ChemicalBook > CAS DataBase List > SWAINSONINE

SWAINSONINE

Product Name
SWAINSONINE
CAS No.
72741-87-8
Chemical Name
SWAINSONINE
Synonyms
8AR)-1;SwainMoia;Tridolgosir;SWAINSONINE;D-Swainsonine;(-)-Swainsonine;SWAINSONINE 98+%;(-)-D-Swainsonine;Swainsonine min. 99%;swainsonine synthetic
CBNumber
CB0484750
Molecular Formula
C8H15NO3
Formula Weight
173.21
MOL File
72741-87-8.mol
More
Less

SWAINSONINE Property

Melting point:
148-149°C
Boiling point:
353.3±21.0 °C(Predicted)
Density 
1.38±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. 
-20°C
solubility 
H2O: soluble1mg/mL
form 
lyophilized powder
pka
14.01±0.60(Predicted)
color 
white to faint yellow
Water Solubility 
Soluble to 50 mM in water
BRN 
4175740
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO, ethanol or distilled water may be stored at -20°C for up to 3 months.
CAS DataBase Reference
72741-87-8
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
WGK Germany 
3
RTECS 
NM2408666
HS Code 
29339900
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S9263
Product name
Swainsonine
Purity
synthetic
Packaging
0.1mg
Price
$182
Updated
2024/03/01
Sigma-Aldrich
Product number
S9263
Product name
Swainsonine
Purity
synthetic
Packaging
0.5mg
Price
$248.4
Updated
2024/03/01
Sigma-Aldrich
Product number
S8195
Product name
Swainsonine
Purity
from Metarrhizium anisopliae, ≥98% (TLC)
Packaging
1mg
Price
$505
Updated
2024/03/01
Cayman Chemical
Product number
16860
Product name
Swainsonine
Purity
≥98%
Packaging
500μg
Price
$55
Updated
2024/03/01
Cayman Chemical
Product number
16860
Product name
Swainsonine
Purity
≥98%
Packaging
1mg
Price
$101
Updated
2024/03/01
More
Less

SWAINSONINE Chemical Properties,Usage,Production

Description

Swainsonine (72741-87-8) is a naturally occurring alkaloidal toxin found in locoweed. Inhibits the biosynthesis of complex glycoproteins by inhibition of Golgi mannosidase II (IC50 = 0.2 mM).1 Inhibits growth and potentiates the cytotoxic effect of taxol in hepatocellular carcinoma in vivo.2 Induces apoptosis in a variety of cell types including cerebral cortical neurons.3 Impairs adult neurogenesis and spatial learning and memory.4? Abrogation of complex glycosylation by swainsonine results in strain-and cell-specific inhibition of prion replication.5 Induces lysosomal storage disease in farm animals.6

Chemical Properties

White Crystalline Solid

Occurrence

Swainsonia canescens yields this simple alkaloid.

Uses

Swainsonine is an indolizidine alkaloid naturally found in certain plants including locoweed that inhibits N-linked glycoside hydrolases, preventing the processing of asparagine-linked glycoproteins. It reversibly inhibits lysosomal α-mannosidase and Golgi α-mannosidase II (IC50 = 0.2 μM). Swainsonine is used to study the role of N-linked glycosylation in cellular processes and has been shown to have antiproliferative and antimetastatic effects of cancer cells in culture and in mice. The inhibition of α-mannosidase activity in lysosomes produces an accumulation of partially-processed oligosaccharides and glycoproteins, giving rise to lysosomal storage disease. Swainsonine toxicity in herbivores results in a condition known as locoism, characterized by hyperactivity, aggression, stiff and clumsy gait, low head carriage, salivation, seizures, and apparent blindness, culminating in increased miscoordination, weakness and death.

Uses

Swainsonine is a plant alkaloid derived from Swainsona canescens (a leguminous plant). It is a reversible, active-site directed inhibitor of a-mannosidase at concentrations of 5-10mM. At acid pH, swainsonine resembles an intermediate in the hydrolysis of mannosidases.Swainsonine completely inhibits mammalian Golgi a-mannosidase II (a-3/6-mannosidase in the glycoprotein processing pathway) and mammalian lysosomal a-mannosidase (acid mannosidase). At higher concentrations, swainsonine also inhibits mammalian cytosolic a-mannosidase. It has been shown to inhibit growth of transformed fibroblasts in soft agar and to enhance the antiproliferative effects of INF on murine lymphoreticular tumor cells in vitro. It also blocks the expression of b1-6 branched complex-type oligosaccharides and shun

Definition

ChEBI: An indolizidine alkaloid isolated from the plant Swainsona canescens with three hydroxy substituents at positions 1, 2 and 8.

General Description

Swainsonine is produced by endophytes, plant and insect pathogens. It is synthesized from the pipecolic acid and mevalonic acid. Swainsonine is a water-soluble indole alkaloid.

Biological Activity

Inhibitor of α -mannosidase II which inhibits glycoprotein processing. Displays anticancer and immune modulatory properties.

Biochem/physiol Actions

Swainsonine is a potent α-mannosidase inhibitor. It also has antimetastatic, antiproliferative, and immunomodulatory activity . It also inhibits glycoprotein processing.

storage

Store at -20°C

References

1) Tulsiani et al. (1985), Marked differences in the swainsonine inhibition of rat liver lysomal alpha-D-mannosidase, rat liver Golgi mannosidase II, and jack bean alpha-D-mannosidase; Arch. Biochem. Biophys., 236 427 2) You et al. (2012), Swainsonine inhibits growth and potentiates the cytotoxic effect of paclitaxel in hepatocellular carcinoma in vitro and in vivo; Oncol. Rep., 28 2091 3) Lu et al. (2015), Swainsonine-induced apoptosis pathway in cerebral cortical neurons; Res. Vet. Sci., 102 34 4) Wang et al. (2015), Exposure to swainsonine impairs adult neurogenesis and spatial learning and memory; Toxicol. Lett., 232 263 5) Browning et al. (2011), Abrogation of complex glycosylation by swainsonine results in strain- and cell-specific inhibition of prion replication; J. Biol. Chem., 286 40962 6) Dantas et al. (2007), Swainsonine-induced lysosomal storage disease in goats caused by the ingestion of Turbina cordata in Northeastern Brazil; Toxicon, 49 111

SWAINSONINE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

SWAINSONINE Suppliers

Canada 1 China 128 Europe 1 Germany 3 India 1 Japan 2 New Zealand 1 Switzerland 2 United Kingdom 11 United States 21 Global 171
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Shanghai Fuhe Chemistry Technology Co., Ltd.
Tel
0086-21-67651709
Fax
0086-21-67651705
Email
cfx759@hotmail.com
Country
China
ProdList
410
Advantage
57
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4940
Advantage
60
Artis Chemistry (Shanghai) Co. Ltd.
Tel
86-21-60936353
Fax
86-21-60936352
Country
China
ProdList
335
Advantage
58
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
18209
Advantage
56
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
Huainan Kedi Chemical Factory
Tel
0554-2106669
Fax
0554-2666215
Email
sales1@kedichem.com
Country
China
ProdList
4924
Advantage
55
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
13350
Advantage
58
Shanghai Yongye Biotechnology Co., Ltd.
Tel
86-021-61559134 15921386130
Fax
021-55068248
Email
3423497944@qq.com
Country
China
ProdList
8144
Advantage
55
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
Advantage
58
Changzhou Hopschain Chemical Co.,Ltd.
Tel
0519-85528066 13775048983
Fax
0519-85528066
Email
sales@hopschem.com
Country
China
ProdList
31553
Advantage
55
Shandong Xiya Chemical Co., Ltd.
Tel
4009903999 13395398332
Fax
0539-6365991
Email
sales@xiyashiji.com
Country
China
ProdList
20806
Advantage
60
Shanghai ChengShao Biological Technology Co., Ltd.
Tel
021-61847300 13341622919
Fax
021-61847300
Email
shcss01@163.com
Country
China
ProdList
4808
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
Anhui kuer Bioengineering Co., Ltd
Tel
0551-65171243 13856024262
Email
kuer@kuerhuaxue.com
Country
China
ProdList
2997
Advantage
55
Shanghai Uteam Biotechnology Co., Ltd.
Tel
021-36031160 13311776681
Email
3338195766@QQ.com
Country
China
ProdList
5175
Advantage
55
Shanghai Biological Technology Development Co., Ltd.
Tel
021-69955236-807 13918189704
Fax
021-65211385
Email
chinaruji@chinaruji.com
Country
China
ProdList
5176
Advantage
55
Chengdu Push Bio-Technology Co., Ltd.
Tel
028-85370565-229 18080489829
Email
3004654993@qq.com
Country
China
ProdList
8888
Advantage
60
Aikon International Limited
Tel
025-58851090 13611564524
Fax
(6)02557626880
Email
lwan@aikonchem.com
Country
China
ProdList
15951
Advantage
58
Shanghai Jizhi Biochemical Technology Co. Ltd.
Tel
4009004166/18616739031 18616739031
Email
3007523370@qq.com
Country
China
ProdList
52693
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
56604
Advantage
58
Nanjing Yuanzhi Biotechnology Co. Ltd.
Tel
15805159960
Email
1211550495@qq.com
Country
China
ProdList
1795
Advantage
58
Nanjing Dasf Biotechnology Co., Ltd.
Tel
025-+86-02585846866 +86-18094231287
Fax
025-83144123
Email
eric@dasfbio.com
Country
China
ProdList
1988
Advantage
58
ANHUI WITOP BIOTECH CO., LTD
Tel
+8615255079626
Email
eric@witopchemical.com
Country
China
ProdList
23541
Advantage
58
Hefei TNJ Chemical Industry Co.,Ltd.
Tel
+86-0551-65418684 +8618949823763
Fax
0086-551-65418684
Email
sales@tnjchem.com
Country
China
ProdList
25356
Advantage
58
Shandong Zhishang New Material Co., Ltd.
Tel
+8617653113209
Email
sales002@sdzschem.com
Country
China
ProdList
3049
Advantage
58
Wuhan ChemNorm Biotech Co.,Ltd.
Tel
+86-27-8439 4403 18971486879
Fax
+86-27-8439 4403
Email
sales@chemnorm.com
Country
CHINA
ProdList
2935
Advantage
58
Hubei Jusheng Technology Co.,Ltd.
Tel
18871490254
Fax
027-59599243
Email
linda@hubeijusheng.com
Country
CHINA
ProdList
28172
Advantage
58
Zhejiang Lianshuo Biotechnology Co., Ltd.
Tel
18616526224
Email
lianshuo@vip.126.com
Country
China
ProdList
9607
Advantage
58
Chengdu Peter-like Biotechnology Co., Ltd.
Tel
028-81700200 18108052721
Email
2850505130@qq.com
Country
China
ProdList
5177
Advantage
58
Hubei xin bonus chemical co. LTD
Tel
86-13657291602
Fax
027-59338440
Email
linda@hubeijusheng.com
Country
CHINA
ProdList
22963
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11217
Advantage
58
Shanghai jingkang bioengineering co., ltd.
Tel
021-54721350 13524668266
Fax
021-5
Email
2881505714@qq.com
Country
China
ProdList
7872
Advantage
58
career henan chemical co
Tel
+86-0371-86658258 +8613203830695
Fax
0086-371-86658258
Email
factory@coreychem.com
Country
China
ProdList
29815
Advantage
58
Guangzhou Younan Technology Co., Ltd
Tel
020-82000279 18988968278
Fax
QQ：3283937693
Email
sales@ubiochem.com
Country
China
ProdList
4297
Advantage
58
Absin Bioscience Inc.
Tel
021-38015121 15000105423
Email
wulan@absin.cn
Country
China
ProdList
24731
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
029-81145920 13259709322
Fax
029-88380327
Email
1027@dideu.com
Country
China
ProdList
10009
Advantage
58
PCL - Business, Laboratory Pharmaceutical
Tel
19150123681
Fax
QQ:3008022628
Email
Hu.xinyue@purechemland.com
Country
China
ProdList
3566
Advantage
58
Shanghai Fusheng Industrial Co., LTD
Tel
021-52961053 13524666654
Email
3004902811@qq.com
Country
China
ProdList
9724
Advantage
58
Shanghai Sig Biotechnology Co., LTD
Tel
021-57810052 18930344717
Fax
021-57810052
Email
2089316240@qq.com
Country
China
ProdList
9395
Advantage
58
Wuhan ChemNorm co., LTD.
Tel
18971486879
Email
279414929@qq.com
Country
CHINA
ProdList
2925
Advantage
58
ChengDu YiRui Bio-Technology CO., LTD
Tel
182-24028459 18224018291
Fax
QQ137193152
Email
3004072879@qq.com
Country
China
ProdList
1195
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 15850508050
Fax
025-85563444
Email
info@synzest.com
Country
China
ProdList
9286
Advantage
58
Shanghai Hewu Biotechnology Co., LTD
Tel
021-57886085 17317861055
Email
shhebio@126.com
Country
CHINA
ProdList
7974
Advantage
58
More
Less

View Lastest Price from SWAINSONINE manufacturers

Career Henan Chemical Co
Product
SWAINSONINE 72741-87-8
Price
US $1.00/ASSAYS
Min. Order
1ASSAYS
Purity
85.0-99.8%
Supply Ability
20tons
Release date
2020-01-08

72741-87-8, SWAINSONINERelated Search:

CONDURITOL B EPOXIDE (-)-Gossypol Mitomycin C C2 CERAMIDE 1-Hexanol Betaine 1-Octacosanol SWAINSONINE(P) 1,2-di-epi-swainsonine swainsonine N-oxide L-(+)-SWAINSONINE 1,2-ISOPROPYLIDENE SWAINSONINE SWAINSONINE-6,7-3H 6,7-DIHYDROXYSWAINSONINE SWAINSONINE (1S,2R,8R,8AR)-1,2,8-TRIACETOXY-OCTAHYDRO-5-OXYINDOLIZINE

  • Swainsonine, Swainsona canescens - CAS 72741-87-8 - Calbiochem
  • 8-indolizinetriol,octahydro-,(1s,2r,8r,8ar)-2
  • (1S,2S,8R,8AR)-TRIHYDROXYINDOLIZIDINE
  • (1S,2R,8R,8AR)-1,2,8-OCTAHYDROINDOLIZIDINETRIOL
  • 8ALPHA,BETA-INDOLIZIDINE-1,2ALPHA,8BETA-TRIOL
  • 8ALPHA,BETA-INDOLIZIDINE-1ALPHA,2ALPHA,8BETA-TRIOL
  • 8A-BETA-INDOLIZIDINE-1ALPHA,2ALPHA,8BETA-TRIOL
  • 8A,B-INDOLIZIDINE-1,2A,8B-TRIOL
  • 8A,B-OCTAHYDROINDOLIZIDINE-1A,2A,8B-TRIOL
  • swainsonine from locoweed
  • swainsonine from rhizoctonia*leguminicola
  • swainsonine synthetic
  • SWAINSONINE FROM METARRHIZIUM ANISOPLIAE
  • SWAINSONINE FROM RHIZOCTONIA &
  • SWAINSONINE FROM LOCOWEED, 500 UG*
  • SWAINSONINE 98+%
  • Tridolgosir
  • (-)-D-Swainsonine
  • (1S,2α,8β,8aβ)-Octahydro-1,2,8-indolizinetriol
  • (1S,8aβ)-Octahydroindolizine-1α,2α,8β-triol
  • D-Swainsonine
  • (1S,2R,8R,8aR)-Octahydro-1,2,8-indolizinetriol
  • SwainMoia
  • 8a,-Octahydroindolizidine-1a,2a,8-triol
  • SWAINSONINE
  • SWAINSONINE, SWAINSONA CANESCENS
  • 8-indolizinetriol(1s-(1-alpha,2-alpha,8-beta,8a-beta))-octahydro-2
  • 8-indolizinetriol,octahydro-,(1s-(1-alpha,2-alpha,8-beta,8a-beta))-2
  • (-)-SWAINSONINE (1S,2R,8R,8AR)-1,2,8-OCTAHYDROINDOLIZIDINETRIOL (1S,2S,8R,8AR)-TRIHYDROXYINDOLIZIDINE
  • 8α,β-Octahydroindolizidine-1α,2α,8β-triol
  • (1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-Octahydroindolizine-1,2,8-triol
  • Swainsonine min. 99%
  • 8AR)-1
  • 1,2,8-Indolizinetriol,octahydro-, (1S,2R,8R,8aR)-
  • (-)-Swainsonine
  • 72741-87-8
  • Enzymes, Inhibitors, and Substrates
  • Enzyme Inhibitors by Type
  • Enzyme Inhibitors by Enzyme
  • Enzyme Inhibitors
  • L to O
  • Mannosidase, alpha-
  • Substrate Analogs
  • BioChemical
  • Biochemicals and Reagents
  • Antibiotics
  • Antibiotics N-S
  • Antibiotics A to Z
  • Alkaloids
  • Glycosidase Inhibitors
  • Inhibitors
  • Elisa Kit-plant ELISA Kit