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MedKoo Cat#: 145608 | Name: Neogrifolin

Description:

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

Neogrifolin is a natural biologically active substance isolated from the edible bodies of the mushroom Albatrellus confluens. Neogrifolin has been shown to possess several pharmacological properties.

Chemical Structure

Neogrifolin
Neogrifolin
CAS#23665-96-5

Theoretical Analysis

MedKoo Cat#: 145608

Name: Neogrifolin

CAS#: 23665-96-5

Chemical Formula: C22H32O2

Exact Mass: 328.2400

Molecular Weight: 328.50

Elemental Analysis: C, 80.44; H, 9.82; O, 9.74

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
Neogrifolin;
IUPAC/Chemical Name
5-methyl-4-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl)benzene-1,3-diol
InChi Key
JWDIUXFSIWOGDP-VZRGJMDUSA-N
InChi Code
1S/C22H32O2/c1-16(2)8-6-9-17(3)10-7-11-18(4)12-13-21-19(5)14-20(23)15-22(21)24/h8,10,12,14-15,23-24H,6-7,9,11,13H2,1-5H3/b17-10+,18-12+
SMILES Code
CC(C)=CCC\C(C)=C\CC\C(C)=C\CC1=C(C)C=C(O)C=C1O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 328.50 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.

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: Yaqoob A, Li WM, Liu V, Wang C, Mackedenski S, Tackaberry LE, Massicotte HB, Egger KN, Reimer K, Lee CH. Grifolin, neogrifolin and confluentin from the terricolous polypore Albatrellus flettii suppress KRAS expression in human colon cancer cells. PLoS One. 2020 May 5;15(5):e0231948. doi: 10.1371/journal.pone.0231948. PMID: 32369483; PMCID: PMC7199964. 2: Nukata M, Hashimoto T, Yamamoto I, Iwasaki N, Tanaka M, Asakawa Y. Neogrifolin derivatives possessing anti-oxidative activity from the mushroom Albatrellus ovinus. Phytochemistry. 2002 Apr;59(7):731-7. doi: 10.1016/s0031-9422(02)00050-x. PMID: 11909630. 3: Chen Y, Peng GF, Han XZ, Wang W, Zhang GQ, Li X. Apoptosis prediction via inhibition of AKT signaling pathway by neogrifolin. Int J Clin Exp Pathol. 2015 Feb 1;8(2):1154-64. PMID: 25973001; PMCID: PMC4396280. 4: Liu LY, Li ZH, Wang GQ, Wei K, Dong ZJ, Feng T, Li GT, Li Y, Liu JK. Nine new farnesylphenols from the basidiomycete albatrellus caeruleoporus. Nat Prod Bioprospect. 2014 Apr;4(2):119-28. doi: 10.1007/s13659-014-0015-5. Epub 2014 Apr 23. PMID: 24858140; PMCID: PMC4004861. 5: Hellwig V, Nopper R, Mauler F, Freitag J, Ji-Kai L, Zhi-Hui D, Stadler M. Activities of prenylphenol derivatives from fruitbodies of Albatrellus spp. on the human and rat vanilloid receptor 1 (VR1) and characterisation of the novel natural product, confluentin. Arch Pharm (Weinheim). 2003 Apr;336(2):119-26. doi: 10.1002/ardp.200390008. PMID: 12761765. 6: Dube M, Llanes D, Saoud M, Rennert R, Imming P, Häberli C, Keiser J, Arnold N. Albatrellus confluens (Alb. & Schwein.) Kotl. & Pouz.: Natural Fungal Compounds and Synthetic Derivatives with In Vitro Anthelmintic Activities and Antiproliferative Effects against Two Human Cancer Cell Lines. Molecules. 2022 May 5;27(9):2950. doi: 10.3390/molecules27092950. PMID: 35566312; PMCID: PMC9100200. 7: Liu XT, Winkler AL, Schwan WR, Volk TJ, Rott MA, Monte A. Antibacterial compounds from mushrooms I: a lanostane-type triterpene and prenylphenol derivatives from Jahnoporus hirtus and Albatrellus flettii and their activities against Bacillus cereus and Enterococcus faecalis. Planta Med. 2010 Feb;76(2):182-5. doi: 10.1055/s-0029-1186001. Epub 2009 Jul 30. PMID: 19644795. 8: Szallasi A, Bíró T, Szabó T, Modarres S, Petersen M, Klusch A, Blumberg PM, Krause JE, Sterner O. A non-pungent triprenyl phenol of fungal origin, scutigeral, stimulates rat dorsal root ganglion neurons via interaction at vanilloid receptors. Br J Pharmacol. 1999 Mar;126(6):1351-8. doi: 10.1038/sj.bjp.0702440. PMID: 10217528; PMCID: PMC1565912. 9: Quang DN, Hashimoto T, Arakawa Y, Kohchi C, Nishizawa T, Soma G, Asakawa Y. Grifolin derivatives from Albatrellus caeruleoporus, new inhibitors of nitric oxide production in RAW 264.7 cells. Bioorg Med Chem. 2006 Jan 1;14(1):164-8. doi: 10.1016/j.bmc.2005.08.005. Epub 2005 Sep 16. PMID: 16169234. 10: Akiba M, Kinoshita K, Kino Y, Sato JI, Koyama K. Isolation of three new meroterpenoids and seven known compounds from Albatrellus yasudae and their Aβ- aggregation inhibitory activity. Bioorg Med Chem Lett. 2020 Jan 15;30(2):126808. doi: 10.1016/j.bmcl.2019.126808. Epub 2019 Nov 21. PMID: 31791817. 11: Kamauchi H, Oda T, Horiuchi K, Takao K, Sugita Y. Synthesis of natural product-like polyprenylated phenols and quinones: Evaluation of their neuroprotective activities. Bioorg Med Chem. 2020 Jan 1;28(1):115156. doi: 10.1016/j.bmc.2019.115156. Epub 2019 Nov 8. PMID: 31740200. 12: Sugiyama K, Kawagishi H, Tanaka A, Saeki S, Yoshida S, Sakamoto H, Ishiguro Y. Isolation of plasma cholesterol-lowering components from ningyotake (Polyporus confluens) mushroom. J Nutr Sci Vitaminol (Tokyo). 1992 Aug;38(4):335-42. doi: 10.3177/jnsv.38.335. PMID: 1291638.

View History

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