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AdipoGen Life Sciences
Secalonic acid F
120
CHF
CHF 120.00
In stock
AG-CN2-0488-M0011 mgCHF 120.00
Product Details | |
---|---|
Synonyms | SAF; Ergochrome BE |
Product Type | Chemical |
Properties | |
Formula |
C32H30O14 |
MW | 638.6 |
Merck Index | 14: 8418 |
CAS | 60687-07-2 |
Source/Host Chemicals | Isolated from Penicillium oxalicum. |
Purity Chemicals | ≥95% (HPLC) |
Appearance | Yellow solid. |
Solubility | Soluble in DMSO, ethanol or methanol. |
InChi Key | DRYDKQOPVBDZMQ-WVMRRKDFSA-N |
Smiles | OC1=C2[C@](OC3=CC=C(C4=C(O)C(C(C5=C(O)C[C@H](C)[C@H](O)[C@]5(C(OC)=O)O6)=O)=C6C=C4)C(O)=C3C2=O)(C(OC)=O)[C@H](O)[C@@H](C)C1 |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice |
Keep cool and dry. Protect from moisture and oxygen. |
Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Mycotoxin. Common contaminant in corn and other grains. Hybrid dimer of Blennolide A and B.
- Cytotoxic anticancer compound. Reported to induce apoptosis by modulating RhoGDI 2 levels in HL60 cells.
- Protein tyrosine phosphatase 1B (PTP1B) inhibitor (IC50=9.6μM). PTP1B is thought to function as a negative regulator of insulin and leptin signal transduction and therefore being involved in type 2 diabetes and obesity pathology.
- Antimicrobial agent against Bacillus megaterium.
- Allelopathic agent.
Product References
- Secalonic acids D and F are toxic metabolites of Aspergillus aculeatus: R. Andersen, et al.; J. Org. Chem. 42, 352 (1977)
- Cytostatic activity of naturally isolated isomers of secalonic acids and their chemically rearranged dimers: I. Kurobane, et al.; Drugs Exp. Clin. Res. 13, 339 (1987)
- Physiological and biochemical mechanism of allelopathy of secalonic acid F on higher plants: R.S. Zeng, et al.; Agron. J. 93, 72 (2001)
- Differential proteomic analysis of HL60 cells treated with secalonic acid F reveals caspase 3-induced cleavage of Rho GDP dissociation inhibitor 2: N. Li, et al.; Oncol. Rep. 28, 2016 (2012)
- Asperdichrome, an unusual dimer of tetrahydroxanthone through an ether bond, with protein tyrosine phosphatase 1B inhibitory activity, from the Okinawan freshwater Aspergillus sp. TPU1343: H. Yamazaki, et al.; Tetrahed. Lett. 57, 732 (2016)