Nyasol | CAS#79056-22-7 | Lignan

MedKoo Cat#: 145239 | Name: Nyasol

Description:

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

Nyasol is a lignan found in Anemarrhena asphodeloides. Nyasol potently inhibits the growth of Leishmania major promastigotes.

Chemical Structure

Nyasol

CAS#79056-22-7

Theoretical Analysis

MedKoo Cat#: 145239

Name: Nyasol

CAS#: 79056-22-7

Chemical Formula: C17H16O2

Exact Mass: 252.1150

Molecular Weight: 252.31

Elemental Analysis: C, 80.93; H, 6.39; O, 12.68

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

Nyasol;

IUPAC/Chemical Name

(R,Z)-4,4'-(penta-1,4-diene-1,3-diyl)diphenol

InChi Key

VEAUNWQYYMXIRB-JHAQOBCDSA-N

InChi Code

1S/C17H16O2/c1-2-14(15-7-11-17(19)12-8-15)6-3-13-4-9-16(18)10-5-13/h2-12,14,18-19H,1H2/b6-3-/t14-/m1/s1

SMILES Code

OC1=CC=C(\C=C/[C@@H](C=C)C2=CC=C(O)C=C2)C=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 252.31 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: Lim H, Nam JW, Seo EK, Kim YS, Kim HP. (-)-Nyasol (cis-hinokiresinol), a norneolignan from the rhizomes of Anemarrhena asphodeloides, is a broad spectrum inhibitor of eicosanoid and nitric oxide production. Arch Pharm Res. 2009 Nov;32(11):1509-14. doi: 10.1007/s12272-009-2102-4. PMID: 20091263. 2: Lee HJ, Li H, Chang HR, Jung H, Lee DY, Ryu JH. (-)-Nyasol, isolated from Anemarrhena asphodeloides suppresses neuroinflammatory response through the inhibition of I-κBα degradation in LPS-stimulated BV-2 microglial cells. J Enzyme Inhib Med Chem. 2013 Oct;28(5):954-9. doi: 10.3109/14756366.2012.697057. Epub 2012 Jul 18. PMID: 22803672. 3: Park HJ, Lee JY, Moon SS, Hwang BK. Isolation and anti-oomycete activity of nyasol from Anemarrhena asphodeloides rhizomes. Phytochemistry. 2003 Nov;64(5):997-1001. doi: 10.1016/s0031-9422(03)00462-x. PMID: 14561517. 4: Bae G, Yu JR, Lee J, Chang J, Seo EK. Identification of nyasol and structurally related compounds as the active principles from Anemarrhena asphodeloides against respiratory syncytial virus (RSV). Chem Biodivers. 2007 Sep;4(9):2231-5. doi: 10.1002/cbdv.200790181. PMID: 17886842. 5: Ren Y, Elkington BG, Henkin JM, Sydara K, Kinghorn AD, Soejarto DD. Bioactive small-molecule constituents of Lao plants. J Med Plant Res. 2021 Dec;15(12):540-559. doi: 10.5897/jmpr2021.7137. Epub 2021 Dec 31. PMID: 35178192; PMCID: PMC8849567. 6: Iida Y, Oh KB, Saito M, Matsuoka H, Kurata H. In vitro synergism between nyasol, an active compound isolated from Anemarrhena asphodeloides, and azole agents against Candida albicans. Planta Med. 2000 Jun;66(5):435-8. doi: 10.1055/s-2000-8589. PMID: 10909263. 7: Lassen PR, Skytte DM, Hemmingsen L, Nielsen SF, Freedman TB, Nafie LA, Christensen SB. Structure and absolute configuration of nyasol and hinokiresinol via synthesis and vibrational circular dichroism spectroscopy. J Nat Prod. 2005 Nov;68(11):1603-9. doi: 10.1021/np0502995. PMID: 16309307. 8: Jin Lee E, Chung HJ, Pyee Y, Hong JY, Joung Youn U, Seo EK, Kook Lee S. Suppression of inducible nitric oxide synthase expression by nyasol and broussonin A, two phenolic compounds from Anemarrhena asphodeloides, through NF- κB transcriptional regulation in vitro and in vivo. Chem Biodivers. 2014 May;11(5):749-59. doi: 10.1002/cbdv.201400003. PMID: 24827684. 9: Akendengue B, Ngou-Milama E, Laurens A, Hocquemiller R. Recent advances in the fight against leishmaniasis with natural products. Parasite. 1999 Mar;6(1):3-8. doi: 10.1051/parasite/1999061003. PMID: 10229931. 10: Hamilton JY, Sarlah D, Carreira EM. Iridium-catalyzed enantioselective allylic vinylation. J Am Chem Soc. 2013 Jan 23;135(3):994-7. doi: 10.1021/ja311422z. Epub 2013 Jan 9. PMID: 23256708. 11: Wang Y, Dan Y, Yang D, Hu Y, Zhang L, Zhang C, Zhu H, Cui Z, Li M, Liu Y. 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PMID: 15621601. 15: Oketch-Rabah HA, Dossaji SF, Christensen SB, Frydenvang K, Lemmich E, Cornett C, Olsen CE, Chen M, Kharazmi A, Theander T. Antiprotozoal compounds from Asparagus africanus. J Nat Prod. 1997 Oct;60(10):1017-22. doi: 10.1021/np970217f. PMID: 9358645. 16: Zhang HJ, Sydara K, Tan GT, Ma C, Southavong B, Soejarto DD, Pezzuto JM, Fong HH. Bioactive constituents from Asparagus cochinchinensis. J Nat Prod. 2004 Feb;67(2):194-200. doi: 10.1021/np030370b. PMID: 14987058. 17: Paruthiyil S, Cvoro A, Zhao X, Wu Z, Sui Y, Staub RE, Baggett S, Herber CB, Griffin C, Tagliaferri M, Harris HA, Cohen I, Bjeldanes LF, Speed TP, Schaufele F, Leitman DC. Drug and cell type-specific regulation of genes with different classes of estrogen receptor beta-selective agonists. PLoS One. 2009 Jul 17;4(7):e6271. doi: 10.1371/journal.pone.0006271. PMID: 19609440; PMCID: PMC2707612. 18: Iida Y, Oh KB, Saito M, Matsuoka H, Kurata H, Natsume M, Abe H. Detection of antifungal activity in Anemarrhena asphodeloides by sensitive BCT method and isolation of its active compound. J Agric Food Chem. 1999 Feb;47(2):584-7. doi: 10.1021/jf980707t. PMID: 10563936. 19: Li XM, Cai JL, Wang WX, Ai HL, Mao ZC. Two new acetylenic compounds from Asparagus officinalis. J Asian Nat Prod Res. 2016;18(4):344-8. doi: 10.1080/10286020.2015.1082549. Epub 2015 Nov 11. PMID: 26558641. 20: Yang CX, Huang SS, Yang XP, Jia ZJ. Nor-lignans and steroidal saponins from Asparagus gobicus. Planta Med. 2004 May;70(5):446-51. doi: 10.1055/s-2004-818974. PMID: 15124091.