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MedKoo Cat#: 592636 | Name: Bisabolol

Description:

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

Bisabolol is a Monocyclic sesquiterpene alcohol with strong bacteriocidal effects, especilly against M. Tuberc

Chemical Structure

Bisabolol
Bisabolol
CAS#515-69-5

Theoretical Analysis

MedKoo Cat#: 592636

Name: Bisabolol

CAS#: 515-69-5

Chemical Formula: C15H26O

Exact Mass: 222.1984

Molecular Weight: 222.37

Elemental Analysis: C, 81.02; H, 11.79; O, 7.19

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Bisabolol
IUPAC/Chemical Name
(R*,R*)-(1)-alpha,4-Dimethyl-alpha-(4-methyl-3-pentenyl)cyclohex-3-ene-1-methanol
InChi Key
RGZSQWQPBWRIAQ-GJZGRUSLSA-N
InChi Code
InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15-/m0/s1
SMILES Code
C/C(C)=C\CC[C@](C)(O)[C@@H]1CCC(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
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 222.37 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.

Recalculate based on batch purity %
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
1: Nurulain S, Prytkova T, Sultan AM, Ievglevskyi O, Lorke D, Yang KH, Petroianu G, Howarth FC, Kabbani N, Oz M. Inhibitory actions of bisabolol on α7-nicotinic acetylcholine receptors. Neuroscience. 2015 Oct 15;306:91-9. doi: 10.1016/j.neuroscience.2015.08.019. Epub 2015 Aug 15. PubMed PMID: 26283025. 2: Rottini MM, Amaral AC, Ferreira JL, Silva JR, Taniwaki NN, Souza Cda S, d'Escoffier LN, Almeida-Souza F, Hardoim Dde J, Gonçalves da Costa SC, Calabrese Kda S. In vitro evaluation of (-)α-bisabolol as a promising agent against Leishmania amazonensis. Exp Parasitol. 2015 Jan;148:66-72. doi: 10.1016/j.exppara.2014.10.001. Epub 2014 Nov 5. PubMed PMID: 25448354. 3: Corpas-López V, Morillas-Márquez F, Navarro-Moll MC, Merino-Espinosa G, Díaz-Sáez V, Martín-Sánchez J. (-)-α-Bisabolol, a Promising Oral Compound for the Treatment of Visceral Leishmaniasis. J Nat Prod. 2015 Jun 26;78(6):1202-7. doi: 10.1021/np5008697. Epub 2015 Jun 15. PubMed PMID: 26076227. 4: Son YJ, Kwon M, Ro DK, Kim SU. Enantioselective microbial synthesis of the indigenous natural product (-)-α-bisabolol by a sesquiterpene synthase from chamomile (Matricaria recutita). Biochem J. 2014 Oct 15;463(2):239-48. doi: 10.1042/BJ20140306. PubMed PMID: 25048207. 5: Maurya AK, Singh M, Dubey V, Srivastava S, Luqman S, Bawankule DU. α-(-)-bisabolol reduces pro-inflammatory cytokine production and ameliorates skin inflammation. Curr Pharm Biotechnol. 2014;15(2):173-81. PubMed PMID: 24894548. 6: Solovăstru LG, Stîncanu A, De Ascentii A, Capparé G, Mattana P, Vâţă D. Randomized, controlled study of innovative spray formulation containing ozonated oil and α-bisabolol in the topical treatment of chronic venous leg ulcers. Adv Skin Wound Care. 2015 Sep;28(9):406-9. doi: 10.1097/01.ASW.0000470155.29821.ed. PubMed PMID: 26280699. 7: de Siqueira RJ, Ribeiro-Filho HV, Freire RS, Cosker F, Freire WB, Vasconcelos-Silva AA, Soares MA, Lahlou S, Magalhães PJ. (-)-α-Bisabolol inhibits preferentially electromechanical coupling on rat isolated arteries. Vascul Pharmacol. 2014 Oct;63(1):37-45. doi: 10.1016/j.vph.2014.06.006. Epub 2014 Aug 14. PubMed PMID: 25128618. 8: Han GH, Kim SK, Yoon PK, Kang Y, Kim BS, Fu Y, Sung BH, Jung HC, Lee DH, Kim SW, Lee SG. Fermentative production and direct extraction of (-)-α-bisabolol in metabolically engineered Escherichia coli. Microb Cell Fact. 2016 Nov 8;15(1):185. Erratum in: Microb Cell Fact. 2017 Jan 31;16(1):19. PubMed PMID: 27825357; PubMed Central PMCID: PMC5101696. 9: Uno M, Kokuryo T, Yokoyama Y, Senga T, Nagino M. α-Bisabolol Inhibits Invasiveness and Motility in Pancreatic Cancer Through KISS1R Activation. Anticancer Res. 2016 Feb;36(2):583-9. PubMed PMID: 26851012. 10: Crocco EI, Veasey JV, Boin MF, Lellis RF, Alves RO. A novel cream formulation containing nicotinamide 4%, arbutin 3%, bisabolol 1%, and retinaldehyde 0.05% for treatment of epidermal melasma. Cutis. 2015 Nov;96(5):337-42. PubMed PMID: 26682557. 11: Ghasemi M, Babaeian Jelodar N, Modarresi M, Bagheri N, Jamali A. Increase of Chamazulene and α-Bisabolol Contents of the Essential Oil of German Chamomile (Matricaria chamomilla L.) Using Salicylic Acid Treatments under Normal and Heat Stress Conditions. Foods. 2016 Aug 27;5(3). pii: E56. doi: 10.3390/foods5030056. PubMed PMID: 28231151; PubMed Central PMCID: PMC5302395. 12: Romagnoli C, Baldisserotto A, Malisardi G, Vicentini CB, Mares D, Andreotti E, Vertuani S, Manfredini S. A Multi-Target Approach toward the Development of Novel Candidates for Antidermatophytic Activity: Ultrastructural Evidence on α-Bisabolol-Treated Microsporum gypseum. Molecules. 2015 Jun 26;20(7):11765-76. doi: 10.3390/molecules200711765. PubMed PMID: 26132903. 13: Tomić M, Popović V, Petrović S, Stepanović-Petrović R, Micov A, Pavlović-Drobac M, Couladis M. Antihyperalgesic and antiedematous activities of bisabolol-oxides-rich matricaria oil in a rat model of inflammation. Phytother Res. 2014 May;28(5):759-66. doi: 10.1002/ptr.5057. Epub 2013 Aug 27. PubMed PMID: 23983133. 14: Forrer M, Kulik EM, Filippi A, Waltimo T. The antimicrobial activity of alpha-bisabolol and tea tree oil against Solobacterium moorei, a Gram-positive bacterium associated with halitosis. Arch Oral Biol. 2013 Jan;58(1):10-6. doi: 10.1016/j.archoralbio.2012.08.001. Epub 2012 Aug 29. PubMed PMID: 22939370. 15: Chirumbolo S. Alpha-bisabolol, not a matter for cancer therapy. Commentary: "Research on the immunosuppressive activity of ingredients contained in sunscreens". Front Pharmacol. 2015 May 11;6:96. doi: 10.3389/fphar.2015.00096. eCollection 2015. PubMed PMID: 26029105; PubMed Central PMCID: PMC4426726. 16: Baldissera MD, Grando TH, de Souza CF, Cossetin LF, da Silva APT, Giongo JL, Monteiro SG. A nanotechnology based new approach for Trypanosoma evansi chemotherapy: In vitro and vivo trypanocidal effect of (-)-α-bisabolol. Exp Parasitol. 2016 Nov;170:156-160. doi: 10.1016/j.exppara.2016.09.018. Epub 2016 Sep 28. PubMed PMID: 27693361. 17: Sampaio TL, Menezes RR, da Costa MF, Meneses GC, Arrieta MC, Chaves Filho AJ, de Morais GB, Libório AB, Alves RS, Evangelista JS, Martins AM. Nephroprotective effects of (-)-α-bisabolol against ischemic-reperfusion acute kidney injury. Phytomedicine. 2016 Dec 15;23(14):1843-1852. doi: 10.1016/j.phymed.2016.11.008. Epub 2016 Nov 11. PubMed PMID: 27912887. 18: Russell K, Jacob SE. Bisabolol. Dermatitis. 2010 Jan-Feb;21(1):57-8. PubMed PMID: 20137740. 19: Bonifacio M, Rigo A, Guardalben E, Bergamini C, Cavalieri E, Fato R, Pizzolo G, Suzuki H, Vinante F. α-bisabolol is an effective proapoptotic agent against BCR-ABL(+) cells in synergism with Imatinib and Nilotinib. PLoS One. 2012;7(10):e46674. doi: 10.1371/journal.pone.0046674. Epub 2012 Oct 3. PubMed PMID: 23056396; PubMed Central PMCID: PMC3463553. 20: Leong HJ, Jang I, Hyun KS, Jung SK, Hong GH, Jeong HA, Oh SG. Preparation of alpha-bisabolol and phenylethyl resorcinol/TiO2 hybrid composites for potential applications in cosmetics. Int J Cosmet Sci. 2016 Oct;38(5):524-34. doi: 10.1111/ics.12339. Epub 2016 Jun 2. PubMed PMID: 27139639.

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