Napellonine

Modify Date: 2024-01-02 01:27:17

Napellonine Structure
Napellonine structure
 Common Name Napellonine
CAS Number 509-24-0 Molecular Weight 357.486
Density 1.29 Boiling Point 535.8±50.0 °C at 760 mmHg
Molecular Formula C22H31NO3 Melting Point 201-203ºC
MSDS N/A Flash Point 277.8±30.1 °C

 Use of Napellonine


Songorine is a diterpenoid alkaloid isolated from the genus Aconitum. Songorine is a GABAA receptor antagonist in rat brain and has anti cancer, antiarrhythmic and anti-inflammatory activities. Songorine has the potential for the treatment of Epithelial ovarian cancer (EOC)[1].

 Names

Name Songorine
Synonym More Synonyms

 Napellonine Biological Activity

Description Songorine is a diterpenoid alkaloid isolated from the genus Aconitum. Songorine is a GABAA receptor antagonist in rat brain and has anti cancer, antiarrhythmic and anti-inflammatory activities. Songorine has the potential for the treatment of Epithelial ovarian cancer (EOC)[1].
Related Catalog
Target

IC50: GABAA receptor[1]

In Vivo Songorine is investigated its efficacy and safety in SKOV3 tumorbearing BALB/c nude mice, songorine inhibits EOC cell survival, invasion and migration, promoted EOC cell apoptosis and suppressed mammalian EOC tumorigenic behavior. In addition, western blot and IHC results show that songorine consistently downregulates the expression of Ncadherin, vimentin, matrix metalloproteinase (MMP)2, MMP9, phosphorylated GSK3β, βcatenin and Bcl2, and upregulated the expression of Ecadherin, cleaved caspase3, cleaved caspase9 and Bax[1]. Songorine shows an Antiarrhythmic activity in aconitine-induced arrhythmia model in rats, exhibits LD50 and ED50 values of 142 mg and 7.3mg, respectively[2].
References

[1]. Zhang H, et al. Songorine suppresses cell growth and metastasis in epithelial ovarian cancer via the Bcl‑2/Bax and GSK3β/β‑catenin signaling pathways.Oncol Rep. 2019 May;41(5):3069-3079.

[2]. Khan H, et al. Therapeutic potential of songorine, a diterpenoid alkaloid of the genus Aconitum.Eur J Med Chem. 2018 Jun 10;153:29-33.

 Chemical & Physical Properties

Density 1.29
Boiling Point 535.8±50.0 °C at 760 mmHg
Melting Point 201-203ºC
Molecular Formula C22H31NO3
Molecular Weight 357.486
Flash Point 277.8±30.1 °C
Exact Mass 357.230408
PSA 60.77000
LogP 0.71
Vapour Pressure 0.0±3.2 mmHg at 25°C
Index of Refraction 1.630
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WG0780000
CHEMICAL NAME :
Songorine
CAS REGISTRY NUMBER :
509-24-0
BEILSTEIN REFERENCE NO. :
0045107
LAST UPDATED :
199709
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C22-H31-N-O3
MOLECULAR WEIGHT :
357.54
WISWESSER LINE NOTATION :
T G5 D665 B6 B6/G-J/CL/LR A G- 5BBCCJ R CX FV HY JX MNTJ HU1 IQ M2 O1 RQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
408 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1575 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
485 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
630 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 4,247,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
25 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CTYAD8 Zhongcaoyao. Chinese Traditional and Herbal Medicine. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.11- 1980- Volume(issue)/page/year: 15,5,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
142 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,1374,1989

 Precursor & DownStream

Precursor  0

DownStream  1

 Synonyms

(1S,7R,8R,9S,10S,13R,16S)-11-Ethyl-7,16-dihydroxy-13-methyl-6-methylene-11-azahexacyclo[7.7.2.1.0.0.0]nonadecan-4-one
Napellonine
Zongorine
Bullatine G
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