| Field | Specification |
|---|---|
| CAS no. | |
| Applications | |
| Source | Plant — Compositae Seriphidium transiliense Seriphidium transiliense |
| Molecular weight | |
| Molecular formula | C16H26O5 |
| SMILES | |
| Storage | |
| Shipping | |
| Catalog no. (Mfr.) | |
| Main SKU |
Compound Overview
5-epi-Arvestonate A is a sesquiterpenoid isolated from the whole plants of Seriphidium transiliense. It promotes melanogenic production by activating transcription of microphthalmia-associated transcription factor (MITF) and tyrosinase family genes, and it inhibits IFN-γ-chemokine expression through the JAK/STAT signaling pathway in immortalized human keratinocyte (HaCaT) cells[1]. It has the formula C16H26O5 and a molecular weight of 298.37 g/mol.
Physical & Chemical Properties
| CAS Number | 2767066-84-0 |
|---|---|
| Molecular Formula | C16H26O5 |
| Molecular Weight | 298.37 g/mol |
| Structure Classification | Terpenoids Sesquiterpenes |
| SMILES | C[C@@]1([C@@H](CCC([C@]1([C@H]2O)O)=C)O)CC[C@@]2([H])[C@@H](C)C(OC)=O |
| Signaling Pathway | Metabolic Enzyme/Protease |
| Initial Source | Plant — Compositae Seriphidium transiliense Seriphidium transiliense |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| 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 your institution's chemical hygiene plan.
In Vitro
5-epi-Arvestonate A (50 μM; 48 h) turns on transcription of tyrosinase family genes and of microphthalmia-associated transcription factor (MITF) in murine melanoma (B16) cells[1]. In murine melanoma (B16) cells, 5-epi-Arvestonate A (50 μM; 48 h) raises both mRNA and protein levels of TRP-1, TRP-2, TYR, and MITF[1]. In IFN-γ-activated HaCaT cells, 5-epi-Arvestonate A (10 μM, 50 μM; 24 h) disrupts IFN-γ-chemokine and CXCL10/9 production via the JAK/STAT signal pathway[1].
Western Blot Analysis[1]
| Cell Line | Murine melanoma (B16) cells; IFN-γ-activated HaCaT cells |
|---|---|
| Concentration | 1, 10, 50 μM |
| Incubation Time | 24 hours and 48 hours |
| Result | Increased the protein level of TRP-1, TRP-2, TYR, and MITF at 50 μM concentration in murine melanoma (B16) cells. Decreased the protein level of IFN-γ, CXCL9/10 in IFN-γ-activated HaCaT cells for 24 hr. |
Cell Viability Assay[1]
| Cell Line | Murine melanoma (B16) cells |
|---|---|
| Concentration | 1, 10, 50 μM |
| Incubation Time | 48 hours |
| Result | Increased the viability of B16, increased the levels of both relative melanin content and relative tyrosinase activity. |
Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.
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