1,5-Anhydro-2,6-dideoxy-3-O-{5-[(2,6-dideoxyhexopyranosyl)oxy]-6-methyloxan-2-yl}-1-{3,4a,8-trihydroxy-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-1,7,12-trioxo-1,2,3,4,4a,7,12,12b-octahydrotetraphen-9-yl}hexitol
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Grundinformationen
- CAS
98474-21-6- Standard-SMILES
CC1OC(OC23C(=O)CC(C)(O)CC2(O)C=CC2=C3C(=O)c3ccc(C4CC(OC5CCC(OC6CC(O)C(O)C(C)O6)C(C)O5)C(O)C(C)O4)c(O)c3C2=O)CCC1O- InChIKey
FJSYXNOFZQFOAN-UHFFFAOYSA-N- Summenformel
- C43H56O17
- Durchschnittliche Molmasse
- 844,904 g/mol
- Monoisotopische Masse
- 844,35175033
Namen und Bezeichner
- Bevorzugter Name
- 1,5-Anhydro-2,6-dideoxy-3-O-{5-[(2,6-dideoxyhexopyranosyl)oxy]-6-methyloxan-2-yl}-1-{3,4a,8-trihydroxy-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-1,7,12-trioxo-1,2,3,4,4a,7,12,12b-octahydrotetraphen-9-yl}hexitol
- IUPAC
- 1,5-Anhydro-2,6-dideoxy-3-O-{5-[(2,6-dideoxyhexopyranosyl)oxy]-6-methyloxan-2-yl}-1-{3,4a,8-trihydroxy-12b-[(5-hydroxy-6-methyloxan-2-yl)oxy]-3-methyl-1,7,12-trioxo-1,2,3,4,4a,7,12,12b-octahydrotetraphen-9-yl}hexitol
- Englischer Name
- kerriamycin B
- Summenformel
- C43H56O17
- Molmasse
- 844.9
Namen und Synonyme
urdamycin Akerriamycin B(3R,4aR,12bS)-9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4,4a,12b-tetrahydro-3,4a,8-trihydroxy-3-methyl-12b-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]-benz[a]anthracene-1,7,12(2H)-trioneBenz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4,4a,12b-tetrahydro-3,4a,8-trihydroxy-3-methyl-12b-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]-, (3R,4aR...
Datenbank-Bezeichner
- CAS
98474-21-6- PubChem CID
- 340932
- DTXSID
DTXSID00913262- ChEMBL
CHEMBL1995763
Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 1019.2 · 1019.2±65.0 °C(Predicted)
- Dichte
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- Dichloromethane: soluble,DMSO: soluble,Ethanol: soluble,Methanol: soluble
- Aggregatzustand
- A solid
- pka
- 5.97 · 5.97±0.70(Predicted)
Chemie und Industrie
Anwendungen
BeschreibungUrdamycin A is a bacterial metabolite originally isolated from S. fradiae that has antibacterial and anticancer activities. It is active against a variety of Gram-positive and Gram-negative bacteria, including B. subtilis and strains of Arthrobacter and Streptomyces, but not the fungus S. cerevisiae, in a disc assay when used at a concentration of 1 mg/ml. Urdamycin A is cytotoxic to L1210 and HT-29, but not A549, cancer cells (IC50s = 7.5, 5, and >10 μg/ml, respectively).
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