borneol

ID: ALA1097205

Cas Number: 507-70-0

PubChem CID: 64685

Product Number: B109561, Order Now?

Max Phase: Phase

Molecular Formula: C10H18O

Molecular Weight: 154.25

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+/-)-Borneol | (+/-)-Isoborneol | 2-borneol | Bingpian | Borneol | Borneol, dl- | Borneolum syntheticum | Camphol | Endo-borneol | Hechenglongnao | FEMA NO. 2157 | NSC-60223 | Borneol|Isoborneol|1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol|10385-78-1|507-70-0|6627-72-1|(+/-)-Isoborneol|Sumatra camphor|Borneo camphor|Bornyl alcohol|DL-Isoborneol|DL-Borneol|464-43-7|124-76-5|Bingpia|CHEBI:28093|endo-2-Bornanol|Endo-2-camphanol|Endo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol|Endo-2-hydroxycamphane|1,7,7Show More⌵

Canonical SMILES:  CC1(C)C2CCC1(C)C(O)C2

Standard InChI:  InChI=1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3

Standard InChI Key:  DTGKSKDOIYIVQL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 11 12  0  0  0  0  0  0  0  0999 V2000
    6.4310   -0.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7774   -0.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3880    0.3334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1671   -0.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2321    1.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1459   -0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8644   -0.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6215    1.7235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6566    1.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7341   -1.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1430   -1.5126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  3  1  0
  3  6  1  0
  6  7  1  0
  7  4  1  0
  5  8  1  0
  1  2  1  0
  5  9  1  0
  2  3  1  0
  4 10  1  0
  1  4  1  0
  7 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097205

   Borneol

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

Calculated Properties

Molecular Weight: 154.25

Molecular Weight (Monoisotopic): 154.1358

AlogP: 2.19

#Rotatable Bonds: ┄

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: ┄

Heavy Atoms: 11

QED Weighted: 0.57

Np Likeness Score: 2.54

References

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

2. 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]

3. Li Y, Plitzko I, Zaugg J, Hering S, Hamburger M..  (2010)  HPLC-based activity profiling for GABA(A) receptor modulators: a new dihydroisocoumarin from Haloxylon scoparium.,  73  (4): [PMID:20210326] [10.1021/np900803w]

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

5. 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]

6. Abbassy MA, Abdelgaleil SAM, Belal ASH, Abdel Rasoula MAA..  (2007)  Insecticidal, antifeedant and antifungal activities of two glucosides isolated from the seeds of Simmondsia chinensis,  26  (3): [10.1016/j.indcrop.2007.04.005]

7. Angioni A, Barra A, Cereti E, Barile D, Coïsson JD, Arlorio M, Dessi S, Coroneo V, Cabras P..  (2004)  chemical composition, plant genetic differences, antimicrobial and antifungal activity investigation of the essential oil of Rosmarinus officinalis L.,  52  (11): [PMID:15161226] [10.1021/jf049913t]

8. Kim MK, Choi GJ, Lee HS..  (2003)  Fungicidal property of Curcuma longa L. rhizome-derived curcumin against phytopathogenic fungi in a greenhouse.,  51  (6): [PMID:12617587] [10.1021/jf0210369]

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. 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. Unpublished dataset, 

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
• Clinical Candidates