Leptofuranin A
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| Category | Antibiotics |
| Catalog number | BBF-02245 |
| CAS | |
| Molecular Weight | 512.72 |
| Molecular Formula | C32H48O5 |
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Description
It is produced by the strain of Str. tanashiensis. At low concentrations, it causes the stagnation of normal cells, but it can cause the death of transformed cells.
Specification
| IUPAC Name | 2-[(1E,3Z,7E,9E)-13-[5-(2-hydroxyethyl)-3,5-dimethyloxolan-2-yl]-3,5,9,11-tetramethyl-12-oxotetradeca-1,3,7,9-tetraenyl]-3-methyl-2,3-dihydropyran-6-one |
| Canonical SMILES | CC1CC(OC1C(C)C(=O)C(C)C=C(C)C=CCC(C)C=C(C)C=CC2C(C=CC(=O)O2)C)(C)CCO |
| InChI | InChI=1S/C32H48O5/c1-21(18-23(3)12-14-28-24(4)13-15-29(34)36-28)10-9-11-22(2)19-25(5)30(35)27(7)31-26(6)20-32(8,37-31)16-17-33/h9,11-15,18-19,21,24-28,31,33H,10,16-17,20H2,1-8H3/b11-9+,14-12+,22-19+,23-18- |
| InChI Key | RKBWUDATVXYABU-YGIRKTDUSA-N |
Properties
| Appearance | Colorless Oily Matter |
| Solubility | Soluble in Methanol |
Reference Reading
1. Studies on new antitumor antibiotics, leptofuranins A, B, C and D II. Physiocochemical properties and structure elucidation
Y Hayakawa, K Sohda, H Seto J Antibiot (Tokyo). 1996 Oct;49(10):980-4. doi: 10.7164/antibiotics.49.980.
The structures of new antitumor antibiotics, leptofuranins A, B, C and D were elucidated to be as shown in Fig. 1 by NMR spectral analysis including a variety of two-dimensional techniques. The leptofuranins are novel leptomycin-related substances containing a tetrahydrofuran ring. Leptofuranins C and D were revealed to be in tautomeric isomerism and their relative stereochemistries were analyzed by NOESY experiments.
2. Studies on new antitumor antibiotics, leptofuranins A, B, C and D.I. Taxonomy, fermentation, isolation and biological activities
Y Hayakawa, K Sohda, K Furihata, T Kuzuyama, K Shin-ya, H Seto J Antibiot (Tokyo). 1996 Oct;49(10):974-9. doi: 10.7164/antibiotics.49.974.
The retinoblastoma protein (pRB) is inactivated in a wide variety of human cancers. In the course of our screening for antitumor antibiotics by using pRB-inactivated cells, an actinomycete identified as Streptomyces tanashiensis was found to produce four new active substances, leptofuranins A, B, C and D. The leptofuranins arrested the growth of normal cells and induced apoptotic cell death against tumor cells and cells transformed with the adenovirus E1A gene.
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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 ╳
