Takanawaene C
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| Category | Antibiotics |
| Catalog number | BBF-03099 |
| CAS | 627509-58-4 |
| Molecular Weight | 578.77 |
| Molecular Formula | C33H54O8 |
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Description
Takanawaene C is a pentaene macrolide antibiotic produced by Streptomyces sp. K99-5278. It inhibits the growth of Saccharomyces cerevisiae with IC50 of 28.7 µmol/L.
Specification
| IUPAC Name | (17Z,19Z,21Z,23Z,25Z)-4,6,10,12,14,16-hexahydroxy-3,15,27-trimethyl-28-propan-2-yl-1-oxacyclooctacosa-17,19,21,23,25-pentaen-2-one |
| Canonical SMILES | CC1C=CC=CC=CC=CC=CC(C(C(CC(CC(CCCC(CC(C(C(=O)OC1C(C)C)C)O)O)O)O)O)C)O |
| InChI | InChI=1S/C33H54O8/c1-22(2)32-23(3)15-12-10-8-6-7-9-11-13-18-29(37)24(4)30(38)21-28(36)19-26(34)16-14-17-27(35)20-31(39)25(5)33(40)41-32/h6-13,15,18,22-32,34-39H,14,16-17,19-21H2,1-5H3/b7-6-,10-8-,11-9-,15-12-,18-13- |
| InChI Key | IAGPWEVRXPPSEQ-DISGBCGLSA-N |
Properties
| Appearance | Yellow Powder |
| Antibiotic Activity Spectrum | yeast |
| Melting Point | 156°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. 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.
2. 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.
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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 ╳
