MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 596330 | Name: Juncusol

Description:

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

Juncusol is a cytotoxic dihydro phenanthrene from Estuarian marsh plant Juncus roemerianus.

Chemical Structure

Juncusol
Juncusol
CAS#62023-90-9

Theoretical Analysis

MedKoo Cat#: 596330

Name: Juncusol

CAS#: 62023-90-9

Chemical Formula: C18H18O2

Exact Mass: 266.1307

Molecular Weight: 266.34

Elemental Analysis: C, 81.17; H, 6.81; O, 12.01

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Juncusol; NSC 220968; NSC-220968; NSC220968;
IUPAC/Chemical Name
1,6-dimethyl-5-vinyl-9,10-dihydrophenanthrene-2,7-diol
InChi Key
XNVMKPYDOHZJLR-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H18O2/c1-4-13-10(2)17(20)9-12-5-6-14-11(3)16(19)8-7-15(14)18(12)13/h4,7-9,19-20H,1,5-6H2,2-3H3
SMILES Code
OC(C(C)=C1CC2)=CC=C1C3=C2C=C(O)C(C)=C3C=C
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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 266.34 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: Tóth B, Chang FR, Hwang TL, Szappanos Á, Mándi A, Hunyadi A, Kurtán T, Jakab G, Hohmann J, Vasas A. Screening of Luzula species native to the Carpathian Basin for anti-inflammatory activity and bioactivity-guided isolation of compounds from Luzula luzuloides (Lam.) Dandy & Wilmott. Fitoterapia. 2017 Jan;116:131-138. doi: 10.1016/j.fitote.2016.12.004. Epub 2016 Dec 7. PubMed PMID: 27940118. 2: Tóth B, Liktor-Busa E, Kúsz N, Szappanos Á, Mándi A, Kurtán T, Urbán E, Hohmann J, Chang FR, Vasas A. Phenanthrenes from Juncus inflexus with Antimicrobial Activity against Methicillin-Resistant Staphylococcus aureus. J Nat Prod. 2016 Nov 23;79(11):2814-2823. Epub 2016 Nov 3. PubMed PMID: 27808510. 3: Tóth B, Liktor-Busa E, Urbán E, Csorba A, Jakab G, Hohmann J, Vasas A. Antibacterial screening of Juncaceae species native to the Carpathian Basin against resistant strains and LC-MS investigation of phenanthrenes responsible for the effect. Fitoterapia. 2016 Dec;115:69-73. doi: 10.1016/j.fitote.2016.09.024. Epub 2016 Oct 1. PubMed PMID: 27702667. 4: Sun L, Fu Q, Zhan CX, Wang XH, Wang QH, Pang HH, Jiang MF, Huang JM. [Phenanthrenes from aerial part of Juncus setchuensis with anxiolyticactivity]. Zhongguo Zhong Yao Za Zhi. 2016 Mar;41(6):1070-1074. doi: 10.4268/cjcmm20160616. Chinese. PubMed PMID: 28875672. 5: Ishiuchi K, Kosuge Y, Hamagami H, Ozaki M, Ishige K, Ito Y, Kitanaka S. Chemical constituents isolated from Juncus effusus induce cytotoxicity in HT22 cells. J Nat Med. 2015 Jul;69(3):421-6. doi: 10.1007/s11418-015-0898-4. Epub 2015 Mar 21. PubMed PMID: 25794817. 6: Wang Y, Li GY, Fu Q, Hao TS, Huang JM, Zhai HF. Two new anxiolytic phenanthrenes found in the medullae of Juncus effusus. Nat Prod Commun. 2014 Aug;9(8):1177-8. PubMed PMID: 25233602. 7: Wang YG, Wang YL, Zhai HF, Liao YJ, Zhang B, Huang JM. Phenanthrenes from Juncus effusus with anxiolytic and sedative activities. Nat Prod Res. 2012;26(13):1234-9. doi: 10.1080/14786419.2011.561491. Epub 2011 Oct 24. PubMed PMID: 22017742. 8: Behery FA, Naeem ZE, Maatooq GT, Amer MM, Wen ZH, Sheu JH, Ahmed AF. Phenanthrenoids from Juncus acutus L., new natural lipopolysaccharide-inducible nitric oxide synthase inhibitors. Chem Pharm Bull (Tokyo). 2007 Aug;55(8):1264-6. PubMed PMID: 17666857. 9: Hanawa F, Okamoto M, Towers GH. Antimicrobial DNA-binding photosensitizers from the common rush, Juncus effusus. Photochem Photobiol. 2002 Jul;76(1):51-6. PubMed PMID: 12126307. 10: Boger DL, Mitscher LA, Mullican MD, Drake SD, Kitos P. Antimicrobial and cytotoxic properties of 9,10-dihydrophenanthrenes: structure-activity studies on juncusol. J Med Chem. 1985 Oct;28(10):1543-7. PubMed PMID: 4045930. 11: de la Cruz AA, Miles DH, Chapatwala KD. Toxic effects of juncusol, a marsh plant phenolic extract, on estuarine fish and shrimp. Life Sci. 1982 May 24;30(21):1805-10. PubMed PMID: 7098770. 12: Chapatwala KD, de la Cruz AA, Miles DH. Antimicrobial activity of juncusol, a novel 9-10-dihydrophenanthrene from the marsh plant Juncus roemerianus. Life Sci. 1981 Nov 9;29(19):1997-2001. PubMed PMID: 6796796. 13: Miles DH, Bhattacharyya J, Mody NV, Atwood JL, Black S, Hedin PA. The structure of juncusol. A novel cytotoxic dihydrophenanthrene from the Estuarine marsh plant Juncus roemerianus. J Am Chem Soc. 1977 Jan 19;99(2):618-20. PubMed PMID: 830696.

View History

Itriglumide

Itriglumide