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(-)PPP

CAS No.
477-47-4
Chemical Name:
(-)PPP
Synonyms
(-)PPP;(-)PPP;AXL1717;AXL 1717;AXL-1717;NSC 36407;Metacavir;PICROPODOPHYLLIN;(-)PPP USP/EP/BP;Pictopodophyllotoxin
CBNumber:
CB8708520
Molecular Formula:
C22H22O8
Molecular Weight:
414.41
MDL Number:
MFCD01742647
MOL File:
477-47-4.mol
MSDS File:
SDS
Last updated:2024-04-23 17:50:46

(-)PPP Properties

Melting point 225-227℃
alpha D20 +9.4° (c = 0.7 in chloroform)
Boiling point 453.31°C (rough estimate)
Density 1.370
refractive index 1.4480 (estimate)
storage temp. Sealed in dry,2-8°C
solubility H2O: soluble
form powder
pka 13.26±0.40(Predicted)
color white
Sensitive Light Sensitive
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
FDA UNII 0F35AOI227
NCI Drug Dictionary picropodophyllin

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H312-H315-H319-H335
Precautionary statements  P261-P264-P280-P301+P310-P302+P352+P312-P305+P351+P338
Hazard Codes  Xi,T
Risk Statements  36/37/38-68-25-21
Safety Statements  26-36-45-36/37
RIDADR  UN 3462 6.1/PG 2
WGK Germany  3
RTECS  LV2510000
HazardClass  6.1
Toxicity LD50 intraperitoneal in mouse: 280mg/kg

(-)PPP price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T9576 Picropodophyllotoxin ≥96% (HPLC), powder 477-47-4 1mg $150 2024-03-01 Buy
Sigma-Aldrich 407247 IGF-1R Inhibitor, PPP 477-47-4 1mg $172 2024-03-01 Buy
Sigma-Aldrich 659223 Poly(2,5-bis(3-sulfonatopropoxy)-1,4-phenylene, disodium salt-alt-1,4-phenylene) light emitting, fluorescence λem?424?nm in H2O 477-47-4 500MG $431 2023-06-20 Buy
Alfa Aesar J65916 IGF-1R Inhibitor, PPP 477-47-4 10mg $220 2023-06-20 Buy
Cayman Chemical 17329 Picropodophyllotoxin ≥98% 477-47-4 1mg $44 2024-03-01 Buy
Product number Packaging Price Buy
T9576 1mg $150 Buy
407247 1mg $172 Buy
659223 500MG $431 Buy
J65916 10mg $220 Buy
17329 1mg $44 Buy

(-)PPP Chemical Properties,Uses,Production

Description

Picropodophyllotoxin (477-47-4) is a potent and selective inhibitor of insulin-like growth factor 1 receptor (IGF1R) which is non-competitive with ATP.1?Displays no activity at IR, EGFR, FGFR or PDGFR. Inhibits IGF1R autophosphorylation IC50 ~ 1 nM.1?Displays antiproliferative activity in numerous tumor cell lines, IC50 = 0.05 – 15 μM.2 Exhibits antiangiogenic activity.3?Picropodophyllotoxin attenuates intimal hyperplasia after vascular injury.4?Active in vivo.

Uses

Picropodophyllotoxin is an insulin-like growth factor-I (IGF-I) receptor kinase inhibitor

Uses

Insulin growth factor 1 receptor inhibitor, antineoplastic

Definition

ChEBI: An organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents.

General Description

Poly(2,5-bis(3-sulfonatopropoxy)-1,4-phenylene, disodium salt-alt-1,4-phenylene) (PPP-OPSO3) is a water soluble conjugating polymer that can be used as a donor molecule. It has a poly(p-phenylene) skeleton with each repeating unit having two phenylene groups. It can be used for a variety of optoelectronic applications.

Biological Activity

Orally active insulin-like growth factor 1 receptor (IGF1R) inhibitor that exhibits no activity at the insulin receptor, FGFR, PDGFR or EGFR. Inhibits IGF1R autophosphorylation (IC 50 ~ 1 nM), increases the fraction of cells in the G 2 /M phase and upregulates apoptosis. Exhibits antiproliferative effects in multiple cancer cell lines (IC 50 = 0.05 - 15 μ M), and has anticancer and antineovascularization activity in vivo .

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.

storage

Store at +4°C

References

1) Girnita et al. (2004), Cyclolignans as inhibitors of the insulin-like growth factor-1 receptor and malignant cell growth; Cancer Res., 64 236 2) Girnita et al. (2006), The insulin-like growth factor-I receptor inhibitor picropodophyllin causes tumor regression and attenuates mechanisms involved in invasion of iveal melanoma cells; Clin. Cancer Res., 12 1383 3) Menu et al. (2007), Targeting the IGF-1R using picropodophyllin in therapeutical 5T2MM mouse model of multiple myeloma: beneficial effects on tumor growth, angiogenesis, bone disease and survival; Int. J. Cancer, 121 1857 4) Razuvaev et al. (2007), The cyclolignan picropodophyllin attenuates intimal hyperplasia after rat carotid balloon injury by blocking insulin-like growth factor-1 receptor signaling; J. Vasc. Surg., 46 108

(-)PPP Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 149)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Affida new material science and technology center
+undefined15081010295 2691956269@qq.com China 359 58
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897 sales@biopurify.com China 3424 58
Xi'an Kono chem co., Ltd.,
029-86107037 13289246953 info@konochemical.com China 2995 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-519-519-85557386 marketing1@neostarunited.com China 8349 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23556 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29271 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 +1-2135480471 sales@sarms4muscle.com China 10523 58

View Lastest Price from (-)PPP manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Picropodophyllotoxin pictures 2024-04-23 Picropodophyllotoxin
477-47-4
US $0.00 / KG 1KG 99 10 tons Shanghai Affida new material science and technology center
(-)PPP pictures 2019-12-31 (-)PPP
477-47-4
US $1.00 / g 1g 99% 200kg Career Henan Chemical Co
  • Picropodophyllotoxin pictures
  • Picropodophyllotoxin
    477-47-4
  • US $0.00 / KG
  • 99
  • Shanghai Affida new material science and technology center
  • (-)PPP pictures
  • (-)PPP
    477-47-4
  • US $1.00 / g
  • 99%
  • Career Henan Chemical Co

(-)PPP Spectrum

PICROPODOPHYLLIN (-)PPP POLY(2,5-BIS(3-SULFONATOPROPOXY)-1,4-PHENYLENE, DISODIUM SALT-ALT-1,4-PHENYLENE) NSC 36407, Picropodophyllin, PPP, (5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)furo[3μ,4μ:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one (5R,5aS,8aR,9R)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one IGF-1R Inhibitor, PPP (5R,5aS,8aR,9R)-9-Hydroxy-5,8,8a,9-tetrahydro-5-(3,4,5-trimethoxyphenyl)fur[3′,4′:6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one NSC 36407 Pictopodophyllotoxin AXL 1717 AXL1717 AXL-1717 (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 Picropodophyllotoxin, >=98% Metacavir AXL1717 (Picropodophyllotoxin) IGF-1R Inhibitor, PPP - CAS 477-47-4 - Calbiochem Picropodophyllin (AXL1717) Podophyllotoxin 5a-Epimer Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-, (5R,5aS,8aR,9R)- (-)PPP USP/EP/BP Picropodophyllin (Picropodophyllotoxin, AXL-1717 or PPP) (5R,5aS,9R)-9-hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-te... (5R,5aS,8aR,9R)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one (-)PPP Bitter Podophyllotoxin (5R,5aS,8aR,9R)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,8,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one 477-47-4 Insulin-like Growth Factor-1 Receptor Inhibitor Picropodophyllin