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4-O-galloylalbiflorin

CAS# 1201580-97-3

4-O-galloylalbiflorin

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Chemical structure

4-O-galloylalbiflorin

3D structure

Chemical Properties of 4-O-galloylalbiflorin

Cas No. 1201580-97-3 SDF Download SDF
PubChem ID 135397096.0 Appearance Powder
Formula C30H32O15 M.Wt 632.57
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 4-O-galloylalbiflorin
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(3R,4R)-9-(benzoyloxymethyl)-6-methyl-8-oxo-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-oxatricyclo[4.3.0.03,9]nonan-4-yl] 3,4,5-trihydroxybenzoate
SMILES CC12CC(C3CC1(C3(C(=O)O2)COC(=O)C4=CC=CC=C4)OC5C(C(C(C(O5)CO)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O
Standard InChIKey UXHIYEMICNYJGK-NJVRKBDPSA-N
Standard InChI InChI=1S/C30H32O15/c1-28-10-18(42-25(39)14-7-16(32)20(34)17(33)8-14)15-9-30(28,44-26-23(37)22(36)21(35)19(11-31)43-26)29(15,27(40)45-28)12-41-24(38)13-5-3-2-4-6-13/h2-8,15,18-19,21-23,26,31-37H,9-12H2,1H3/t15-,18+,19+,21+,22-,23+,26-,28?,29?,30?/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

4-O-galloylalbiflorin Dilution Calculator

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4-O-galloylalbiflorin Molarity Calculator

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Preparing Stock Solutions of 4-O-galloylalbiflorin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5809 mL 7.9043 mL 15.8085 mL 31.6171 mL 39.5213 mL
5 mM 0.3162 mL 1.5809 mL 3.1617 mL 6.3234 mL 7.9043 mL
10 mM 0.1581 mL 0.7904 mL 1.5809 mL 3.1617 mL 3.9521 mL
50 mM 0.0316 mL 0.1581 mL 0.3162 mL 0.6323 mL 0.7904 mL
100 mM 0.0158 mL 0.079 mL 0.1581 mL 0.3162 mL 0.3952 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 4-O-galloylalbiflorin

Fragmentation and Ionization Efficiency of Positional and Functional Isomers of Paeoniflorin Derivatives in Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry.[Pubmed:35291502]

Mass Spectrom (Tokyo). 2022;11(1):A0101.

Paeoniflorin and albiflorin, which are functional isomers, are the major constituents of an herbal medicine derived from Paeonia lactiflora. Those functional isomers and their galloylated derivatives, which are positional isomers, were studied by matrix-assisted laser desorption/ionization-tandem mass spectrometry (MALDI-MS/MS). The resulting mass spectra are discussed based on the fragmentation patterns of the sodium adducts. The product ion spectra of 4-O-galloylalbiflorin and 4'-O-galloylpaeoniflorin differed, even though they were positional isomers. The fragmentations of the ester parts were influenced by the neighboring hydroxyl groups. The ionization efficiency of the sodium adduct of albiflorin was higher than that for paeoniflorin. These results indicate that the carboxylic ester group has a higher affinity for sodium ions than the acetal group, which can be attributed to the carbonyl oxygen being negatively polarized, allowing it to function as a Lewis base.

4-O-galloylalbiflorin inhibits the activity of CYP3A, 2C9, and 2D in human liver microsomes.[Pubmed:34082641]

Xenobiotica. 2021 Aug;51(8):871-876.

The effect of 4-O-galloylalbiflorin on the activity of cytochrome P450 enzymes (CYP450s) is an important factor that may induce drug-drug interaction.The effect of 4-O-galloylalbiflorin on the activity of CYP450s was evaluated in the presence of 0, 2.5, 5, 10, 25, 50, and 100 muM 4-O-galloylalbiflorin in pooled human liver microsomes. The inhibition model and corresponding parameters were assessed b fitting with Lineweaver-Burk plots. The time-dependent study was performed with the incubation time of 0, 5, 10, 15, and 30 min.4-O-galloylalbiflorin significantly inhibited the activity of CYP3A, 2C9, and 2 D in a concentration-dependent manner with the IC50 values of 8.2, 13, and 11 muM, respectively. The inhibition of CYP3A was found to be non-competitive and time-dependent with the Ki value of 4.0 muM and the KI/Kinact value of 2.2/0.030 (muM.min). The inhibition of CYP2C9 and 2 D was not affected by the incubation time but was found to be competitive with the Ki values of 6.7 and 6.6 muM, respectively.The inhibitory effect of 4-O-galloylalbiflorin on the activity of CYP3A, 2C9, and 2 D implying the potential drug-drug interaction between 4-O-galloylalbiflorin and the drugs metabolized by these CYP450s.

Two new monoterpene glucosides from Paeonia lactiflora Pall.[Pubmed:20183305]

J Asian Nat Prod Res. 2009 Jul;11(7):670-4.

Two new monoterpene glucosides, 4'-O-benzoylpaeoniflorin (1) and 4-O-galloylalbiflorin (2), were isolated from the 60% ethanol extract of the dried roots of Paeonia lactiflora Pall. Their structures were established on the basis of spectroscopic data.

Two new galloylated monoterpene glycosides, 4-O-galloylalbiflorin and 4'-O-galloylpaeoniflorin, from the roots of Paeonia lactiflora (Paeoniae radix) grown and processed in Nara Prefecture, Japan.[Pubmed:19801879]

Chem Pharm Bull (Tokyo). 2009 Oct;57(10):1150-2.

Two new galloylated monoterpene glycosides, 4-O-galloylalbiflorin and 4'-O-galloylpaeoniflorin, were isolated from the roots of Paeonia lactiflora that had been grown and processed in Nara prefecture, Japan. Their structures were elucidated based on spectroscopic analysis. These compounds showed androgen receptor (AR) binding activity.

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