Thapsigargin

ChemicalBook > CAS DataBase List > Thapsigargin

Product Name: Thapsigargin
CAS No.: 67526-95-8
Chemical Name: Thapsigargin
Synonyms: hapsigargin;THAPSIGARGIN;Thapsigargin,97%;Thapsigargin (TG);THAPSIGARGIN USP/EP/BP;InSolution? Thapsigargin;Thapsigargin (10 mM in DMSO);Thapsigargin, FroM Thapsia garganica;Azuleno[4,5-b]furan octanoic acid deriv.;Thapsigargin, 99%, from Thapsia garganica
CBNumber: CB4768595
Molecular Formula: C34H50O12
Formula Weight: 650.75
MOL File: 67526-95-8.mol

Less

Thapsigargin Property

Boiling point:: 597.77°C (rough estimate)
Density: 1.1521 (rough estimate)
refractive index: 1.6390 (estimate)
RTECS: RH0325700
storage temp.: -20°C
solubility: DMSO: soluble
form: liquid or film
pka: 10.57±0.70(Predicted)
color: Colorless
Sensitive: Light Sensitive
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 week.
CAS DataBase Reference: 67526-95-8(CAS DataBase Reference)

Less

Safety

Hazard Codes: Xn,T
Risk Statements: 36/37/38-42
Safety Statements: 26-36/37/39
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
HS Code: 29181990

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: T9033
Product name: Thapsigargin
Purity: ≥98% (HPLC), solid film
Packaging: 0.5mg
Price: $124
Updated: 2024/03/01

Sigma-Aldrich

Product number: 586006
Product name: InSolution? Thapsigargin
Packaging: 2mg
Price: $272
Updated: 2024/03/01

Alfa Aesar

Product number: J62866
Product name: Thapsigargin
Purity: 95%
Packaging: 1mg
Price: $147
Updated: 2024/03/01

Alfa Aesar

Product number: J62866
Product name: Thapsigargin
Purity: 95%
Packaging: 5mg
Price: $528.65
Updated: 2024/03/01

Cayman Chemical

Product number: 10522
Product name: Thapsigargin
Purity: ≥97%
Packaging: 1mg
Price: $70
Updated: 2024/03/01

Less

Thapsigargin Chemical Properties,Usage,Production

Description

Thapsigargin is a naturally occurring sesquiterpene lactone isolated from the umbelliferous plant Thapsia garganica. It is a non-competitive, cell permeable inhibitor of calcium transport by SERCAs (IC50 values are cell type-dependent and range from ~2-80 nM). This tumor promoter releases Ca2+ from intracellular stores by specifically inhibiting the endoplasmic reticulum Ca2+-ATPase; it does not directly affect plasma membrane Ca2+-ATPases, Ins 1,4,5-P3 production or protein kinase C activity. This effect is a result of emptying the intracellular calcium stores, which leads to a chain of events that causes apoptosis.

Chemical Properties

Thapsigargin (TG) is colourless film. It is extracted from the plant Thapsia garganica L. with methanol and purified by HPLC. TG is a tumor promoting plant sesquiterpene lactone extract with a unique biological activity as Ca2+ -ATPase inhibitors in animal cells. It is a skin irritant, a platelet activating, inflammatory and tumor promoting agent. TG is toxic and a possible carcinogen.

Uses

THAPSIGARGIN is a widely used inhibitor of the ubiquitous sarco-endoplasmic reticulum Ca(2+)-ATPases in mammalian cells. It acts as a potent, cell-permeable, IP3-independent intracellular calcium releaser that blocks the transient increase in intracellular Ca2+ induced by angiostatin and endostatin. It induces apoptosis by disrupting intracellular free Ca2+ levels.

Definition

ChEBI: Thapsigargin is an organic heterotricyclic compound that is a hexa-oxygenated 6,7-guaianolide isolated fron the roots of Thapsia garganica L., Apiaceae. A potent skin irritant, it is used in traditional medicine as a counter-irritant. Thapsigargin inhibits Ca(2+)-transporting ATPase mediated uptake of calcium ions into sarcoplasmic reticulum and is used in experimentation examining the impacts of increasing cytosolic calcium concentrations. It has a role as an EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor and a calcium channel blocker. It is a sesquiterpene lactone, an organic heterotricyclic compound and a butyrate ester.

Biochem/physiol Actions

Thapsigargin is an effective inhibitor of calcium ion pumps located on sarcoplasmic reticulum (SR) and endoplasmic reticulum (ER) microsomes of skeletal, cardiac, muscle and brain tissues. The inhibition of calcium ion pumps causes intracellular increase of calcium ion levels. It was found that thapsigargin at 100 nM concentration effectively inhibited the SR Ca2+- adenosine triphosphatase (ATPase) in cardiac and skeletal muscles. Thapsigargin was also reported to be effective in blocking autophagy by interfering with the autophagosome-lysosome fusion.

storage

Store at -20°C

Mode of action

The actual mechanism of action of thapsigargin is thought actually to block calcium channels in an open conformation that results in excess calcium entry from outside the cell. Excess calcium activates DNAses and precipitates the natural death sequence of the cells.Scientists are now thinking of modifying thapsigargin in such a way thatit will kill prostate cells preferentially and will not penetrate healthy cells elsewhere in the body.At the same time, they are determining whether this drug can also induce cell death in breast cancer cells.

References

1) Treiman et al. (1998), A tool coming of age: thapsigargin as an inhibitor of sarco-endoplasmic reticulum Ca(2+)-ATPases; Trends Pharmacol. Sci., 19 131 2) Zhou et al. (2009), Autophagy-mediated insulin receptor down-regulation contributes to endoplasmic reticulum stress-induced insulin resistance; Mol. Pharmacol., 76 596

Thapsigargin Preparation Products And Raw materials

Raw materials

Preparation Products

Less

Thapsigargin Suppliers

Belgium 1 Canada 1 China 90 Europe 1 Germany 7 India 2 Japan 3 Switzerland 2 United Kingdom 9 United States 31 Global 147

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006608290; 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40241
Advantage: 62

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15848
Advantage: 69

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32344
Advantage: 50

Shandong Xiya Chemical Co., Ltd

Tel: 13355009207 13355009207
Fax: 0539-6365991
Email: 3007715519@qq.com
Country: China
ProdList: 18739
Advantage: 57

Spectrum Chemical Manufacturing Corp.

Tel: 021-021-021-67601398-809-809-809 15221380277
Fax: 021-57711696
Email: marketing_china@spectrumchemical.com
Country: China
ProdList: 9664
Advantage: 60

Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: sales@meilune.com
Country: China
ProdList: 4647
Advantage: 58

Thermo Fisher Scientific

Tel: 800-810-5118
Fax: +86-10-84193589
Email: cnchemical@thermofisher.com
Country: China
ProdList: 17779
Advantage: 75

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 400-6206333 18521732826;
Fax: 021-50323701
Email: market@aladdin-e.com
Country: China
ProdList: 25015
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

TargetMol Chemicals Inc.

Tel: 021-33632979 15002134094
Fax: 021-33632979
Email: marketing@targetmol.com
Country: China
ProdList: 7934
Advantage: 58

ShangHai Caerulum Pharma Discovery Co., Ltd.

Tel: 18149758185
Email: sales-cpd@caerulumpharma.com
Country: China
ProdList: 3419
Advantage: 58

Chengdu HuaXia Chemical Reagent Co. Ltd

Tel: 400-1166-196 13458535857
Fax: QQ：800101999
Email: cdhxsj@163.com
Country: China
ProdList: 13358
Advantage: 58

Shanghai Macklin Biochemical Co.,Ltd.

Tel: 15221275939 15221275939
Fax: 021-50706099
Email: shenlinxing@macklin.cn
Country: China
ProdList: 15878
Advantage: 55

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51471
Advantage: 80

Pharmacodia (Beijing) Co.,Ltd

Tel: +86-400-851-9921
Fax: +86-10-82826195
Email: sales@pharmacodia.com
Country: China
ProdList: 2317
Advantage: 55

Shanghai EFE Biological Technology Co., Ltd.

Tel: 021-65675885 18964387627
Fax: 021-65675885
Email: info@efebio.com
Country: China
ProdList: 9709
Advantage: 58

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 27322
Advantage: 60

Shandong Xiya Chemical Co., Ltd.

Tel: 4009903999 13395398332
Fax: 0539-6365991
Email: sales@xiyashiji.com
Country: China
ProdList: 20810
Advantage: 60

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 4009686088
Email: 3193328036@qq.com
Country: China
ProdList: 29797
Advantage: 68

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 18892239720
Fax: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 12308
Advantage: 58

Zhengzhou Huiju Chemical Co., Ltd.

Tel: 0371-55900031 18137872243
Fax: QQ：2853979815
Email: 2853979815@qq.com
Country: China
ProdList: 10011
Advantage: 55

Shanghai Jizhi Biochemical Technology Co. Ltd.

Tel: 400-400-400-9004166 18616739031
Email: 3007523370@qq.com
Country: China
ProdList: 52712
Advantage: 58

Beijing OKA biological technology co., LTD

Tel: 010-62971590 18548936886
Fax: 010-62340519
Email: 3462612863@qq.com
Country: China
ProdList: 6912
Advantage: 58

Shanghai Hongye Biotechnology Co. Ltd

Tel: 400-9205774
Email: sales@glpbio.cn
Country: China
ProdList: 6870
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 13028896684
Email: sales@rrkchem.com
Country: China
ProdList: 55717
Advantage: 58

Fan De(Beijing) Biotechnology Co., Ltd.

Tel: 15911056312
Email: liming@bio-fount.com
Country: China
ProdList: 9730
Advantage: 58

Guangzhou Tomums Life Science Co., Ltd.

Tel: 020-31155029 18902330969
Fax: 020-31155029
Email: sales@tomums.cn
Country: China
ProdList: 4698
Advantage: 58

Zhengzhou Alfa Chemical Co.,Ltd

Tel: +8618530059196
Email: sale04@alfachem.cn
Country: China
ProdList: 12468
Advantage: 58

Hefei TNJ Chemical Industry Co.,Ltd.

Tel: 0551-65418684 +8618949823763
Fax: 0086-551-65418684
Email: sales@tnjchem.com
Country: China
ProdList: 25363
Advantage: 58

Hubei Ipure Biology Co., Ltd

Tel: +8613367258412
Fax: 18062427325
Email: ada@ipurechemical.com
Country: China
ProdList: 10326
Advantage: 58

Dideu Industries Group Limited

Tel: +86-29-89586680 +86-15129568250
Email: 1026@dideu.com
Country: China
ProdList: 29271
Advantage: 58

HONG KONG IPURE BIOLOGY CO.,LIMITED

Tel: 86 18062405514 18062405514
Email: ada@ipurechemical.com
Country: CHINA
ProdList: 3465
Advantage: 58

Aktin Chemicals, Inc.

Tel: 028-85159085
Fax: 86-28-85159085 Ex:604
Email: info@aktinchem.com
Country: CHINA
ProdList: 1025
Advantage: 58

Jinan Ruisi Pharmaceutical Technology Co., LTD

Tel: 0531-69900633 18340090523
Email: changyuan20@163.com
Country: China
ProdList: 1717
Advantage: 58

Nanning Saifir Biotechnology Co., Ltd.

Tel: 18877121284
Email: 1309367106@qq.com
Country: China
ProdList: 296
Advantage: 58

Shanghai hongqu biomedical technology co. LTD

Tel: 88888888888
Email: hongquchem@qq.com
Country: China
ProdList: 5132
Advantage: 58

Chengdu Jiuding Chemical Technology Co., Ltd. - Song Bo

Tel: 18584079237
Email: 312074905@qq.com
Country: China
ProdList: 2507
Advantage: 58

Beijing Aomi Jiade Pharmaceutical Technology Co., Ltd

Tel: 13522808617
Email: omiget@qq.com
Country: China
ProdList: 9213
Advantage: 58

Shaanxi Dideu Medichem Co. Ltd

Tel: 029-61856359 18690052321
Fax: 029-88380327
Email: 1027@dideu.com
Country: China
ProdList: 10011
Advantage: 58

Shanghai Puluokai Medical Technology Co., LTD

Tel: 17269768198
Fax: QQ:1213744847
Email: prochemx@163.com
Country: China
ProdList: 613
Advantage: 58

Aktin Chemicals, Inc.

Tel: 028-85159085
Email: info@aktinchem.com
Country: China
ProdList: 1676
Advantage: 58

Nanjing Shizhou Biology Technology Co.,Ltd

Tel: 025-85560043 13675144456
Fax: 025-85563444
Email: sean.lv@synzest.com
Country: China
ProdList: 11442
Advantage: 58

Wuhan Yanzhe Technology Co., Ltd

Tel: 15527250409
Fax: QQ：2692360204
Email: wenhaotian12@163.com
Country: China
ProdList: 4576
Advantage: 58

MedBioPharmaceutical Technology Inc

Tel: 021-69568360 18916172912
Email: order@med-bio.cn
Country: China
ProdList: 8141
Advantage: 58

DONBOO AMINO ACID COMPANY

Tel: +8613063595538
Email: donboo@donboo.com
Country: China
ProdList: 9365
Advantage: 58

cjbscvictory

Tel: 13348960310 13348960310
Email: 3003867561@qq.com
Country: China
ProdList: 9946
Advantage: 58

Abmole Bioscience Inc.

Tel: 021-50967598 02150967598
Email: sales@abmole.cn
Country: China
ProdList: 4495
Advantage: 58

Shanghai Universal Biotech Co.,Ltd

Tel: 18768175414
Email: gaojun@univ-bio.com
Country: China
ProdList: 24998
Advantage: 58

Less

View Lastest Price from Thapsigargin manufacturers

Dideu Industries Group Limited

Product: THAPSIGARGIN 67526-95-8
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-08-17

Career Henan Chemica Co

Product: THAPSIGARGIN 67526-95-8
Price: US $1.00/g
Min. Order: 1g
Purity: 85.0-99.8%
Supply Ability: 20tons
Release date: 2020-10-28

67526-95-8, ThapsigarginRelated Search:

METHYL TUBERATE ANGELIC ACID ISOAMYL ESTER Decyl methacrylate (2S)-2,3-Dihydroxy-2-methyl-propanoic Acid Methyl Ester 90% 2,6-Dimethyl-5-heptenal 2-HYDROXY-3-METHYLBUTYRIC ACID DL-2-HYDROXYDECANOIC ACID METHYL ESTER 4-Methyl-3-decen-5-ol LACTIC ACID ISOAMYL ESTER ETHYL 4-ACETOXYBUTANOATE Allyl methacrylate THAPSIGARGIN(RG) 3-HYDROXY-3-METHYLHEXANOIC ACID (HYDROXYMETHYL)CYCLOHEPTANE 3-HEXENE-1 6-DIOLE cyclopent-2-en-1-ol 3-methylbuten-2-yl methacrylate 8-ETHOXYCARBONYLOCTANOL

THAPSIGARGIN

Octanoic acid, (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[[(2Z)-2-methyl-1-oxo-2-buten-1-yl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]f uran-7-yl ester

(3S,3aR,4S,6S,6AR,7S,8S,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-trimethyl-8-[[(2Z)-2-methyl-1-oxo-2-butenyl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl octanoate

Octanoic acid [(3S)-6α-acetoxy-2,3,3a,4,5,6,6aα,7,8,9bβ-decahydro-3β,3aα-dihydroxy-3,6,9-trimethyl-8β-[[(Z)-2-methyl-1-oxo-2-butenyl]oxy]-2-oxo-4β-(1-oxobutoxy)azuleno[4,5-b]furan]-7α-yl ester

Thapsigargin,97%

Octanoic Acid (3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b- decahydro-3,3a-dihydroxy-3,6,9-triMethyl-8-[[(2Z)-2-Methyl-1-oxo-2-butenyl]oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester

Octanoic Acid [3S-[3α,3aβ,4α,6β,6aβ,7β,8α(Z),9bα]]-6-(Acetyloxy)-2,3,3a,4,5,6,6a,7,8,9b-decahydro-3,3a-dihydroxy-3,6,9-triMethyl-8-[(2-Methyl-1-oxo-2-butenyl)oxy]-2-oxo-4-(1-oxobutoxy)azuleno[4,5-b]furan-7-yl Ester

Thapsigargin (TG)

Thapsigargin, FroM Thapsia garganica

Azuleno[4,5-b]furan octanoic acid deriv.

Thapsigargin Azuleno[4,5-b]furan octanoic acid deriv

InSolution? Thapsigargin

Thapsigargin, 99%, from Thapsia garganica

Thapsigargin - CAS 67526-95-8 - Calbiochem

InSolution Thapsigargin - CAS 67526-95-8 - Calbiochem

Thapsigargin (Synonyms: Thapsigargin (TG))

THAPSIGARGIN USP/EP/BP

(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3...

(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methylbut-2-enoyl]oxy}-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate

[(3S,3aR,4S,6S,6aS,7S,8S,9bR)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-(2-methylbut-2-enoyloxy)-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] octanoate

(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-(acetyloxy)-4-(butanoyloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-{[(2Z)-2-methylbut-2-enoyl]oxy}-2-oxo-2H,3H,3aH,4H,5H,6H,6aH,7H,8H,9bH-azuleno[4,5-b]furan-7-yl octanoate

hapsigargin

(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-Acetoxy-4-(butyryloxy)-3,3a-dihydroxy-3,6,9-trimethyl-8-(((Z)-2-methylbut-2-enoyl)oxy)-2-oxo-2,3,3a,4,5,6,6a,7,8,9b-decahydroazuleno[4,5-b]furan-7-yl octanoate

Thapsigargin (10 mM in DMSO)

67526-95-8

C34H50O12

BioChemical

Cell Signaling and Neuroscience

Cell Biology

Intracellular Calcium Regulators

Intracellular Calcium Signaling

plantgrowth

Adenosinetriphosphatase (microsomal calcium)Cell Signaling and Neuroscience

Antitumor Agents

Intracellular Calcium RegulatorsCancer Research

Intracellular Calcium Signaling

Therapy Adjuncts

A to

Enzyme Inhibitors by Enzyme

Calcium signaling

Signalling

Apoptosis

Heterocycles

Inhibitors

Intermediates & Fine Chemicals

Pharmaceuticals