Leptofuranin C

Leptofuranin C

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Category Antibiotics
Catalog number BBF-02247
CAS
Molecular Weight 510.70
Molecular Formula C32H46O5

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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-[2,4-dimethyl-5-[(5E,7E,11Z,13E)-4,6,10,12-tetramethyl-14-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-3-oxotetradeca-5,7,11,13-tetraen-2-yl]oxolan-2-yl]acetaldehyde
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)CC=O
InChI InChI=1S/C32H46O5/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/h9,11-15,17-19,21,24-28,31H,10,16,20H2,1-8H3/b11-9+,14-12+,22-19+,23-18-
InChI Key WEMVPZVMDSGXDU-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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* 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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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