Deacetylchromomycin A3
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| Category | Others |
| Catalog number | BBF-05543 |
| CAS | 6992-71-8 |
| Molecular Weight | 1141.21 |
| Molecular Formula | C55H80O25 |
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Description
It is produced by the strain of marine-derived Streptomyces sp. SNB-005.
Specification
| Synonyms | Deacetyl Chromomycin A3; (2R,3R,4R,6S)-6-(((6S,7S)-7-((1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl)-6-(((2S,4S,5R,6R)-4-(((2S,4S,5R,6R)-4-(((2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-5-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4,10-dihydroxy-3-methyl-5-oxo-5,6,7,8-tetrahydroanthracen-2-yl)oxy)-4-(((2R,4R,5S,6R)-4-hydroxy-5-methoxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-methyltetrahydro-2H-pyran-3-yl acetate; (1S)-1-C-[(2S,3S)-7-{[4-O-Acetyl-2,6-dideoxy-3-O-(2,6-dideoxy-4-O-methyl-alpha-D-arabino-hexopyranosyl)-beta-D-arabino-hexopyranosyl]oxy}-3-{[2,6-dideoxy-3-C-methyl-alpha-L-ribo-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->3)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-5,10-dihydroxy-6-methyl-4-oxo-1,2,3,4-tetrahydro-2-anthracenyl]-5-deoxy-1-O-methyl-D-xylulose; Olivomycin D, 3D-O-(2,6-Dideoxy-3-C-methyl-α-L-arabino-hexopyranosyl)-7-methyl-; NSC 270051 |
| IUPAC Name | [(2R,3R,4R,6S)-6-[[(6S,7S)-6-[(2S,4S,5R,6R)-4-[(2S,4S,5R,6R)-4-[(2S,4R,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]oxy-7-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-4,10-dihydroxy-3-methyl-5-oxo-7,8-dihydro-6H-anthracen-2-yl]oxy]-4-[(2R,4R,5S,6R)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-2-methyloxan-3-yl] acetate |
| Canonical SMILES | CC1C(C(CC(O1)OC2C(CC3=C(C2=O)C(=C4C(=C3)C=C(C(=C4O)C)OC5CC(C(C(O5)C)OC(=O)C)OC6CC(C(C(O6)C)OC)O)O)C(C(=O)C(C(C)O)O)OC)OC7CC(C(C(O7)C)O)OC8CC(C(C(O8)C)O)(C)O)O |
| InChI | InChI=1S/C55H80O25/c1-20-32(76-38-18-35(51(25(6)73-38)75-27(8)57)79-36-15-31(58)50(68-10)24(5)72-36)14-29-12-28-13-30(52(69-11)49(65)44(60)21(2)56)53(48(64)42(28)47(63)41(29)43(20)59)80-39-17-33(45(61)23(4)71-39)77-37-16-34(46(62)22(3)70-37)78-40-19-55(9,67)54(66)26(7)74-40/h12,14,21-26,30-31,33-40,44-46,50-54,56,58-63,66-67H,13,15-19H2,1-11H3/t21-,22-,23-,24-,25-,26+,30+,31-,33+,34+,35-,36-,37+,38+,39+,40+,44+,45-,46-,50-,51-,52+,53+,54+,55-/m1/s1 |
| InChI Key | RQEUIHLBZLSDQY-CKOIAXBBSA-N |
Properties
| Boiling Point | 1149.3±65.0°C at 760 mmHg |
| Density | 1.4±0.1 g/cm3 |
Reference Reading
1. Chromomycin SA analogs from a marine-derived Streptomyces sp
Youcai Hu, Ana Paula D M Espindola, Nathan A Stewart, Shuguang Wei, Bruce A Posner, John B MacMillan Bioorg Med Chem. 2011 Sep 1;19(17):5183-9. doi: 10.1016/j.bmc.2011.07.013. Epub 2011 Jul 20.
Two chromomycin SA analogs, chromomycin SA(3) and chromomycin SA(2), along with deacetylchromomycin A(3) and five previously reported chromomycin analogs were isolated from a marine-derived Streptomyces sp. The structures of the new compounds were determined by spectroscopic methods including 1D and 2D NMR techniques, HRMS and chemical methods. Chromomycin SA(3) and chromomycin SA(2) are the first naturally occuring chromomycin analogs with truncated side-chains. Biological evaluation of chromomycin analogs for cytotoxicity against two non-small cell lung cancer (NSCLC) cell-lines, A549 and HCC44, demonstrated a decrease in cytotoxicity for the truncated sides chain chromomycin analogs.
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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 ╳
