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Picropodophyllin

Picropodophyllin structure

CAS No:
477-47-4
Formula:
C22H22O8
Chemical Name:
Picropodophyllin
Synonyms:
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)-;Picropodophyllin;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-(5α,5aα,8aα,9α)]-;(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;Picropodophyllotoxin;NSC 36407;AXL 1717;17434-18-3
Categories:
Biochemical Engineering > Plant Extracts

Description

Picropodophyllin (AXL1717) is a selective insulin-like growth factor-1 receptor (IGF-1R) inhibitor with an IC50 of 1 nM.

Picropodophyllotoxin is an organic heterotetracyclic compound that has a furonaphthodioxole skeleton bearing 3,4,5-trimethoxyphenyl and hydroxy substituents. It has a role as an antineoplastic agent, a tyrosine kinase inhibitor, an insulin-like growth factor receptor 1 antagonist and a plant metabolite. It is a lignan, a furonaphthodioxole and an organic heterotetracyclic compound.|Picropodophyllin has been investigated for the treatment of Non Small Cell Lung Cancer.|Picropodophyllin is a cyclolignan alkaloid found in the mayapple plant family (Podophyllum peltatum), and a small molecule inhibitor of the insulin-like growth factor 1 receptor (IGF1R) with potential antineoplastic activity. Picropodophyllin specifically inhibits the activity and downregulates the cellular expression of IGF1R without interfering with activities of other growth factor receptors, such as receptors for insulin, epidermal growth factor, platelet-derived growth factor, fibroblast growth factor and mast/stem cell growth factor (KIT). This agent shows potent activity in the suppression o f tumor cell proliferation and the induction of tumor cell apoptosis. IGF1R, a receptor tyrosine kinase overexpressed in a variety of human cancers, plays a critical role in the growth and survival of many types of cancer cells.

Picropodophyllin Basic Attributes

Molecular Weight：

414.41

Exact Mass：

414.41

UNII：

0F35AOI227

NSC Number：

36407

DSSTox ID：

DTXSID80197245

NCI Thesaurus Code：

C87736

Characteristics

PSA：

92.7

XLogP3：

Density：

1.4±0.1 g/cm3

Melting Point：

228 °C

Boiling Point：

597.9°C at 760 mmHg

Flash Point：

210.2±23.6 °C

Refractive Index：

1.606

Water Solubility：

2.41e-04 M

Storage Conditions：

2-8ºC

Vapor Pressure：

3.82E-15mmHg at 25°C

Toxicity：

LD50 intraperitoneal in mouse: 280mg/kg

Collision Cross Section：

190.9 Å² [M+H-H2O]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Packing level：

Ⅱ

Transport codes：

3462

wgk germany：

hazard class code：

6.1

safety instructions：

26-36-45-36/37

RTECS Number：

LV2510000

Marks：

Xi,T

Precautionary statement(s)：

P261-P280-P301 + P310-P305 + P351 + P338

Hazard Statements：

H301-H312-H315-H319-H335

GHS Classification：

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 40 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

AXL1717

Picropodophyllin Use and Manufacturing

Uses

Insulin growth factor 1 receptor inhibitor, antineoplastic

Use Classification：

Human drugs -> Rare disease (orphan)

Computed Properties

Molecular Weight:414.4
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:414.13146766
Monoisotopic Mass:414.13146766
Topological Polar Surface Area:92.7
Heavy Atom Count:30
Complexity:629
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 477-47-4

Grade: Industrial Grade

Content: 98%

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HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

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IGF-1R Inhibitor, PPP

CAS No.: 477-47-4

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Guide of Picropodophyllin

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
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