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

ID: ALA2326214

PubChem CID: 54756216

Max Phase: Preclinical

Molecular Formula: C21H31BO3

Molecular Weight: 342.29

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H31BO3/c1-6-10-18(15-22-24-19(2,3)20(4,5)25-22)21(23,17-13-14-17)16-11-8-7-9-12-16/h7-9,11-12,15,17,23H,6,10,13-14H2,1-5H3/b18-15+

Standard InChI Key:  KMCNDMKHAVRERV-OBGWFSINSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   13.7065   -7.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5219   -7.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9288   -6.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5214   -6.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7029   -6.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2997   -6.8857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2916   -5.4745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6976   -4.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4744   -5.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7650   -5.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7681   -5.8844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7077   -4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5147   -4.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2863   -4.0591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9711   -4.0847    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   15.7851   -4.0549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0103   -3.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3309   -2.8123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6881   -3.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5390   -2.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7466   -2.2287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5873   -2.6827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7153   -3.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6922   -3.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2810   -2.6437    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
 13 15  1  0
 16 17  1  0
 15 16  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 18 20  1  0
 18 21  1  0
 17 22  1  0
 17 23  1  0
 14 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2326214

   (2E)-1-cyclopropyl-1-phenyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylidene]pentan-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: 342.29

Molecular Weight (Monoisotopic): 342.2366

AlogP: ┄

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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