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| Names | |
|---|---|
|
Preferred IUPAC name
3-(4-tert-Butylphenyl)propanal | |
| Identifiers | |
3D model (
JSmol)
|
|
| ChemSpider | |
| ECHA InfoCard | 100.038.182 |
| EC Number |
|
PubChem
CID
|
|
| UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
| Properties | |
| C13H18O | |
| Molar mass | 190.286 g·mol−1 |
| Appearance | Pale yellow liquid |
| Density | 0.938 g/cm3 |
| Boiling point | 265.1 °C (509.2 °F; 538.2 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Bourgeonal is an aromatic aldehyde used in perfumery. It has a fragrance reminiscent of lily of the valley, otherwise described as floral, watery, green and aldehydic. It is a pale yellow liquid at room temperature.
It is toxic if swallowed and can cause skin irritation and sensitisation on contact.
In a 2003 study it was found that in vitro, bourgeonal acts as a chemo-attractant for human spermatozoa, activating an olfactory receptor called OR1D2 (formerly called hOR17-4) [1] which opens calcium ion channels in the sperm, leading them to swim twice as fast. [2] Bourgeonal is suspected to be involved in helping sperm locate the ovum.
As of 2010, bourgeonal is the only known odor substance to which males have a higher average sensitivity than females. [1] This is thought to be because the same olfactory receptor (OR1D2) is expressed in non-olfactory tissue in sperm cells as well as the olfactory tissue of the nose. The involvement with sperm chemotaxis causes an evolutionary pressure for males ( sexual selection) that causes them to have more OR1D2 receptors on average, both in the nose as well as in sperm.
References
- ^ a b Peter Olsson and Matthias Laska (2010). "Human Male Superiority in Olfactory Sensitivity to the Sperm Attractant Odorant Bourgeonal". Chemical Senses. 35 (5): 427–32. doi: 10.1093/chemse/bjq030. PMID 20378596.
- ^ Spehr, M.; Gisselmann, G; Poplawski, A; Riffell, JA; Wetzel, CH; Zimmer, RK; Hatt, H (2003). "Identification of a Testicular Odorant Receptor Mediating Human Sperm Chemotaxis". Science. 299 (5615): 2054–58. doi: 10.1126/science.1080376. PMID 12663925. S2CID 45306091.
|
| |
|
| |
| Names | |
|---|---|
|
Preferred IUPAC name
3-(4-tert-Butylphenyl)propanal | |
| Identifiers | |
3D model (
JSmol)
|
|
| ChemSpider | |
| ECHA InfoCard | 100.038.182 |
| EC Number |
|
PubChem
CID
|
|
| UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
| Properties | |
| C13H18O | |
| Molar mass | 190.286 g·mol−1 |
| Appearance | Pale yellow liquid |
| Density | 0.938 g/cm3 |
| Boiling point | 265.1 °C (509.2 °F; 538.2 K) |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
| |
Bourgeonal is an aromatic aldehyde used in perfumery. It has a fragrance reminiscent of lily of the valley, otherwise described as floral, watery, green and aldehydic. It is a pale yellow liquid at room temperature.
It is toxic if swallowed and can cause skin irritation and sensitisation on contact.
In a 2003 study it was found that in vitro, bourgeonal acts as a chemo-attractant for human spermatozoa, activating an olfactory receptor called OR1D2 (formerly called hOR17-4) [1] which opens calcium ion channels in the sperm, leading them to swim twice as fast. [2] Bourgeonal is suspected to be involved in helping sperm locate the ovum.
As of 2010, bourgeonal is the only known odor substance to which males have a higher average sensitivity than females. [1] This is thought to be because the same olfactory receptor (OR1D2) is expressed in non-olfactory tissue in sperm cells as well as the olfactory tissue of the nose. The involvement with sperm chemotaxis causes an evolutionary pressure for males ( sexual selection) that causes them to have more OR1D2 receptors on average, both in the nose as well as in sperm.
References
- ^ a b Peter Olsson and Matthias Laska (2010). "Human Male Superiority in Olfactory Sensitivity to the Sperm Attractant Odorant Bourgeonal". Chemical Senses. 35 (5): 427–32. doi: 10.1093/chemse/bjq030. PMID 20378596.
- ^ Spehr, M.; Gisselmann, G; Poplawski, A; Riffell, JA; Wetzel, CH; Zimmer, RK; Hatt, H (2003). "Identification of a Testicular Odorant Receptor Mediating Human Sperm Chemotaxis". Science. 299 (5615): 2054–58. doi: 10.1126/science.1080376. PMID 12663925. S2CID 45306091.