Saquayamycin C
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| Category | Antibiotics |
| Catalog number | BBF-02880 |
| CAS | 99260-70-5 |
| Molecular Weight | 824.86 |
| Molecular Formula | C43H52O16 |
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Description
It is produced by the strain of Str. nodosus MH190-16F3. It has antimicrobial effect, but it has weaker effect against gram-negative bacteria. It has inhibitory effect on leukemia P388 cells and adriamycin-resistant P388 cells.
Specification
| Synonyms | Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-4-O-[(2R,6S)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-b-D-arabino-hexopyranosyl]-3,4,4a,12b-tetrahydro-4a,8,12b-trihydroxy-3-methyl-3-[[(2S,5S,6S)-tetrahydro-6-methyl-5-[[(2R,6S)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]oxy]-2H-pyran-2-yl]oxy]-, (3R,4aR,12bS)-; Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-4-O-[(2R-trans)-tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl]-b-D-arabino-hexopyranosyl]-3,4,4a,12b-tetrahydro-4a,8,12b-trihydroxy-3-methyl-3-[[tetrahydro-6-methyl-5-[(tetrahydro-6-methyl-5-oxo-2H-pyran-2-yl)oxy]-2H-pyran-2-yl]oxy]-, [2S-[2a(3S*,4aS*,12bR*),5b(2S*,6R*),6b]]- |
| IUPAC Name | (3R,4aR,12bS)-4a,8,12b-trihydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]-3-methyl-3-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione |
| Canonical SMILES | CC1C(CCC(O1)OC2(CC(=O)C3(C4=C(C=CC3(C2)O)C(=O)C5=C(C4=O)C=CC(=C5O)C6CC(C(C(O6)C)OC7CCC(=O)C(O7)C)O)O)C)OC8CCC(=O)C(O8)C |
| InChI | InChI=1S/C43H52O16/c1-19-26(44)8-11-32(54-19)57-29-10-13-34(56-21(29)3)59-41(5)17-31(47)43(52)36-25(14-15-42(43,51)18-41)38(49)35-24(39(36)50)7-6-23(37(35)48)30-16-28(46)40(22(4)53-30)58-33-12-9-27(45)20(2)55-33/h6-7,14-15,19-22,28-30,32-34,40,46,48,51-52H,8-13,16-18H2,1-5H3/t19-,20-,21-,22+,28+,29-,30+,32-,33-,34-,40+,41-,42-,43-/m0/s1 |
| InChI Key | ZZMJFSJLXYPOKS-USAPNZCCSA-N |
Properties
| Appearance | Orange Powder |
| Antibiotic Activity Spectrum | Gram-negative bacteria; Neoplastics (Tumor) |
| Boiling Point | 978.8°C at 760 mmHg |
| Melting Point | 142-145°C |
| Density | 1.46 g/cm3 |
| Solubility | Soluble in Methanol, Chloroform |
Reference Reading
1. Saquayamycins, new aquayamycin-group antibiotics
T Uchida, M Imoto, Y Watanabe, K Miura, T Dobashi, N Matsuda, T Sawa, H Naganawa, M Hamada, T Takeuchi J Antibiot (Tokyo). 1985 Sep;38(9):1171-81. doi: 10.7164/antibiotics.38.1171.
From the culture broth of Streptomyces nodosus MH190-16F3, four new antibiotics have been isolated, and named saquayamycins A, B, C and D. The compounds are glycosides of aquayamycin, and among aquayamycin-group antibiotics they are most closely related to P-1894B (vineomycin A1). All saquayamycins act on Gram-positive bacteria and inhibit the growth of adriamycin-sensitive and adriamycin-resistant P388 leukemia cells.
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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 ╳
