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P4405

Podophyllotoxin

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About This Item

Empirical Formula (Hill Notation):
C22H22O8
CAS Number:
518-28-5
Molecular Weight:
414.41
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24277731
EC Number:
208-250-4
Beilstein/REAXYS Number:
99163
MDL number:
MFCD00075290

Key Documents

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InChI key

YJGVMLPVUAXIQN-XVVDYKMHSA-N

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

SMILES string

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

assay

≥98%

form

powder

mp

183-184 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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Application

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).

Biochem/physiol Actions

Inhibits microtubule assembly; antineoplastic.
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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
SLCL5900
SLCG2287
SLCB1563
SLBV2323
SLBP2479V

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Podophyllotoxin: current perspectives
Qian L, et al.
Current Bioactive Compounds, 3(1), 37-66 (2007)
Diterpenoids as potential anti-malarial compounds from Andrographis paniculata
Dwivedi M, et al.
Beni-Suef University Journal of Basic and Applied Sciences, 10(1), 1-16 (2021)
High-elevation cultivation increases anti-cancer podophyllotoxin accumulation in Podophyllum hexandrum
Li M, et al.
Industrial Crops and Products, 121, 33-344 (2018)
Manish Kumar Dwivedi et al.
Journal of ethnopharmacology, 275, 114076-114076 (2021-04-01)
Limited drugs, rise in drug resistance against frontline anti-malarial drugs, non-availability of efficacious vaccines and high cost of drug development hinders malaria intervention programs. Search for safe, effective and affordable plant based anti-malarial agents, thus becomes crucial and vital in
Ronald W Brown et al.
RSC medicinal chemistry, 11(12), 1413-1422 (2021-06-08)
African sleeping sickness is a potentially fatal neglected disease affecting sub-Saharan Africa. High-throughput screening identified the thiazolyl-benzothiophenamide 1 to be active against the causative parasite, Trypanosoma brucei. This work establishes structure-activity relationships of 1, guiding the design of second generation
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