Bourgeonal | CAS# 18127-01-0 | hOR17-4 agonist

MedKoo Cat#: 574319 | Name: Bourgeonal

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Bourgeonal is an agonist of human testicular olfactory receptor hOR17-4. It increases cytosolic calcium levels in human spermatozoa, acts as a chemoattractant, and increases swimming speed in sperm chemotaxis assays in a concentration-dependent manner.

Chemical Structure

Bourgeonal

CAS#18127-01-0

Theoretical Analysis

MedKoo Cat#: 574319

Name: Bourgeonal

CAS#: 18127-01-0

Chemical Formula: C13H18O

Exact Mass: 190.1358

Molecular Weight: 190.29

Elemental Analysis: C, 82.06; H, 9.54; O, 8.41

Price and Availability

Size	Price	Availability
100mg	USD 250.00	2 Weeks
250mg	USD 450.00	2 Weeks
1g	USD 950.00	2 Weeks

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Related CAS #

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Synonym

Bourgeonal; 3-(4-(tert-Butyl)phenyl)propanal; Benzenepropanal, 4-(1,1-dimethylethyl)-

IUPAC/Chemical Name

4-(1,1-dimethylethyl)-benzenepropanal

InChi Key

FZJUFJKVIYFBSY-UHFFFAOYSA-N

InChi Code

InChI=1S/C13H18O/c1-13(2,3)12-8-6-11(7-9-12)5-4-10-14/h6-10H,4-5H2,1-3H3

SMILES Code

CC(C)(C)C1=CC=C(CCC=O)C=C1

Appearance

An oil

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 190.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

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Epub 2009 Jul 20. PMID: 19620388. 5: Ottaviano G, Marioni G, Frasson G, Zuccarello D, Marchese-Ragona R, Staffieri C, Nardello E, Frigo AC, Foresta C, Staffieri A. Olfactory threshold for bourgeonal and sexual desire in young adult males. Med Hypotheses. 2015 May;84(5):437-41. doi: 10.1016/j.mehy.2015.01.035. Epub 2015 Jan 30. PMID: 25665864. 6: Wolf S, Gelis L, Dörrich S, Hatt H, Kraft P. Evidence for a shape-based recognition of odorants in vivo in the human nose from an analysis of the molecular mechanism of lily-of-the-valley odorants detection in the Lilial and Bourgeonal family using the C/Si/Ge/Sn switch strategy. PLoS One. 2017 Aug 1;12(8):e0182147. doi: 10.1371/journal.pone.0182147. PMID: 28763484; PMCID: PMC5538716. 7: Olsson P, Laska M. Human male superiority in olfactory sensitivity to the sperm attractant odorant bourgeonal. Chem Senses. 2010 Jun;35(5):427-32. doi: 10.1093/chemse/bjq030. Epub 2010 Apr 8. PMID: 20378596. 8: Larsson L, Laska M. Ultra-high olfactory sensitivity for the human sperm- attractant aromatic aldehyde bourgeonal in CD-1 mice. Neurosci Res. 2011 Dec;71(4):355-60. doi: 10.1016/j.neures.2011.08.009. Epub 2011 Aug 30. PMID: 21893110. 9: Doszczak L, Kraft P, Weber HP, Bertermann R, Triller A, Hatt H, Tacke R. Prediction of perception: probing the hOR17-4 olfactory receptor model with silicon analogues of bourgeonal and lilial. Angew Chem Int Ed Engl. 2007;46(18):3367-71. doi: 10.1002/anie.200605002. PMID: 17397127. 10: Kjeldmand L, Salazar LT, Laska M. Olfactory sensitivity for sperm-attractant aromatic aldehydes: a comparative study in human subjects and spider monkeys. J Comp Physiol A Neuroethol Sens Neural Behav Physiol. 2011 Jan;197(1):15-23. doi: 10.1007/s00359-010-0580-y. Epub 2010 Sep 7. PMID: 20820786. 11: Spehr M, Gisselmann G, Poplawski A, Riffell JA, Wetzel CH, Zimmer RK, Hatt H. Identification of a testicular odorant receptor mediating human sperm chemotaxis. Science. 2003 Mar 28;299(5615):2054-8. doi: 10.1126/science.1080376. PMID: 12663925. 12: Spehr M, Schwane K, Riffell JA, Barbour J, Zimmer RK, Neuhaus EM, Hatt H. Particulate adenylate cyclase plays a key role in human sperm olfactory receptor-mediated chemotaxis. J Biol Chem. 2004 Sep 17;279(38):40194-203. doi: 10.1074/jbc.M403913200. Epub 2004 Jul 22. PMID: 15271985. 13: Hassan SS, Choudhury PP, Pal A, Brahmachary RL, Goswami A. Designing exons for human olfactory receptor gene subfamilies using a mathematical paradigm. J Biosci. 2010 Sep;35(3):389-93. doi: 10.1007/s12038-010-0044-0. PMID: 20826948. 14: Vosshall LB. Olfaction: attracting both sperm and the nose. Curr Biol. 2004 Nov 9;14(21):R918-20. doi: 10.1016/j.cub.2004.10.013. PMID: 15530382. 15: Vecchiato M, Cremonese S, Gregoris E, Barbaro E, Gambaro A, Barbante C. Fragrances as new contaminants in the Venice lagoon. Sci Total Environ. 2016 Oct 1;566-567:1362-1367. doi: 10.1016/j.scitotenv.2016.05.198. Epub 2016 Jun 4. 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