Incensole Acetate | CAS#34701-53-6 | Diterpene

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

MedKoo CAT#: 112080

CAS#: 34701-53-6

Description: Incensole acetate is a diterpene that activates transient receptor potential vanilloid 3 (TRPV3). It reduces apoptosis, increases in malondialdehyde (MDA) levels, and the production of reactive oxygen species (ROS) induced by amyloid-β (25-35) peptide in human olfactory bulb neural stem cells (hOBNSCs).

Chemical Structure

Incensole Acetate

CAS# 34701-53-6

Instruction

Theoretical Analysis

MedKoo Cat#: 112080
Name: Incensole Acetate
CAS#: 34701-53-6
Chemical Formula: C22H36O3
Exact Mass: 348.27
Molecular Weight: 348.530
Elemental Analysis: C, 75.82; H, 10.41; O, 13.77

Price and Availability

Size	Price	Availability
5mg	USD 350	2 Weeks
10mg	USD 650	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Incensole Acetate; Incensol Acetate

IUPAC/Chemical Name: (1R,2S,5E,9E,12S)-12-isopropyl-1,5,9-trimethyl-15-oxabicyclo[10.2.1]pentadeca-5,9-dien-2-yl acetate

InChi Key: HVBACKJYWZTKCA-XSLBTUIJSA-N

InChi Code: InChI=1S/C22H36O3/c1-16(2)22-13-12-18(4)9-7-8-17(3)10-11-20(24-19(5)23)21(6,25-22)14-15-22/h8,12,16,20H,7,9-11,13-15H2,1-6H3/b17-8+,18-12+/t20-,21+,22+/m0/s1

SMILES Code: CC(C)[C@]12O[C@]([C@@H](OC(C)=O)CC/C(C)=C/CC/C(C)=C/C2)(C)CC1

Appearance: Solid powder

Purity: >98% (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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMF	25.0	71.73
	DMSO	25.0	71.73
	Ethanol	25.0	71.73

Preparing Stock Solutions

The following data is based on the product molecular weight 348.53 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

Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Al-Harrasi A, Csuk R, Khan A, Hussain J. Distribution of the anti- inflammatory and anti-depressant compounds: Incensole and incensole acetate in genus Boswellia. Phytochemistry. 2019 May;161:28-40. doi: 10.1016/j.phytochem.2019.01.007. Epub 2019 Feb 22. PMID: 30802641.

2: Marefati N, Beheshti F, Vafaee F, Barabadi M, Hosseini M. The Effects of Incensole Acetate on Neuro-inflammation, Brain-Derived Neurotrophic Factor and Memory Impairment Induced by Lipopolysaccharide in Rats. Neurochem Res. 2021 Sep;46(9):2473-2484. doi: 10.1007/s11064-021-03381-3. Epub 2021 Jun 26. PMID: 34173963.

3: El-Magd MA, Khalifa SF, A Alzahrani FA, Badawy AA, El-Shetry ES, Dawood LM, Alruwaili MM, Alrawaili HA, Risha EF, El-Taweel FM, Marei HE. Incensole acetate prevents beta-amyloid-induced neurotoxicity in human olfactory bulb neural stem cells. Biomed Pharmacother. 2018 Sep;105:813-823. doi: 10.1016/j.biopha.2018.06.014. Epub 2018 Jun 15. PMID: 29913410.

4: Paul M, Jauch J. Efficient preparation of incensole and incensole acetate, and quantification of these bioactive diterpenes in Boswellia papyrifera by a RP-DAD-HPLC method. Nat Prod Commun. 2012 Mar;7(3):283-8. PMID: 22545396.

5: Moussaieff A, Gross M, Nesher E, Tikhonov T, Yadid G, Pinhasov A. Incensole acetate reduces depressive-like behavior and modulates hippocampal BDNF and CRF expression of submissive animals. J Psychopharmacol. 2012 Dec;26(12):1584-93. doi: 10.1177/0269881112458729. Epub 2012 Sep 26. PMID: 23015543.

6: Moussaieff A, Yu J, Zhu H, Gattoni-Celli S, Shohami E, Kindy MS. Protective effects of incensole acetate on cerebral ischemic injury. Brain Res. 2012 Mar 14;1443:89-97. doi: 10.1016/j.brainres.2012.01.001. Epub 2012 Jan 9. PMID: 22284622; PMCID: PMC3294134.

7: Moussaieff A, Shohami E, Kashman Y, Fride E, Schmitz ML, Renner F, Fiebich BL, Munoz E, Ben-Neriah Y, Mechoulam R. Incensole acetate, a novel anti- inflammatory compound isolated from Boswellia resin, inhibits nuclear factor- kappa B activation. Mol Pharmacol. 2007 Dec;72(6):1657-64. doi: 10.1124/mol.107.038810. Epub 2007 Sep 25. PMID: 17895408.

8: Moussaieff A, Shein NA, Tsenter J, Grigoriadis S, Simeonidou C, Alexandrovich AG, Trembovler V, Ben-Neriah Y, Schmitz ML, Fiebich BL, Munoz E, Mechoulam R, Shohami E. Incensole acetate: a novel neuroprotective agent isolated from Boswellia carterii. J Cereb Blood Flow Metab. 2008 Jul;28(7):1341-52. doi: 10.1038/jcbfm.2008.28. Epub 2008 Apr 16. PMID: 18414499.

9: Moussaieff A, Rimmerman N, Bregman T, Straiker A, Felder CC, Shoham S, Kashman Y, Huang SM, Lee H, Shohami E, Mackie K, Caterina MJ, Walker JM, Fride E, Mechoulam R. Incensole acetate, an incense component, elicits psychoactivity by activating TRPV3 channels in the brain. FASEB J. 2008 Aug;22(8):3024-34. doi: 10.1096/fj.07-101865. Epub 2008 May 20. PMID: 18492727; PMCID: PMC2493463.

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