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Merck

T9576

Picropodophyllotoxin

≥96% (HPLC), powder

Synonyme(s) :

(5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, NSC 36407, PPP, Picropodophyllin

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A propos de cet article

Formule empirique (notation de Hill) :
C22H22O8
Numéro CAS:
477-47-4
Poids moléculaire :
414.41
NACRES:
NA.77
PubChem Substance ID:
329826907
UNSPSC Code:
12352200
MDL number:
MFCD01742647

Principaux documents

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Nom du produit

Picropodophyllotoxin, ≥96% (HPLC), powder

InChI key

YJGVMLPVUAXIQN-HAEOHBJNSA-N

SMILES string

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

assay

≥96% (HPLC)

form

powder

color

white

solubility

DMSO: >5 mg/mL

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... IGF1R(3480)

Catégories apparentées

Biochem/physiol Actions

Picropodophyllotoxin (PPP), an epimer of podophyllotoxin (PPT), has been reported to target insulin-like growth factor-I receptor (IGF-IR) and mediate anticancer functions. However, a study in 2007, has reported that PPP can induce G2-M cell cycle arrest even in IGF-IR deficient cells. Hence, the role of PPP in IGF-IR-mediated anticancer functions is debatable.
Picropodophyllotoxin is an insulin-like growth factor-I (IGF-I) receptor kinase inhibitor.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the InsR page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

May contain 2-3% ethanol (w/w)
Picropodophyllotoxin is soluble in DMSO at a concentration that is greater than 5 mg/ml.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Classe de stockage

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

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Certificats d'analyse (COA)

Lot/Batch Number
081M4720V
0000140262
0000140263
0000043327
0000023381

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Consulter la Bibliothèque de documents

Vladimir M Shkolnikov et al.
The Lancet. Public health, 4(4), e181-e188 (2019-04-08)
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Brenden Jongman et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(18), E2271-E2280 (2015-04-23)
The global impacts of river floods are substantial and rising. Effective adaptation to the increasing risks requires an in-depth understanding of the physical and socioeconomic drivers of risk. Whereas the modeling of flood hazard and exposure has improved greatly, compelling
Thomas Strömberg et al.
Blood, 107(2), 669-678 (2005-09-17)
Emerging evidence suggests the insulin-like growth factor-1 receptor (IGF-1R) to be an important mediator of tumor-cell survival and resistance to cytotoxic therapy in multiple myeloma (MM). Recently, members of the cyclolignan family have been shown to selectively inhibit the receptor
Donghua Liu et al.
Nature communications, 9(1), 193-193 (2018-01-18)
Graphene is regarded as a potential surface-enhanced Raman spectroscopy (SERS) substrate. However, the application of graphene quantum dots (GQDs) has had limited success due to material quality. Here, we develop a quasi-equilibrium plasma-enhanced chemical vapor deposition method to produce high-quality
Amy Ko et al.
PLoS genetics, 13(8), e1006963-e1006963 (2017-08-23)
Pedigrees contain information about the genealogical relationships among individuals and are of fundamental importance in many areas of genetic studies. However, pedigrees are often unknown and must be inferred from genetic data. Despite the importance of pedigree inference, existing methods
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