronic acid)

3D Structure for CFc000011159 (Acaciabiuronic acid)