ChemFOnt: Showing chemical card for Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside (CFc000281406)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:32:45 UTC

Chemfont ID

CFc000281406

Molecule Identification

Common Name

Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside

Definition

Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside is a member of the class of compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. Anthocyanidin 3-o-6-p-coumaroyl glycosides are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring. Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside can be found in cauliflower, which makes cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₄₈H₅₇O₂₈

Average Molecular Weight

1081.9494

Monoisotopic Molecular Weight

1081.30363624

IUPAC Name

3-{[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-({[(2E)-3-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)prop-2-enoyl]oxy}methyl)oxan-2-yl]oxy}-2-(3,4-dihydroxyphenyl)-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](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](COC(=O)\C=C\C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)O[C@@H]2OC2=C([O+]=C3C=C(O)C=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C3=C2)C2=CC(O)=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C48H56O28/c49-13-27-32(56)36(60)40(64)45(72-27)68-20-5-1-17(2-6-20)3-8-31(55)67-16-30-35(59)39(63)44(76-47-42(66)38(62)34(58)29(15-51)74-47)48(75-30)71-26-12-21-24(69-43(26)18-4-7-22(53)23(54)9-18)10-19(52)11-25(21)70-46-41(65)37(61)33(57)28(14-50)73-46/h1-12,27-30,32-42,44-51,56-66H,13-16H2,(H2-,52,53,54)/p+1/b8-3+/t27-,28-,29-,30-,32-,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,44-,45-,46-,47+,48+/m1/s1

InChI Key

JSIMVXMJRFINRS-ZOPAOLMESA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin 3-o-6-p-coumaroyl glycosides. These are anthocyanidin 3-O-glycosides where the carbohydrate moiety is esterified at the C6 position with a p-coumaric acid. P-coumaric acid is an organic derivative of cinnamic acid, that carries a hydroxyl group at the 4-position of the benzene ring.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin 3-O-6-p-coumaroyl glycosides

Alternative Parents

Substituents

Anthocyanidin 3-o-6-p-coumaroyl-glycoside
Anthocyanidin-3-o-glycoside
Anthocyanidin-5-o-glycoside
Anthocyanin
Flavonoid-3-o-glycoside
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
Phenolic glycoside
Cinnamic acid ester
Cinnamic acid or derivatives
O-glycosyl compound
Glycosyl compound
Disaccharide
1-benzopyran
Benzopyran
Styrene
Phenol ether
Phenoxy compound
Catechol
1-hydroxy-4-unsubstituted benzenoid
Fatty acid ester
Phenol
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Oxane
Heteroaromatic compound
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Polyol
Acetal
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Primary alcohol
Alcohol
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0301890)

Food

Vegetable

Cabbage

Cauliflower (FooDB: FOOD00031)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.04 g/L	ALOGPS
logP	0.21	ALOGPS
logP	-3.6	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	6.65	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	26	ChemAxon
Hydrogen Donor Count	17	ChemAxon
Polar Surface Area	457.19 Å²	ChemAxon
Rotatable Bond Count	17	ChemAxon
Refractivity	254.51 m³·mol⁻¹	ChemAxon
Polarizability	102.8 Å³	ChemAxon
Number of Rings	8	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

HMDB0301890

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001579

KNApSAcK ID

Not Available

Chemspider ID

30780069

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157009773

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside (CFc000281406)

MOL for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

3D MOL for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

3D SDF for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

3D-SDF for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

PDB for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

3D PDB for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

SMILES for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

INCHI for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

Structure for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)

3D Structure for CFc000281406 (Cyanidin 3-[6''-(4-glucosyl-p-coumaryl)sophoroside] 5-glucoside)