isopropyl phenylpropenoate

ID: ALA2252107

Cas Number: 7780-06-5

PubChem CID: 5273464

Product Number: S68070, Order Now?

Max Phase: Preclinical

Molecular Formula: C12H14O2

Molecular Weight: 190.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)/C=C/c1ccccc1

Standard InChI:  InChI=1S/C12H14O2/c1-10(2)14-12(13)9-8-11-6-4-3-5-7-11/h3-10H,1-2H3/b9-8+

Standard InChI Key:  RGACABDFLVLVCT-CMDGGOBGSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    7.7613   -7.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0469   -7.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3324   -7.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7613   -8.3026    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4758   -7.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6179   -7.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9035   -7.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1890   -7.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1890   -6.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9035   -5.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6179   -6.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1903   -7.4776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9048   -7.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1903   -8.3026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
  3  6  1  0
 12 13  1  0
 12 14  1  0
  5 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252107

   ISOPROPYL CINNAMATE

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: 190.24

Molecular Weight (Monoisotopic): 190.0994

AlogP: 2.65

#Rotatable Bonds: 3

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.54

Np Likeness Score: 0.16

References

1. Sunnerheim K, Nordqvist A, Nordlander G, Borg-Karlson AK, Unelius CR, Bohman B, Nordenhem H, Hellqvist C, Karlén A..  (2007)  Quantitative structure-activity relationships of pine weevil antifeedants, a multivariate approach.,  55  (23): [PMID:17927202] [10.1021/jf070014p]

2. ZHU J, ZHU H, KOBAMOTO N, YASUDA M, TAWATA S.  (2000)  Fungitoxic and Phytotoxic Activities of Cinnamic Acid Esters and Amides,  25  (3): [10.1584/jpestics.25.263]

3. Sharma UK, Sood S, Sharma N, Rahi P, Kumar R, Sinha AK, Gulati A.  (2013)  Synthesis and SAR investigation of natural phenylpropene-derived methoxylated cinnamaldehydes and their novel Schiff bases as potent antimicrobial and antioxidant agents,  22  (11): [10.1007/s00044-013-0484-9]

Source

Source(1):

• Scientific Literature