ChemFOnt: Showing chemical card for Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside (CFc000282668)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:35:14 UTC

Chemfont ID

CFc000282668

Molecule Identification

Common Name

Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside

Definition

Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside can be found in carrot and wild carrot, which makes cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₃H₄₉O₂₄

Average Molecular Weight

949.8348

Monoisotopic Molecular Weight

949.261377496

IUPAC Name

3-{[(2S,3R,4S,5R,6R)-6-({[(2R,3R,4S,5S,6R)-6-({[(2R,3R,4R,5R)-3,4-dihydroxy-5-({[(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy}methyl)oxolan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}methyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1λ⁴-chromen-1-ylium

Traditional Name

CAS Registry Number

None

SMILES

COC1=CC(\C=C\C(=O)OC[C@H]2O[C@@H](OC[C@H]3O[C@@H](OC[C@H]4O[C@@H](OC5=CC6=C(C=C(O)C=C6O)[O+]=C5C5=CC(O)=C(O)C=C5)[C@H](O)[C@@H](O)[C@H]4O)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@H]2O)=CC(OC)=C1O

InChI Identifier

InChI=1S/C43H48O24/c1-58-24-7-16(8-25(59-2)31(24)49)3-6-30(48)60-13-27-34(52)37(55)41(65-27)61-14-28-32(50)35(53)38(56)42(66-28)62-15-29-33(51)36(54)39(57)43(67-29)64-26-12-19-21(46)10-18(44)11-23(19)63-40(26)17-4-5-20(45)22(47)9-17/h3-12,27-29,32-39,41-43,50-57H,13-15H2,1-2H3,(H4-,44,45,46,47,48,49)/p+1/t27-,28-,29-,32-,33+,34+,35+,36+,37-,38-,39-,41-,42-,43-/m1/s1

InChI Key

LMVOIAASLVOPSW-BFROKHPDSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-3-O-glycosides

Alternative Parents

Substituents

Oligosaccharide
Anthocyanidin-3-o-glycoside
Flavonoid-3-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Cinnamic acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
O-glycosyl compound
Glycosyl compound
Benzopyran
Dimethoxybenzene
M-dimethoxybenzene
Methoxyphenol
1-benzopyran
Phenoxy compound
Catechol
Methoxybenzene
Phenol ether
Styrene
Anisole
Phenol
Alkyl aryl ether
Fatty acid ester
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Fatty acyl
Benzenoid
Oxane
Monocyclic benzene moiety
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Tetrahydrofuran
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Oxacycle
Acetal
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0303152)

Food

Vegetable

Root vegetable

Carrot (FooDB: FOOD00245)
Wild carrot (FooDB: FOOD00072)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.32 g/L	ALOGPS
logP	1.92	ALOGPS
logP	-0.27	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	6.39	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	376.27 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	229.6 m³·mol⁻¹	ChemAxon
Polarizability	92.76 Å³	ChemAxon
Number of Rings	7	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

HMDB0303152

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007983

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 Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside (CFc000282668)

MOL for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

3D MOL for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

3D SDF for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

3D-SDF for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

PDB for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

3D PDB for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

SMILES for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

INCHI for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

Structure for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)

3D Structure for CFc000282668 (Cyanidin 3-(sinapoyl-xylosyl-glucosyl)-galactoside)