(3R)-7-[(2R)-butan-2-yl]-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-1,2,3,4-tetrahydroanthracen-1-one

• ChemBase ID: 3853
• Molecular Formular: C24H30O7
• Molecular Mass: 430.4908
• Monoisotopic Mass: 430.1991533
• SMILES: CC[C@@H](C)c1c(O)c2c(O)c3c(C[C@H](CC3=O)[C@H](OC)C(=O)[C@@H](O)[C@@H](C)O)cc2cc1
• Canonical SMILES: CO[C@H](C(=O)[C@H]([C@H](O)C)O)[C@H]1CC(=O)c2c(C1)cc1c(c2O)c(O)c(cc1)[C@@H](CC)C
• InChI: InChI=1S/C24H30O7/c1-5-11(2)16-7-6-13-8-14-9-15(24(31-4)23(30)20(27)12(3)25)10-17(26)18(14)22(29)19(13)21(16)28/h6-8,11-12,15,20,24-25,27-29H,5,9-10H2,1-4H3/t11-,12-,15-,20+,24+/m1/s1
• InChIKey: XGORHSPGULYMCV-HHYQQTLHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-7-[(2R)-butan-2-yl]-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-1,2,3,4-tetrahydroanthracen-1-one
• IUPAC Traditional name: DXA
• Synonyms: DXA; 1,2-Hydro-1-Oxy-3,4-Hydro-3-(1-Methoxy-2-Oxy-3,4-Dihydroxypentyl)-8,9-Dihydroxy-7-(Sec-Butyl)-Anthracene

Database IDs

• PubChem SID: 46504902; 160967290
• PubChem CID: 5288133

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.872292
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 3.7150328
• LogD (pH = 7.4): 3.700894
• Log P: 3.7152157
• Molar Refractivity: 116.2216 cm^3
• Polarizability: 46.08341 Å^3
• Polar Surface Area: 124.29 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.01
• LOG S: -3.53
• Solubility (Water): 1.27e-01 g/l

DETAILS

DrugBank - DB04240

Drug information: experimental