12-Epinapelline
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MedKoo CAT#: 112022

CAS#: 110064-71-6

Description: 12-Epinapelline is a diterpenoid alkaloid that has been found in Aconitum and has antiarrhythmic activity. It has antiarrhythmic activity in a rat model of aconitine-induced arrhythmia and antifibrillatory activity in a mouse model of aconitine-induced cardiac fibrillation (ED50s = 8 and 20 mg/kg, respectively).


Chemical Structure

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12-Epinapelline
CAS# 110064-71-6

Theoretical Analysis

MedKoo Cat#: 112022
Name: 12-Epinapelline
CAS#: 110064-71-6
Chemical Formula: C22H33NO3
Exact Mass: 359.246
Molecular Weight: 359.51
Elemental Analysis: C, 73.50; H, 9.25; N, 3.90; O, 13.35

Price and Availability

Size Price Availability Quantity
1.0mg USD 270.0 2 Weeks
5.0mg USD 660.0 2 Weeks
10.0mg USD 1060.0 2 Weeks
25.0mg USD 1720.0 2 Weeks
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Synonym: 12 epi Napelline; 12epi Napelline; 12-epi Napelline; 12-Epinapelline; 12Epinapelline; 12 Epinapelline

IUPAC/Chemical Name: (3R,6S,6aS,6bR,8R,9R,11R,11aR,12R,12aR,14R)-1-ethyl-3-methyl-10-methylenetetradecahydro-3,6a,12-(epiethane[1,1,2]triyl)-9,11a-methanoazuleno[2,1-b]azocine-6,8,11-triol

InChi Key: AZAZKLKDEOMJBJ-PQNIRSBSSA-N

InChi Code: InChI=1S/C22H33NO3/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22/h12-19,24-26H,2,4-10H2,1,3H3/t12-,13+,14-,15-,16-,17+,18-,19-,20+,21+,22-/m1/s1

SMILES Code: O[C@@H]1[C@@]23[C@]4([C@@]5([C@@H]6[C@]2(N(CC)C[C@@](CC1)(C)[C@H]3C6)[H])C[C@@H]([C@H](O)C4)C([C@H]5O)=C)[H]

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Chloroform 10.0 27.82

Preparing Stock Solutions

The following data is based on the product molecular weight 359.51 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: Nesterova YV, Povet'yeva TN, Suslov NI, Zyuz'kov GN, Pushkarskii SV, Aksinenko SG, Schultz EE, Kravtsova SS, Krapivin AV. Analgesic activity of diterpene alkaloids from Aconitum baikalensis. Bull Exp Biol Med. 2014 Aug;157(4):488-91. doi: 10.1007/s10517-014-2598-6. Epub 2014 Aug 12. PMID: 25110090.

2: Nesterova YV, Povetieva TN, Suslov NI, Zyuz'kov GN, Aksinenko SG, Pushkarskii SV, Krapivin AV. Anti-inflammatory activity of diterpene alkaloids from Aconitum baikalense. Bull Exp Biol Med. 2014 Mar;156(5):665-8. doi: 10.1007/s10517-014-2421-4. Epub 2014 Mar 30. PMID: 24770754.

3: Nesterova YV, Povetieva TN, Suslov NI, Zhdanov VV, Hrichkova TY, Udut EV, Chaykovskiy AS, Gaydamovich NN, Andreeva TI, Dygai AM. Regeneratory characteristics of complex extract and isolated diterpene alkaloids of Aconitum baikalense. Bull Exp Biol Med. 2012 Feb;152(4):439-43. English, Russian. doi: 10.1007/s10517-012-1548-4. PMID: 22803106.