ID: ALA1950046

Max Phase: Preclinical

Molecular Formula: C12H16O4

Molecular Weight: 224.26

Molecule Type: Small molecule

Representations

Synonyms (1): Hydroxytyrosol Butanoate
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCC(=O)OCCc1ccc(O)c(O)c1

Standard InChI:  InChI=1S/C12H16O4/c1-2-3-12(15)16-7-6-9-4-5-10(13)11(14)8-9/h4-5,8,13-14H,2-3,6-7H2,1H3

Standard InChI Key:  FWSMIAYDVSAALB-UHFFFAOYSA-N

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

Properties

Molecular Weight: 224.26

Molecular Weight (Monoisotopic): 224.1049

AlogP: 1.98

#Rotatable Bonds: 5

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.28

CX Basic pKa:

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.59

Np Likeness Score: 0.72

References

1. Procopio A, Celia C, Nardi M, Oliverio M, Paolino D, Sindona G..  (2011)  Lipophilic hydroxytyrosol esters: fatty acid conjugates for potential topical administration.,  74  (11): [PMID:22014120] [10.1021/np200405s]

2. Bozzini T, Botta G, Delfino M, Onofri S, Saladino R, Amatore D, Sgarbanti R, Nencioni L, Palamara AT..  (2013)  Tyrosinase and Layer-by-Layer supported tyrosinases in the synthesis of lipophilic catechols with antiinfluenza activity.,  21  (24): [PMID:24216089] [10.1016/j.bmc.2013.10.026]

3. Botta G, Bizzarri BM, Garozzo A, Timpanaro R, Bisignano B, Amatore D, Palamara AT, Nencioni L, Saladino R..  (2015)  Carbon nanotubes supported tyrosinase in the synthesis of lipophilic hydroxytyrosol and dihydrocaffeoyl catechols with antiviral activity against DNA and RNA viruses.,  23  (17): [PMID:26260341] [10.1016/j.bmc.2015.07.061]

4. Belmonte-Reche E, Martínez-García M, Peñalver P, Gómez-Pérez V, Lucas R, Gamarro F, Pérez-Victoria JM, Morales JC..  (2016)  Tyrosol and hydroxytyrosol derivatives as antitrypanosomal and antileishmanial agents.,  119  [PMID:27155468] [10.1016/j.ejmech.2016.04.047]

Source

Source(1):

• Scientific Literature