ChemFOnt: Showing chemical card for Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside (CFc000282204)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:34:21 UTC

Chemfont ID

CFc000282204

Molecule Identification

Common Name

Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside

Definition

Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside can be found in sweet potato, which makes cyanidin 3-(caffeoyl-sophoroside) 5-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₂H₄₇O₂₄

Average Molecular Weight

935.8082

Monoisotopic Molecular Weight

935.245727432

IUPAC Name

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

Traditional Name

CAS Registry Number

None

SMILES

OC[C@H]1O[C@@H](OC2=CC(O)=CC3=C2C=C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O[C@@H]2O[C@H](COC(=O)\C=C\C4=CC=C(O)C(O)=C4)[C@@H](O)[C@H](O)[C@H]2O)C(=[O+]3)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C42H46O24/c43-12-26-30(51)33(54)36(57)40(63-26)61-24-10-17(45)9-23-18(24)11-25(38(60-23)16-3-5-20(47)22(49)8-16)62-42-39(35(56)31(52)27(13-44)64-42)66-41-37(58)34(55)32(53)28(65-41)14-59-29(50)6-2-15-1-4-19(46)21(48)7-15/h1-11,26-28,30-37,39-44,51-58H,12-14H2,(H4-,45,46,47,48,49,50)/p+1/t26-,27-,28-,30-,31-,32-,33+,34+,35+,36-,37-,39-,40-,41+,42-/m1/s1

InChI Key

YZJPIJNLTTVHHD-GXKMNUNHSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-5-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C5-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-5-O-glycosides

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302688)

Food

Vegetable

Tuber

Sweet potato (FooDB: FOOD00092)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.86 g/L	ALOGPS
logP	1.21	ALOGPS
logP	-1.3	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.65	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	398.27 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	224.34 m³·mol⁻¹	ChemAxon
Polarizability	88.83 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

HMDB0302688

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB005809

KNApSAcK ID

Not Available

Chemspider ID

30780100

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101165271

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside (CFc000282204)

MOL for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

3D MOL for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

3D SDF for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

3D-SDF for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

PDB for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

3D PDB for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

SMILES for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

INCHI for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

Structure for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)

3D Structure for CFc000282204 (Cyanidin 3-(caffeoyl-sophoroside) 5-glucoside)