11-Deoxy-Beta-Rhodomycin

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.

Anthracyclines

Organic compounds

Phenylpropanoids and polyketides

Anthracyclines

Calculated Property

kind Value Source
logP 2.74 ALOGPS
logS -3.4 ALOGPS
Water Solubility 2.92e-01 g/l ALOGPS
logP 4.05 ChemAxon
IUPAC Name (7S,8R,10S)-10-{[(2R,4R,5S,6R)-4-(dimethylamino)-5-{[(2S,4R,5R,6R)-4-hydroxy-6-methyl-5-{[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-8-ethyl-1,7,8,11-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione ChemAxon
Traditional IUPAC Name 11-deoxy-β-rhodomycin ChemAxon
Molecular Weight 769.8312 ChemAxon
Monoisotopic Weight 769.330955345 ChemAxon
SMILES CC[C@@]1(O)C[C@H](O[C@H]2C[C@H]([C@H](O[C@H]3C[C@@H](O)[C@@H](O[C@H]4CCC(=O)[C@H](C)O4)[C@@H](C)O3)[C@@H](C)O2)N(C)C)C2=C(O)C3=C(C=C2[C@@H]1O)C(=O)C1=CC=CC(O)=C1C3=O ChemAxon
Molecular Formula C40H51NO14 ChemAxon
InChI InChI=1S/C40H51NO14/c1-7-40(49)16-27(32-22(39(40)48)13-21-33(36(32)47)35(46)31-20(34(21)45)9-8-10-25(31)43)53-29-14-23(41(5)6)37(18(3)51-29)55-30-15-26(44)38(19(4)52-30)54-28-12-11-24(42)17(2)50-28/h8-10,13,17-19,23,26-30,37-39,43-44,47-49H,7,11-12,14-16H2,1-6H3/t17-,18+,19+,23+,26+,27-,28-,29-,30-,37+,38-,39-,40+/m0/s1 ChemAxon
InChIKey InChIKey=OQDCVONZQOVIMP-LFGWXRNCSA-N ChemAxon
Polar Surface Area (PSA) 210.98 ChemAxon
Refractivity 194.22 ChemAxon
Polarizability 81.78 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 15 ChemAxon
H Bond Donor Count 5 ChemAxon
pKa (strongest acidic) 8.82 ChemAxon
pKa (strongest basic) 8.17 ChemAxon
Physiological Charge 1 ChemAxon
Number of Rings 7 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • RdmB : in Streptomyces purpurascens