MedKoo Cat#: 412414 | Name: Caryachine

Description:

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

Caryachine is a pavine N-oxide alkaloid from Cryptocarya chinensis.

Chemical Structure

Caryachine
Caryachine
CAS#37687-27-7

Theoretical Analysis

MedKoo Cat#: 412414

Name: Caryachine

CAS#: 37687-27-7

Chemical Formula: C19H19NO4

Exact Mass: 325.1314

Molecular Weight: 325.36

Elemental Analysis: C, 70.14; H, 5.89; N, 4.31; O, 19.67

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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Related CAS #
No Data
Synonym
Caryachine
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
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
2934.99.9001
More Info

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.

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: 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.