α-Lapachone

SKU: orb1297467

Description

α-Lapachone is a small molecule with documented antineoplastic and trypanocidal properties, demonstrating activity against Trypanosoma cruzi. Research applications include studying its mechanisms in cancer cell lines and in vivo models, focusing on NAD(P)H:quinone oxidoreductase 1 (NQO1)-mediated pathways.

Research Area

Infectious Disease & Virology, Molecular Biology

Images & Validation

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Key Properties

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CAS Number	4707-33-9
MW	242.27
Purity	99.70% (May vary between batches)
Formula	C₁₅H₁₄O₃
SMILES	CC1(C)CCC2=C(O1)C(=O)c1ccccc1C2=O
Target	Antifection,Topoisomerase,Parasite
Solubility	DMSO:50 mg/mL (206.38 mM)

Bioactivity

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In Vitro

The photophysical and photochemical reactions of β-lapachone were studied using femtosecond transient absorption, nanosecond transient absorption, and nanosecond time-resolved resonance Raman spectroscopy techniques and density functional theory calculations. In acetonitrile, β-lapachone underwent an efficient intersystem crossing to form the triplet state of β-lapachone. However, in water-rich solutions, the singlet state of β-lapachone was predominantly quenched by the photoinduced protonation of the carbonyl group at the β position (O9). After protonation, a series of fast reaction steps occurred to eventually generate the triplet state α±-lapachone intermediate. This triplet state of α±-lapachone then underwent intersystem crossing to produce the ground singlet state of α±-lapachone as the final product. 1,2-Naphthoquinone is examined in acetonitrile and water solutions in order to elucidate the important roles that water and the pyran ring play during the photoconversion from β-lapachone to α±-lapachone. β-Lapachone can also be converted to α±-lapachone in the ground state when a strong acid is added to an aqueous solution

Storage & Handling

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Storage	Powder: -20°C for 3 years \| In solvent: -80°C for 1 year \| Shipping with blue ice/Shipping at ambient temperature.
Expiration Date	12 months from date of receipt.
Disclaimer	For research use only

Alternative Names

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Antifection, a-Lapachone, alpha-Lapachone, inhibit, Inhibitor, α Lapachone, αLapachone, α-Lapachone, Topoisomerase

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Compound Identifiers

PubChem CID

72732 ↗

Key Properties

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No computed properties available.

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α-Lapachone (orb1297467)

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CAS Number:	35241-80-6
MW:	272.3
Formula:	C₁₆H₁₆O₄

Purity:	99.58% (May vary between batches)
CAS Number:	15297-92-4
MW:	240.25
Formula:	C₁₅H₁₂O₃

Purity:	>98% (HPLC)
CAS Number:	15297-92-4
MW:	240.258
Formula:	C₁₅H₁₂O₃

Purity:	>98% (HPLC)
CAS Number:	4707-33-9
MW:	242.274
Formula:	C₁₅H₁₄O₃

α-Lapachone

Description

Research Area

Images & Validation

Key Properties

Bioactivity

Storage & Handling

Alternative Names

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