5,8-dihydroxy-2,3-dimethoxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 184875
• Molecular Formular: C18H20O11S
• Molecular Mass: 444.4098
• Monoisotopic Mass: 444.07263246
• SMILES: c12c(C(=O)C(=C(C1=O)OC)OC)c(c(S[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)cc2O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Sc2cc(O)c3c(c2O)C(=O)C(=C(C3=O)OC)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C18H20O11S/c1-27-16-12(23)8-5(20)3-7(11(22)9(8)13(24)17(16)28-2)30-18-15(26)14(25)10(21)6(4-19)29-18/h3,6,10,14-15,18-22,25-26H,4H2,1-2H3/t6-,10-,14+,15-,18+/m1/s1
• InChIKey: AUIBSIJWVKVSCV-HJAPCFNTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,8-dihydroxy-2,3-dimethoxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 5,8-dihydroxy-2,3-dimethoxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]sulfanyl}naphthalene-1,4-dione

Database IDs

• PubChem SID: 164240785
• PubChem CID: 16396110

CALCULATED PROPERTIES

• Acid pKa: 9.22078
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -0.79833907
• LogD (pH = 7.4): -0.8047176
• Log P: -0.7982572
• Molar Refractivity: 104.2442 cm^3
• Polarizability: 40.00877 Å^3
• Polar Surface Area: 183.21 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds