MedKoo Cat#: 558348 | Name: Kessane

Description:

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

Kessane is a sesquiterpenoid oxide isolated from Japanese valerians. It has been elucidated to have the stereostructure I on the basis of its spectroscopic and chemical studies and derivation from 2-epi-α-kessyl alcohol.

Chemical Structure

Kessane
Kessane
CAS#3321-66-2

Theoretical Analysis

MedKoo Cat#: 558348

Name: Kessane

CAS#: 3321-66-2

Chemical Formula: C15H26O

Exact Mass: 222.2000

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 #
No Data
Synonym
Kessane;
IUPAC/Chemical Name
1,4-Ethano-1H-cyclopent(c)oxepin, octahydro-1,3,3,6-tetramethyl-, (1S-(1alpha,4alpha,5abeta,6alpha,8aalpha))-
InChi Key
QRVMFXFSGYDNJI-HVNMYJMUSA-N
InChi Code
InChI=1S/C15H26O/c1-10-5-6-13-12(10)9-11-7-8-15(13,4)16-14(11,2)3/h10-13H,5-9H2,1-4H3/t10-,11-,12-,13-,15+/m1/s1
SMILES Code
C[C@@H]1CC[C@@]2([H])[C@@]3(C)OC(C)(C)[C@@](CC3)([H])C[C@@]21[H]
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: HIKINO H, HIKINO Y, TAKESHITA Y, SHIRATA K, TAKEMOTO T. Structure of kessane. Chem Pharm Bull (Tokyo). 1963 Apr;11:547-8. PubMed PMID: 13954452. 2: Hikino H, Hikino Y, Takeshita Y, Shirata K, Takemoto T. Structure and absolute configuration of kessane. Chem Pharm Bull (Tokyo). 1967 Mar;15(3):321-4. PubMed PMID: 6075486. 3: Raina AP, Negi KS. Essential oil composition of valeriana jatamansi jones from himalayan regions of India. Indian J Pharm Sci. 2015 Mar-Apr;77(2):218-22. PubMed PMID: 26009656; PubMed Central PMCID: PMC4442472. 4: Booker-Milburn KI, Jenkins H, Charmant JP, Mohr P. Synthesis of the reported structure of pogostol and a total aynthesis of (+/-)-kessane without the use of protecting groups. Org Lett. 2003 Sep 4;5(18):3309-12. PubMed PMID: 12943414. 5: Muhammad I, Li XC, Dunbar DC, ElSohly MA, Khan IA. Antimalarial (+)-trans-hexahydrodibenzopyran derivatives from Machaerium multiflorum. J Nat Prod. 2001 Oct;64(10):1322-5. PubMed PMID: 11678659. 6: Fokialakis N, Magiatis P, Mitaku S. Essential oil constituents of Valeriana italica and Valeriana tuberosa. Stereochemical and conformational study of 15-acetoxyvaleranone. Z Naturforsch C. 2002 Sep-Oct;57(9-10):791-6. PubMed PMID: 12440713. 7: Razavi SM, Nejad-Ebrahimi S. Volatile constituent distribution of Prangos coryombosa Boiss at two stages of growth. Nat Prod Res. 2011 Mar;25(6):627-33. doi: 10.1080/14786419.2010.488626. PubMed PMID: 21409724. 8: Mathela CS, Chanotiya CS, Sammal SS, Pant AK, Pandey S. Compositional diversity of terpenoids in the Himalayan Valeriana genera. Chem Biodivers. 2005 Sep;2(9):1174-82. PubMed PMID: 17193199. 9: Martins AP, Salgueiro LR, Gonçalves MJ, Vila R, Tomi F, Adzet T, da Cunha AP, Cañigueral S, Casanova J. Antimicrobial activity and chemical composition of the bark oil of Croton stellulifer, an endemic species from S. Tomé e Príncipe. Planta Med. 2000 Oct;66(7):647-50. PubMed PMID: 11105572. 10: Demirci B, Küçükboyaci N, Adigüzel N, Başer KH, Demirci F. Characterization of Szovitsia callicarpa volatile constituents obtained by micro- and hydrodistillation. Nat Prod Commun. 2010 Feb;5(2):297-300. PubMed PMID: 20334147. 11: Bisht D, Pal A, Chanotiya CS, Mishra D, Pandey KN. Terpenoid composition and antifungal activity of three commercially important essential oils against Aspergillus flavus and Aspergillus niger. Nat Prod Res. 2011 Dec;25(20):1993-8. doi: 10.1080/14786419.2010.521926. Epub 2011 Jun 27. PubMed PMID: 21707253. 12: Southwell IA. 25 years of natural product R&D with New South Wales agriculture. Molecules. 2005 Oct 31;10(10):1232-41. Review. PubMed PMID: 18007515. 13: Parki A, Chaubey P, Prakash O, Kumar R, Pant AK. Seasonal Variation in Essential Oil Compositions and Antioxidant Properties of Acorus calamus L. Accessions. Medicines (Basel). 2017 Nov 8;4(4). pii: E81. doi: 10.3390/medicines4040081. PubMed PMID: 29117116; PubMed Central PMCID: PMC5750605. 14: Mileski KS, Trifunović SS, Ćirić AD, Šakić ŽM, Ristić MS, Todorović NM, Matevski VS, Marin PD, Tešević VV, Džamić AM. Research on Chemical Composition and Biological Properties Including Antiquorum Sensing Activity of Angelica pancicii Vandas Aerial Parts and Roots. J Agric Food Chem. 2017 Dec 20;65(50):10933-10949. doi: 10.1021/acs.jafc.7b04202. Epub 2017 Dec 8. PubMed PMID: 29129053. 15: Chaib F, Allali H, Bennaceur M, Flamini G. Chemical Composition and Antimicrobial Activity of Essential Oils from the Aerial Parts of Asteriscus graveolens (Forssk.) Less. and Pulicaria incisa (Lam.) DC.: Two Asteraceae Herbs Growing Wild in the Hoggar. Chem Biodivers. 2017 Aug;14(8). doi: 10.1002/cbdv.201700092. Epub 2017 Jul 1. PubMed PMID: 28467692.