Hydrastine | CAS#118-08-1 | immune system enhancer

MedKoo Cat#: 597360 | Name: Hydrastine

Featured

Description:

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

Hydrastine is a benzylisoquinoline alkaloid with weak vasoconstrictive and hypotensive bioactivity, historically attributed to its partial agonist activity at α-adrenergic receptors. It also exhibits mild anticholinergic effects and may inhibit uterine smooth muscle contractions by modulating calcium influx. Its pharmacological actions are less potent than related alkaloids and are primarily of interest in phytochemical and mechanistic studies.

Chemical Structure

Hydrastine

CAS#118-08-1

Theoretical Analysis

MedKoo Cat#: 597360

Name: Hydrastine

CAS#: 118-08-1

Chemical Formula: C21H21NO6

Exact Mass: 383.1369

Molecular Weight: 383.40

Elemental Analysis: C, 65.79; H, 5.52; N, 3.65; O, 25.04

Price and Availability

Size	Price	Availability	Quantity
50mg	USD 550.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Hydrastine; beta-Hydrastine; l-Hydrastine; (-)-beta-Hydrastine;

IUPAC/Chemical Name

6,7-dimethoxy-3-(6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one

InChi Key

JZUTXVTYJDCMDU-UHFFFAOYSA-N

InChi Code

InChI=1S/C21H21NO6/c1-22-7-6-11-8-15-16(27-10-26-15)9-13(11)18(22)19-12-4-5-14(24-2)20(25-3)17(12)21(23)28-19/h4-5,8-9,18-19H,6-7,10H2,1-3H3

SMILES Code

O=C1OC(C2N(C)CCC3=CC4=C(OCO4)C=C23)C5=C1C(OC)=C(OC)C=C5

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

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 383.40 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

1: Xun Z, Liu D, Huang R, He S, Hu D, Guo X, Xian Y. Simultaneous determination of eight alkaloids and oleandrin in herbal cosmetics by dispersive solid-phase extraction coupled with ultra high performance liquid chromatography and tandem mass spectrometry. J Sep Sci. 2017 May;40(9):1966-1973. doi: 10.1002/jssc.201601427. Epub 2017 Apr 19. PubMed PMID: 28317265. 2: Guo B, Li X, Song S, Chen M, Cheng M, Zhao D, Li F. (-)-β-hydrastine suppresses the proliferation and invasion of human lung adenocarcinoma cells by inhibiting PAK4 kinase activity. Oncol Rep. 2016 Apr;35(4):2246-56. doi: 10.3892/or.2016.4594. Epub 2016 Jan 25. PubMed PMID: 26821251. 3: Fadaeinasab M, Taha H, Fauzi PN, Ali HM, Widyawaruyanti A. Anti-malarial Activity of Isoquinoline Alkaloids from the Stem Bark of Actinodaphne macrophylla. Nat Prod Commun. 2015 Sep;10(9):1541-2. PubMed PMID: 26594753. 4: Song S, Li X, Guo J, Hao C, Feng Y, Guo B, Liu T, Zhang Q, Zhang Z, Li R, Wang J, Lin B, Li F, Zhao D, Cheng M. Design, synthesis and biological evaluation of 1-phenanthryl-tetrahydroisoquinoline derivatives as novel p21-activated kinase 4 (PAK4) inhibitors. Org Biomol Chem. 2015 Mar 28;13(12):3803-18. doi: 10.1039/c5ob00037h. PubMed PMID: 25705811. 5: Wang X, Zhu HJ, Munoz J, Gurley BJ, Markowitz JS. An ex vivo approach to botanical-drug interactions: a proof of concept study. J Ethnopharmacol. 2015 Apr 2;163:149-56. doi: 10.1016/j.jep.2015.01.021. Epub 2015 Jan 24. PubMed PMID: 25623616; PubMed Central PMCID: PMC4355093. 6: Gupta PK, Barone G, Gurley BJ, Fifer EK, Hendrickson HP. Hydrastine pharmacokinetics and metabolism after a single oral dose of goldenseal (Hydrastis canadensis) to humans. Drug Metab Dispos. 2015 Apr;43(4):534-52. doi: 10.1124/dmd.114.059410. Epub 2015 Jan 21. PubMed PMID: 25609220. 7: Nagy T, Kuki Á, Antal B, Nagy L, Purgel M, Sipos A, Nagy M, Zsuga M, Kéki S. Chiral differentiation of the noscapine and hydrastine stereoisomers by electrospray ionization tandem mass spectrometry. J Mass Spectrom. 2015 Jan;50(1):240-6. doi: 10.1002/jms.3527. PubMed PMID: 25601699. 8: Chen S, Wan L, Couch L, Lin H, Li Y, Dobrovolsky VN, Mei N, Guo L. Mechanism study of goldenseal-associated DNA damage. Toxicol Lett. 2013 Jul 31;221(1):64-72. doi: 10.1016/j.toxlet.2013.05.641. Epub 2013 Jun 5. PubMed PMID: 23747414. 9: Avula B, Wang YH, Khan IA. Quantitative determination of alkaloids from roots of Hydrastis canadensis L. and dietary supplements using ultra-performance liquid chromatography with UV detection. J AOAC Int. 2012 Sep-Oct;95(5):1398-405. PubMed PMID: 23175972. 10: Cech NB, Junio HA, Ackermann LW, Kavanaugh JS, Horswill AR. Quorum quenching and antimicrobial activity of goldenseal (Hydrastis canadensis) against methicillin-resistant Staphylococcus aureus (MRSA). Planta Med. 2012 Sep;78(14):1556-61. Epub 2012 Jul 18. PubMed PMID: 22814821; PubMed Central PMCID: PMC4527992. 11: Wangchuk P, Keller PA, Pyne SG, Willis AC, Kamchonwongpaisan S. Antimalarial alkaloids from a Bhutanese traditional medicinal plant Corydalis dubia. J Ethnopharmacol. 2012 Aug 30;143(1):310-3. doi: 10.1016/j.jep.2012.06.037. Epub 2012 Jul 14. PubMed PMID: 22796506. 12: Dawes ML, Brettell T. Analysis of goldenseal, Hydrastis canadensis L., and related alkaloids in urine using HPLC with UV detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Jan 1;880(1):114-8. doi: 10.1016/j.jchromb.2011.11.026. Epub 2011 Dec 2. PubMed PMID: 22177787. 13: Wang F, Cao BB, Liu Y, Huang Y, Peng YP, Qiu YH. Role of cerebellohypothalamic GABAergic projection in mediating cerebellar immunomodulation. Int J Neurosci. 2011 May;121(5):237-45. doi: 10.3109/00207454.2010.544431. PubMed PMID: 21545305. 14: National Toxicology Program. Toxicology and carcinogenesis studies of goldenseal root powder (Hydrastis Canadensis) in F344/N rats and B6C3F1 mice (feed studies). Natl Toxicol Program Tech Rep Ser. 2010 Aug;(562):1-188. PubMed PMID: 21372858. 15: Dhopeshwarkar AS, Jain S, Liao C, Ghose SK, Bisset KM, Nicholson RA. The actions of benzophenanthridine alkaloids, piperonyl butoxide and (S)-methoprene at the G-protein coupled cannabinoid CB₁ receptor in vitro. Eur J Pharmacol. 2011 Mar 1;654(1):26-32. doi: 10.1016/j.ejphar.2010.11.033. Epub 2010 Dec 21. PubMed PMID: 21172340. 16: Ettefagh KA, Burns JT, Junio HA, Kaatz GW, Cech NB. Goldenseal (Hydrastis canadensis L.) extracts synergistically enhance the antibacterial activity of berberine via efflux pump inhibition. Planta Med. 2011 May;77(8):835-40. doi: 10.1055/s-0030-1250606. Epub 2010 Dec 14. PubMed PMID: 21157683; PubMed Central PMCID: PMC3100400. 17: Bain AD, Hughes DW, Anand CK, Nie Z, Robertson VJ. Problems, artifacts and solutions in the INADEQUATE NMR experiment. Magn Reson Chem. 2010 Aug;48(8):630-41. doi: 10.1002/mrc.2639. PubMed PMID: 20589732. 18: Douglas JA, Follett JM, Parmenter GA, Sansom CE, Perry NB, Littler RA. Seasonal variation of biomass and bioactive alkaloid content of goldenseal, Hydrastis canadensis. Fitoterapia. 2010 Oct;81(7):925-8. doi: 10.1016/j.fitote.2010.06.006. Epub 2010 Jun 13. PubMed PMID: 20550958. 19: Kamath S, Skeels M, Pai A. Significant differences in alkaloid content of Coptis chinensis (Huanglian), from its related American species. Chin Med. 2009 Aug 24;4:17. doi: 10.1186/1749-8546-4-17. PubMed PMID: 19703289; PubMed Central PMCID: PMC2744916. 20: Gupta PK, Hubbard M, Gurley B, Hendrickson HP. Validation of a liquid chromatography-tandem mass spectrometric assay for the quantitative determination of hydrastine and berberine in human serum. J Pharm Biomed Anal. 2009 May 1;49(4):1021-6. doi: 10.1016/j.jpba.2009.01.036. Epub 2009 Feb 6. PubMed PMID: 19269122.

View History

m-PEG8-azide