Caryachine

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

MedKoo CAT#: 412414

CAS#: 37687-27-7

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


Chemical Structure

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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 not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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

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

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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.