2-Hydroxyaclacinomycin A
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| Category | Antibiotics |
| Catalog number | BBF-00983 |
| CAS | 79127-36-9 |
| Molecular Weight | 827.87 |
| Molecular Formula | C42H53NO16 |
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Description
2-Hydroxyaclacinomycin A is an anthracycline antibiotic produced by Strptomyces galilaeus AM144-M1 mutant strain KE303. It has the activity of inhibiting leukemia L-1210 cells, and the IC50 for RNA and DNA synthesis is 0.10 μg/mL and 0.95 μg/mL, respectively.
Specification
| Synonyms | 1-Naphthacenecarboxylic acid, 2-ethyl-1,2,3,4,6,11-hexahydro-2,5,7,9-tetrahydroxy-6,11-dioxo-4-((2,3,6-trideoxy-4-O-(2,6-dideoxy-4-O-((2R-trans)-tetrahydro-6- |
| IUPAC Name | methyl 4-[4-(dimethylamino)-5-[4-hydroxy-6-methyl-5-(6-methyl-5-oxooxan-2-yl)oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-2-ethyl-2,5,7,9-tetrahydroxy-6,11-dioxo-3,4-dihydro-1H-tetracene-1-carboxylate |
| Canonical SMILES | CCC1(CC(C2=C(C3=C(C=C2C1C(=O)OC)C(=O)C4=C(C3=O)C(=CC(=C4)O)O)O)OC5CC(C(C(O5)C)OC6CC(C(C(O6)C)OC7CCC(=O)C(O7)C)O)N(C)C)O |
| InChI | InChI=1S/C42H53NO16/c1-8-42(52)16-28(33-21(35(42)41(51)53-7)13-23-34(38(33)50)37(49)32-22(36(23)48)11-20(44)12-26(32)46)57-30-14-24(43(5)6)39(18(3)55-30)59-31-15-27(47)40(19(4)56-31)58-29-10-9-25(45)17(2)54-29/h11-13,17-19,24,27-31,35,39-40,44,46-47,50,52H,8-10,14-16H2,1-7H3 |
| InChI Key | OPLSIDPSRWNQIH-UHFFFAOYSA-N |
Properties
| Appearance | Red Powder |
| Boiling Point | 942.6±65.0 °C at 760 mmHg |
| Melting Point | 165-167°C |
| Density | 1.5±0.1 g/cm3 |
Reference Reading
1. Anthracycline antibiotic 2-hydroxyaclacinomycins. II. Production of 2-hydroxyaclacinomycins A and B by a new recombinant strain and their antitumor activities
A Yoshimoto, O Johdo, T Ishikura, T Takeuchi Jpn J Antibiot. 1991 Mar;44(3):277-86.
Anthracycline antibiotics 2-hydroxyaclacinomycins A and B were isolated and purified from the culture broth of a recombinant strain which was produced by protoplast fusion of two aclacinomycin-blocked mutants. 2-Hydroxyaclacinomycin B is a new compound for which chemical structure and the biological activity in vitro were determined. 2-Hydroxyaclacinomycins had a stronger antitumor activity against murine leukemic L1210 cells in mice than the parent antibiotic aclacinomycins.
2. Anthracycline antibiotic 2-hydroxyaclacinomycins. I. 2-Hydroxyaclacinomycin-producing recombinant obtained from aclacinomycin-blocked mutants of Streptomyces galilaeus by a technique of protoplast fusion
A Yoshimoto, O Johdo, T Ishikura, T Takeuchi Jpn J Antibiot. 1991 Mar;44(3):269-76.
The technique of protoplast fusion which optimized prototrophic recombination in aclacinomycin-producing Streptomyces galilaeus was studied and applied to the construction of new anthracycline analog-producing recombinant upon genetic cross of two specific mutants blocked in aclacinomycin biosynthesis. Thus, 2-hydroxyaclacinomycin-producing recombinant was obtained by the protoplast fusion.
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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 ╳
