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MedKoo Cat#: 145597 | Name: Bilobol

Description:

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

Bilobol is an alkylresorcinol isolated from the plant species Schinus terebinthifolia. Bilobol constitutes an alternative environmentally friendly insecticide.

Chemical Structure

Bilobol
Bilobol
CAS#22910-86-7

Theoretical Analysis

MedKoo Cat#: 145597

Name: Bilobol

CAS#: 22910-86-7

Chemical Formula: C21H34O2

Exact Mass: 318.2600

Molecular Weight: 318.50

Elemental Analysis: C, 79.19; H, 10.76; O, 10.05

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 #
No Data
Synonym
Bilobol;
IUPAC/Chemical Name
(Z)-5-(pentadec-8-en-1-yl)benzene-1,3-diol
InChi Key
TUGAUFMQYWZJAB-FPLPWBNLSA-N
InChi Code
1S/C21H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h7-8,16-18,22-23H,2-6,9-15H2,1H3/b8-7-
SMILES Code
CCCCCC\C=C/CCCCCCCC1=CC(O)=CC(O)=C1
Appearance
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 318.50 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: Schulte HL, Barreto Sousa JP, Sousa-Moura D, Grisolia CK, Espindola LS. Degradation evaluation and toxicity profile of bilobol, a promising eco-friendly larvicide. Chemosphere. 2021 Jan;263:128323. doi: 10.1016/j.chemosphere.2020.128323. Epub 2020 Sep 16. PMID: 33297255. 2: Xu J, Li Y, Yang X, Liu Y, Chen Y, Chen M. Bilobol inhibits the lipopolysaccharide-induced expression and distribution of RhoA in HepG2 human hepatocellular carcinoma cells. Oncol Lett. 2015 Aug;10(2):962-966. doi: 10.3892/ol.2015.3276. Epub 2015 May 27. PMID: 26622605; PMCID: PMC4508995. 3: Tanaka A, Arai Y, Kim SN, Ham J, Usuki T. Synthesis and biological evaluation of bilobol and adipostatin A. J Asian Nat Prod Res. 2011 Apr;13(4):290-6. doi: 10.1080/10286020.2011.554828. PMID: 21462031. 4: Matsumoto K, Fujimoto M, Ito K, Tanaka H, Hirono I. Comparison of the effects of bilobol and 12-O-tetradecanoylphorbol-13-acetate on skin, and test of tumor promoting potential of bilobol in CD-1 mice. J Toxicol Sci. 1990 Feb;15(1):39-46. doi: 10.2131/jts.15.39. PMID: 2110595. 5: Boateng ID. Ginkgols and bilobols in Ginkgo biloba L. A review of their extraction and bioactivities. Phytother Res. 2023 Aug;37(8):3211-3223. doi: 10.1002/ptr.7877. Epub 2023 May 15. PMID: 37190926. 6: Siheri W, Ebiloma GU, Igoli JO, Gray AI, Biddau M, Akrachalanont P, Alenezi S, Alwashih MA, Edrada-Ebel R, Muller S, Lawrence CE, Fearnley J, Watson DG, De Koning HP. Isolation of a Novel Flavanonol and an Alkylresorcinol with Highly Potent Anti-Trypanosomal Activity from Libyan propolis. Molecules. 2019 Mar 15;24(6):1041. doi: 10.3390/molecules24061041. PMID: 30884752; PMCID: PMC6471328. 7: Lee JS, Cho YS, Park EJ, Kim J, Oh WK, Lee HS, Ahn JS. Phospholipase Cgamma1 inhibitory principles from the sarcotestas of Ginkgo biloba. J Nat Prod. 1998 Jul;61(7):867-71. doi: 10.1021/np970367q. PMID: 9677265. 8: He Q, Ma P, Torshizi R. The Impact of Some Natural Phenolic Compounds on α-Glucosidase and Sorbitol Dehydrogenase Enzymes, and Anti-leukemia Cancer Potential, Spin Density Distributions, and in silico Studies. J Oleo Sci. 2022 Jun 3;71(6):863-873. doi: 10.5650/jos.ess22029. Epub 2022 May 18. PMID: 35584958. 9: Rebryk A, Koschorreck J, Haglund P. Temporal trends of lipophilic organic contaminants in blue mussel (1994-2017) and eelpout (1994-2017) from the southern Baltic Sea. Sci Total Environ. 2023 Nov 1;897:166282. doi: 10.1016/j.scitotenv.2023.166282. Epub 2023 Aug 17. PMID: 37597558. 10: Baron-Ruppert G, Luepke NP. Evidence for toxic effects of alkylphenols from Ginkgo biloba in the hen's egg test (HET). Phytomedicine. 2001 Mar;8(2):133-8. doi: 10.1078/0944-7113-00022. PMID: 11315756. 11: Deszcz L, Kozubek A. Higher cardol homologs (5-alkylresorcinols) in rye seedlings. Biochim Biophys Acta. 2000 Jan 17;1483(2):241-50. doi: 10.1016/s1388-1981(99)00187-0. PMID: 10634940. 12: ElSohly MA, Adawadkar PD, Benigni DA, Watson ES, Little TL Jr. Analogues of poison ivy urushiol. Synthesis and biological activity of disubstituted n-alkylbenzenes. J Med Chem. 1986 May;29(5):606-11. doi: 10.1021/jm00155a003. PMID: 2939241. 13: Beĭer ÉV, Skorniakov AA, Arushanian ÉB. [Chronotropic properties of adaptogenic drugs]. Eksp Klin Farmakol. 2014;77(10):3-5. Russian. PMID: 25518519. 14: Wang D, Song X, Yan H, Guo M, Fu R, Jiang H, Zhu H, Wang X. Development of online-storage inner-recycling counter-current chromatography for the preparative separation of complex components of alkylphenols from sarcotesta of Ginkgo biloba L. RSC Adv. 2018 Oct 5;8(60):34321-34330. doi: 10.1039/c8ra05618h. PMID: 35548654; PMCID: PMC9086910. 15: Zarnowska ED, Zarnowski R, Kozubek A. Alkylresorcinols in fruit pulp and leaves of Ginkgo biloba L. Z Naturforsch C J Biosci. 2000 Nov- Dec;55(11-12):881-5. doi: 10.1515/znc-2000-11-1206. PMID: 11204190. 16: Beĭer ÉV, Khazhbiev AA, Arushanian ÉB. [The optimizing influence of melatonin on the behavioral activity of cognitive enhancers]. Eksp Klin Farmakol. 2013;76(10):3-5. Russian. PMID: 24400380.