FE35A
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| Category | Antibiotics |
| Catalog number | BBF-03540 |
| CAS | |
| Molecular Weight | 549.57 |
| Molecular Formula | C30H31NO9 |
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Description
It is an apoptosis inducer originally isolated from Streptomyces rochei 3218-GM-2. FE35A was cytotoxic to U937 leukemia cells with IC50 of 3.7 nmol/L.
Specification
| IUPAC Name | N-[2-(8-ethenyl-1-hydroxy-10,12-dimethoxy-6-oxonaphtho[1,2-c]isochromen-4-yl)-3,5-dihydroxy-6-methyloxan-4-yl]-N-methylacetamide |
| Canonical SMILES | CC1C(C(C(C(O1)C2=C3C(=C(C=C2)O)C(=CC4=C3OC(=O)C5=C4C(=CC(=C5)C=C)OC)OC)O)N(C)C(=O)C)O |
| InChI | InChI=1S/C30H31NO9/c1-7-15-10-18-22(20(11-15)37-5)17-12-21(38-6)24-19(33)9-8-16(23(24)28(17)40-30(18)36)29-27(35)25(31(4)14(3)32)26(34)13(2)39-29/h7-13,25-27,29,33-35H,1H2,2-6H3 |
| InChI Key | LFLUKKBCPUVQAB-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Powder |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 849.2±65.0°C at 760 mmHg |
| Melting Point | 228-231°C |
| Density | 1.4±0.1 g/cm3 |
Reference Reading
1. Characterization of the TDP-D-ravidosamine biosynthetic pathway: one-pot enzymatic synthesis of TDP-D-ravidosamine from thymidine-5-phosphate and glucose-1-phosphate
Madan K Kharel, Hui Lian, Jürgen Rohr Org Biomol Chem. 2011 Mar 21;9(6):1799-808. doi: 10.1039/c0ob00854k. Epub 2011 Jan 24.
Ravidomycin V and related compounds, e.g., FE35A-B, exhibit potent anticancer activities against various cancer cell lines in the presence of visible light. The amino sugar moieties (D-ravidosamine and its analogues, respectively) in these molecules contribute to the higher potencies of ravidomycin and analogues when compared to closely related compounds with neutral or branched sugars. Within the ravidomycin V biosynthetic gene cluster, five putative genes encoding NDP-D-ravidosamine biosynthetic enzymes were identified. Through the activities of the isolated enzymes in vitro, it is demonstrated that ravD, ravE, ravIM, ravAMT and ravNMT encode TDP-D-glucose synthase, TDP-4-keto-6-deoxy-D-glucose-4,6-dehydratase, TDP-4-keto-6-deoxy-D-glucose-3,4-ketoisomerase, TDP-3-keto-6-deoxy-D-galactose-3-aminotransferase, and TDP-3-amino-3,6-dideoxy-D-galactose-N,N-dimethyl-transferase, respectively. A protocol for a one-pot enzymatic synthesis of TDP-D-ravidosamine has been developed. The results presented here now set the stage to produce TDP-D-ravidosamine routinely for glycosylation studies.
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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 ╳
