1-cyclopropyl-1-phenyl-2-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)heptan-1-ol

ID: ALA2321920

PubChem CID: 54596260

Max Phase: Preclinical

Molecular Formula: C23H35BO3

Molecular Weight: 370.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCC/C(=C\B1OC(C)(C)C(C)(C)O1)C(O)(c1ccccc1)C1CC1

Standard InChI:  InChI=1S/C23H35BO3/c1-6-7-9-14-20(17-24-26-21(2,3)22(4,5)27-24)23(25,19-15-16-19)18-12-10-8-11-13-18/h8,10-13,17,19,25H,6-7,9,14-16H2,1-5H3/b20-17+

Standard InChI Key:  XSNZEINWEKUKHC-LVZFUZTISA-N

Molfile:  

     RDKit          2D

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    4.5770   -7.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3925   -7.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7994   -6.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3920   -5.9591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5735   -5.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1702   -6.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622   -5.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5681   -4.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3450   -5.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6356   -4.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386   -5.6657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5783   -4.6720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -4.5434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1569   -3.8403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397   -3.8434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9284   -3.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1112   -3.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7000   -2.4342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8417   -3.8659    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    6.6556   -3.8362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8809   -3.0497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2015   -2.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5587   -3.0996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4096   -1.7995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6172   -2.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4579   -2.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5858   -3.4545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
 10  9  1  0
 11 10  1  0
  9 11  1  0
  7 12  1  0
  8 13  2  0
  8 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 19  1  0
 20 21  1  0
 19 20  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 22 24  1  0
 22 25  1  0
 21 26  1  0
 21 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2321920

   (2E)-1-cyclopropyl-1-phenyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylidene]heptan-1-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 370.34

Molecular Weight (Monoisotopic): 370.2679

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References

1. Botvinik Livshits A, Al Quntar AA, Yekhtin Z, Srebnik M, Dagan A..  (2013)  Novel 3-hydroxy vinylboronates influence sphingolipid metabolism, cause apoptosis in Jurkat cells and prevent tumor development in nude mice.,  23  (2): [PMID:23232057] [10.1016/j.bmcl.2012.11.028]

Source

Source(1):

• Scientific Literature