ID: ALA507795

Max Phase: Preclinical

Molecular Formula: C10H18O

Molecular Weight: 154.25

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CC1=CCC(O)(C(C)C)CC1

Standard InChI:  InChI=1S/C10H18O/c1-8(2)10(11)6-4-9(3)5-7-10/h4,8,11H,5-7H2,1-3H3

Standard InChI Key:  WRYLYDPHFGVWKC-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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: 154.25

Molecular Weight (Monoisotopic): 154.1358

AlogP: 2.50

#Rotatable Bonds: 1

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: 2.33

CX LogD: 2.33

Aromatic Rings: 0

Heavy Atoms: 11

QED Weighted: 0.58

Np Likeness Score: 3.00

References

1. Kubo I, Muroi H, Kubo A..  (1994)  Naturally occurring antiacne agents.,  57  (1): [PMID:8158169] [10.1021/np50103a002]

2. Perrucci S, Macchioni G, Cioni PL, Flamini G, Morelli I..  (1995)  Structure/activity relationship of some natural monoterpenes as acaricides against Psoroptes cuniculi.,  58  (8): [PMID:7595592] [10.1021/np50122a018]

3. Utrilla MP, Navarro MC, Jimenez J, Montilla MP, Martin A..  (1995)  Santolindiacetylene, a polyacetylene derivative isolated from the essential oil of Santolina canescens.,  58  (11): [PMID:8594153] [10.1021/np50125a018]

4. Himejima M, Kubo I..  (1992)  Antimicrobial agents from Licaria puchuri-major and their synergistic effect with polygodial.,  55  (5): [PMID:1517735] [10.1021/np50083a010]

5. McNamara PJ, Syverson RE, Milligan-Myhre K, Frolova O, Schroeder S, Kidder J, Hoang T, Proctor RA..  (2009)  Surfactants, aromatic and isoprenoid compounds, and fatty acid biosynthesis inhibitors suppress Staphylococcus aureus production of toxic shock syndrome toxin 1.,  53  (5): [PMID:19223628] [10.1128/aac.01293-08]

6. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

7. Ntalli NG, Ferrari F, Giannakou I, Menkissoglu-Spiroudi U..  (2010)  Phytochemistry and nematicidal activity of the essential oils from 8 Greek Lamiaceae aromatic plants and 13 terpene components.,  58  (13): [PMID:20527965] [10.1021/jf100797m]

8. Barra A, Coroneo V, Dessi S, Cabras P, Angioni A..  (2007)  Characterization of the volatile constituents in the essential oil of Pistacia lentiscus L. from different origins and its antifungal and antioxidant activity.,  55  (17): [PMID:17658828] [10.1021/jf071129w]

9. Kordali S, Kesdek M, Çakir A..  (2007)  Toxicity of monoterpenes against larvae and adults of Colorado potato beetle, Leptinotarsa decemlineata Say (Coleoptera: Chrysomelidae),  26  (3): [10.1016/j.indcrop.2007.03.009]

10. TAIRA S, TAWATA S, KOBAMOTO N, TOYAMA S, YASUDA M.  (1994)  Synthesis and Fungicidal Activity of New 1, 3, 2-Oxazaphospholidine 2-Sulfides,  19  (4): [10.1584/jpestics.19.4_299]

11. PubChem BioAssay data set, 

12. Nuutinen T..  (2018)  Medicinal properties of terpenes found in Cannabis sativa and Humulus lupulus.,  157  [PMID:30096653] [10.1016/j.ejmech.2018.07.076]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays