MedKoo Cat#: 412962 | Name: Cyclanoline (free base)

Description:

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

Cyclanoline (free base) is an acetylcholinesterase inhibitor

Chemical Structure

Cyclanoline (free base)
Cyclanoline (free base)
CAS#18556-27-9 (free base)

Theoretical Analysis

MedKoo Cat#: 412962

Name: Cyclanoline (free base)

CAS#: 18556-27-9 (free base)

Chemical Formula: C20H24NO4+

Exact Mass: 342.1700

Molecular Weight: 342.41

Elemental Analysis: C, 70.15; H, 7.07; N, 4.09; O, 18.69

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Cyclanoline (free base), Cissamine
IUPAC/Chemical Name
6H-Dibenzo(a,g)quinolizinium, 5,8,13,13a-tetrahydro-2,9-dihydroxy-3,10-dimethoxy-7-methyl-, (7S-cis)-
InChi Key
LKLWVKCEYSPQHL-KKSFZXQISA-O
InChi Code
InChI=1S/C20H23NO4/c1-21-7-6-13-9-19(25-3)17(22)10-14(13)16(21)8-12-4-5-18(24-2)20(23)15(12)11-21/h4-5,9-10,16H,6-8,11H2,1-3H3,(H-,22,23)/p+1/t16-,21-/m0/s1
SMILES Code
C[N@@+]12CCC3=CC(OC)=C(O)C=C3[C@]1([H])CC4=CC=C(OC)C(O)=C4C2
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

Preparing Stock Solutions

The following data is based on the product molecular weight 342.41 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.

Recalculate based on batch purity %
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: Kong XP, Ren HQ, Liu EYL, Leung KW, Guo SC, Duan R, Dong TTX, Tsim KWK. The Cholinesterase Inhibitory Properties of Stephaniae Tetrandrae Radix. Molecules. 2020 Dec 14;25(24):5914. doi: 10.3390/molecules25245914. PMID: 33327436; PMCID: PMC7764916. 2: Rukachaisirikul T, Kumjun S, Suebsakwong P, Apiratikul N, Suksamrarn A. A new pyrrole alkaloid from the roots of Cissampelos pareira. Nat Prod Res. 2021 Jan;35(1):80-87. doi: 10.1080/14786419.2019.1614576. Epub 2019 May 28. PMID: 31135214. 3: Ingkaninan K, Phengpa P, Yuenyongsawad S, Khorana N. Acetylcholinesterase inhibitors from Stephania venosa tuber. J Pharm Pharmacol. 2006 May;58(5):695-700. doi: 10.1211/jpp.58.5.0015. PMID: 16640839. 4: Hou Y, Wu T, Liu Y, Wang H, Chen Y, Chen B, Sun W. Direct analysis of quaternary alkaloids by in situ reactive desorption corona beam ionization MS. Analyst. 2014 Oct 21;139(20):5185-91. doi: 10.1039/c4an00704b. Epub 2014 Aug 13. PMID: 25118336. 5: Sekiya N, Hikiami H, Yokoyama K, Kouta K, Sakakibara I, Shimada Y, Terasawa K. Inhibitory effects of Stephania tetrandra S. Moore on free radical-induced lysis of rat red blood cells. Biol Pharm Bull. 2005 Apr;28(4):667-70. doi: 10.1248/bpb.28.667. PMID: 15802807. 6: Qin YD, Fang FM, Wang RB, Zhou JJ, Li LH. Differentiation between wild and artificial cultivated Stephaniae tetrandrae radix using chromatographic and flow-injection mass spectrometric fingerprints with the aid of principal component analysis. Food Sci Nutr. 2020 Jun 23;8(8):4223-4231. doi: 10.1002/fsn3.1717. PMID: 32884703; PMCID: PMC7455950. 7: TOMITA M, IBUKA T, TSUYAMA K. [STUDIES ON THE ALKALOIDS OF MENISPERMACEOUS PLANTS. CCVI. ALKALOIDS OF FORMOSAN STEPHANIA JAPONICA MIERS. (3). THE ISOLATION OF WATER-SOLUBLE QUATERNARY BASE, CYCLANOLINE]. Yakugaku Zasshi. 1964 Aug;84:776-8. Japanese. PMID: 14236247. 8: Tanahashi T, Su U, Nagakura N, Nayeshiro H. Quaternary isoquinoline alkaloids from Stephania cepharantha. Chem Pharm Bull (Tokyo). 2000 Mar;48(3):370-3. doi: 10.1248/cpb.48.370. PMID: 10726860. 9: Yang YF, Zhao SX, Dong SS, Liu C. [Dual-wavelength TLC densitometric determination of alkaloids in radix Stephaniae tetrandrae]. Zhong Yao Tong Bao. 1988 Dec;13(12):36-7, 59-60. Chinese. PMID: 3255530.