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BENZYL FERULATE
ID: ALA457076
Max Phase: Preclinical
Molecular Formula: C17H16O4
Molecular Weight: 284.31
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (2): Benzyl (E)-Ferulate | Benzyl Ferulate
Synonyms from Alternative Forms(2):
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
Associated Targets(Human)
HT-1080 (3966 Activities)
A549 (127892 Activities)
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HeLa (62764 Activities)
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PANC-1 (6144 Activities)
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CA3 Tclin Carbonic anhydrase III (753 Activities)
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CA2 Tclin Carbonic anhydrase II (17698 Activities)
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CA1 Tclin Carbonic anhydrase I (13240 Activities)
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CA4 Tclin Carbonic anhydrase IV (2163 Activities)
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CA5A Tclin Carbonic anhydrase VA (1168 Activities)
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CA5B Tclin Carbonic anhydrase VB (957 Activities)
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CA6 Tclin Carbonic anhydrase VI (993 Activities)
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CA7 Tclin Carbonic anhydrase VII (2318 Activities)
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CA9 Tclin Carbonic anhydrase IX (8255 Activities)
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CA12 Tclin Carbonic anhydrase XII (6231 Activities)
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CA14 Tclin Carbonic anhydrase XIV (1305 Activities)
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Associated Targets(non-human)
Influenza A virus H3N2 (588 Activities)
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Influenza A virus (11224 Activities)
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Ca13 Carbonic anhydrase XIII (322 Activities)
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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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
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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: 0 | HBA (Lipinski): 4 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| 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):