Takanawaene B
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| Category | Antibiotics |
| Catalog number | BBF-03098 |
| CAS | 627509-57-3 |
| Molecular Weight | 564.75 |
| Molecular Formula | C32H52O8 |
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Description
Takanawaene B is a pentaene macrolide antibiotic produced by Streptomyces sp. K99-5278. It has the activity of inhibiting the growth of Aspergillus niger, Mucor raceme, Candida albicans and Saccharomyces cerevisiae, with IC50 of 0.94, 44.3, 177.0 and 20.9 µmol/L, respectively.
Specification
| IUPAC Name | (17Z,19Z,21Z,23Z,25Z)-28-ethyl-4,6,10,12,14,16-hexahydroxy-3,15,27-trimethyl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one |
| Canonical SMILES | CCC1C(C=CC=CC=CC=CC=CC(C(C(CC(CC(CCCC(CC(C(C(=O)O1)C)O)O)O)O)O)C)O)C |
| InChI | InChI=1S/C32H52O8/c1-5-31-22(2)15-12-10-8-6-7-9-11-13-18-28(36)23(3)29(37)21-27(35)19-25(33)16-14-17-26(34)20-30(38)24(4)32(39)40-31/h6-13,15,18,22-31,33-38H,5,14,16-17,19-21H2,1-4H3/b7-6-,10-8-,11-9-,15-12-,18-13- |
| InChI Key | LFAOELCAMFCKNU-DISGBCGLSA-N |
Properties
| Appearance | Yellow Powder |
| Antibiotic Activity Spectrum | fungi; yeast |
| Boiling Point | 791.2±60.0°C at 760 mmHg |
| Melting Point | 155°C |
| Density | 1.1±0.1 g/cm3 |
| Solubility | Soluble in Methanol |
Reference Reading
1. Takanawaenes, novel antifungal antibiotics produced by Streptomyces sp. K99-5278. II. Structure elucidation
Takashi Fukuda, Yong-Pil Kim, Kousuke Iizima, Hiroshi Tomoda, Satoshi Omura J Antibiot (Tokyo). 2003 May;56(5):454-8. doi: 10.7164/antibiotics.56.454.
The structures of takanawaenes A, B and C, novel antifungal antibiotics produced by Streptomyces sp. K99-5278, were elucidated by various spectroscopic analyses including UV and NMR, and spectrometric analyses including MS. They have the common skeleton of a 28-membered pentaene macrolide.
2. Takanawaenes, novel antifungal antibiotics produced by Streptomyces sp. K99-5278. I. Taxonomy, fermentation, isolation and biological properties
Yong-Pil Kim, Hiroshi Tomoda, Kousuke Iizima, Takashi Fukuda, Atsuko Matsumoto, Yoko Takahashi, Satoshi Omura J Antibiot (Tokyo). 2003 May;56(5):448-53. doi: 10.7164/antibiotics.56.448.
Three new pentaene macrolides having a 28-membered ring, designated takanawaenes A, B and C, were isolated from the fermentation broth of Streptomyces sp. K99-5278 by solvent extraction, silica-gel column chromatography and HPLC. Takanawaenes showed antifungal activity against Aspergillus niger, Mucor racemosus, Candida albicans and Saccharomyces cerevisiae.
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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 ╳
