10-(4-Dimethylamino-5-Hydroxy-6-Methyl-Tetrahydro-Pyran-2-Yloxy)-8-Ethyl-1,8,11-Trihydroxy-7,8,9,10-Tetrahydro-Naphthacene-5,12-Dione

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 2.7 ALOGPS
logS -3.3 ALOGPS
Water Solubility 2.44e-01 g/l ALOGPS
logP 3.54 ChemAxon
IUPAC Name (8S,10S)-10-{[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy}-8-ethyl-1,8,11-trihydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione ChemAxon
Traditional IUPAC Name (8S,10S)-10-{[(2S,4S,5R,6S)-4-(dimethylamino)-5-hydroxy-6-methyloxan-2-yl]oxy}-8-ethyl-1,8,11-trihydroxy-9,10-dihydro-7H-tetracene-5,12-dione ChemAxon
Molecular Weight 511.5635 ChemAxon
Monoisotopic Weight 511.220617037 ChemAxon
SMILES CC[C@@]1(O)C[C@H](O[C@@H]2C[C@@H]([C@@H](O)[C@H](C)O2)N(C)C)C2=C(O)C3=C(C=C2C1)C(=O)C1=CC=CC(O)=C1C3=O ChemAxon
Molecular Formula C28H33NO8 ChemAxon
InChI InChI=1S/C28H33NO8/c1-5-28(35)11-14-9-16-23(27(34)22-15(25(16)32)7-6-8-18(22)30)26(33)21(14)19(12-28)37-20-10-17(29(3)4)24(31)13(2)36-20/h6-9,13,17,19-20,24,30-31,33,35H,5,10-12H2,1-4H3/t13-,17-,19-,20+,24-,28-/m0/s1 ChemAxon
InChIKey InChIKey=BLGDWFJQIHBUJY-KZCXHDHUSA-N ChemAxon
Polar Surface Area (PSA) 136.76 ChemAxon
Refractivity 135.98 ChemAxon
Polarizability 54.09 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 9 ChemAxon
H Bond Donor Count 4 ChemAxon
pKa (strongest acidic) 8.95 ChemAxon
pKa (strongest basic) 8.26 ChemAxon
Physiological Charge 1 ChemAxon
Number of Rings 5 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • RdmC : in Streptomyces purpurascens