Veratramine | CAS#60-70-8 | AP-1 modulator

MedKoo Cat#: 571541 | Name: Veratramine

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Description:

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

Veratramine is a hypotensive alkaloid isolated from the rhizomes of Veratrum. Veratramine modulates AP-1-dependent gene transcription by directly binding to programmable DNA. Veratramine, as a potent natural modulator of AP-1, selectively binds to a specific site (TRE 5'-TGACTCA-3') of the AP-1 target DNA sequence and regulates AP-1-dependent gene transcription without interfering with cystosolic signaling cascades that might lead to AP-1 activation.

Chemical Structure

Veratramine

CAS#60-70-8

Theoretical Analysis

MedKoo Cat#: 571541

Name: Veratramine

CAS#: 60-70-8

Chemical Formula: C27H39NO2

Exact Mass: 409.2981

Molecular Weight: 409.61

Elemental Analysis: C, 79.17; H, 9.60; N, 3.42; O, 7.81

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 240.00
50mg	USD 450.00

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Related CAS #

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Synonym

Veratramine; NSC 17821; NSC17821; NSC-17821; NSC 23880; NSC-23880; NSC23880.

IUPAC/Chemical Name

(3beta,23beta)-14,15,16,17-Tetradehydroveratraman-3,23-diol

InChi Key

MALFODICFSIXPO-KFKQDBFTSA-N

InChi Code

InChI=1S/C27H39NO2/c1-15-11-25(30)26(28-14-15)17(3)20-7-8-21-22-6-5-18-12-19(29)9-10-27(18,4)24(22)13-23(21)16(20)2/h5,7-8,15,17,19,22,24-26,28-30H,6,9-14H2,1-4H3/t15-,17-,19-,22-,24-,25+,26-,27-/m0/s1

SMILES Code

C[C@H]([C@H]1[C@H](O)C[C@H](C)CN1)C2=CC=C3[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC3=C2C

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 409.61 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

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Determination of Veratrum alkaloid contents in three Veratrum species by HPLC-MS/MS. Phytochem Anal. 2024 Oct;35(7):1577-1586. doi: 10.1002/pca.3401. Epub 2024 Jun 11. PMID: 38863228. 9: Zhao X, Li S, Xiang Z. Veratrum nigrum L.: A comprehensive review of ethnopharmacology, phytochemistry, pharmacology, pharmacokinetics and metabolism, toxicity, and incompatibility. J Ethnopharmacol. 2024 Sep 15;331:118219. doi: 10.1016/j.jep.2024.118219. Epub 2024 Apr 23. PMID: 38663784. 10: Yang H, Cheng J, Zhuang H, Xu H, Wang Y, Zhang T, Yang Y, Qian H, Lu Y, Han F, Cao L, Yang N, Liu R, Yang X, Zhang J, Wu J, Zhang N. Pharmacogenomic profiling of intra-tumor heterogeneity using a large organoid biobank of liver cancer. Cancer Cell. 2024 Apr 8;42(4):535-551.e8. doi: 10.1016/j.ccell.2024.03.004. PMID: 38593780. 11: Liang Y, Liang M, Chen H, Hong J, Song Y, Yue K, Lu Y. The Effect of Botanical Pesticides Azadirachtin, Celangulin, and Veratramine Exposure on an Invertebrate Species Solenopsis invicta (Hymenoptera: Formicidae). Toxins (Basel). 2023 Dec 20;16(1):6. doi: 10.3390/toxins16010006. PMID: 38276530; PMCID: PMC10821215. 12: Shao H, Liu W, Liu M, He H, Zhou QL, Zhu SF, Gao S. Asymmetric Synthesis of Cyclopamine, a Hedgehog (Hh) Signaling Pathway Inhibitor. J Am Chem Soc. 2023 Nov 22;145(46):25086-25092. doi: 10.1021/jacs.3c10362. Epub 2023 Nov 10. PMID: 37948601. 13: Chen H, Zhao P, Zhang C, Ming X, Zhang C, Jung YS, Qian Y. Veratramine inhibits porcine epidemic diarrhea virus entry through macropinocytosis by suppressing PI3K/Akt pathway. Virus Res. 2024 Jan 2;339:199260. doi: 10.1016/j.virusres.2023.199260. Epub 2023 Nov 8. PMID: 37923169; PMCID: PMC10661853. 14: Cheng X, Li D, Jiang Z, Qu C, Yan H, Wu Q. Metabolite profiling and transcriptomic analyses demonstrate the effects of biocontrol agents on alkaloid accumulation in Fritillaria thunbergii. BMC Plant Biol. 2023 Sep 18;23(1):435. doi: 10.1186/s12870-023-04459-6. PMID: 37723471; PMCID: PMC10506312. 15: Zhou Z, Chen J, Cui Y, Zhao R, Wang H, Yu R, Jin T, Guo J, Cong Y. Antihypertensive activity of different components of Veratrum alkaloids through metabonomic data analysis. Phytomedicine. 2023 Nov;120:155033. doi: 10.1016/j.phymed.2023.155033. Epub 2023 Aug 16. PMID: 37647672. 16: Kim HY, Lee SW, Choi SK, Ashim J, Kim W, Beak SM, Park JK, Han JE, Cho GJ, Ryoo ZY, Jeong J, Lee YH, Jeong H, Yu W, Park S. Veratramine Inhibits the Cell Cycle Progression, Migration, and Invasion via ATM/ATR Pathway in Androgen- Independent Prostate Cancer. Am J Chin Med. 2023;51(5):1309-1333. doi: 10.1142/S0192415X2350060X. Epub 2023 Jun 30. PMID: 37385965. 17: Li JY, Wu SF, An YL, Yao CL, Yao S, Huang Y, Wei WL, Zhang JQ, Bi QR, Qu H, Guo DA. 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