IUPAC/Chemical Name
(5R,11R)-8-methoxy-14-methyl-5,6,11,12-tetrahydro-5,11-epiminobenzo[5',6']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-9-ol
InChi Key
TZJNFQHUSMXCIT-HUUCEWRRSA-N
InChi Code
InChI=1S/C19H19NO4/c1-20-14-4-11-6-18-19(24-9-23-18)8-13(11)15(20)3-10-5-17(22-2)16(21)7-12(10)14/h5-8,14-15,21H,3-4,9H2,1-2H3/t14-,15-/m1/s1
SMILES Code
COc1c(O)cc2c(C[C@H]3N([C@@H]2Cc4c3cc5c(OCO5)c4)C)c1
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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
325.36
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: Wu MH, Su MJ, Lee SS, Lin LT, Young ML. Electrophysiological basis for antiarrhythmic efficacy, positive inotropy and low proarrhythmic potential of (-)-caryachine. Br J Pharmacol. 1995 Dec;116(8):3211-8. doi: 10.1111/j.1476-5381.1995.tb15126.x. PMID: 8719798; PMCID: PMC1909191.
2: Chen L, Su MJ, Wu MH, Lee SS. Electrophysiological mechanisms for the antiarrhythmic action of (-)-caryachine in rat heart. J Cardiovasc Pharmacol. 1996 May;27(5):740-8. doi: 10.1097/00005344-199605000-00018. PMID: 8859946.
3: Lu ST, Lan PK. [Studies on the alkaloids of Formosan lauraceous plants. 8. Alkaloids of cryptocarya chinensis hemsl. 1. Structures of the new alkaloids "crychine" and "caryachine"]. Yakugaku Zasshi. 1966 Mar;86(3):177-84. Japanese. doi: 10.1248/yakushi1947.86.3_177. PMID: 5948881.
4: Gafner S, Dietz BM, McPhail KL, Scott IM, Glinski JA, Russell FE, McCollom MM, Budzinski JW, Foster BC, Bergeron C, Rhyu MR, Bolton JL. Alkaloids from Eschscholzia californica and their capacity to inhibit binding of [3H]8-Hydroxy-2-(di-N-propylamino)tetralin to 5-HT1A receptors in Vitro. J Nat Prod. 2006 Mar;69(3):432-5. doi: 10.1021/np058114h. PMID: 16562853.
5: Lin FW, Wang JJ, Wu TS. New pavine N-oxide alkaloids from the stem bark of Cryptocarya chinensis Hemsl. Chem Pharm Bull (Tokyo). 2002 Feb;50(2):157-9. doi: 10.1248/cpb.50.157. PMID: 11848201.
6: Lee SS, Liu YC, Chen CH. Carbon-13 nuclear magnetic resonance assignments and spectral characteristics for some pavine alkaloids. Gaoxiong Yi Xue Ke Xue Za Zhi. 1989 Nov;5(11):637-41. PMID: 2634118.
7: Lin FW, Wu PL, Wu TS. Alkaloids from the leaves of Cryptocarya chinensis Hemsl. Chem Pharm Bull (Tokyo). 2001 Oct;49(10):1292-4. doi: 10.1248/cpb.49.1292. PMID: 11605656.