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A 201A is an aminonucleoside antibiotic that is isolated from Streptomyces capreolus. A201A has a unique nucleoside structure with potent antibacterial activities. It is composed of 6-dimethylaminopurine, 3-amino-3-deoxyribose, p-hydroxy-alpha-methylcinnamic acid, a novel unsaturated hexofuranose and 3,4-di-O-methylrhamnose. A201A is inactivated by a phosphotransferase activity from Streptomyces capreolus NRRL 3817, the producing organism. Isolation and molecular characterization of the relevant encoding gene and its DNA flanking regions.
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Physicochemical Properties
| Molecular Formula |
C37H50N6O14
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| Molecular Weight |
802.824700000001
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| Exact Mass |
802.339
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| CAS # |
37305-78-5
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| Related CAS # |
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| PubChem CID |
6441582
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.52g/cm3
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| Index of Refraction |
1.655
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| LogP |
0.038
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| Hydrogen Bond Donor Count |
6
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| Hydrogen Bond Acceptor Count |
18
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| Rotatable Bond Count |
14
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| Heavy Atom Count |
57
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| Complexity |
1400
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| Defined Atom Stereocenter Count |
0
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| SMILES |
COC1C(C)OC(OC/C(=C2/OC(OC3C=CC(/C=C(/C(NC4C(CO)OC(N5C=NC6C(=NC=NC5=6)N(C)C)C4O)=O)\C)=CC=3)C(O)C/2O)/OC)C(O)C1OC
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| InChi Key |
HELPZWNRUYNCJQ-QWJSOBSRSA-N
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| InChi Code |
InChI=1S/C37H50N6O14/c1-17(34(49)41-23-21(13-44)56-35(25(23)45)43-16-40-24-32(42(3)4)38-15-39-33(24)43)12-19-8-10-20(11-9-19)55-37-27(47)26(46)30(57-37)22(50-5)14-53-36-28(48)31(52-7)29(51-6)18(2)54-36/h8-12,15-16,18,21,23,25-29,31,35-37,44-48H,13-14H2,1-7H3,(H,41,49)/b17-12+,30-22-
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| Chemical Name |
(E)-3-[4-[(5Z)-3,4-dihydroxy-5-[2-(3-hydroxy-4,5-dimethoxy-6-methyloxan-2-yl)oxy-1-methoxyethylidene]oxolan-2-yl]oxyphenyl]-N-[5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-2-methylprop-2-enamide
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| Synonyms |
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder-20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Biological Activity
| ln Vitro |
In vitro activity:
Kinase Assay:
Cell Assay: |
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| ln Vivo |
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| Animal Protocol |
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| References |
J Antibiot (Tokyo).2017 Apr;70(4):404-413;J Antibiot (Tokyo).1985 May;38(5):575-86.
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Solubility Data
| Solubility (In Vitro) |
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| Solubility (In Vivo) |
(Please use freshly prepared in vivo formulations for optimal results.)
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| Preparing Stock Solutions |
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1 mg |
5 mg |
10 mg |
| 1 mM |
1.2456 mL |
6.2280 mL |
12.4561 mL |
| 5 mM |
0.2491 mL |
1.2456 mL |
2.4912 mL |
| 10 mM |
0.1246 mL |
0.6228 mL |
1.2456 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles. |
