Notopterol | CAS#88206-46-6 | analgesic

MedKoo Cat#: 584858 | Name: Notopterol

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Description:

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

Notopterol is an analgesic compound with anti-inflammatory action isolated from Notopterygium incisum Ting.

Chemical Structure

Notopterol

CAS#88206-46-6

Theoretical Analysis

MedKoo Cat#: 584858

Name: Notopterol

CAS#: 88206-46-6

Chemical Formula: C21H22O5

Exact Mass: 354.1467

Molecular Weight: 354.40

Elemental Analysis: C, 71.17; H, 6.26; O, 22.57

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 345.00	2 Weeks
100mg	USD 1,770.00	2 Weeks

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Related CAS #

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Synonym

Notopterol

IUPAC/Chemical Name

7H-Furo(3,2-g)(1)benzopyran-7-one, 4-((5-hydroxy-3,7-dimethyl-2,6-octadienyl)oxy)-, (E)-

InChi Key

BKIACVAZUKISOR-MKMNVTDBSA-N

InChi Code

InChI=1S/C21H22O5/c1-13(2)10-15(22)11-14(3)6-8-25-21-16-4-5-20(23)26-19(16)12-18-17(21)7-9-24-18/h4-7,9-10,12,15,22H,8,11H2,1-3H3/b14-6+

SMILES Code

O=C1C=CC2=C(OC/C=C(C)/CC(O)/C=C(C)/C)C3=C(OC=C3)C=C2O1

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

2934.99.9001

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

Notopterol induces apoptosis and has antipyretic, analgesic and anti-inflammatory effects.

In vitro activity:

Notopterol obviously inhibited the growth of HL-60 cells with an IC50 value of 40.32 μM and remarkably reduced the number of colonies by 10, 20, and 40 µM. In addition, notopterol induced the percentage of apoptotic HL-60 cells, reduced the mitochondrial membrane potential, decreased the protein expresstion of Bcl-2 and Mcl-1, and increased the expression of Bax, cleavage of caspase 9, caspase 3, and PARP. Reference: Drug Des Devel Ther. 2019 Jun 6;13:1927-1940. https://pubmed.ncbi.nlm.nih.gov/31239643/

In vivo activity:

This study found that notopterol inhibited growth and increased apoptosis of glioma via inhibiting STAT3 activity. In addition, notopterol treatment improved cognitive impairment and depression-like behavior in GL261 cell-based glioma mice via preventing the loss of dendritic spines and the reduction of synapse related proteins (PSD95 and Synapsin-1) in hippocampal neurons. Notopterol significantly reduced the levels of cytokines (iNOS, TNF-α, IL-6, and IL-β) and the activity of STAT3/NF-kB signalling pathway in peritumoural brain tissues and GL261 conditioned medium (GCM) treated microglial cell line (BV2 cells). Reference: Int Immunopharmacol. 2023 Mar 31;118:110041. https://pubmed.ncbi.nlm.nih.gov/37004346/

	Solvent	mg/mL	mM
Solubility
	DMSO	85.0	239.84

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 354.40 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

Formulation protocol:

1. Chen D, Wang Q, Li Y, Sun P, Kuek V, Yuan J, Yang J, Wen L, Wang H, Xu J, Chen P. Notopterol Attenuates Estrogen Deficiency-Induced Osteoporosis via Repressing RANKL Signaling and Reactive Oxygen Species. Front Pharmacol. 2021 Jun 3;12:664836. doi: 10.3389/fphar.2021.664836. PMID: 34149419; PMCID: PMC8210423. 2. Huang Q, Wang L, Ran Q, Wang J, Wang C, He H, Li L, Qi H. Notopterol-induced apoptosis and differentiation in human acute myeloid leukemia HL-60 cells. Drug Des Devel Ther. 2019 Jun 6;13:1927-1940. doi: 10.2147/DDDT.S189969. PMID: 31239643; PMCID: PMC6560190. 3. Zhou Z, Zhou Y, Huang Z, Wang M, Jiang J, Yan M, Xiang W, Li S, Yu Y, Chen L, Zhou J, Dong W. Notopterol improves cognitive dysfunction and depression-like behavior via inhibiting STAT3/NF-ĸB pathway mediated inflammation in glioma-bearing mice. Int Immunopharmacol. 2023 Mar 31;118:110041. doi: 10.1016/j.intimp.2023.110041. Epub ahead of print. PMID: 37004346. 4. Wang Q, Peng D, Huang B, Men L, Jiang T, Huo S, Wang M, Guo J, Lv J, Lin L. Notopterol Ameliorates Hyperuricemia-Induced Cardiac Dysfunction in Mice. Pharmaceuticals (Basel). 2023 Feb 27;16(3):361. doi: 10.3390/ph16030361. PMID: 36986461; PMCID: PMC10052463.

In vitro protocol:

In vivo protocol:

1. Zhou Z, Zhou Y, Huang Z, Wang M, Jiang J, Yan M, Xiang W, Li S, Yu Y, Chen L, Zhou J, Dong W. Notopterol improves cognitive dysfunction and depression-like behavior via inhibiting STAT3/NF-ĸB pathway mediated inflammation in glioma-bearing mice. Int Immunopharmacol. 2023 Mar 31;118:110041. doi: 10.1016/j.intimp.2023.110041. Epub ahead of print. PMID: 37004346. 2. Wang Q, Peng D, Huang B, Men L, Jiang T, Huo S, Wang M, Guo J, Lv J, Lin L. Notopterol Ameliorates Hyperuricemia-Induced Cardiac Dysfunction in Mice. Pharmaceuticals (Basel). 2023 Feb 27;16(3):361. doi: 10.3390/ph16030361. PMID: 36986461; PMCID: PMC10052463.

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Preparative isolation and purification of notopterol and isoimperatorin from Notopterygium forbessi Boiss (Chinese traditional medicinal herb) by high-speed counter-current chromatography. J Chromatogr A. 2000 Jun 23;883(1-2):67-73. PubMed PMID: 10910201. 5: Okuyama E, Nishimura S, Ohmori S, Ozaki Y, Satake M, Yamazaki M. Analgesic component of Notopterygium incisum Ting. Chem Pharm Bull (Tokyo). 1993 May;41(5):926-9. PubMed PMID: 8339339. 6: Azietaku JT, Ma H, Yu XA, Li J, Oppong MB, Cao J, An M, Chang YX. A review of the ethnopharmacology, phytochemistry and pharmacology of Notopterygium incisum. J Ethnopharmacol. 2017 Apr 18;202:241-255. doi: 10.1016/j.jep.2017.03.022. Epub 2017 Mar 21. Review. PubMed PMID: 28336469. 7: Wang S, Wang T. [Chemical constituents of Notopterygium forbesii Boiss]. Zhongguo Zhong Yao Za Zhi. 1996 May;21(5):295-6, 319. Chinese. PubMed PMID: 9388938. 8: Liu X, Jiang S, Xu K, Sun H, Zhou Y, Xu X, Yi J, Gu Y, Ding LS. 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Zhongguo Zhong Yao Za Zhi. 2016 Mar;41(5):793-801. doi: 10.4268/cjcmm20160506. Chinese. PubMed PMID: 28875629. 12: Yang P, Wang HL, Zhang Y, Jiang SY, Du JZ, Sun HB, Zhou Y, Sun H. [Effects of soil water content on growth and accumulation of active ingredients of Notopterygium incisum]. Zhongguo Zhong Yao Za Zhi. 2018 Dec;43(24):4824-4830. doi: 10.19540/j.cnki.cjcmm.20181025.009. Chinese. PubMed PMID: 30717526. 13: Kim S, Kim KY, Han CS, Ki KS, Min KJ, Zhang X, Whang WK. Simultaneous analysis of six major compounds in Osterici Radix and Notopterygii Rhizoma et Radix by HPLC and discrimination of their origins from chemical fingerprint analysis. Arch Pharm Res. 2012 Mar;35(4):691-9. doi: 10.1007/s12272-012-0413-3. Epub 2012 May 3. PubMed PMID: 22553062. 14: Sun ZY, Wang YZ, Nie RJ, Zhang JZ, Wang SY. [Standardization of production of process Notopterygii Rhizoma et Radix slices]. Zhongguo Zhong Yao Za Zhi. 2017 Dec;42(23):4510-4513. doi: 10.19540/j.cnki.cjcmm.20171114.003. Chinese. PubMed PMID: 29376245. 15: Wu XW, Zhang YB, Zhang L, Yang XW. Simultaneous quantification of 33 active components in Notopterygii Rhizoma et Radix using ultra high performance liquid chromatography with tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Aug 15;1092:244-251. doi: 10.1016/j.jchromb.2018.06.006. Epub 2018 Jun 8. PubMed PMID: 29913336. 16: Iwanaga K, Hayashi M, Hamahata Y, Miyazaki M, Shibano M, Taniguchi M, Baba K, Kakemi M. Furanocoumarin derivatives in Kampo extract medicines inhibit cytochrome P450 3A4 and P-glycoprotein. Drug Metab Dispos. 2010 Aug;38(8):1286-94. doi: 10.1124/dmd.110.032847. Epub 2010 May 12. PubMed PMID: 20463004. 17: Qian GS, Wang Q, Leung KS, Qin Y, Zhao Z, Jiang ZH. Quality assessment of Rhizoma et Radix Notopterygii by HPTLC and HPLC fingerprinting and HPLC quantitative analysis. J Pharm Biomed Anal. 2007 Jul 27;44(3):812-7. Epub 2007 Mar 31. 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