(E)-3-{(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[1-ethoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-2-yl}-acrylic acid ethyl ester

ID: ALA121594

PubChem CID: 15934809

Max Phase: Preclinical

Molecular Formula: C20H34O6Si

Molecular Weight: 398.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)/C=C/[C@H]1OCC/C(=C\C(=O)OCC)[C@@H]1O[Si](C)(C)C(C)(C)C

Standard InChI:  InChI=1S/C20H34O6Si/c1-8-23-17(21)11-10-16-19(26-27(6,7)20(3,4)5)15(12-13-25-16)14-18(22)24-9-2/h10-11,14,16,19H,8-9,12-13H2,1-7H3/b11-10+,15-14+/t16-,19+/m1/s1

Standard InChI Key:  KMIDZCCXFVBCOX-JRXXWWDQSA-N

Molfile:  

     RDKit          2D

 27 27  0  0  1  0  0  0  0  0999 V2000
    3.6042   -2.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -2.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125   -2.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -3.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -2.8625    0.0000 Si  0  0  0  0  0  4  0  0  0  0  0  0
    4.3125   -1.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -4.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375   -1.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5500   -0.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9542   -2.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -4.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3750   -0.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -2.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4542   -3.5875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1375    0.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1750   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0292   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2417   -3.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -1.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4625   -3.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -2.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3125    0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7375   -4.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9000    1.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0292   -3.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  1
  4  2  2  0
  5  3  1  0
  8  6  1  6
  7  4  1  0
  8  1  1  0
  9  6  2  0
 10  9  1  0
 11  5  1  0
 12  8  1  0
 13  7  2  0
 14 10  2  0
 15  2  1  0
 16  7  1  0
 17 10  1  0
 18 12  1  0
 19  5  1  0
 20  5  1  0
 21 11  1  0
 22 11  1  0
 23 11  1  0
 24 17  1  0
 25 16  1  0
 26 24  1  0
 27 25  1  0
 18 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA121594

   ethyl (E)-3-[(2R,3S,4E)-3-[tert-butyl(dimethyl)silyl]oxy-4-(2-ethoxy-2-oxoethylidene)oxan-2-yl]prop-2-enoate

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: 398.57

Molecular Weight (Monoisotopic): 398.2125

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References

1. Bessodes M, Shamsazar J, Antonakis K, Lafarge-Frayssinet C, Frayssinet C.  (1991)  Studies on the macrocyclic part of the trichothecene satratoxin: partial synthesis and structure-activity relationship,  1  (7): [10.1016/S0960-894X(01)80473-X]

Source

Source(1):

• Scientific Literature