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
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
| 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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Malvidin-3-glucoside protects endothelial cells up-regulating endothelial NO synthase and inhibiting peroxynitrite-induced NF-kB activation. | 2012-09-30 |
|
| Polyphenols and phenolic acids from strawberry and apple decrease glucose uptake and transport by human intestinal Caco-2 cells. | 2010-12 |
|
| Fresh raspberry phytochemical extract inhibits hepatic lesion in a Wistar rat model. | 2010-11-25 |
|
| Comparison of transcriptional profiles of flavonoid genes and anthocyanin contents during fruit development of two botanical forms of Fragaria chiloensis ssp. chiloensis. | 2010-11 |
|
| Bioavailability of strawberry antioxidants in human subjects. | 2010-10 |
|
| Influence of cultivation system on bioactive molecules synthesis in strawberries: spin-off on antioxidant and antiproliferative activity. | 2010-05-25 |
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| Improved antioxidant and anti-inflammatory potential in mice consuming sour cherry juice (Prunus Cerasus cv. Maraska). | 2009-12 |
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| 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. | 2009-01-08 |
|
| Constituents and antimicrobial properties of blue honeysuckle: a novel source for phenolic antioxidants. | 2008-12-24 |
|
| Improving the screening process for the selection of potato breeding lines with enhanced polyphenolics content. | 2008-11-12 |
|
| Urinary excretion of strawberry anthocyanins is dose dependent for physiological oral doses of fresh fruit. | 2008-10 |
|
| Bioavailable constituents/metabolites of pomegranate (Punica granatum L) preferentially inhibit COX2 activity ex vivo and IL-1beta-induced PGE2 production in human chondrocytes in vitro. | 2008-06-13 |
|
| Multivariate statistical analysis of the color-anthocyanin relationships in different soilless-grown strawberry genotypes. | 2008-04-23 |
|
| Isolation and identification of strawberry phenolics with antioxidant and human cancer cell antiproliferative properties. | 2008-02-13 |
|
| Bioavailability of pelargonidin-3-O-glucoside and its metabolites in humans following the ingestion of strawberries with and without cream. | 2008-02-13 |
|
| Strawberry pelargonidin glycosides are excreted in urine as intact glycosides and glucuronidated pelargonidin derivatives in rats. | 2007-12 |
|
| Effects of growing conditions on purple corncob (Zea mays L.) anthocyanins. | 2007-10-17 |
|
| Anthocyanins from red cabbage--stability to simulated gastrointestinal digestion. | 2007-05 |
|
| Assessment of the differences in the phenolic composition of five strawberry cultivars (Fragaria x ananassa Duch.) grown in two different soilless systems. | 2007-03-07 |
|
| Ingested delphinidin-3-rutinoside is primarily excreted to urine as the intact form and to bile as the methylated form in rats. | 2006-01-25 |
|
| Characterization of anthocyanin extracts from maize kernels. | 2005-10 |
|
| Effects of anthocyanidin on the inhibition of proliferation and induction of apoptosis in human gastric adenocarcinoma cells. | 2005-10 |
|
| Phenolic composition and antioxidant activities in flesh and achenes of strawberries (Fragaria ananassa). | 2005-05-18 |
|
| Dimeric anthocyanins from strawberry (Fragaria ananassa) consisting of pelargonidin 3-glucoside covalently linked to four flavan-3-ols. | 2004-05 |
|
| Phenolic composition of strawberry genotypes at different maturation stages. | 2004-03-24 |
|
| Anthocyanin from strawberry (Fragaria ananassa) with the novel aglycone, 5-carboxypyranopelargonidin. | 2004-02 |
|
| Interaction between flavonoids and the blood-brain barrier: in vitro studies. | 2003-04 |
|
| Anthocyanin color behavior and stability during storage: effect of intermolecular copigmentation. | 2002-12-04 |
|
| Ellagitannins, flavonoids, and other phenolics in red raspberries and their contribution to antioxidant capacity and vasorelaxation properties. | 2002-08-28 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:51:58 GMT 2025
by
admin
on
Mon Mar 31 22:51:58 GMT 2025
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| Record UNII |
W623YHH61A
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| Record Status |
Validated (UNII)
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| Record Version |
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443648
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DTXSID201336082
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47684-27-5
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W623YHH61A
Created by
admin on Mon Mar 31 22:51:58 GMT 2025 , Edited by admin on Mon Mar 31 22:51:58 GMT 2025
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PRIMARY |