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P4405

Sigma-Aldrich

Podophyllotoxin

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About This Item

Formula empirica (notazione di Hill):
C22H22O8
Numero CAS:
518-28-5
Peso molecolare:
414.41
Beilstein:
99163
Numero CE:
208-250-4
Numero MDL:
MFCD00075290
Codice UNSPSC:
12352200
ID PubChem:
24277731
NACRES:
NA.77

Saggio

≥98%

Forma fisica

powder

Punto di fusione

183-184 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

COc1cc(cc(OC)c1OC)[C@H]2C3C(COC3=O)[C@@H](O)c4cc5OCOc5cc24

InChI

1S/C22H22O8/c1-25-16-4-10(5-17(26-2)21(16)27-3)18-11-6-14-15(30-9-29-14)7-12(11)20(23)13-8-28-22(24)19(13)18/h4-7,13,18-20,23H,8-9H2,1-3H3/t13-,18+,19-,20-/m0/s1
YJGVMLPVUAXIQN-XVVDYKMHSA-N

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Applicazioni

Podophyllotoxin has been used as a reference compound for evaluating the cytotoxicity in VERO cells. It has also been used as a reference standard in high-performance liquid chromatography (HPLC).

Azioni biochim/fisiol

Podophyllotoxin is a naturally occurring lignan obtained from resin podophyllin present in the genus Podophyllum. It exhibits antiviral and antimitotic properties. Podophyllotoxin may be used to treat anogenital warts in children and dermatological conditions caused by psoriasis vulgaris. It may also be used as a therapeutic agent to treat genital tumors, Wilms tumors, lung cancer, and lymphomas.
Inhibits microtubule assembly; antineoplastic.

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301 + H311 + H331,H315,H319,H335

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificati d'analisi (COA)

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Y Damayanthi et al.
Current medicinal chemistry, 5(3), 205-252 (1998-07-01)
Podophyllotoxin is a natural product isolated from Podophyllum peltatum and Podophyllum emodi and has long been known to possess medicinal properties. Etoposide (VP-16), a podophyllotoxin derivative, is currently in clinical use in the treatment of many cancers, particularly small cell
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Journal of medicinal chemistry, 50(23), 5807-5823 (2007-10-24)
Forty three cationic bisbenzofurans were synthesized either by interaction of o-hydroxyaldehydes with alpha-halogenated ketones followed by intramolecular ring closure or by a copper- or palladium-mediated heteroannulation of substituted o-iodophenols with terminal acetylenes. In vitro antiprotozoal activities of compounds 1-43 against
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