4-O-Demethyl-11-deoxydaunorubicin
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| Category | Antibiotics |
| Catalog number | BBF-02024 |
| CAS | |
| Molecular Weight | 497.49 |
| Molecular Formula | C26H27NO9 |
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Description
4-O-Demethyl-11-deoxydaunorubicin is an anthracycline antibiotic produced by Streptomyces peucetius var aureus 416 F. I. It has anti-gram-positive bacteria, negative bacteria and tumor activity.
Specification
| IUPAC Name | (7R,9S)-9-acetyl-7-[(2R,4R,5R,6R)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-4,6,9-trihydroxy-8,10-dihydro-7H-tetracene-5,12-dione |
| Canonical SMILES | CC1C(C(CC(O1)OC2CC(CC3=CC4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5O)(C(=O)C)O)N)O |
| InChI | InChI=1S/C26H27NO9/c1-10-22(30)15(27)7-18(35-10)36-17-9-26(34,11(2)28)8-12-6-14-21(24(32)19(12)17)25(33)20-13(23(14)31)4-3-5-16(20)29/h3-6,10,15,17-18,22,29-30,32,34H,7-9,27H2,1-2H3/t10-,15-,17-,18+,22+,26+/m1/s1 |
| InChI Key | IVTIJSPMQMJSEQ-YZLIVNITSA-N |
Properties
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria; neoplastics (Tumor) |
| Boiling Point | 731.7±60.0°C at 760 mmHg |
| Density | 1.6±0.1 g/cm3 |
Reference Reading
1. New anthracycline glycosides: 4-O-demethyl-11-deoxydoxorubicin and analogues from Streptomyces peucetius var. aureus
G Cassinelli, G Rivola, D Ruggieri, F Arcamone, A Grein, S Merli, C Spalla, A M Casazza, A Di Marco, G Pratesi J Antibiot (Tokyo). 1982 Feb;35(2):176-83. doi: 10.7164/antibiotics.35.176.
The new anthracyclines 4-O-demethyl-11-deoxydoxorubicin, 4-O-demethyl-11-deoxydaunorubicin along with its 13-dihydro and 13-deoxo analogues are the main components of the anthracycline complex produced by cultures of Streptomyces peucetius var. aureus. They were isolated by solvent partition, separated by column chromatography and characterized by chemical and physical methods. Among these new anthracyclines, displaying antibacterial and cytotoxic activity "in vitro", 4-O-demethyl-11-deoxydoxorubicin and the corresponding daunorubicin analogue were also active against experimental tumors.
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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 ╳
