7-[8-formyl-6,7-dihydroxy-3-methyl-1,4-dioxo-5-(propan-2-yl)-1,4-dihydronaphthalen-2-yl]-2,3-dihydroxy-6-methyl-5,8-dioxo-4-(propan-2-yl)-5,8-dihydronaphthalene-1-carbaldehyde

• ChemBase ID: 131532
• Molecular Formular: C30H26O10
• Molecular Mass: 546.52144
• Monoisotopic Mass: 546.15259703
• SMILES: CC1=C(C(=O)c2c(c(c(c(c2C1=O)C(C)C)O)O)C=O)C1=C(C(=O)c2c(c(c(c(c2C(C)C)O)O)C=O)C1=O)C
• Canonical SMILES: O=Cc1c2C(=O)C(=C(C(=O)c2c(c(c1O)O)C(C)C)C)C1=C(C)C(=O)c2c(C1=O)c(C=O)c(c(c2C(C)C)O)O
• InChI: InChI=1S/C30H26O10/c1-9(2)15-21-19(13(7-31)25(35)29(15)39)27(37)17(11(5)23(21)33)18-12(6)24(34)22-16(10(3)4)30(40)26(36)14(8-32)20(22)28(18)38/h7-10,35-36,39-40H,1-6H3
• InChIKey: YSPBCFMMSKAENM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[8-formyl-6,7-dihydroxy-3-methyl-1,4-dioxo-5-(propan-2-yl)-1,4-dihydronaphthalen-2-yl]-2,3-dihydroxy-6-methyl-5,8-dioxo-4-(propan-2-yl)-5,8-dihydronaphthalene-1-carbaldehyde
• IUPAC Traditional name: 7-(8-formyl-6,7-dihydroxy-5-isopropyl-3-methyl-1,4-dioxonaphthalen-2-yl)-2,3-dihydroxy-4-isopropyl-6-methyl-5,8-dioxonaphthalene-1-carbaldehyde
• Synonyms: Gossypolone; 6,6′,7,7′-四羟基-5,5′-二异丙基-3,3′-二甲基-(2,2′-联萘)-1,1′,4,4′-四酮-8,8′-二甲醛; 棉酚酮

Database IDs

• CAS Number: 4547-72-2
• MDL Number: MFCD00133381
• PubChem SID: 162225810
• PubChem CID: 5478622

CALCULATED PROPERTIES

• Acid pKa: 5.9053354
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 5.064346
• LogD (pH = 7.4): 2.8872094
• Log P: 5.218736
• Molar Refractivity: 148.2638 cm^3
• Polarizability: 53.840534 Å^3
• Polar Surface Area: 183.34 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• RTECS: DU3105000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 22-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ~98%

DETAILS

Sigma Aldrich - G4528

Biochem/physiol Actions
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