Chrymutasin A
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| Category | Antibiotics |
| Catalog number | BBF-00327 |
| CAS | 155213-40-4 |
| Molecular Weight | 651.61 |
| Molecular Formula | C33H33NO13 |
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Description
Chrymutasin A is produced by the strain of Streptomyces chartreusis D329. The IC50 of P388, Meth A, A549, MKN45 and WiDr cells were 0.76, 1.55, 4.25, 1.35 and 1.56 g/mL, respectively.
Specification
| Synonyms | SCHEMBL9034929; D-329P |
| IUPAC Name | 3-[(2S,3R,4S,5R,6R)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxy-8-hydroxy-10-imino-15-methyl-18-oxapentacyclo[10.6.2.02,7.09,19.016,20]icosa-1(19),2(7),3,5,8,12(20),13,15-octaene-11,17-dione |
| Canonical SMILES | CC1C(C(C(C(O1)OC2=CC=CC3=C2C4=C5C6=C(C=CC(=C6C(=O)O4)C)C(=O)C(=N)C5=C3O)OC7C(C(C(C(O7)C)O)OC)O)O)O |
| InChI | InChI=1S/C33H33NO13/c1-10-8-9-14-18-16(10)31(41)46-28-17-13(24(37)20(19(18)28)21(34)25(14)38)6-5-7-15(17)45-33-30(26(39)22(35)11(2)44-33)47-32-27(40)29(42-4)23(36)12(3)43-32/h5-9,11-12,22-23,26-27,29-30,32-37,39-40H,1-4H3/t11-,12-,22+,23+,26+,27-,29+,30-,32-,33+/m1/s1 |
| InChI Key | PGPBQOOTKKWKJL-UPVXFFSBSA-N |
Properties
| Appearance | Purple Powder |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Melting Point | 183-198 °C |
Reference Reading
1. Chrymutasins: novel-aglycone antitumor antibiotics from a mutant of Streptomyces chartreusis. I. Taxonomy, mutation, fermentation, isolation and biological activities
H Uchida, Y Nakakita, N Enoki, N Abe, T Nakamura, M Munekata J Antibiot (Tokyo). 1994 Jun;47(6):648-54. doi: 10.7164/antibiotics.47.648.
Three novel antibiotics, named chrymutasins A, B and C, were isolated from the fermentation products of a mutant strain obtained by NTG (N-methyl-N'-nitro-N-nitrosoguanidine) treatment. The mutant strain produced the chrymutasins, which differed in the aglycone moiety from chartreusin, and related compounds. The production of these compounds needed a characteristically long fermentation period. The antitumor activity of chrymutasin A is better in vivo than that of chartreusin, the cytotoxic activity against cell lines in vitro is equivalent, and the antimicrobial spectrum is narrower.
2. Chrymutasins: novel-aglycone antitumor antibiotics from a mutant of Streptomyces chartreusis. II. Characterization and structural elucidation
H Uchida, Y Nakakita, N Enoki, N Abe, T Nakamura, M Munekata J Antibiot (Tokyo). 1994 Jun;47(6):655-67. doi: 10.7164/antibiotics.47.655.
Chrymutasins A, B and C are glycosidic antibiotics produced by a mutant of the chartreusin producer-organism Streptomyces chartreusis. We report here the structure elucidation of these compounds. The sugar moieties involved were determined by comparison with the related chartreusins. The structure of the aglycone, the same in all three compounds, was elucidated by NMR, incorporation studies of labeled compounds and synthesis of derivatives. The chrymutasin aglycone differs from that of chartreusin by a single carbon and an amino group.
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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 ╳
