7,8-dihydroxy-2H-chromen-2-one

• ChemBase ID: 63564
• Molecular Formular: C9H6O4
• Molecular Mass: 178.14154
• Monoisotopic Mass: 178.02660867
• SMILES: c12oc(=O)ccc1ccc(O)c2O
• Canonical SMILES: O=c1ccc2c(o1)c(O)c(cc2)O
• InChI: InChI=1S/C9H6O4/c10-6-3-1-5-2-4-7(11)13-9(5)8(6)12/h1-4,10,12H
• InChIKey: ATEFPOUAMCWAQS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7,8-dihydroxy-2H-chromen-2-one
• IUPAC Traditional name: 7,8-dihydroxy-2H-chromen-2-one; daphnetin
• Synonyms: Daphnetol; Daphnetin; 7,8-Dihydroxychromen-2-one; Daphnetin; Daphnetin; 7,8-Dihydroxycoumarin

Database IDs

• CAS Number: 486-35-1
• EC Number: 207-632-8
• MDL Number: MFCD00016977
• PubChem SID: 24278375; 162029303; 24882342
• PubChem CID: 5280569

CALCULATED PROPERTIES

• Acid pKa: 8.045391
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8250022
• LogD (pH = 7.4): 1.7383214
• Log P: 1.826229
• Molar Refractivity: 45.5104 cm^3
• Polarizability: 16.96474 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• Storage Condition: -20°C
• Storage Warning: IRRITANT
• RTECS: GN6382600
• German water hazard class: 2
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Mechanism of Action: Antioxydant; Inhibitor of various protein kinases

Product Information

• Purity: >95%; ≥97%; 90%
• Salt Data: Free Base
• Biological Source: Isol. from Daphne odora and from other plants
• Application(s): Analgesic; Anticoagulant; Antioxydant
• Empirical Formula (Hill Notation): C9H6O4

DETAILS

Selleck Chemicals - S2554

Research Area: Cancer
Biological Activity:
It is also a chelator and an antioxidant. In vitro, daphnetin causes a 50% inhibition (IC50) of 3H-hypoxanthine incorporation by Plasmodium falciparum at concentrations between 25 and 40 µM.

Sigma Aldrich - D5564

Biochem/physiol Actions
Inhibitor of protein kinases.
Packaging
5, 25 mg in glass bottle

Sigma Aldrich - 630764

Packaging
5 g in glass bottle

REFERENCES

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