2,3-bis[(2-hydroxyethyl)sulfanyl]-1,4-dihydronaphthalene-1,4-dione

• ChemBase ID: 15941
• Molecular Formular: C14H14O4S2
• Molecular Mass: 310.38856
• Monoisotopic Mass: 310.03335093
• SMILES: C1(=O)C(=C(C(=O)c2ccccc12)SCCO)SCCO
• Canonical SMILES: OCCSC1=C(SCCO)C(=O)c2c(C1=O)cccc2
• InChI: InChI=1S/C14H14O4S2/c15-5-7-19-13-11(17)9-3-1-2-4-10(9)12(18)14(13)20-8-6-16/h1-4,15-16H,5-8H2
• InChIKey: MAASHDQFQDDECQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-bis[(2-hydroxyethyl)sulfanyl]-1,4-dihydronaphthalene-1,4-dione
• IUPAC Traditional name: 2,3-bis[(2-hydroxyethyl)sulfanyl]naphthalene-1,4-dione
• Synonyms: 2,3-Bis(2-hydroxyethylthio)-1,4-naphthalenedione; 2,3-Bis[(2-hydroxyethyl)thio]-1,4-naphthoquinone; NSC 95397

Database IDs

• CAS Number: 93718-83-3
• MDL Number: MFCD04040032
• PubChem SID: 24278484; 160979248
• PubChem CID: 262093

CALCULATED PROPERTIES

• Acid pKa: 15.142739
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.35847485
• LogD (pH = 7.4): 0.35847482
• Log P: 0.35847485
• Molar Refractivity: 84.665 cm^3
• Polarizability: 31.629929 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble16 mg/mL
• Apperance: orange, solid

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... CDC25A(993), CDC25B(994), CDC25C(995)

Product Information

• Purity: ≥97% (HPLC); 98%
• Empirical Formula (Hill Notation): C14H14O4S2

DETAILS

Sigma Aldrich - N1786

Biochem/physiol Actions
Irreversible Cdc25 dual specificity phosphatase inhibitor.