beta-lapachone
2H-naphthol[1,2-b]pyan-5,6-dione, 3,4-dihydro-2,2-dimethyl-
Identification
| Name | beta-lapachone |
| IUPAC | 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione |
| CAS Number | 4707-32-8 |
| FDA UNII | 6N4FA2QQ6A |
| Molecular Formula | C15 H14 O3 |
| Molecular Weight | 242.27418000 |
| MDL Number | MFCD01712233 |
| Beilstein | 0181499 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 381.40 °C. @ 760.00 mm Hg (est) |
| Flash Point | 337.00 °F. TCC ( 169.70 °C. ) (est) |
| logP (o/w) | 2.820 (est) |
| Soluble in | water, 48.47 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antimicrobial agents |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | antimicrobial agents |
| Recommendation for beta-lapachone usage levels up to | not for fragrance use. |
| Recommendation for beta-lapachone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
3,4-
dihydro-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5,6-dione
2,2-
dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
lapachone
2H-
naphthol[1,2-b]pyan-5,6-dione, 3,4-dihydro-2,2-dimethyl-
PubMed:
Beta-lapachone, a modulator of NAD metabolism, prevents health declines in aged mice.
PubMed:
Beta-lapachone (LAPA) decreases cell viability and telomerase activity in leukemia cells: suppression of telomerase activity by LAPA.
PubMed:
Beta-lapachone, a quinone isolated from Tabebuia avellanedae, induces apoptosis in HepG2 hepatoma cell line through induction of Bax and activation of caspase.
PubMed:
Toxic potential of dietary genistein isoflavone and beta-lapachone on capacitation and acrosome reaction of epididymal spermatozoa.