ChemicalBook > CAS DataBase List > Toosendanin

Toosendanin

Product Name
Toosendanin
CAS No.
58812-37-6
Chemical Name
Toosendanin
Synonyms
Toosendani;Chuanliansu;TOOSENDANIN;Toosendaninr;Toosendan extract;Toosendan Fructus。;28-Deacetylsendanin;Toosendanin USP/EP/BP;Toosendanin 58812-37-6;12-AcetoxyaMoorastatin
CBNumber
CB0187835
Molecular Formula
C30H38O11
Formula Weight
574.62
MOL File
58812-37-6.mol
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Toosendanin Property

Melting point:
170-175°C
Boiling point:
555.97°C (rough estimate)
Density 
1.2084 (rough estimate)
refractive index 
1.5970 (estimate)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
12.15±0.70(Predicted)
form 
Solid
color 
White to Pale Beige
CAS DataBase Reference
58812-37-6
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Safety

Safety Statements 
24/25
HS Code 
29389090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3465
Product name
Toosendanin
Purity
≥90% (HPLC)
Packaging
10MG
Price
$64.8
Updated
2024/03/01
Sigma-Aldrich
Product number
SML3465
Product name
Toosendanin
Purity
≥90% (HPLC)
Packaging
50MG
Price
$261
Updated
2024/03/01
Usbiological
Product number
301068
Product name
Toosendanin
Packaging
20mg
Price
$433
Updated
2021/12/16
TRC
Product number
T540100
Product name
Toosendanin
Packaging
2.5mg
Price
$130
Updated
2021/12/16
Biosynth Carbosynth
Product number
FT65803
Product name
Toosendanin
Packaging
50mg
Price
$150
Updated
2021/12/16
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Toosendanin Chemical Properties,Usage,Production

Description

Fructus Meliae Toosendan (chuan lian zi), the fruit of Melia toosendan Sieb. Et Zucc, is mainly produced in Sichuan, Hubei, Henan, and Hunan province in China .
Toosendanin is a tetracyclic triterpene compound extracted from fructus toosendan. It is an ascaridole agent and showed anti-botulinum, antibacterial, anticancer, and anti-inflammatory effects. It is also a neuromuscular blocking agent.

Physical properties

Appearance: white acicular crystal, colorless, bitter, and odorless. Solubility: soluble in ethanol, methanol, ethyl acetate, acetone, pyridine, etc., and slightly soluble in hot water, chloroform, benzene, and ether and insoluble in petroleum ether.

History

Toosendanin is the main chemical composition of the fructus toosendan. Researches on this compound could date back to 1953. Toosendanin has been named in 1955, while its structure was identified 20 years later by mass spectrometry. Toosendanin is a triterpenoid derivative containing a β-substituted furan ring . A new synthetic strategy is put forth allowing access to a 4-acetoxy CD fragment analogue of toosendanin, which was achieved from mesityl oxide and acetylacetone in 14 steps in 2009 .
The anti-parasite of toosendanin was reported in 1971. In 1980, it was identified as a selective neuromuscular blocking agent that acts on neuromuscular junction . The anti-botulinum effect of toosendanin was discovered in 1982 . In recent years, it is also observed that toosendanin can induce differentiation and apoptosis . Toosendanin could inhibit the growth of feeding larvae and insects. It has been used as pollution-free, no residue of botanical insecticides for the production of fruits and vegetables in China .

Uses

Toosendanin is a triterpenoid derivative, acts as a novel agonist of L-type Ca2+ channels in neonatal rat ventricular cells.

Uses

Toosendanin is a triterpenoid derivative and a novel agonist of L-type Ca2+ channels in neonatal rat ventricular cells (1,2,3).

Definition

ChEBI: Toosendanin is a limonoid.

Indications

Insecticide

Pharmacology

By interfering with neurotransmitter release and causing an initial facilitated diffusion toosendanin eventually blocks synaptic transmission at both the neuromuscular junction and central synapses.
Toosendanin is sharing many similar actions with botulinum neurotoxin on blocking neuromuscular transmission, but it has very low biological activity compared with botulinum neurotoxin. Studies suggest that the anti-botulinum effect is achieved by preventing botulinum neurotoxin from approaching its enzymatic substrate, SNARE protein.
Toosendanin can induce differentiation and apoptosis in several cell lines and suppress proliferation of various human cancer cells. It inhibits K+ channel and facilitates L-type Ca2+ channel, which is associated with parts of its biological activities .
In a word, activities of toosendanin include selective neuromuscular blocking, effectively antagonizing botulism, inducing cell differentiation and apoptosis and inhibiting proliferation of various human cancer cells, inhibiting feeding and development in insects, and modifying K+ and Ca2+ channel activity.

Clinical Use

Fructus Meliae Toosendan is a traditional Chinese medicine which is still used in internal medicine.

Toosendanin Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Toosendanin manufacturers

Hebei Kingfiner Technology Development Co.Ltd
Product
Toosendanin 58812-37-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2023-08-14
Shanghai Standard Technology Co., Ltd.
Product
Toosendanin 58812-37-6
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-11-08
NanJing Spring & Autumn Biological Engineering CO., LTD.
Product
Toosendanin 58812-37-6 58812-37-6
Price
US $50.00/mg
Min. Order
20mg
Purity
≥98%
Supply Ability
1000.00 KGS
Release date
2019-07-10

58812-37-6, ToosendaninRelated Search:


  • TOOSENDANIN
  • Toosendan Fructus。
  • Toosendani
  • Toosendanin 58812-37-6
  • 24-Norchola-20,22-diene-4-carboxaldehyde,3,12-bis(acetyloxy)-14,15:21,23-diepoxy-1,7,19-trihydroxy-4,8-dimethyl-11-oxo-,cyclic4,19-hemiacetal, [C(R),1α,3α,4β, 5α,7α,12α,13α,14β,15β,17α]-
  • Chuanliansu
  • 28-Deacetylsendanin
  • 12-AcetoxyaMoorastatin
  • Toosendanin, 98%, from Melia toosendan Sieb. et Zucc.
  • Toosendanin USP/EP/BP
  • Toosendaninr
  • Toosendan extract
  • TOOSENDANIN Toosendanin Chuanliansu Chuanliansu 28-Deacetylsendanin Toosendanin 58812-37-6 12-AcetoxyaMoorastatin
  • Toosendanin, from Melia toosendan Sieb. et Zucc
  • 58812-37-6
  • C30H38O11
  • chemical reagent
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  • reference standards from Chinese medicinal herbs (TCM).
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  • Limonoids (Citrus, Bitter Compounds)