Isoginkgetin | CAS#548-19-6 | natural splicing inhibitor

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

MedKoo CAT#: 562060

CAS#: 548-19-6

Description: Isoginkgetin is a natural splicing inhibitor. It is known to interfere with spliceosome assembly at a later step of complex B formation.

Chemical Structure

Isoginkgetin

CAS# 548-19-6

Instruction

Theoretical Analysis

MedKoo Cat#: 562060
Name: Isoginkgetin
CAS#: 548-19-6
Chemical Formula: C32H22O10
Exact Mass: 566.12
Molecular Weight: 566.510
Elemental Analysis: C, 67.84; H, 3.91; O, 28.24

Price and Availability

Size	Price	Availability
5mg	USD 250	2 Weeks
10mg	USD 450	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Isoginkgetin; IGG;

IUPAC/Chemical Name: 8-[5-(5,7-Dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)chromen-4-one

InChi Key: HUOOMAOYXQFIDQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C32H22O10/c1-39-18-6-3-15(4-7-18)26-14-24(38)31-22(36)12-21(35)29(32(31)42-26)19-9-16(5-8-25(19)40-2)27-13-23(37)30-20(34)10-17(33)11-28(30)41-27/h3-14,33-36H,1-2H3

SMILES Code: O=C1C=C(C2=CC=C(OC)C=C2)OC3=C1C(O)=CC(O)=C3C4=CC(C5=CC(C6=C(O5)C=C(O)C=C6O)=O)=CC=C4OC

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:

Certificate of Analysis:

View CoA: current batch, Lot#M23C01E19

Safety Data Sheet (SDS):

View Safety Data Sheet (SDS)

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 566.51 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:
In vitro protocol:
In vivo protocol:

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1: Vanzyl EJ, Rick KRC, Blackmore AB, MacFarlane EM, McKay BC. Flow cytometric analysis identifies changes in S and M phases as novel cell cycle alterations induced by the splicing inhibitor isoginkgetin. PLoS One. 2018 Jan 16;13(1):e0191178. doi: 10.1371/journal.pone.0191178. eCollection 2018. PubMed PMID: 29338026; PubMed Central PMCID: PMC5770052.

2: Boswell SA, Snavely A, Landry HM, Churchman LS, Gray JM, Springer M. Total RNA-seq to identify pharmacological effects on specific stages of mRNA synthesis. Nat Chem Biol. 2017 May;13(5):501-507. doi: 10.1038/nchembio.2317. Epub 2017 Mar 6. PubMed PMID: 28263964; PubMed Central PMCID: PMC5688950.

3: Beck S, Stengel J. Mass spectrometric imaging of flavonoid glycosides and biflavonoids in Ginkgo biloba L. Phytochemistry. 2016 Oct;130:201-6. doi: 10.1016/j.phytochem.2016.05.005. Epub 2016 May 24. PubMed PMID: 27233155.

4: Nguyen AH, Lee JU, Sim SJ. Nanoplasmonic probes of RNA folding and assembly during pre-mRNA splicing. Nanoscale. 2016 Feb 28;8(8):4599-607. doi: 10.1039/c5nr08098c. PubMed PMID: 26847719.

5: Heinhuis B, Plantinga TS, Semango G, Küsters B, Netea MG, Dinarello CA, Smit JWA, Netea-Maier RT, Joosten LAB. Alternatively spliced isoforms of IL-32 differentially influence cell death pathways in cancer cell lines. Carcinogenesis. 2016 Feb;37(2):197-205. doi: 10.1093/carcin/bgv172. Epub 2015 Dec 17. PubMed PMID: 26678222.

6: Tseng CK, Wang HF, Burns AM, Schroeder MR, Gaspari M, Baumann P. Human Telomerase RNA Processing and Quality Control. Cell Rep. 2015 Dec 15;13(10):2232-43. doi: 10.1016/j.celrep.2015.10.075. Epub 2015 Nov 25. PubMed PMID: 26628367.

7: Endo K, Kurokawa N, Kito H, Nakakura S, Fujii M, Ohya S. Molecular identification of the dominant-negative, splicing isoform of the two-pore domain K(+) channel K(2P)5.1 in lymphoid cells and enhancement of its expression by splicing inhibition. Biochem Pharmacol. 2015 Dec 1;98(3):440-52. doi: 10.1016/j.bcp.2015.10.002. Epub 2015 Oct 20. PubMed PMID: 26475531.

8: Sasaki H, Kitoh Y, Tsukada M, Miki K, Koyama K, Juliawaty LD, Hakim EH, Takahashi K, Kinoshita K. Inhibitory activities of biflavonoids against amyloid-β peptide 42 cytotoxicity in PC-12 cells. Bioorg Med Chem Lett. 2015 Jul 15;25(14):2831-3. doi: 10.1016/j.bmcl.2015.04.106. Epub 2015 May 11. PubMed PMID: 26004578.

9: Bagla VP, McGaw LJ, Elgorashi EE, Eloff JN. Antimicrobial activity, toxicity and selectivity index of two biflavonoids and a flavone isolated from Podocarpus henkelii (Podocarpaceae) leaves. BMC Complement Altern Med. 2014 Oct 8;14:383. doi: 10.1186/1472-6882-14-383. PubMed PMID: 25293523; PubMed Central PMCID: PMC4197215.

10: Gray JM, Harmin DA, Boswell SA, Cloonan N, Mullen TE, Ling JJ, Miller N, Kuersten S, Ma YC, McCarroll SA, Grimmond SM, Springer M. SnapShot-Seq: a method for extracting genome-wide, in vivo mRNA dynamics from a single total RNA sample. PLoS One. 2014 Feb 26;9(2):e89673. doi: 10.1371/journal.pone.0089673. eCollection 2014. PubMed PMID: 24586954; PubMed Central PMCID: PMC3935918.

11: Zhou G, Yao X, Tang Y, Yang N, Pang H, Mo X, Zhu S, Su S, Qian D, Jin C, Qin Y, Duan JA. Two new nonacosanetriols from Ginkgo biloba sarcotesta. Chem Phys Lipids. 2012 Oct;165(7):731-6. doi: 10.1016/j.chemphyslip.2012.08.003. Epub 2012 Sep 6. PubMed PMID: 22981471.

12: Zhou HF, Xie C, Jian R, Kang J, Li Y, Zhuang CL, Yang F, Zhang LL, Lai L, Wu T, Wu X. Biflavonoids from Caper (Capparis spinosa L.) fruits and their effects in inhibiting NF-kappa B activation. J Agric Food Chem. 2011 Apr 13;59(7):3060-5. doi: 10.1021/jf105017j. Epub 2011 Mar 7. PubMed PMID: 21381749.

13: Disney MD. Short-circuiting RNA splicing. Nat Chem Biol. 2008 Dec;4(12):723-4. doi: 10.1038/nchembio1208-723. PubMed PMID: 19008883.

14: Lee SJ, Son KH, Chang HW, Kang SS, Kim HP. Inhibition of arachidonate release from rat peritoneal macrophage by biflavonoids. Arch Pharm Res. 1997 Dec;20(6):533-8. doi: 10.1007/BF02975207. PubMed PMID: 18982255.

15: O'Brien K, Matlin AJ, Lowell AM, Moore MJ. The biflavonoid isoginkgetin is a general inhibitor of Pre-mRNA splicing. J Biol Chem. 2008 Nov 28;283(48):33147-54. doi: 10.1074/jbc.M805556200. Epub 2008 Sep 30. PubMed PMID: 18826947; PubMed Central PMCID: PMC2586251.

16: Kadam RU, Garg D, Paul AT, Bhutani KK, Roy N. Evaluation of proinflammatory cytokine pathway inhibitors for p38 MAPK inhibitory potential. J Med Chem. 2007 Dec 13;50(25):6337-42. Epub 2007 Nov 8. PubMed PMID: 17988083.

17: Liu G, Grifman M, Macdonald J, Moller P, Wong-Staal F, Li QX. Isoginkgetin enhances adiponectin secretion from differentiated adiposarcoma cells via a novel pathway involving AMP-activated protein kinase. J Endocrinol. 2007 Sep;194(3):569-78. PubMed PMID: 17761896.

18: Cheng KT, Hsu FL, Chen SH, Hsieh PK, Huang HS, Lee CK, Lee MH. New constituent from Podocarpus macrophyllus var. macrophyllus shows anti-tyrosinase effect and regulates tyrosinase-related proteins and mRNA in human epidermal melanocytes. Chem Pharm Bull (Tokyo). 2007 May;55(5):757-61. PubMed PMID: 17473463.

19: Hyun SK, Jung HA, Chung HY, Choi JS. In vitro peroxynitrite scavenging activity of 6-hydroxykynurenic acid and other flavonoids from Gingko biloba yellow leaves. Arch Pharm Res. 2006 Dec;29(12):1074-9. PubMed PMID: 17225453.

20: Yoon SO, Shin S, Lee HJ, Chun HK, Chung AS. Isoginkgetin inhibits tumor cell invasion by regulating phosphatidylinositol 3-kinase/Akt-dependent matrix metalloproteinase-9 expression. Mol Cancer Ther. 2006 Nov;5(11):2666-75. PubMed PMID: 17121913.

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