Prunin
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MedKoo CAT#: 465311

CAS#: 529-55-5

Description: Prunin is a polyketide synthase-derived flavonoid glycoside that has been found in G. glabra and has diverse biological activities. It inhibits neuraminidase (NA) activity in oseltamivir-sensitive and -resistant H1N1 influenza strains (IC50s = 3 and 4.53 µM, respectively). Prunin (2 µM) scavenges DPPH radicals in a cell-free assay. It inhibits the activity of protein tyrosine phosphatase 1B (PTP1B; IC50 = 5.5 µM for the human enzyme) and increases insulin-induced glucose uptake in insulin-resistant HepG2 hepatocellular carcinoma cells in a concentration-dependent manner. Prunin inhibits the proliferation of, and induces apoptosis in, HL-60 leukemia cells.


Chemical Structure

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Prunin
CAS# 529-55-5

Theoretical Analysis

MedKoo Cat#: 465311
Name: Prunin
CAS#: 529-55-5
Chemical Formula: C21H22O10
Exact Mass: 434.12
Molecular Weight: 434.397
Elemental Analysis: C, 58.06; H, 5.11; O, 36.83

Price and Availability

Size Price Availability Quantity
1mg USD 450 2 Weeks
5mg USD 1550 2 Weeks
10mg USD 2850 2 Weeks
Bulk inquiry

Synonym: Prunin; Naringenin 7-O-β-D-glucopyranoside; Naringenin 7-O-glucoside; NSC 135064; NSC-135064; NSC135064;

IUPAC/Chemical Name: (S)-5-hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one

InChi Key: DLIKSSGEMUFQOK-SFTVRKLSSA-N

InChi Code: InChI=1S/C21H22O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-6,14,16,18-24,26-28H,7-8H2/t14-,16+,18+,19-,20+,21+/m0/s1

SMILES Code: OC1=C2C(O[C@H](C3=CC=C(C=C3)O)CC2=O)=CC(O[C@@H]4O[C@H](CO)[C@@H](O)[C@@H]([C@H]4O)O)=C1

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 20.0 46.04
DMF 30.0 69.06
DMF:PBS (pH 7.2) (1:2) 0.3 0.69

Preparing Stock Solutions

The following data is based on the product molecular weight 434.40 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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