Ginkgotoxin | CAS#1464-33-1 | Herbicide

MedKoo Cat#: 463054 | Name: Ginkgotoxin

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Description:

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

Ginkgotoxin is a natural herbal toxin as an antivitamin B6 compound. It is a main toxic compound in Ginkgo biloba seeds which are widely used in the treatment of coughing in China.

Chemical Structure

Ginkgotoxin

CAS#1464-33-1

Theoretical Analysis

MedKoo Cat#: 463054

Name: Ginkgotoxin

CAS#: 1464-33-1

Chemical Formula: C9H13NO3

Exact Mass: 183.0895

Molecular Weight: 183.21

Elemental Analysis: C, 59.00; H, 7.15; N, 7.65; O, 26.20

Price and Availability

Size	Price	Availability
100mg	USD 350.00	2 Weeks
250mg	USD 650.00	2 Weeks
1g	USD 1,250.00	2 Weeks

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Related CAS #

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Synonym

Ginkgotoxin; 4-Methoxypyridoxine; 4-Methoxymethylpyridoxine; 4′-Methoxypyridoxine; 4′-O-Methylpyridoxine; 4-O-methoxypyridoxine;

IUPAC/Chemical Name

5-(hydroxymethyl)-4-(methoxymethyl)-2-methylpyridin-3-ol

InChi Key

SVINQHQHARVZFF-UHFFFAOYSA-N

InChi Code

InChI=1S/C9H13NO3/c1-6-9(12)8(5-13-2)7(4-11)3-10-6/h3,11-12H,4-5H2,1-2H3

SMILES Code

OCC1=CN=C(C)C(O)=C1COC

Appearance

Solid powder

Purity

>95% (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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 183.21 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: Zou M, Zhang W, Dong Q, Tang C, Cao F, Su E. Submerged fermentation of Ginkgo biloba seed powder using Eurotium cristatum for the development of ginkgo seeds fermented products. J Sci Food Agric. 2020 Sep 6. doi: 10.1002/jsfa.10792. Epub ahead of print. PMID: 32892346. 2: Zhang W, Zou M, Wu R, Jiang H, Cao F, Su E. Efficient removal of ginkgotoxin from Ginkgo biloba seed powder by combining endogenous enzymatic hydrolysis with resin adsorption. J Sci Food Agric. 2020 Sep 1. doi: 10.1002/jsfa.10778. Epub ahead of print. PMID: 32869870. 3: Azuma F, Nokura K, Kako T, Kobayashi D, Yoshimura T, Wada K. An Adult Case of Generalized Convulsions Caused by the Ingestion of Ginkgo biloba Seeds with Alcohol. Intern Med. 2020 Jun 15;59(12):1555-1558. doi: 10.2169/internalmedicine.4196-19. Epub 2020 Mar 5. PMID: 32132337; PMCID: PMC7364239. 4: Are S, Gatreddi S, Jakkula P, Qureshi IA. Structural attributes and substrate specificity of pyridoxal kinase from Leishmania donovani. Int J Biol Macromol. 2020 Jun 1;152:812-827. doi: 10.1016/j.ijbiomac.2020.02.257. Epub 2020 Feb 24. PMID: 32105687. 5: Kosaki Y, Naito H, Nojima T, Nakao A. Epileptic Seizure from Ginkgo Nut Intoxication in an Adult. Case Rep Emerg Med. 2020 Jan 28;2020:5072954. doi: 10.1155/2020/5072954. PMID: 32047675; PMCID: PMC7007935. 6: Su H, Liu KT, Chen BH, Lin YP, Jiang YM, Tsai YH, Chang FR, Shiea J, Lee CW. Rapid identification of herbal toxins using electrospray laser desorption ionization mass spectrometry for emergency care. J Food Drug Anal. 2019 Apr;27(2):415-427. doi: 10.1016/j.jfda.2018.11.001. Epub 2019 Jan 3. PMID: 30987713. 7: Kobayashi D. [Food Poisoning by Ginkgo Seeds through Vitamin B6 Depletion]. Yakugaku Zasshi. 2019;139(1):1-6. Japanese. doi: 10.1248/yakushi.18-00136. PMID: 30606915. 8: Sado T, Nakata S, Tsuno T, Sato M, Misawa Y, Yamauchi S, Inaba Y, Kobayashi D, Wada K. Concentrations of various forms of vitamin B6 in ginkgo seed poisoning. Brain Dev. 2019 Mar;41(3):292-295. doi: 10.1016/j.braindev.2018.10.007. Epub 2018 Oct 23. PMID: 30366747. 9: Qian Y, Su S, Wei M, Zhu Z, Guo S, Yan H, Tao J, Qian D, Duan JA. Interactions of pharmacokinetic profiles of Ginkgotoxin and Ginkgolic acids in rat plasma after oral administration. J Pharm Biomed Anal. 2019 Jan 30;163:88-94. doi: 10.1016/j.jpba.2018.09.053. Epub 2018 Sep 29. PMID: 30286439. 10: Lim HB, Kim DH. Effects of roasting conditions on physicochemical properties and antioxidant activities in Ginkgo biloba seeds. Food Sci Biotechnol. 2018 Apr 7;27(4):1057-1066. doi: 10.1007/s10068-018-0348-7. Erratum in: Food Sci Biotechnol. 2018 Sep 25;27(5):1549. PMID: 30263835; PMCID: PMC6085250. 11: Gong H, Wu CE, Fan GJ, Li TT, Wang JH, Wang T. Determination and Comparison of 4'- O-Methylpyridoxine Analogues in Ginkgo biloba Seeds at Different Growth Stages. J Agric Food Chem. 2018 Aug 1;66(30):7916-7922. doi: 10.1021/acs.jafc.8b02522. Epub 2018 Jul 18. PMID: 29975518. 12: Lim HB, Kim DH. Effect of heat treatment on 4'-O-methylpyridoxine (MPN) content in Ginkgo biloba seed extract solution. J Sci Food Agric. 2018 Oct;98(13):5153-5156. doi: 10.1002/jsfa.9017. Epub 2018 Jun 9. PMID: 29572951. 13: Yazarians JA, Jiménez BL, Boyce GR. A regioselective etherification of pyridoxine via an ortho-pyridinone methide intermediate. Tetrahedron Lett. 2017 Jun 7;58(23):2258-2260. doi: 10.1016/j.tetlet.2017.04.082. Epub 2017 Apr 25. PMID: 32287448; PMCID: PMC7111860. 14: Könczöl Á, Rendes K, Dékány M, Müller J, Riethmüller E, Balogh GT. Blood- brain barrier specific permeability assay reveals N-methylated tyramine derivatives in standardised leaf extracts and herbal products of Ginkgo biloba. J Pharm Biomed Anal. 2016 Nov 30;131:167-174. doi: 10.1016/j.jpba.2016.08.032. Epub 2016 Aug 29. PMID: 27592255. 15: Jang HS, Roh SY, Jeong EH, Kim BS, Sunwoo MK. Ginkgotoxin Induced Seizure Caused by Vitamin B6 Deficiency. J Epilepsy Res. 2015 Dec 31;5(2):104-6. doi: 10.14581/jer.15018. PMID: 26819944; PMCID: PMC4724850. 16: Liu Y, Friesen JB, Klein LL, McAlpine JB, Lankin DC, Pauli GF, Chen SN. The Generally Useful Estimate of Solvent Systems (GUESS) method enables the rapid purification of methylpyridoxine regioisomers by countercurrent chromatography. J Chromatogr A. 2015 Dec 24;1426:248-51. doi: 10.1016/j.chroma.2015.11.046. Epub 2015 Nov 17. PMID: 26680272; PMCID: PMC4887286. 17: Kobayashi D, Yoshimura T, Johno A, Ishikawa M, Sasaki K, Wada K. Decrease in pyridoxal-5'-phosphate concentration and increase in pyridoxal concentration in rat plasma by 4'-O-methylpyridoxine administration. Nutr Res. 2015 Jul;35(7):637-42. doi: 10.1016/j.nutres.2015.05.015. Epub 2015 Jun 1. PMID: 26092494. 18: Hori Y. [Practical analysis of toxic substances useful for clinical toxicology. (4). 4-O-methylpyridoxine (MPN ; ginkotoxine)]. Chudoku Kenkyu. 2013 Dec;26(4):326-9. Japanese. PMID: 24483015. 19: Liu Y, Chen SN, McAlpine JB, Klein LL, Friesen JB, Lankin DC, Pauli GF. Quantification of a botanical negative marker without an identical standard: ginkgotoxin in Ginkgo biloba. J Nat Prod. 2014 Mar 28;77(3):611-7. doi: 10.1021/np400874z. Epub 2014 Jan 16. PMID: 24432981. 20: Ude C, Schubert-Zsilavecz M, Wurglics M. Ginkgo biloba extracts: a review of the pharmacokinetics of the active ingredients. Clin Pharmacokinet. 2013 Sep;52(9):727-49. doi: 10.1007/s40262-013-0074-5. PMID: 23703577.