T9576

Sigma-Aldrich

Picropodophyllotoxin

≥96% (HPLC), powder

Synonym(s):
PPP, (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, Picropodophyllin
Empirical Formula (Hill Notation):
C22H22O8
CAS Number:
Molecular Weight:
414.41
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥96% (HPLC)

form

powder

color

white

solubility

DMSO: >5 mg/mL

storage temp.

2-8°C

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

InChI key

YJGVMLPVUAXIQN-HAEOHBJNSA-N

Gene Information

human ... IGF1R(3480)

Packaging

1, 5 mg in glass bottle

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.

Quality

May contain 2-3% ethanol (w/w)

Preparation Note

Picropodophyllotoxin is soluble in DMSO at a concentration that is greater than 5 mg/ml.

Pictograms

Skull and crossbones

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3462 6.1 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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...
Picropodophyllotoxin or podophyllotoxin does not induce cell death via insulin-like growth factor-I receptor.
Stig Linder et al.
Cancer research, 67(6), 2899-2899 (2007-03-17)
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...
Sharada Weir et al.
BMJ open, 7(9), e017585-e017585 (2017-09-13)
To characterise incidence and healthcare costs associated with persistent postoperative pain (PPP) following lumbar surgery. Retrospective, population-based cohort study. Clinical Practice Research Datalink (CPRD) and Hospital Episode Statistics (HES) databases. Population-based cohort of 10 216 adults who underwent lumbar surgery in...
Rigo Cintron-Colon et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(36), 9731-9736 (2017-08-23)
When food resources are scarce, endothermic animals can lower core body temperature (T
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