Quassin | CAS# 76-78-8 | Male Antifertility Agent

MedKoo Cat#: 564548 | Name: Quassin

Description:

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

Quassin is a natural potent male antifertility agent.

Chemical Structure

Quassin

CAS#76-78-8

Theoretical Analysis

MedKoo Cat#: 564548

Name: Quassin

CAS#: 76-78-8

Chemical Formula: C22H28O6

Exact Mass: 388.1886

Molecular Weight: 388.46

Elemental Analysis: C, 68.02; H, 7.27; O, 24.71

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

Quassin; (+)-Quassin

IUPAC/Chemical Name

(3aR,3a1S,6aR,7aS,8S,11aS,11bS)-2,10-Dimethoxy-3,3a1,8,11a-tetramethyl-3a,4,6a,7,7a,8,11a,11b-octahydrodibenzo[de,g]chromene-1,5,11(3a1H)-trione

InChi Key

IOSXSVZRTUWBHC-LBTVDEKVSA-N

InChi Code

InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19+,21-,22+/m1/s1

SMILES Code

O=C1C(OC)=C(C)[C@]([C@@]2(C)[C@@]1([H])[C@]3(C)[C@@]([C@H](C)C=C(OC)C3=O)([H])C[C@@]2([H])O4)([H])CC4=O

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 388.46 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: Evans DA, Raj RK. Larvicidal efficacy of Quassin against Culex quinquefasciatus. Indian J Med Res. 1991 Sep;93:324-7. PubMed PMID: 1778621. 2: Evans DA, Kaleysa RR. Effect of quassin on the metabolism of catecholamines in different life cycle stages of Culex quinquefasciatus. Indian J Biochem Biophys. 1992 Aug;29(4):360-3. PubMed PMID: 1427964. 3: Njar VC, Alao TO, Okogun JI, Raji Y, Bolarinwa AF, Nduka EU. Antifertility activity of Quassia amara: quassin inhibits the steroidogenesis in rat Leydig cells in vitro. Planta Med. 1995 Apr;61(2):180-2. PubMed PMID: 7753928. 4: Shing TK, Jiang Q. Total synthesis of (+)-quassin. J Org Chem. 2000 Oct 20;65(21):7059-69. PubMed PMID: 11031029. 5: Lang'at-Thoruwa C, Kirby GC, Phillipson JD, Warhurst DC, Watt RA, Wright CW. Enhancement of the antiplasmodial activity of quassin by transformation into a gamma-lactone. J Nat Prod. 2003 Nov;66(11):1486-9. PubMed PMID: 14640524. 6: Cosmetic Ingredient Review Expert Panel. Final report of the safety assessment of Alcohol Denat., including SD Alcohol 3-A, SD Alcohol 30, SD Alcohol 39, SD Alcohol 39-B, SD Alcohol 39-C, SD Alcohol 40, SD Alcohol 40-B, and SD Alcohol 40-C, and the denaturants, Quassin, Brucine Sulfate/Brucine, and Denatonium Benzoate. Int J Toxicol. 2008;27 Suppl 1:1-43. doi: 10.1080/10915810802032388. Review. PubMed PMID: 18569160. 7: Bhattacharjee S, Gupta G, Bhattacharya P, Mukherjee A, Mujumdar SB, Pal A, Majumdar S. Quassin alters the immunological patterns of murine macrophages through generation of nitric oxide to exert antileishmanial activity. J Antimicrob Chemother. 2009 Feb;63(2):317-24. doi: 10.1093/jac/dkn479. Epub 2008 Nov 25. PubMed PMID: 19036753. 8: Mishra K, Chakraborty D, Pal A, Dey N. Plasmodium falciparum: in vitro interaction of quassin and neo-quassin with artesunate, a hemisuccinate derivative of artemisinin. Exp Parasitol. 2010 Apr;124(4):421-7. doi: 10.1016/j.exppara.2009.12.007. Epub 2009 Dec 29. PubMed PMID: 20036657. 9: Raji Y, Akinola A, Oyeyipo IP, Femi-Akinlosotu O. Reproductive activities of female albino rats treated with quassin, a bioactive triterpenoid from stem bark extract of Quassia amara. Niger J Physiol Sci. 2010 Nov 24;25(2):95-102. PubMed PMID: 22314945. 10: Raji Y. Effects of bioactive principles from stem bark extract of Quassia amara, Quassin and 2-methoxycanthine-6-one, on haematological parameters in albino rats. Niger J Physiol Sci. 2010 Nov 28;25(2):103-6. PubMed PMID: 22314946. 11: Sarais G, Cossu M, Vargiu S, Cabras P, Caboni P. Liquid chromatography electrospray ionization tandem mass spectrometric determination of quassin and neoquassin in fruits and vegetables. J Agric Food Chem. 2010 Mar 10;58(5):2807-11. doi: 10.1021/jf903953z. PubMed PMID: 20196620. 12: Nishizaki Y, Tada A, Ishizuki K, Ito Y, Onoda A, Sugimoto N, Akiyama H. [Development of a Novel Method for Quantifying Quassin and Neoquassin in Jamaica Quassia Extracts Using the Molar Absorption Coefficient Ratio]. Shokuhin Eiseigaku Zasshi. 2015;56(5):185-93. doi: 10.3358/shokueishi.56.185. Japanese. PubMed PMID: 26537647.