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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H33NO3.ClH
Molecular Weight 395.963
Optical Activity UNSPECIFIED
Defined Stereocenters 11 / 11
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAPELLINE HYDROCHLORIDE

SMILES

Cl.[H][C@@]12[C@@H]3C[C@H]4[C@@]1([C@@H](O)CC[C@@]4(C)CN2CC)[C@]5([H])C[C@H](O)[C@@H]6C[C@]35[C@H](O)C6=C

InChI

InChIKey=PZXQMICJIDMSSE-LYWLWKIFSA-N
InChI=1S/C22H33NO3.ClH/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;1H/t12-,13+,14+,15-,16-,17+,18-,19-,20+,21+,22+;/m1./s1

HIDE SMILES / InChI
Molecular Formula C22H33NO3
Molecular Weight 359.5023
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 11
E/Z Centers 0
Optical Activity UNSPECIFIED
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Napelline is a diterpenoid alkaloid, from plants of the Aconitum genus, Ranunculaceae. It is a potent antiarrhythmic of class I with weak hypotensive and N-cholinoblocking effects. Napelline has analgesic and anti-inflammatory activity. Napelline has a stronger antiarrhythmic activity than Quinidine or Procaïnamide. 10(-4) - 10(-5) M block inward Na+ currents

CNS Activity

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Blocker
537
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Analgesic activity of diterpene alkaloids from Aconitum baikalensis.
2014 Aug
Anti-inflammatory activity of diterpene alkaloids from Aconitum baikalense.
2014 Mar
Patents

Patents

CN101440064A
2
US20120082659
2

Sample Use Guides

In Vivo Use Guide
Mice: Napelline (0.025 mg/kg) exhibited an analgesic effect in the acetylcholine cramps model by prolonging the time before manifestation of the nociceptive reaction and reducing the number of cramps.
Route of Administration: Intravenous
In Vitro Use Guide
Napelline in a concentration of 50 nM in vitro significantly increased the number of CFU-F formation from bone marrow cells of mice in comparison with the basal level.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:03:16 GMT 2023
Edited
by admin
on Sat Dec 16 10:03:16 GMT 2023
Record UNII
V698CDU146
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NAPELLINE HYDROCHLORIDE
MI  
Common Name English
LUCICULINE HYDROCHLORIDE
Common Name English
7,20-CYCLOVEATCHANE-1,12,15-TRIOL, 21-ETHYL-4-METHYL-16-METHYLENE-, HYDROCHLORIDE, (1.ALPHA.,12.ALPHA.,15.BETA.)-
Systematic Name English
NAPELLINE, HYDROCHLORIDE
Common Name English
NAPELLINE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
FDA UNII
V698CDU146
Created by admin on Sat Dec 16 10:03:16 GMT 2023 , Edited by admin on Sat Dec 16 10:03:16 GMT 2023
PRIMARY
CAS
6197-47-3
Created by admin on Sat Dec 16 10:03:16 GMT 2023 , Edited by admin on Sat Dec 16 10:03:16 GMT 2023
PRIMARY
PUBCHEM
86278129
Created by admin on Sat Dec 16 10:03:16 GMT 2023 , Edited by admin on Sat Dec 16 10:03:16 GMT 2023
PRIMARY
MERCK INDEX
m7722
Created by admin on Sat Dec 16 10:03:16 GMT 2023 , Edited by admin on Sat Dec 16 10:03:16 GMT 2023
PRIMARY Merck Index
NIH
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