ChemFOnt: Showing chemical card for Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside (CFc000281525)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 03:33:00 UTC

Chemfont ID

CFc000281525

Molecule Identification

Common Name

Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside

Definition

Afzelechin-(4alpha->8)-pelargonidin 3-o-beta-glucopyranoside is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Afzelechin-(4alpha->8)-pelargonidin 3-o-beta-glucopyranoside can be found in strawberry, which makes afzelechin-(4alpha->8)-pelargonidin 3-o-beta-glucopyranoside a potential biomarker for the consumption of this food product.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Afzelechin-(4a->8)-pelargonidin 3-O-b-glucopyranoside	Generator
Afzelechin-(4α->8)-pelargonidin 3-O-β-glucopyranoside	Generator

Chemical Formula

C₃₆H₃₃O₁₅

Average Molecular Weight

705.6382

Monoisotopic Molecular Weight

705.181945386

IUPAC Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2R,3S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-yl]-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

Traditional Name

CAS Registry Number

753008-66-1

SMILES

OC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C(C4[C@H](O)[C@H](OC5=C4C(O)=CC(O)=C5)C4=CC=C(O)C=C4)=C3[O+]=C2C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C36H32O15/c37-13-25-29(44)31(46)32(47)36(50-25)49-24-11-19-20(41)12-22(43)27(35(19)51-33(24)14-1-5-16(38)6-2-14)28-26-21(42)9-18(40)10-23(26)48-34(30(28)45)15-3-7-17(39)8-4-15/h1-12,25,28-32,34,36-37,44-47H,13H2,(H5-,38,39,40,41,42,43)/p+1/t25-,28?,29-,30+,31+,32-,34-,36-/m1/s1

InChI Key

UCHHYHHTRCIREP-IEPQWAIVSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

Bi- and polyflavonoid skeleton
Anthocyanidin-3-o-glycoside
Anthocyanin
Flavonoid-3-o-glycoside
Flavonoid o-glycoside
3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavan-3-ol
Hydroxyflavonoid
Anthocyanidin
Flavan
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Chromane
Benzopyran
1-benzopyran
Phenol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Oxane
Monosaccharide
Benzenoid
Monocyclic benzene moiety
Heteroaromatic compound
Secondary alcohol
Polyol
Acetal
Ether
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Primary alcohol
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0302009)

Food

Fruit

Berry

Strawberry (FooDB: FOOD00083)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	2.84	ALOGPS
logP	2.34	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.64	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	263.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	184.8 m³·mol⁻¹	ChemAxon
Polarizability	68.6 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

HMDB0302009

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001740

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

157009818

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside (CFc000281525)

MOL for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

3D MOL for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

3D SDF for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

3D-SDF for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

PDB for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

3D PDB for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

SMILES for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

INCHI for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

Structure for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)

3D Structure for CFc000281525 (Afzelechin-(4alpha->8)-pelargonidin 3-O-beta-glucopyranoside)