ID: ALA25308

Max Phase: Preclinical

Molecular Formula: C15H26O

Molecular Weight: 222.37

Molecule Type: Small molecule

Representations

Synonyms (1): Farnesol
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)=CCC/C(C)=C/CC/C(C)=C/CO

Standard InChI:  InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11+

Standard InChI Key:  CRDAMVZIKSXKFV-YFVJMOTDSA-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: 222.37

Molecular Weight (Monoisotopic): 222.1984

AlogP: 4.40

#Rotatable Bonds: 7

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 0

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: 2.19

References

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2. Kim S, Kim E, Shin DS, Kang H, Oh KB..  (2002)  Evaluation of morphogenic regulatory activity of farnesoic acid and its derivatives against Candida albicans dimorphism.,  12  (6): [PMID:11958988] [10.1016/s0960-894x(02)00038-0]

3. Shchepin R, Navarathna DH, Dumitru R, Lippold S, Nickerson KW, Dussault PH..  (2008)  Influence of heterocyclic and oxime-containing farnesol analogs on quorum sensing and pathogenicity in Candida albicans.,  16  (4): [PMID:18037299] [10.1016/j.bmc.2007.11.011]

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12. PubChem BioAssay data set, 

13. PubChem BioAssay data set, 

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22. PubChem BioAssay data set, 

23. Jun M, Bacay AF, Moyer J, Webb A, Carrico-Moniz D..  (2014)  Synthesis and biological evaluation of isoprenylated coumarins as potential anti-pancreatic cancer agents.,  24  (19): [PMID:25205194] [10.1016/j.bmcl.2014.08.038]

24. Zhou J, Tracy TS, Remmel RP..  (2011)  Correlation between bilirubin glucuronidation and estradiol-3-gluronidation in the presence of model UDP-glucuronosyltransferase 1A1 substrates/inhibitors.,  39  (2): [PMID:21030469] [10.1124/dmd.110.035030]

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26. Kim C, Hesek D, Lee M, Mobashery S..  (2018)  Potentiation of the activity of β-lactam antibiotics by farnesol and its derivatives.,  28  (4): [PMID:29402738] [10.1016/j.bmcl.2018.01.028]

27. Lopes AP, de Oliveira Castelo Branco RR, de Alcântara Oliveira FA, Campos MAS, de Carvalho Sousa B, Agostinho ÍRC, Gonzalez AGM, Rocha JA, Pinheiro REE, Araújo AR, Dos Santos Soares MJ..  (2021)  Antimicrobial, modulatory, and antibiofilm activity of tt-farnesol on bacterial and fungal strains of importance to human health.,  47  [PMID:34118413] [10.1016/j.bmcl.2021.128192]

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Source

Source(2):

• Scientific Literature
• PubChem BioAssays