Elsinochrome D
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| Category | Enzyme inhibitors |
| Catalog number | BBF-01209 |
| CAS | 32500-05-3 |
| Molecular Weight | 546.52 |
| Molecular Formula | C30H26O10 |
| Purity | ≥98% |
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Description
It is produced by the strain of Elsinoe annonae, Sphaceloma randii. It's the same as Hypericin, it has photodynamic activity and inhibits protein kinase C activity.
Specification
| Synonyms | 12,13-Dihydro-2-hydroxy-12,13-bis(1-hydroxyethyl)-1,5,6-trimethoxybenzo[1,12]perylo[2,3-d][1,3]dioxole-3,8-dione |
| IUPAC Name | 9-hydroxy-12,13-bis(1-hydroxyethyl)-5,10,23-trimethoxy-16,18-dioxaheptacyclo[12.11.0.02,11.03,8.04,24.015,19.020,25]pentacosa-1(14),2(11),3(8),4(24),5,9,15(19),20(25),22-nonaene-7,21-dione |
| Canonical SMILES | CC(C1C(C2=C3C4=C1C5=C(C6=C4C(=C7C3=C(C(=O)C=C7OC)C(=C2OC)O)C(=CC6=O)OC)OCO5)C(C)O)O |
| InChI | InChI=1S/C30H26O10/c1-9(31)15-16(10(2)32)26-24-22-18(29-30(26)40-8-39-29)12(34)7-14(37-4)20(22)19-13(36-3)6-11(33)17-21(19)23(24)25(15)28(38-5)27(17)35/h6-7,9-10,15-16,31-32,35H,8H2,1-5H3 |
| InChI Key | XTUOJTVJFBXHSI-UHFFFAOYSA-N |
Properties
| Appearance | Orange Crystal |
| Melting Point | 159-161 °C |
Reference Reading
1. Toxicity assessment of metabolites of fungal biocontrol agents using two different (Artemia salina and Daphnia magna) invertebrate bioassays
M Favilla, L Macchia, A Gallo, C Altomare Food Chem Toxicol. 2006 Nov;44(11):1922-31. doi: 10.1016/j.fct.2006.06.024. Epub 2006 Jul 13.
Fungal biocontrol agents (BCAs) have been marketed for control of crop pests, weeds, and diseases. However, BCAs may produce toxic metabolites, whose presence in the formulated products, in the crops and in the environment should be considered along with the associated risk. Two invertebrate models, viz. Artemia salina and Daphnia magna were used to assess the acute toxicity of seven BCA metabolites, characterized by different chemical nature and mode of action, namely alamethicin (ALA), paracelsin (PCS), antiamoebin (AAM), gliotoxin (GTX), destruxin A (DA), oosporein (OOS), and elsinochrome A (EA). The two invertebrates were very sensitive to all the metabolites examined, except OOS. The LC50s after 24 and 36 h exposures showed the following toxicity ranks: A. salina, DA > ALA > EA > GTX > AAM > PCS (LC50s ranging from 9.78 to 40.84 microg/ml at 24 h and from 2.92 to 18.56 microg/ml at 36 h); D. magna, DA > GTX = EA > ALA > PCS > AAM (LC50s ranging from 0.20 to 24.41 microg/ml at 24h and from 0.16 to 11.98 microg/ml at 36 h). LC50 of OOS to D. magna increased dramatically in 36 h exposure, compared to 24 h exposures (5.84 and 68.40 microg/ml, respectively). A. salina and D. magna proved to be suitable models for rapid and inexpensive screening of toxicity of BCAs at an early stage of product development.
2. Elsinopirins A-D, Decalin Polyketides from the Ascomycete Elsinoё pyri
Frank Surup, Kathrin Pommerehne, Hans-Josef Schroers, Marc Stadler Biomolecules. 2018 Feb 5;8(1):8. doi: 10.3390/biom8010008.
In course of our screening for new secondary metabolites from ecological niche specialized, phytopathogenic fungi, the plant pathogen Elsinoё pyri, strain 2203C, was found to produce four novel compounds (1-4), which were named elsinopirins A-D, in addition to the known metabolite elsinochrome A (5). After isolation by preparative high-performance liquid chromatography (HPLC), their structures, including relative stereochemistry, were elucidated by 1D and 2D nuclear magnetic resonance (NMR) and mass spectrometry (MS) data. Finally, absolute stereochemistry was assigned by chemical shifts of Mosher's esters (α-methoxy-α-trifluoromethylphenylacetic acid; MTPA) derivatives of elsinopirin B (2). The compounds were found to be devoid of significant antibacterial, antifungal, and cytotoxic activities.
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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 ╳
