Fezelol | CAS#51020-36-1 | coumarin

MedKoo Cat#: 584759 | Name: Fezelol

Description:

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

Fezelol is a sesquiterpene coumarin isolated from the fruits of Ferula badrakema.

Chemical Structure

Fezelol

CAS#51020-36-1

Theoretical Analysis

MedKoo Cat#: 584759

Name: Fezelol

CAS#: 51020-36-1

Chemical Formula: C24H30O4

Exact Mass: 382.2144

Molecular Weight: 382.50

Elemental Analysis: C, 75.36; H, 7.91; O, 16.73

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

Fezelol; Feselol; Moschatol

IUPAC/Chemical Name

2H-1-Benzopyran-2-one, 7-((1,4,4a,5,6,7,8,8a-octahydro-6-hydroxy-2,5,5,8a-tetramethyl-1-naphthalenyl)methoxy)-, (1R-(1alpha,4abeta,6alpha,8aalpha))-

InChi Key

MCTDXPDDZLFJHR-SODVOOIJSA-N

InChi Code

InChI=1S/C24H30O4/c1-15-5-9-20-23(2,3)21(25)11-12-24(20,4)18(15)14-27-17-8-6-16-7-10-22(26)28-19(16)13-17/h5-8,10,13,18,20-21,25H,9,11-12,14H2,1-4H3/t18-,20-,21-,24+/m0/s1

SMILES Code

O=C1C=CC2=CC=C(OC[C@H]3C(C)=CC[C@@]4([H])C(C)(C)[C@@H](O)CC[C@]34C)C=C2O1

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 382.50 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.

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: Mollazadeh S, Matin MM, Bahrami AR, Iranshahi M, Behnam-Rassouli M, Rassouli FB, Neshati V. Feselol enhances the cytotoxicity and DNA damage induced by cisplatin in 5637 cells. Z Naturforsch C. 2011 Nov-Dec;66(11-12):555-61. PubMed PMID: 22351980. 2: Mollazadeh S, Matin MM, Iranshahi M, Bahrami AR, Neshati V, Behnam-Rassouli F. The enhancement of vincristine cytotoxicity by combination with feselol. J Asian Nat Prod Res. 2010 Jul;12(7):569-75. doi: 10.1080/10286020.2010.485565. PubMed PMID: 20628935. 3: Iranshahi M, Barthomeuf C, Bayet-Robert M, Chollet P, Davoodi D, Piacente S, Rezaee R, Sahebkar A. Drimane-Type Sesquiterpene Coumarins from Ferula gummosa Fruits Enhance Doxorubicin Uptake in Doxorubicin-Resistant Human Breast Cancer Cell Line. J Tradit Complement Med. 2014 Apr;4(2):118-25. doi: 10.4103/2225-4110.126181. PubMed PMID: 24860735; PubMed Central PMCID: PMC4003701. 4: Oughlissi-Dehak K, Lawton P, Michalet S, Bayet C, Darbour N, Hadj-Mahammed M, Badjah-Hadj-Ahmed YA, Dijoux-Franca MG, Guilet D. Sesquiterpenes from aerial parts of Ferula vesceritensis. Phytochemistry. 2008 Jun;69(9):1933-8. doi: 10.1016/j.phytochem.2008.03.010. Epub 2008 May 14. PubMed PMID: 18485426. 5: Amin A, Tuenter E, Cos P, Maes L, Exarchou V, Apers S, Pieters L. Antiprotozoal and Antiglycation Activities of Sesquiterpene Coumarins from Ferula narthex Exudate. Molecules. 2016 Sep 26;21(10). pii: E1287. PubMed PMID: 27681714; PubMed Central PMCID: PMC6274357. 6: Iranshahi M, Masullo M, Asili A, Hamedzadeh A, Jahanbin B, Festa M, Capasso A, Piacente S. Sesquiterpene coumarins from Ferula gumosa. J Nat Prod. 2010 Nov 29;73(11):1958-62. doi: 10.1021/np100487j. Epub 2010 Oct 20. PubMed PMID: 20961138. 7: Li G, Li X, Cao L, Zhang L, Shen L, Zhu J, Wang J, Si J. Sesquiterpene coumarins from seeds of Ferula sinkiangensis. Fitoterapia. 2015 Jun;103:222-6. doi: 10.1016/j.fitote.2015.03.022. Epub 2015 Mar 27. PubMed PMID: 25818230. 8: Iranshahi M, Kalategi F, Sahebkar A, Sardashti A, Schneider B. New sesquiterpene coumarins from the roots of Ferula flabelliloba. Pharm Biol. 2010 Feb;48(2):217-20. doi: 10.3109/13880200903019226. PubMed PMID: 20645844. 9: Su BN, Takaishi Y, Honda G, Itoh M, Takeda Y, Kodzhimatov OK, Ashurmetov O. Sesquiterpene coumarins and related derivatives from Ferula pallida. J Nat Prod. 2000 Apr;63(4):436-40. PubMed PMID: 10785409.