methyl 2-{3-[(1R,3S)-1,3-dihydroxypentyl]-4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl}acetate

• ChemBase ID: 4186
• Molecular Formular: C22H22O8
• Molecular Mass: 414.40528
• Monoisotopic Mass: 414.13146766
• SMILES: O=C1c2c(O)c(c(cc2C(=O)c2c1c(O)ccc2)CC(=O)OC)[C@H](O)C[C@@H](O)CC
• Canonical SMILES: CC[C@@H](C[C@H](c1c(CC(=O)OC)cc2c(c1O)C(=O)c1c(C2=O)cccc1O)O)O
• InChI: InChI=1S/C22H22O8/c1-3-11(23)9-15(25)17-10(8-16(26)30-2)7-13-19(21(17)28)22(29)18-12(20(13)27)5-4-6-14(18)24/h4-7,11,15,23-25,28H,3,8-9H2,1-2H3/t11-,15+/m0/s1
• InChIKey: SIHNJMGWRHPFAZ-XHDPSFHLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{3-[(1R,3S)-1,3-dihydroxypentyl]-4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl}acetate
• IUPAC Traditional name: methyl 2-{3-[(1R,3S)-1,3-dihydroxypentyl]-4,5-dihydroxy-9,10-dioxoanthracen-2-yl}acetate
• Synonyms: DERIVATIVE OF AKLANONIC ACID METHYL ESTER (AAME)

Database IDs

• PubChem SID: 160967618; 46507428
• PubChem CID: 42627264

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.205139
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.9965053
• LogD (pH = 7.4): 2.9898748
• Log P: 2.9965901
• Molar Refractivity: 107.7761 cm^3
• Polarizability: 41.319786 Å^3
• Polar Surface Area: 141.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.86
• LOG S: -3.42
• Solubility (Water): 1.59e-01 g/l

DETAILS

DrugBank - DB04624

Drug information: experimental