Demethylolivomycin B
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| Category | Antibiotics |
| Catalog number | BBF-00827 |
| CAS | 86917-63-7 |
| Molecular Weight | 1155.19 |
| Molecular Formula | C55H78O26 |
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Description
Demethylolivomycin B is an antitumor antibiotic produced by Streptomyces aburaviensis. It has weak anti-Gram-positive bacteria and anti-tumor activity.
Specification
| Synonyms | Olivomycin D, 3D-(4-O-acetyl-2,6-dideoxy-3-C-methyl-alpha-L-arabino-hexopyranosyl)-4B-demethyl- |
| IUPAC Name | [6-[[6-[4-[4-(5-acetyloxy-4-hydroxy-4,6-dimethyloxan-2-yl)oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-7-(3,4-dihydroxy-1-methoxy-2-oxopentyl)-4,10-dihydroxy-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-4-(4,5-dihydroxy-6-methyloxan-2-yl)oxy-2-methyloxan-3-yl] acetate |
| Canonical SMILES | CC1C(C(CC(O1)OC2CC(OC(C2OC(=O)C)C)OC3=CC(=C4C(=C3)C=C5CC(C(C(=O)C5=C4O)OC6CC(C(C(O6)C)O)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)OC(=O)C)(C)O)C(C(=O)C(C(C)O)O)OC)O)O)O |
| InChI | InChI=1S/C55H78O26/c1-20(56)44(61)50(67)52(69-10)31-13-29-11-28-12-30(77-38-18-36(51(24(5)73-38)75-26(7)57)80-37-15-33(60)45(62)21(2)70-37)14-32(59)42(28)48(65)43(29)49(66)53(31)81-40-17-34(46(63)23(4)72-40)78-39-16-35(47(64)22(3)71-39)79-41-19-55(9,68)54(25(6)74-41)76-27(8)58/h11-12,14,20-25,31,33-41,44-47,51-54,56,59-65,68H,13,15-19H2,1-10H3 |
| InChI Key | OWKNXUZSQLJLDM-UHFFFAOYSA-N |
Properties
| Appearance | Orange Powder |
| Antibiotic Activity Spectrum | Gram-positive bacteria; neoplastics (Tumor) |
| Boiling Point | 1160.6°C at 760 mmHg |
| Melting Point | 167.5-169°C |
| Density | 1.46 g/cm3 |
Reference Reading
1. New aureolic acid antibiotics. II. Structure determination
M Koenuma, Y Yoshimura, K Matsumoto, Y Terui J Antibiot (Tokyo). 1988 Jan;41(1):68-72. doi: 10.7164/antibiotics.41.68.
Structure determination using NMR spectroscopy of new aureolic acid analogues, demethylchromomycins A2 and A3 and demethylolivomycins A and B produced by Streptomyces aburaviensis PA-39856, is described.
2. NMR studies of chromomycins, olivomycins, and their derivatives
Y Yoshimura, M Koenuma, K Matsumoto, K Tori, Y Terui J Antibiot (Tokyo). 1988 Jan;41(1):53-67. doi: 10.7164/antibiotics.41.53.
Detailed studies on the 13C and 1H NMR spectra of chromomycins A2 and A3, olivomycins A and B, and their derivatives clarified the assignment of many signals which had been unassigned or erroneously reported in the literatures. The revised assignments for chromomycin A3 and olivomycin A include the assignment of a key 13C signal used to discuss the saccharide linkage in question. Structure analyses based on the revised assignments support the alpha,1----3-bond between components of the disaccharide moiety in the molecules. Some general information useful for structure analysis of saccharides is also reported.
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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 ╳
