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Salvianolic acid Y

Alias: Salvianolic acid Y; 1638738-76-7; (2S)-2-[(E)-3-[(2R,3S)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid;
Cat No.:V72901 Purity: ≥98%
Salvianolic acid Y is a phenolic acid with the same planar structure as Salvianolic acid B.
Salvianolic acid Y
Salvianolic acid Y Chemical Structure CAS No.: 1638738-76-7
Product category: Reactive Oxygen Species
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes
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Product Description
Salvianolic acid Y is a phenolic acid with the same planar structure as Salvianolic acid B. Salvianolic acid Y can rescue cell damage caused by H2O2.
Biological Activity I Assay Protocols (From Reference)
Targets
Natural antioxidant
ln Vitro
Salvianolic acid Y exhibits protective properties against cell lesions induced by hydrogen peroxide (H2O2). In the rat pheochromocytoma line PC12, salvianolic acid Y has a 54.2% protection rate[1].
Salvianolic acid Y (TSL 1), a new phenolic acid with the same planar structure as salvianolic acid B, was isolated from Salvia officinalis. The structural elucidation and stereochemistry determination were achieved by spectroscopic and chemical methods, including 1D, 2D-NMR (1H-1H COSY, HMQC and HMBC) and circular dichroism (CD) experiments. The biosynthesis pathway of salvianolic acid B and salvianolic acid Y (TSL 1) was proposed based on structural analysis. The protection of PC12 cells from injury induced by H2O2 was assessed in vitro using a cell viability assay. Salvianolic acid Y (TSL 1) protected cells from injury by 54.2%, which was significantly higher than salvianolic acid B (35.2%). [1]
Enzyme Assay
Activity in Vitro [1]
Rat pheochromocytoma PC12 cells were grown in tissue culture flasks in DMEM supplemented with 10% fetal bovine serum, and 100 U/mL penicillin and 100 U/mL streptomycin. The cultures were maintained at 37 °C in a humidified atmosphere containing 5% CO2. The culture media were changed every 2 days. The cells were inoculated to 96-well plates when grown to anastomose and treated with 10 µM salvianolic acid B and 10 µM Isosalvianolic acid Y for 6 h, respectively, followed by co-culture with 400 μM H2O2 for another 1 h.
Cell survival was evaluated by the method of MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetra-zolium bromide). The OD value was measured at λ = 570 nm by a spectrophotometer.
The protection rate of tested compounds was calculated using the following equation:
protection rate (%) = (cell viability of drug group − cell viability of model group)/(cell viability of control group − cell viability of model group) × 100%
References

[1]. Salvianolic acid Y: a new protector of PC12 cells against hydrogen peroxide-induced injury from Salvia officinalis. Molecules. 2015 Jan 6;20(1):683-92.

Additional Infomation
novel phenolic acid with the same planar structure as salvianolic acid B was isolated from the extract of Salvia officinalis. Its chemical name is 4-[(1E)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxo-1-propen-1-yl]-2-(3,4-dihydroxyphenyl)-2S,3S-dihydro-7-hydroxy-,3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl] ester. The structure and stereochemical configuration of the compound were determined by spectroscopic and chemical methods. The new compound was named salvianolic acid Y. In vitro bioactivity tests showed that salvianolic acid Y could repair H₂O₂-induced cell damage, and its effect was significantly better than that of salvianolic acid B. This study also proposed a possible biosynthetic pathway for salvianolic acid Y. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C36H30O16
Molecular Weight
718.613811969757
Exact Mass
718.153
CAS #
1638738-76-7
PubChem CID
5316299
Appearance
White to light yellow solid powder
Source
Originated from plants: Leguminosae Samanea saman (Jacq.) Merr.
Originated from plants: Labiatae
LogP
4
Hydrogen Bond Donor Count
9
Hydrogen Bond Acceptor Count
16
Rotatable Bond Count
14
Heavy Atom Count
52
Complexity
1290
Defined Atom Stereocenter Count
0
SMILES
O1C2C(=CC=C(/C=C/C(=O)O[C@H](C(=O)O)CC3C=CC(=C(C=3)O)O)C=2[C@H](C(=O)O[C@H](C(=O)O)CC2C=CC(=C(C=2)O)O)[C@@H]1C1C=CC(=C(C=1)O)O)O
InChi Key
SNKFFCBZYFGCQN-BJMVGYQFSA-N
InChi Code
InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48)/b10-5+
Chemical Name
2-[(E)-3-[3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
Synonyms
Salvianolic acid Y; 1638738-76-7; (2S)-2-[(E)-3-[(2R,3S)-3-[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid;
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~50 mg/mL (~69.6 mM; with ultrasonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.25 mg/mL (1.74 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (12.5 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.25 mg/mL (1.74 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (12.5 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 1.25 mg/mL (1.74 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (12.5 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.3916 mL 6.9579 mL 13.9158 mL
5 mM 0.2783 mL 1.3916 mL 2.7832 mL
10 mM 0.1392 mL 0.6958 mL 1.3916 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration: mg/mL;

Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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