9,10-dioxo-4,5-bis(sulfooxy)-9,10-dihydroanthracene-2-carboxylic acid

• ChemBase ID: 177502
• Molecular Formular: C15H8O12S2
• Molecular Mass: 444.34682
• Monoisotopic Mass: 443.9457177
• SMILES: c1ccc2c(c1OS(=O)(=O)O)C(=O)c1c(C2=O)cc(cc1OS(=O)(=O)O)C(=O)O
• Canonical SMILES: OC(=O)c1cc(OS(=O)(=O)O)c2c(c1)C(=O)c1c(C2=O)c(ccc1)OS(=O)(=O)O
• InChI: InChI=1S/C15H8O12S2/c16-13-7-2-1-3-9(26-28(20,21)22)11(7)14(17)12-8(13)4-6(15(18)19)5-10(12)27-29(23,24)25/h1-5H,(H,18,19)(H,20,21,22)(H,23,24,25)
• InChIKey: RYQCYAMIJLHXBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9,10-dioxo-4,5-bis(sulfooxy)-9,10-dihydroanthracene-2-carboxylic acid
• IUPAC Traditional name: 9,10-dioxo-4,5-bis(sulfooxy)anthracene-2-carboxylic acid
• Synonyms: Rhein Disulfate

Database IDs

• PubChem SID: 164233412
• PubChem CID: 71752060

CALCULATED PROPERTIES

• Acid pKa: -3.2073069
• H Acceptors: 10
• H Donor: 3
• LogD (pH = 5.5): -5.853146
• LogD (pH = 7.4): -7.145235
• Log P: 1.0185317
• Molar Refractivity: 92.3526 cm^3
• Polarizability: 36.770763 Å^3
• Polar Surface Area: 198.64 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R318515

A metabolite of Rhein (R318500).