HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Azulenemethanol, 1,2,3,4,5,6,7,8-octahydro-alpha,alpha,3,8-tetramethyl-, (3S-(3alpha,5alpha,8alpha))-
GUAIOL · Gualol · Champacol · Champaeol · Nsc 19941 · GUAIOL(RG) · (-)-GUAIOL · (?)-Guaiol
Identifiers & Physical Properties
| CAS No. | 489-86-1 |
|---|---|
| Molecular formula | C15H26O |
| Average molar mass | 222.37 g/mol |
| Monoisotopic mass | 222.19836545 g/mol |
| SMILES | C[C@@H]1CC[C@H](C(C)(C)O)CC2=C1CC[C@H]2C |
| InChIKey | TWVJWDMOZJXUID-UTUOFQBUSA-N |
| PubChem CID | 72607 |
Chemical & Physical Properties
| XLogP | 3.1 |
|---|---|
| Topological polar surface area | 20.2 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 1 |
| Heavy atoms | 16 |
| Formal charge | 0 |
| Complexity | 301 |
| Melting point | 91-93 °C(lit.) |
| Boiling point | 132-136℃ |
| alpha | D20 -30° (c = 4 in alc) |
| Density | 0.9714 g/cm3 (20℃) |
| Refractive index | 1.5100 (589.3 nm 20℃) |
| Storage conditions | 2-8°C |
| Solubility | Chloroform (Slightly), Dichloromethane (Sparingly), Ethanol (Slightly), Methanol |
| Physical state | Solid |
| pKa (acidity coefficient) | 15.11±0.29(Predicted) |
| Color | White to Off-White |
| Odor | at 100.00 %. mild guaiacwood tea rose |
| Odor type | woody |
| optical activity | [α]20/D 28°, c = 4 in ethanol |
| Merck | 13,4572 |
| BRN | 2047993 |
| Major applications | food and beverages |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C15H26O/c1-10-5-7-12(15(3,4)16)9-14-11(2)6-8-13(10)14/h10-12,16H,5-9H2,1-4H3/t10-,11-,12+/m0/s1 |
| InChIKey | TWVJWDMOZJXUID-SDDRHHMPSA-N |
| SMILES | C[C@H]1CC[C@H](CC2=C1CC[C@@H]2C)C(C)(C)O |
| LogP (partition coefficient) | 4.782 (est) |
| FDA UNII | I7WP008A91 |
| EPA Substance Registry System | 5-Azulenemethanol, 1,2,3,4,5,6,7,8-octahydro-.alpha.,.alpha.,3,8-tetramethyl-, (3S,5R,8S)- (489-86-1) |
| UNSPSC Code | 85151701 |
| NACRES | NA.24 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Safety statements (S) | 22-24/25 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| Regulatory information | Chemical: 5-Azulenemethanol, 1,2,3,4,5,6,7,8-octahydro-.alpha.,.alpha.,3,8-tetramethyl-, [3S-(3.alpha.,5.alpha.,8.alpha.)]- |
|---|---|
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Safety statements (S) | 22-24/25 |
| Storage class | 11 - Combustible Solids |
Applications & Uses
Uses
Guaiol is a component of guaiac wood oil, terpenol also found in cannabis.
General Description
(-)-Guaiol is a sesquiterpene alcohol which has guaiane skeleton. It naturally occurs in essential oils extracted from Salvia lanigera and Helitta ongifoliata and has antibacterial activity.