benzyl ferulate

ID: ALA457076

Chembl Id: CHEMBL457076

Cas Number: 132335-97-8

PubChem CID: 7766335

Max Phase: Preclinical

Molecular Formula: C17H16O4

Molecular Weight: 284.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Benzyl (E)-Ferulate | Benzyl Ferulate | benzyl ferulate|132335-97-8|Benzyl (E)-Ferulate|(E)-Benzyl ferulate|benzyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate|(E)-Benzyl 3-(4-hydroxy-3-methoxyphenyl)acrylate|CHEMBL457076|MEGxp0_000780|SCHEMBL16155887|ACon1_000937|DZAPHTCUSDTZAT-CSKARUKUSA-N|BDBM50131683|AKOS000863238|NCGC00169212-01|HY-134607|CS-0145813|2-Propenoic acid, 3-(4-hydroxy-3-methoxyphenyl)-, phenylmethyl ester, (2E)-

Canonical SMILES:  COc1cc(/C=C/C(=O)OCc2ccccc2)ccc1O

Standard InChI:  InChI=1S/C17H16O4/c1-20-16-11-13(7-9-15(16)18)8-10-17(19)21-12-14-5-3-2-4-6-14/h2-11,18H,12H2,1H3/b10-8+

Standard InChI Key:  DZAPHTCUSDTZAT-CSKARUKUSA-N

Alternative Forms

1. Parent:

   

   ALA457076

   BENZYL FERULATE

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: 284.31

Molecular Weight (Monoisotopic): 284.1049

AlogP: 3.16

#Rotatable Bonds: 5

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.87

CX Basic pKa: ┄

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: 0.43

References

1. Usia T, Banskota AH, Tezuka Y, Midorikawa K, Matsushige K, Kadota S..  (2002)  Constituents of Chinese propolis and their antiproliferative activities.,  65  (5): [PMID:12027739] [10.1021/np010486c]

2. Serkedjieva J, Manolova N, Bankova V..  (1992)  Anti-influenza virus effect of some propolis constituents and their analogues (esters of substituted cinnamic acids).,  55  (3): [PMID:1593279] [10.1021/np50081a003]

3. Li F, Awale S, Tezuka Y, Esumi H, Kadota S..  (2010)  Study on the constituents of Mexican propolis and their cytotoxic activity against PANC-1 human pancreatic cancer cells.,  73  (4): [PMID:20307087] [10.1021/np900772m]

4. Lee IK, Han MS, Kim DW, Yun BS..  (2014)  Phenylpropanoid acid esters from Korean propolis and their antioxidant activities.,  24  (15): [PMID:24928402] [10.1016/j.bmcl.2014.05.065]

5. Maresca A, Akyuz G, Osman SM, AlOthman Z, Supuran CT..  (2015)  Inhibition of mammalian carbonic anhydrase isoforms I-XIV with a series of phenolic acid esters.,  23  (22): [PMID:26498394] [10.1016/j.bmc.2015.10.014]

Source

Source(1):

• Scientific Literature