10,11-Dehydrocurvularin

Cat. No.: HY-N6679A Pureté: 99.59%: Fiche technique
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10,11-Dehydrocurvularin is a prevalent fungal phytotoxin and an antibiotic. 10,11-Dehydrocurvularin is a strong activator of the heat shock response. 10,11-Dehydrocurvularin inhibits TGF-β signalling pathway. Anti-tumorous activity.

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10,11-Dehydrocurvularin Chemical Structure

CAS No. : 21178-57-4

Size	Stock	Quantité
1 mg	En stock	Estimated Time of Arrival: December 31
5 mg	Obtenir un devis
10 mg	Obtenir un devis

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Based on 2 publication(s) in Google Scholar

Other Forms of 10,11-Dehydrocurvularin:

(R)-10,11-Dehydrocurvularin Obtenir un devis

2 Publications Citing Use of MCE 10,11-Dehydrocurvularin

Recommandations en vedette

•Related Screening Libraries:

•Related Small Molecules:

•Related Proteins:

Voir tous les produits spécifiques à Isoform HSP:

Voir toutes les isoformes

HSP40 HSP70 HSP90 HSP105 HSF1 HSP HSPA5

Activité biologique
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Description

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	4.3 μM Compound: 7	Cytotoxicity against human A2780 cells by MTT assay Cytotoxicity against human A2780 cells by MTT assay	[PMID: 39258410]
DU-145	IC₅₀	6 μM Compound: 5	Cytotoxic activity against human DU145 cells Cytotoxic activity against human DU145 cells	[PMID: 24195466]
HeLa	IC₅₀	6 μM Compound: 5	Cytotoxic activity against human HeLa cells Cytotoxic activity against human HeLa cells	[PMID: 24195466]
HeLa	IC₅₀	7.9 μM Compound: 7	Cytotoxicity against human HeLa cells by MTT assay Cytotoxicity against human HeLa cells by MTT assay	[PMID: 39258410]
HepG2	IC₅₀	1.7 μM Compound: alpha,beta-Dehydrocurvularin	Binding affinity to (AGCCAGACA)9-MLP element (unknown origin) transiently transfected in human HepG2 cells assessed as inhibition of TGF-beta-induced Smad-dependent transcriptional activity preincubated for 1 hr before TGF-beta stimulation measured after Binding affinity to (AGCCAGACA)9-MLP element (unknown origin) transiently transfected in human HepG2 cells assessed as inhibition of TGF-beta-induced Smad-dependent transcriptional activity preincubated for 1 hr before TGF-beta stimulation measured after	[PMID: 25537529]
HepG2	IC₅₀	12 μM Compound: 7	Cytotoxicity against human HepG2 cells by MTT assay Cytotoxicity against human HepG2 cells by MTT assay	[PMID: 39258410]
HepG2	IC₅₀	4.4 μM Compound: alpha,beta-Dehydrocurvularin	Inhibition of TGF-beta-induced human CTGF promoter activity transiently transfected in human HepG2 cells after 16 hrs by luciferase reporter assay Inhibition of TGF-beta-induced human CTGF promoter activity transiently transfected in human HepG2 cells after 16 hrs by luciferase reporter assay	[PMID: 25537529]
Huh-7	IC₅₀	5 μM Compound: 5	Cytotoxic activity against human HuH7 cells Cytotoxic activity against human HuH7 cells	[PMID: 24195466]
Jurkat	IC₅₀	5.5 μM Compound: 6	Cytotoxicity against human Jurkat cells after 24 hrs by MTT assay Cytotoxicity against human Jurkat cells after 24 hrs by MTT assay	[PMID: 21146414]
K562	IC₅₀	37 μM Compound: 6	Cytotoxicity against human K562 cells after 24 hrs by MTT assay Cytotoxicity against human K562 cells after 24 hrs by MTT assay	[PMID: 21146414]
K562	IC₅₀	5.6 μM Compound: 6	Inhibition of NF-kappaB activity in TNFalpha-stimulated human K562 cells after 24 hrs by luciferase reporter gene assay Inhibition of NF-kappaB activity in TNFalpha-stimulated human K562 cells after 24 hrs by luciferase reporter gene assay	[PMID: 21146414]
MCF7	IC₅₀	1.3 μM Compound: 4	Cytotoxicity against human MCF7 cells by MTT assay Cytotoxicity against human MCF7 cells by MTT assay	[PMID: 15620238]
MCF7	IC₅₀	3.98 μM Compound: 3	Cytotoxicity against human MCF7 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay Cytotoxicity against human MCF7 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay	[PMID: 28139929]
MCF7	IC₅₀	4 μM Compound: 5	Cytotoxic activity against human MCF7 cells Cytotoxic activity against human MCF7 cells	[PMID: 24195466]
MDA-MB-231	IC₅₀	>5 μM Compound: 3	Cytotoxicity against human MDA-MB-231 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay Cytotoxicity against human MDA-MB-231 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay	[PMID: 28139929]
MIA PaCa-2	IC₅₀	1.9 μM Compound: 4	Cytotoxicity against human MIAPaCa2 cells by MTT assay Cytotoxicity against human MIAPaCa2 cells by MTT assay	[PMID: 15620238]
NCI-H460	IC₅₀	1.1 μM Compound: 4	Cytotoxicity against human NCI-H460 cells by MTT assay Cytotoxicity against human NCI-H460 cells by MTT assay	[PMID: 15620238]
NCI-H460	IC₅₀	3.57 μM Compound: 3	Cytotoxicity against human NCI-H460 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay Cytotoxicity against human NCI-H460 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay	[PMID: 28139929]
NCI-H460	IC₅₀	5 μM Compound: 5	Cytotoxic activity against human NCI-H460 cells Cytotoxic activity against human NCI-H460 cells	[PMID: 24195466]
PC-3M	IC₅₀	4.51 μM Compound: 3	Cytotoxicity against human PC3M cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay Cytotoxicity against human PC3M cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay	[PMID: 28139929]
SF-268	IC₅₀	2.5 μM Compound: 4	Cytotoxicity against human SF268 cells by MTT assay Cytotoxicity against human SF268 cells by MTT assay	[PMID: 15620238]
SF-268	IC₅₀	4.73 μM Compound: 3	Cytotoxicity against human SF268 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay Cytotoxicity against human SF268 cells after 72 hrs by resazurin/AlamarBlue dye-based fluorescence assay	[PMID: 28139929]
SGC-7901	IC₅₀	6 μM Compound: 5	Cytotoxic activity against human SGC7901 cells Cytotoxic activity against human SGC7901 cells	[PMID: 24195466]
SK-OV-3	IC₅₀	20 μM Compound: 7	Cytotoxicity against human SK-OV-3 cells by MTT assay Cytotoxicity against human SK-OV-3 cells by MTT assay	[PMID: 39258410]
SW1990	IC₅₀	10 μM Compound: 5	Cytotoxic activity against human SW1990 cells Cytotoxic activity against human SW1990 cells	[PMID: 24195466]
U-937	IC₅₀	2.5 μM Compound: 6	Cytotoxicity against human U937 cells after 24 hrs by MTT assay Cytotoxicity against human U937 cells after 24 hrs by MTT assay	[PMID: 21146414]
WI-38	IC₅₀	3.6 μM Compound: 4	Cytotoxicity against human WI38 cells by MTT assay Cytotoxicity against human WI38 cells by MTT assay	[PMID: 15620238]

Masse moléculaire

290.31

Formule

C₁₆H₁₈O₅

CAS No.

21178-57-4

Appearance

Solid

Color

White to light yellow

SMILES

OC1=C(C(/C=C/CCC[C@@H]2C)=O)C(CC(O2)=O)=CC(O)=C1

Structure Classification

Initial Source

Microorganisms

Aspergillus terreus

Livraison

Room temperature in continental US; may vary elsewhere.

Stockage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvant et solubilité

In Vitro:

DMSO : ≥ 30 mg/mL (103.34 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.4446 mL	17.2230 mL	34.4459 mL
5 mM	0.6889 mL	3.4446 mL	6.8892 mL
10 mM	0.3445 mL	1.7223 mL	3.4446 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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Working solution concentration: mg/mL

Pureté et documentation

Purity: 99.75%

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Fiche technique (276 KB) SDS (251 KB)

COA (253 KB) LCMS (94 KB)

Instruction de manipulation (2659 KB)

Références

[1]. Xu Y, et al. Characterization of the biosynthetic genes for 10,11-dehydrocurvularin, a heat shock response-modulating anticancer fungal polyketide from Aspergillus terreus. Appl Environ Microbiol. 2013 Mar;79(6):2038-47. [Content Brief]

[2]. Cochrane RV, et al. Comparison of 10,11-Dehydrocurvularin Polyketide Synthases from Alternaria cinerariae and Aspergillus terreus Highlights Key Structural Motifs. Chembiochem. 2015 Nov;16(17):2479-83. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	3.4446 mL	17.2230 mL	34.4459 mL	86.1148 mL
	5 mM	0.6889 mL	3.4446 mL	6.8892 mL	17.2230 mL
	10 mM	0.3445 mL	1.7223 mL	3.4446 mL	8.6115 mL
	15 mM	0.2296 mL	1.1482 mL	2.2964 mL	5.7410 mL
	20 mM	0.1722 mL	0.8611 mL	1.7223 mL	4.3057 mL
	25 mM	0.1378 mL	0.6889 mL	1.3778 mL	3.4446 mL
	30 mM	0.1148 mL	0.5741 mL	1.1482 mL	2.8705 mL
	40 mM	0.0861 mL	0.4306 mL	0.8611 mL	2.1529 mL
	50 mM	0.0689 mL	0.3445 mL	0.6889 mL	1.7223 mL
	60 mM	0.0574 mL	0.2870 mL	0.5741 mL	1.4352 mL
	80 mM	0.0431 mL	0.2153 mL	0.4306 mL	1.0764 mL
	100 mM	0.0344 mL	0.1722 mL	0.3445 mL	0.8611 mL