1-Hydroxyoxaunomycin
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| Category | Antibiotics |
| Catalog number | BBF-01019 |
| CAS | 145165-10-2 |
| Molecular Weight | 531.51 |
| Molecular Formula | C26H29NO11 |
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Description
1-Hydroxyoxaunomycin [1-hydroxy-D788-7] is an antibiotic produced by bioconversion of natural anthracyclinones. It inhibits U210 cell growth, DNA synthesis and RNA synthesis with IC50 of 0.0005 μg/mL, 1.00 μg/mL and 0.76 μg/mL respectively.
Specification
| Synonyms | 3-ethyl-3,4,5,7,10,12-hexahydroxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxyhexopyranoside |
| IUPAC Name | 7-(4-amino-5-hydroxy-6-methyloxan-2-yl)oxy-9-ethyl-1,4,6,9,10,11-hexahydroxy-8,10-dihydro-7H-tetracene-5,12-dione |
| Canonical SMILES | CCC1(CC(C2=C(C1O)C(=C3C(=C2O)C(=O)C4=C(C=CC(=C4C3=O)O)O)O)OC5CC(C(C(O5)C)O)N)O |
| InChI | InChI=1S/C26H29NO11/c1-3-26(36)7-12(38-13-6-9(27)20(30)8(2)37-13)16-19(25(26)35)24(34)18-17(23(16)33)21(31)14-10(28)4-5-11(29)15(14)22(18)32/h4-5,8-9,12-13,20,25,28-30,33-36H,3,6-7,27H2,1-2H3 |
| InChI Key | UZVYYCCZQKTPPG-UHFFFAOYSA-N |
Properties
| Appearance | Fuchsia Powder |
| Boiling Point | 719°C at 760 mmHg |
| Melting Point | 249-253°C |
| Density | 1.7 g/cm3 |
Reference Reading
1. Production of new anthracycline antibiotics 1-hydroxy-oxaunomycin and 6-deoxyoxaunomycin by limited biosynthetic conversion using a daunorubicin-negative mutant
A Yoshimoto, O Johdo, H Tone, R Okamoto, H Naganawa, T Sawa, T Takeuchi J Antibiot (Tokyo). 1992 Oct;45(10):1609-17. doi: 10.7164/antibiotics.45.1609.
A limited biosynthetic conversion of some known anthracyclinones using a specific daunorubicin-nonproducing mutant provided four new anthracycline antibiotics: 1-Hydroxy-10-methoxycarbonyl-13-deoxocarminomycin; 1-hydroxy-13-deoxocarminomycin; 1-hydroxyoxaunomycin and 6-deoxyoxaunomycin. Their isolation and purification from bioconversion broth, structural determination and antitumor activities against leukemic L1210 cells are described.
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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 ╳
