Secalonic acid F
Product Code: AG-CN2-0488
Product Group: Natural Products and Extracts
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0488-M001 | 1 mg | £105.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Storage:
Short Term: 4°C Long Term: -20°C
Documents
Further Information
Alternate Names/Synonyms:
SAF; Ergochrome BE
Appearance:
Yellow solid.
CAS:
60687-07-2
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.Protect from moisture and oxygen.
Hazards:
H302, H312, H319
InChi:
InChI=1S/C32H30O14/c1-11-9-15(33)21-25(37)19-17(45-31(21,27(11)39)29(41)43-3)7-5-13(23(19)35)14-6-8-18-20(24(14)36)26(38)22-16(34)10-12(2)28(40)32(22,46-18)30(42)44-4/h5-8,11-12,27-28,33-36,39-40H,9-10H2,1-4H3/t11-,12-,27-,28+,31?,32?/m0/s1
InChiKey:
DRYDKQOPVBDZMQ-WVMRRKDFSA-N
Long Description:
Chemical. CAS: 60687-07-2. Formula: C32H30O14. MW: 638.6. Isolated from Penicillium oxalicum. 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.
MDL:
N/A
Molecular Formula:
C32H30O14
Molecular Weight:
638.6
Package Type:
Vial
Precautions:
P280, P301, P312, P302, P352, P305, P351, P338
Product 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.
Purity:
>95% (HPLC)
Signal Word:
Warning
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
Solubility Chemicals:
Soluble in DMSO, ethanol or methanol.
Source / Host:
Isolated from Penicillium oxalicum.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352211
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
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)