Vasicine | CAS#6159-55-3 | alkaloid

MedKoo Cat#: 598146 | Name: Vasicine

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Description:

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

Vasicine is an alkaloid.

Chemical Structure

Vasicine

CAS#6159-55-3

Theoretical Analysis

MedKoo Cat#: 598146

Name: Vasicine

CAS#: 6159-55-3

Chemical Formula: C11H12N2O

Exact Mass: 188.0950

Molecular Weight: 188.23

Elemental Analysis: C, 70.19; H, 6.43; N, 14.88; O, 8.50

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 500.00

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Related CAS #

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Synonym

Vasicine; l-Vasacine; l-Peganine; Peganin; (-)-Linarine;

IUPAC/Chemical Name

(R)-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-3-ol

InChi Key

YIICVSCAKJMMDJ-SNVBAGLBSA-N

InChi Code

InChI=1S/C11H12N2O/c14-10-5-6-13-7-8-3-1-2-4-9(8)12-11(10)13/h1-4,10,14H,5-7H2/t10-/m1/s1

SMILES Code

O[C@@H]1CCN2C1=NC3=C(C=CC=C3)C2

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 188.23 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: Wang N, Liu Y, Yang C, Du J, Yu D, He P, Xu H, Li L, Zhao P, Li Y. Molecular insights into vasicine and butyrylcholinesterase interactions: A complimentary biophysical, multi-spectroscopic, and computational study. Int J Biol Macromol. 2024 Dec 27;292:139253. doi: 10.1016/j.ijbiomac.2024.139253. Epub ahead of print. PMID: 39733876. 2: Gaur A, Singh YP, Sharma R, Bainsal N. Deoxyvasicinone hybrids in the management of Alzheimer's disease: Recent advances on manmade derivatives, pharmacological activities, and structure-activity relationship. Arch Pharm (Weinheim). 2025 Jan;358(1):e2400742. doi: 10.1002/ardp.202400742. PMID: 39731272. 3: Rohini C, Kavya TA, Kumar AN, Kumar JK, Satya Srinivas KVN, Venkatesh B, Ravi Kumar P. Quantitative analysis of vasicine and vasicinone in Adhatoda vasica (Nees.) using RP-HPLC: distribution and solvent extraction efficiency. Nat Prod Res. 2024 Dec 13:1-7. doi: 10.1080/14786419.2024.2440521. Epub ahead of print. PMID: 39671465. 4: Zhu X, Abudouaini M, Geng Z, Liu N, Peng T, He Q, Li Y. Metabolite and mineral contents in root, seed, testa, stem and leaf of Peganum harmala L. Heliyon. 2024 Nov 2;10(21):e40009. doi: 10.1016/j.heliyon.2024.e40009. PMID: 39559199; PMCID: PMC11570479. 5: Sun Y, Zhu D, Kong L, Du W, Qu L, Yang Y, Rao G, Huang F, Tong X. Vasicine attenuates atherosclerosis via lipid regulation, inflammation inhibition, and autophagy activation in ApoE-/- mice. Int Immunopharmacol. 2024 Dec 5;142(Pt A):112996. doi: 10.1016/j.intimp.2024.112996. Epub 2024 Sep 6. PMID: 39243558. 6: Peron G, Prasad Phuyal G, Hošek J, Adhikari R, Dall'Acqua S. Identification of hydroxyquinazoline alkaloids from Justicia adhatoda L. leaves, a traditional natural remedy with NF-κB and AP-1-mediated anti-inflammatory properties and antioxidant activity. J Ethnopharmacol. 2024 Sep 15;331:118345. doi: 10.1016/j.jep.2024.118345. Epub 2024 May 14. PMID: 38754645. 7: Khandelwal P, Wadhwani BD, Rao RS, Mali D, Vyas P, Kumar T, Nair R. Exploring the pharmacological and chemical aspects of pyrrolo-quinazoline derivatives in Adhatoda vasica. Heliyon. 2024 Feb 8;10(4):e25727. doi: 10.1016/j.heliyon.2024.e25727. PMID: 38379997; PMCID: PMC10877266. 8: Chen J, Zhou L, Zhao Q, Qi Z. A New Cell Model Overexpressing sTGFBR3 for Studying Alzheimer's Disease In vitro. Curr Pharm Des. 2024;30(7):552-563. doi: 10.2174/0113816128278324240115104615. PMID: 38362698. 9: Khanum A, Bibi Y, Khan I, Mustafa G, Attia KA, Mohammed AA, Yang SH, Qayyum A. Molecular docking of bioactive compounds extracted and purified from selected medicinal plant species against covid-19 proteins and in vitro evaluation. Sci Rep. 2024 Feb 14;14(1):3736. doi: 10.1038/s41598-024-54470-6. PMID: 38355953; PMCID: PMC10866962. 10: Rahate SP, Singh M, Verma AK, Kumar N, Tiwari N, Shanker K. Densitometric method for assessment of six specialized metabolites in four Sida sp. and its congener Abutilon indicum: Targeted metabolomics, greenness assessment, and chemometrics analysis. J Pharm Biomed Anal. 2024 Mar 15;240:115945. doi: 10.1016/j.jpba.2023.115945. Epub 2023 Dec 28. PMID: 38181556. 11: Muthusamy SP, Jagadeeswaran A, Natarajan A. Pharmacokinetics, dynamics, toxicology and molecular docking of bioactive alkaloid vasicine from Adhatoda vasica: a promising toxin binder against aflatoxin B1 and ochratoxin A. Poult Sci. 2024 Feb;103(2):103272. doi: 10.1016/j.psj.2023.103272. Epub 2023 Nov 20. PMID: 38100946; PMCID: PMC10764263. 12: Arthi B, Chellathai D. Effects of vasicine in neuroinflammatory zebrafish model. Bioinformation. 2023 May 31;19(5):595-604. doi: 10.6026/97320630019595. PMID: 37886147; PMCID: PMC10599672. 13: Memon TA, Sun L, Almestica-Roberts M, Deering-Rice CE, Moos PJ, Reilly CA. Inhibition of TRPA1, Endoplasmic Reticulum Stress, Human Airway Epithelial Cell Damage, and Ectopic MUC5AC Expression by Vasaka (Adhatoda vasica; Malabar Nut) Tea. Pharmaceuticals (Basel). 2023 Jun 17;16(6):890. doi: 10.3390/ph16060890. PMID: 37375837; PMCID: PMC10303053. 14: Rudrapal M, Vallinayagam S, Aldosari S, Khan J, Albadrani H, Al-Shareeda A, Kamal M. Valorization of Adhatoda vasica leaves: Extraction, in vitro analyses and in silico approaches. Front Nutr. 2023 Mar 17;10:1161471. doi: 10.3389/fnut.2023.1161471. PMID: 37063312; PMCID: PMC10099809. 15: Jahangir M, Atta-Ur-Rehman, Abdel Farid IB, Verpoorte R, Khan I, Peng J. NMR-Based Metabolomics for Geographical Discrimination of Adhatoda vasica Leaves. Plants (Basel). 2023 Jan 18;12(3):453. doi: 10.3390/plants12030453. PMID: 36771538; PMCID: PMC9921906. 16: Bhanukiran K, T A G, Krishnamurthy S, Singh SK, Hemalatha S. Discovery of multi-target directed 3-OH pyrrolidine derivatives through a semisynthetic approach from alkaloid vasicine for the treatment of Alzheimer's disease. Eur J Med Chem. 2023 Mar 5;249:115145. doi: 10.1016/j.ejmech.2023.115145. Epub 2023 Jan 23. PMID: 36706620. 17: Manogaran P, Beeraka NM, Paulraj RS, Sathiyachandran P, Thammaiappa M. Impediment of Cancer by Dietary Plant-derived Alkaloids Through Oxidative Stress: Implications of PI3K/AKT Pathway in Apoptosis, Autophagy, and Ferroptosis. Curr Top Med Chem. 2023;23(10):860-877. doi: 10.2174/1568026623666230111154537. PMID: 36635931. 18: Pandey A, Jaiswal D, Agrawal M, Agrawal SB. Changes in ultrastructure, photosynthetic abilities, and secondary metabolite due to individual and interactive effects of chromium and ultraviolet-B radiation in Adhatoda vasica. Photosynthetica. 2022 Oct 3;61(2):157-167. doi: 10.32615/ps.2022.042. PMID: 39650674; PMCID: PMC11515857. 19: Velichkova S, Theunis M, Naessens T, Pieters L, Foubert K. Development and validation of an HPLC-DAD method for Rapid quantification of vasicine in Adhatoda vasica leaves and commercial products. Heliyon. 2022 Aug 15;8(8):e10226. doi: 10.1016/j.heliyon.2022.e10226. PMID: 36090217; PMCID: PMC9449552. 20: Zhang Y, Du W, Zhu D, Li M, Qu L, Rao G, Lin Y, Tong X, Sun Y, Huang F. Vasicine alleviates 2,4-dinitrochlorobenzene-induced atopic dermatitis and passive cutaneous anaphylaxis in BALB/c mice. Clin Immunol. 2022 Nov;244:109102. doi: 10.1016/j.clim.2022.109102. Epub 2022 Aug 30. PMID: 36049600.