ID: ALA447597

Max Phase: Preclinical

Molecular Formula: C10H18O

Molecular Weight: 154.25

Molecule Type: Small molecule

Representations

Synonyms (2): Alpha-Terpinenol | Alpha-Terpineol
Synonyms from Alternative Forms(2):

Canonical SMILES:  CC1=CC[C@@H](C(C)(C)O)CC1

Standard InChI:  InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1

Standard InChI Key:  WUOACPNHFRMFPN-SECBINFHSA-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: 2.17

CX LogD: 2.17

Aromatic Rings: 0

Heavy Atoms: 11

QED Weighted: 0.58

Np Likeness Score: 2.44

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. Villegas LF, Marçalo A, Martin J, Fernández ID, Maldonado H, Vaisberg AJ, Hammond GB..  (2001)  (+)-epi-Alpha-bisabolol [correction of bisbolol] is the wound-healing principle of Peperomia galioides: investigation of the in vivo wound-healing activity of related terpenoids.,  64  (10): [PMID:11678668] [10.1021/np0102859]

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. 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]

8. 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]

9. Han J, Kim SI, Choi BR, Lee SG, Ahn YJ..  (2011)  Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.,  67  (12): [PMID:21674753] [10.1002/ps.2216]

10. Tong F, Coats JR..  (2012)  Quantitative structure-activity relationships of monoterpenoid binding activities to the housefly GABA receptor.,  68  (8): [PMID:22461383] [10.1002/ps.3280]

11. 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]

12. Ramos Alvarenga RF, Wan B, Inui T, Franzblau SG, Pauli GF, Jaki BU..  (2014)  Airborne antituberculosis activity of Eucalyptus citriodora essential oil.,  77  (3): [PMID:24641242] [10.1021/np400872m]

Source

Source(1):

• Scientific Literature