Eriodermin
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| Category | Others |
| Catalog number | BBF-05653 |
| CAS | 92070-80-9 |
| Molecular Weight | 383.18 |
| Molecular Formula | C17H12Cl2O6 |
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Description
It is a dichlorodepsidone from the lichen erioderma physcioides.
Specification
| Synonyms | 11H-Dibenzo[b,e][1,4]dioxepin-4-carboxaldehyde, 2,7-dichloro-3-hydroxy-8-methoxy-1,6-dimethyl-11-oxo-; 2,8-dichloro-9-hydroxy-3-methoxy-1,7-dimethyl-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde; 4-formyl-2,7-dichloro-3-hydroxy-8-methoxy-1,6-dimethyldi-benzo[b,e][1,4]dioxepin-11-one; Eriodermine |
| IUPAC Name | 2,7-dichloro-3-hydroxy-8-methoxy-1,6-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-4-carbaldehyde |
| Canonical SMILES | CC1=C2C(=C(C(=C1Cl)O)C=O)OC3=C(C(=C(C=C3OC2=O)OC)Cl)C |
| InChI | InChI=1S/C17H12Cl2O6/c1-6-11-16(8(5-20)14(21)13(6)19)25-15-7(2)12(18)9(23-3)4-10(15)24-17(11)22/h4-5,21H,1-3H3 |
| InChI Key | HZFIZEFIKOIHGY-UHFFFAOYSA-N |
Properties
| Appearance | Crystal |
Reference Reading
1. Effects of PACAP and VIP on cAMP-generating system and proliferation of C6 glioma cells
Paulina Sokolowska, Jerzy Z Nowak J Mol Neurosci. 2008 Nov;36(1-3):286-91. doi: 10.1007/s12031-008-9071-9. Epub 2008 May 20.
An identification of PAC1- and VPAC-type receptors in a great number of neoplastic cells gave rise to intensive studies on the biochemical and physiological role of the mentioned peptides in cancers. Our earlier studies focused on effects of pituitary adenylate cyclase-activating peptide (PACAP) and vasoactive intestinal peptide (VIP) in C6 glioma cells have shown their stimulatory receptor-mediated action on the cyclic adenosine monophosphate (cAMP)-generating system. In the present study, we demonstrated that truncated peptides, i.e., PACAP6-38 and VIP6-28, both produced a significant inhibition of the VIP-induced increase in cAMP production, whereas only PACAP6-38 did antagonize the PACAP-38 effect. In contrast to the well-expressed PACAP-38 and VIP effects on cAMP production in C6 cells, helodermin and secretin were poorly active as cAMP stimulators in this cell line, displaying some activity only at a high 5-microM dose. PACAP-38 and, to a lesser extent VIP stimulated the proliferation of C6 glioma cells, which was shown by an increased incorporation of 3H-thymidine into the cells, and the effects of these two peptides were antagonized by PACAP6-38. The truncated PACAP (10 microM) by itself significantly inhibited C6 cell proliferation. The study with the use of forskolin and dibutyryl-cAMP revealed that the growth effects of PACAP were cAMP independent. Our findings suggest that glioma C6 cells possess PAC1- and VPAC-type receptors, but the density of PAC1 seems to be much larger than VPAC receptors. Although the proliferative activity of PACAP and VIP is mediated via the PAC1-type receptor, the signaling cascade underlying this phenomenon does not seem to involve cAMP.
2. Origin and convergent evolution of exendin genes
David M Irwin Gen Comp Endocrinol. 2012 Jan 1;175(1):27-33. doi: 10.1016/j.ygcen.2011.11.025. Epub 2011 Nov 25.
Exendins are secretin hormone-like peptides that are components of the toxins from two venomous lizards, Heloderma suspectum (Gila monster) and Heloderma horridium (Mexican bearded lizard). Exendins-1 and -2 are vasoactive intestinal peptide (VIP)-like, both in sequence and function, while exendins-3 and -4 are glucagon-like peptide-1 (GLP-1)-like. The evolutionary origin of these peptides, and the genes that encode them, has been unclear. Recently, genes orthologous to exendin have been identified in reptiles, birds and amphibians. Analysis of the orthologous sequences demonstrates that the Heloderma exendins diversified by gene duplication from a common exendin ancestor on the Heloderma lineage after divergence from other reptiles, including the anole lizard and Burmese python. In addition, the exendin toxin peptide sequences, but not their pro or signal peptides, have evolved very rapidly on the Heloderma lineage, likely as they adapted to their new function as toxins. Exendins-1 and -2 not only evolved rapidly but their sequences have evolved convergently upon that of VIP, resulting in a doubling of its identity with VIP, while exendins-3 and -4 have retained an ancestral property of being more GLP-1-like sequences. These results suggest that the ancestral role of exendin, which is potentially still retained in some species, had greater similarity with proglucagon-derived peptides or GIP.
3. [M cell in vitro model and its application in oral delivery of macromolecular drugs]
Heng-Fen Li, Jin Zou, Ru-Yu Bai, Yong-Mei Xing, Jin-Mei Nie, Yong Diao Yao Xue Xue Bao. 2011 Dec;46(12):1429-35.
The oral administration of bioactive macromolecular drugs such as proteins, peptides and nucleic acids represents unprecedented challenges from the drug delivery point of view. One key consideration is how to overcome the gastrointestinal tract absorption barrier. Recent studies suggest that microfold cell (M cell), a kind of specialized antigen-sampling epithelial cell which is characterized by a high endocytic rate and low degradation ability, may play an important role in macromolecule oral absorption. The development of an in vitro M cell coculture system and its modified models greatly advanced the study of M cells and the development of oral delivery system for macromolecular drugs. The special structure, function and formation characteristics, and biomarkers of M cell are summarized in this review. The applications of in vitro M cell models in developing oral delivery system ofbioactive macromolecular drugs are discussed.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
