ChemFOnt: Showing chemical card for 1,2-Diferuloylgentiobiose (CFc000281236)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:25 UTC

Chemfont ID

CFc000281236

Molecule Identification

Common Name

1,2-Diferuloylgentiobiose

Definition

1,2-diferuloylgentiobiose is a member of the class of compounds known as hydroxycinnamic acid glycosides. Hydroxycinnamic acid glycosides are glycosylated hydoxycinnamic acids derivatives. 1,2-diferuloylgentiobiose is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 1,2-diferuloylgentiobiose can be found in broccoli, which makes 1,2-diferuloylgentiobiose a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-O-(b-D-Glucopyranosyl)-1-O,2-O-bis[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-b-D-glucopyranose	Generator
6-O-(Β-D-glucopyranosyl)-1-O,2-O-bis[3-(4-hydroxy-3-methoxyphenyl)acryloyl]-β-D-glucopyranose	Generator

Chemical Formula

C₃₂H₃₈O₁₇

Average Molecular Weight

694.6339

Monoisotopic Molecular Weight

694.21089979

IUPAC Name

(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

CAS Registry Number

None

SMILES

COC1=CC(\C=C\C(=O)O[C@@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2OC(=O)\C=C\C2=CC=C(O)C(OC)=C2)=CC=C1O

InChI Identifier

InChI=1S/C32H38O17/c1-43-19-11-15(3-7-17(19)34)5-9-23(36)48-30-28(41)26(39)22(14-45-31-29(42)27(40)25(38)21(13-33)46-31)47-32(30)49-24(37)10-6-16-4-8-18(35)20(12-16)44-2/h3-12,21-22,25-35,38-42H,13-14H2,1-2H3/b9-5+,10-6+/t21-,22-,25-,26-,27+,28+,29-,30-,31-,32+/m1/s1

InChI Key

DTGPXHDRUSYIIK-ANORCUJWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxycinnamic acid glycosides. These are glycosylated hydoxycinnamic acids derivatives.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamic acids and derivatives

Sub Class

Hydroxycinnamic acids and derivatives

Direct Parent

Hydroxycinnamic acid glycosides

Alternative Parents

Substituents

Hydroxycinnamic acid glycoside
O-cinnamoyl glycoside
Cinnamic acid ester
Coumaric acid or derivatives
Disaccharide
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Phenol ether
Methoxybenzene
Phenoxy compound
Styrene
Anisole
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty acyl
Benzenoid
Oxane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Carboxylic acid ester
Polyol
Organoheterocyclic compound
Ether
Oxacycle
Acetal
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301720)

Food

Vegetable

Cabbage

Broccoli (FooDB: FOOD00034)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.42 g/L	ALOGPS
logP	0.82	ALOGPS
logP	0.44	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	9.57	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	260.59 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	164.36 m³·mol⁻¹	ChemAxon
Polarizability	68.11 Å³	ChemAxon
Number of Rings	4	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

HMDB0301720

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000266

KNApSAcK ID

Not Available

Chemspider ID

59696166

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101758853

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 1,2-Diferuloylgentiobiose (CFc000281236)

MOL for CFc000281236 (1,2-Diferuloylgentiobiose)

3D MOL for CFc000281236 (1,2-Diferuloylgentiobiose)

3D SDF for CFc000281236 (1,2-Diferuloylgentiobiose)

3D-SDF for CFc000281236 (1,2-Diferuloylgentiobiose)

PDB for CFc000281236 (1,2-Diferuloylgentiobiose)

3D PDB for CFc000281236 (1,2-Diferuloylgentiobiose)

SMILES for CFc000281236 (1,2-Diferuloylgentiobiose)

INCHI for CFc000281236 (1,2-Diferuloylgentiobiose)

Structure for CFc000281236 (1,2-Diferuloylgentiobiose)

3D Structure for CFc000281236 (1,2-Diferuloylgentiobiose)