PC-766B
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| Category | Antibiotics |
| Catalog number | BBF-03530 |
| CAS | 108375-77-5 |
| Molecular Weight | 777.0 |
| Molecular Formula | C43H68O12 |
| Purity | >95% by HPLC |
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Description
PC-766B is a 16-membered macrolide antibiotic produced by nocardia brasiliensis. It is active against gram-positive bacteria, and some fungi and yeasts, but is inactive against gram-negative bacteria. It shows antitumor activity against murine tumor cells in vitro and in vivo, and weak inhibitory activity against na/K-atpase in vitro.
Specification
| Synonyms | PC 766B |
| Storage | -20°C |
| IUPAC Name | (3E,5Z,7R,8S,9S,11Z,13Z,15S,16R)-16-[(3R,4S)-4-[(2R,4R,5S,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-2-hydroxy-5-methyl-6-[(1E,3E)-penta-1,3-dienyl]oxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one |
| Canonical SMILES | CC=CC=CC1C(C(CC(O1)(C(C)C(C(C)C2C(C=CC=C(CC(C(C(C=C(C=C(C(=O)O2)OC)C)C)O)C)C)OC)O)O)OC3CC(C(C(O3)C)O)O)C |
| InChI | InChI=1S/C43H68O12/c1-12-13-14-17-33-28(6)36(53-37-22-32(44)40(47)31(9)52-37)23-43(49,55-33)30(8)39(46)29(7)41-34(50-10)18-15-16-24(2)19-26(4)38(45)27(5)20-25(3)21-35(51-11)42(48)54-41/h12-18,20-21,26-34,36-41,44-47,49H,19,22-23H2,1-11H3/b13-12+,17-14+,18-15-,24-16-,25-20-,35-21+/t26-,27+,28+,29?,30-,31+,32+,33+,34-,36+,37+,38-,39+,40+,41+,43+/m0/s1 |
| InChI Key | GBRLJEHLCUILHG-KIRYWGJYSA-N |
| Source | Nocardia brasiliensis |
Properties
| Appearance | Light orange solid |
| Antibiotic Activity Spectrum | Gram-positive bacteria; fungi; yeast |
| Solubility | Soluble in ethanol, methanol, DMF or DMSO. |
Reference Reading
1. PC-766B, a new macrolide antibiotic produced by Nocardia brasiliensis. II. Isolation, physico-chemical properties and structure elucidation
S Nabeshima, A Fukui, S Tanaka, K Moriguchi, M Ikemoto, K Kumagai J Antibiot (Tokyo) . 1993 Jul;46(7):1139-44. doi: 10.7164/antibiotics.46.1139.
A new macrolide antibiotic, PC-766B, was isolated from the cells of Nocardia brasiliensis SC-4710 by acetone extraction, and purified by gel filtration, silica gel chromatography, HPLC and TLC. The structure of PC-766B was determined by NMR spectral analysis to be a new class of the hygrolidin family antibiotics. PC-766B had a 16-membered macrocyclic lactone ring, a 6-membered hemiketal ring and a 2-deoxy-D-rhamnose moiety. DL-alpha-Tocopherol, known as an antioxidant agent, significantly improved the stability of PC-766B and prevented the decomposition of PC-766B during the storage of the antibiotic.
2. PC-766B, a new macrolide antibiotic produced by Nocardia brasiliensis. I. Taxonomy, fermentation and biological activity
S Nabeshima, M Fukui, A Fukui, M Fukasawa, K Taya, K Kumagai J Antibiot (Tokyo) . 1993 Jun;46(6):972-8. doi: 10.7164/antibiotics.46.972.
An actinomycete strain SC-4710, a new soil isolate, was found to produce a new macrolide antibiotic, PC-766B. Chemotaxonomic analysis of the producing organism revealed that the cells of SC-4710 had type IV cell wall, type A whole cell sugar pattern, type PII phospholipids, menaquinone MK-8(H4), cellular fatty acids comprising straight-chain saturated, unsaturated and tuberculostearic acids, and mycolic acids. The strain was identified as Nocardia brasiliensis (Lindenberg) Pinoy. The antibiotic, PC-766B, was active against Gram-positive bacteria, and some fungi and yeasts, but inactive against Gram-negative bacteria. It also showed antitumor activity against murine tumor cells in vitro and in vivo, and a weak inhibitory activity against Na+, K(+)-ATPase in vitro.
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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 ╳
