| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Molecular weight | |
| Molecular formula | C10H14O2 |
| Purity | |
| SMILES | |
| Form | Solid |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
(S)-(-)-Perillic acid is a terpenoid plant extract with antimicrobial and anticancer activities. It induces cell apoptosis and cell cycle arrest and increases levels of Bax, Bcl2, p21, and caspase-3 proteins, and it can be used for cancer and infection research[1][2][3]. It is supplied as a white to off-white solid (C10H14O2, MW 166.22) at 99.9% purity.
Physical & Chemical Properties
| CAS Number | 23635-14-5 |
|---|---|
| Molecular Formula | C10H14O2 |
| Molecular Weight | 166.22 g/mol |
| Purity | 99.9% |
| Appearance | Solid |
| Color | White to off-white |
| SMILES | O=C(C1=CC[C@@H](C(C)=C)CC1)O |
| Signaling Pathway | Apoptosis; Anti-infection |
| Solubility | In Vitro: DMSO: 200 mg/mL (1203.22 mM; Requires sonication; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO) |
| Storage | Powder: -20°C, 3 years. In solvent: -80°C, 6 months; -20°C, 1 month. |
| Shipping | Room temperature in continental US; may vary elsewhere. |
Literature Cited
Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.
Safety
For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.
In Vitro
| Solvent | Solubility | Notes |
|---|---|---|
| DMSO | 200 mg/mL (1203.22 mM) | requires sonication; use freshly opened DMSO (absorbed moisture lowers solubility) |
Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); avoid repeated freeze-thaw cycles.
In Vivo
Choose the formulation that suits the animal model and route of administration; percentages are volume ratios of the final working solution. Start from a clear DMSO stock (see In Vitro above), add the co-solvents one at a time in the order listed, mixing after each addition, and prepare the working solution fresh on the day of dosing. If precipitation or phase separation occurs, gentle warming or sonication can help.
Protocol 1
| Composition | 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% saline |
|---|---|
| Result | ≥ 5 mg/mL (30.08 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 5 mg/mL (saturation not determined). For 1 mL of working solution: add 100 μL DMSO stock (50.0 mg/mL) to 400 μL PEG300; then 50 μL Tween-80; then 450 μL saline to bring the volume to 1 mL. Saline: dissolve 0.9 g sodium chloride in ddH2O and make up to 100 mL. |
Protocol 2
| Composition | 10% DMSO + 90% (20% SBE-β-CD in saline) |
|---|---|
| Result | ≥ 5 mg/mL (30.08 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 5 mg/mL (saturation not determined). For 1 mL of working solution: add 100 μL DMSO stock (50.0 mg/mL) to 900 μL 20% SBE-β-CD in saline. 20% SBE-β-CD in saline: dissolve 2 g SBE-β-CD powder in 10 mL saline until clear (4°C, store up to one week). |
Protocol 3
| Composition | 10% DMSO + 90% Corn Oil |
|---|---|
| Result | ≥ 5 mg/mL (30.08 mM); clear solution |
| How to prepare | Gives a clear solution at ≥ 5 mg/mL (saturation not determined). Use with caution if continuous dosing will exceed two weeks. For 1 mL of working solution: add 100 μL DMSO stock (50.0 mg/mL) to 900 μL corn oil. |
Data provided by the manufacturer.
In Vitro
(S)-(-)-Perillic acid (1.0-3.5 mM; 24, 48 and 72 hours) inhibits the growth of arterial smooth muscle cells (SMCs) in a time- and dose-dependent manner[1]. At 1.0-3.5 mM for 20 hours, (S)-(-)-Perillic acid lowers the nuclear incorporation of thymidine by rat SMC in a dose-dependent manner[1]. (S)-(-)-Perillic acid (2.5 mM; 24 hours) halts cell cycle progression in G0/G1 interphase and induces SMC apoptosis[1]. Incorporation of [3H]FOH and [3H]GGOH into specific low molecular weight proteins is inhibited dose-dependently by (S)-(-)-Perillic acid (1.0-3.5 mM; 20 hours)[1]. In H520 cells, (S)-(-)-Perillic acid (0.5 mM; 24 h) raises Bax, Bcl2, p21, and caspase-3 proteins[2].
Cell Viability Assay[2]
| Cell Line | Human lung cancer A549 cell line |
|---|---|
| Concentration | 0-5 mM |
| Incubation Time | 24 hour |
| Result | Inhibited long-term proliferation of A549 cells with an IC50 value of 3.6 mM. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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