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apomine

apomine structure

apomine 

structure
  • CAS No:

    126411-13-0

  • Formula:

    C28H52O7P2

  • Chemical Name:

    apomine

  • Synonyms:

    apomine;SR 45023A;SR 9223i;SR-45023A;SR-9223i;tetraisopropyl 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-ethyl-1,1-bisphosphonate;UNII-JQ95208805;JQ95208805

  • Categories:

    Organic Chemistry  >  Phosphines

Description

Apomine has been used in trials studying the treatment of Osteoporosis and Unspecified Adult Solid Tumor, Protocol Specific.|Apomine is a 1,1-bisphosphonate ester with potential antineoplastic and hypocholesterolemic activities. SR-45023A binds to hydroxyapatite crystals in the bone matrix where it inhibits enzymatic activity of 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase, which is required for the formation of mevalonate, the precursor of cholesterol. Consequently, shortage of mevalonate impedes the synthesis of downstream isoprenoids that are essential for protein prenylation. This leads to the loss of activity of proteins involved in osteoclast function and cellular proliferation, such as Ras and Rho, leading to an inhibition of cellular proliferation, and induction of osteoclasts apoptosis. In addition, SR-45023A activates the farnesoid X activated receptor (FXR), a member of the nuclear hormone superfamily implicated in cholesterol metabolism and bile acid transport and may play a role in this agent's antineoplastic effect.

apomine Basic Attributes

562.66

562.319

JQ95208805

C1873

Characteristics

91.3

7

1.066±0.06 g/cm3(Predicted)

102-104 °C

584.5±50.0 °C(Predicted)

307.3ºC

1.482

2.94E-14mmHg at 25°C

Drug Information

apomine

Computed Properties

Molecular Weight:562.7
XLogP3:7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:14
Exact Mass:562.31882799
Monoisotopic Mass:562.31882799
Topological Polar Surface Area:91.3
Heavy Atom Count:37
Complexity:705
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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