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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H21O10
Molecular Weight 433.3854
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of PELARGONIDIN 3-GLUCOSIDE ION

SMILES

OC[C@H]1O[C@@H](OC2=C([O+]=C3C=C(O)C=C(O)C3=C2)C4=CC=C(O)C=C4)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=ABVCUBUIXWJYSE-GQUPQBGVSA-O
InChI=1S/C21H20O10/c22-8-16-17(26)18(27)19(28)21(31-16)30-15-7-12-13(25)5-11(24)6-14(12)29-20(15)9-1-3-10(23)4-2-9/h1-7,16-19,21-22,26-28H,8H2,(H2-,23,24,25)/p+1/t16-,17-,18+,19-,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H20O10
Molecular Weight 432.3775
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
705.0 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Ellagitannins, flavonoids, and other phenolics in red raspberries and their contribution to antioxidant capacity and vasorelaxation properties.
2002 Aug 28
Anthocyanin from strawberry (Fragaria ananassa) with the novel aglycone, 5-carboxypyranopelargonidin.
2004 Feb
Phenolic composition of strawberry genotypes at different maturation stages.
2004 Mar 24
Dimeric anthocyanins from strawberry (Fragaria ananassa) consisting of pelargonidin 3-glucoside covalently linked to four flavan-3-ols.
2004 May
Phenolic composition and antioxidant activities in flesh and achenes of strawberries (Fragaria ananassa).
2005 May 18
Multivariate statistical analysis of the color-anthocyanin relationships in different soilless-grown strawberry genotypes.
2008 Apr 23
Constituents and antimicrobial properties of blue honeysuckle: a novel source for phenolic antioxidants.
2008 Dec 24
Isolation and identification of strawberry phenolics with antioxidant and human cancer cell antiproliferative properties.
2008 Feb 13
Bioavailability of pelargonidin-3-O-glucoside and its metabolites in humans following the ingestion of strawberries with and without cream.
2008 Feb 13
Improved antioxidant and anti-inflammatory potential in mice consuming sour cherry juice (Prunus Cerasus cv. Maraska).
2009 Dec
Polyphenol-rich pomegranate fruit extract (POMx) suppresses PMACI-induced expression of pro-inflammatory cytokines by inhibiting the activation of MAP Kinases and NF-kappaB in human KU812 cells.
2009 Jan 8
Polyphenols and phenolic acids from strawberry and apple decrease glucose uptake and transport by human intestinal Caco-2 cells.
2010 Dec
Influence of cultivation system on bioactive molecules synthesis in strawberries: spin-off on antioxidant and antiproliferative activity.
2010 Jan-Feb
Comparison of transcriptional profiles of flavonoid genes and anthocyanin contents during fruit development of two botanical forms of Fragaria chiloensis ssp. chiloensis.
2010 Nov
Fresh raspberry phytochemical extract inhibits hepatic lesion in a Wistar rat model.
2010 Nov 25
Bioavailability of strawberry antioxidants in human subjects.
2010 Oct
Malvidin-3-glucoside protects endothelial cells up-regulating endothelial NO synthase and inhibiting peroxynitrite-induced NF-kB activation.
2012 Sep 30
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:49:49 GMT 2023
Edited
by admin
on Sat Dec 16 09:49:49 GMT 2023
Record UNII
W623YHH61A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PELARGONIDIN 3-GLUCOSIDE ION
Common Name English
PELARGONIDIN 3-O-.BETA.-GLUCOPYRANOSIDE
Common Name English
PELARGONIDIN 3-GLUCOSIDE CATION
Common Name English
1-BENZOPYRYLIUM, 3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,7-DIHYDROXY-2-(4-HYDROXYPHENYL)-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
Callistephin
Created by admin on Sat Dec 16 09:49:49 GMT 2023 , Edited by admin on Sat Dec 16 09:49:49 GMT 2023
PRIMARY
PUBCHEM
443648
Created by admin on Sat Dec 16 09:49:49 GMT 2023 , Edited by admin on Sat Dec 16 09:49:49 GMT 2023
PRIMARY
EPA CompTox
DTXSID201336082
Created by admin on Sat Dec 16 09:49:49 GMT 2023 , Edited by admin on Sat Dec 16 09:49:49 GMT 2023
PRIMARY
CAS
47684-27-5
Created by admin on Sat Dec 16 09:49:49 GMT 2023 , Edited by admin on Sat Dec 16 09:49:49 GMT 2023
PRIMARY
FDA UNII
W623YHH61A
Created by admin on Sat Dec 16 09:49:49 GMT 2023 , Edited by admin on Sat Dec 16 09:49:49 GMT 2023
PRIMARY