Cyclovalone (Synonyms: Beveno)

Name: Cyclovalone
Brand: MedChemExpress
SKU: HY-107336

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Cyclovalone (Beveno) is a synthetic curcumin derivate, which inihibits cyclooxygenase and exhibits anti-inflammatory, antitumor and antioxidant activities. Cyclovalone inhibits cell proliferation in normal and malignant prostatic cells. Cyclovalone ist orally active.

For research use only. We do not sell to patients.

Cyclovalone Chemical Structure

CAS No. : 579-23-7

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References
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Description

Cyclovalone (Beveno) is a synthetic curcumin derivate, which inihibits cyclooxygenase and exhibits anti-inflammatory, antitumor and antioxidant activities^[1]. Cyclovalone inhibits cell proliferation in normal and malignant prostatic cells. Cyclovalone ist orally active^[2].

Cellular Effect

Cell Line	Type	Value	Description	References
CNE	IC₅₀	17.6 μM Compound: C2	Cytotoxicity against human CNE cells after 72 hrs by MTT assay Cytotoxicity against human CNE cells after 72 hrs by MTT assay	[PMID: 19243951]
HEK293	EC₅₀	2.6 μM Compound: 3a	Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells after 24 hrs by firefly/renilla dual luciferase reporter gene assay Inhibition of Wnt3A/beta-catenin signaling in HEK293 cells after 24 hrs by firefly/renilla dual luciferase reporter gene assay	[PMID: 24275249]
HL-60	IC₅₀	< 10.1 μM Compound: C2	Cytotoxicity against human HL60 cells after 72 hrs by MTT assay Cytotoxicity against human HL60 cells after 72 hrs by MTT assay	[PMID: 19243951]
HT-29	IC₅₀	3.73 μM Compound: A7	Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay Cytotoxicity against human HT-29 cells after 72 hrs by MTT assay	[PMID: 22551677]
KB	CC₅₀	6.7 μM Compound: 7a	Compound concentration required to reduce the exponential growth of KB cells by 50% Compound concentration required to reduce the exponential growth of KB cells by 50%	[PMID: 9767632]
LS174T	IC₅₀	4.6 μM Compound: C2	Cytotoxicity against human LS 174T cells after 72 hrs by MTT assay Cytotoxicity against human LS 174T cells after 72 hrs by MTT assay	[PMID: 19243951]
MDA-MB-231	EC₅₀	2.6 μM Compound: A13,BMHPC	Cytotoxicity against human MDA-MB-231 cells after 72 hrs by SRB assay Cytotoxicity against human MDA-MB-231 cells after 72 hrs by SRB assay	[PMID: 20728364]
MT4	CC₅₀	2.4 μM Compound: 7a	Compound concentration required to reduce the exponential growth of MT-4 cells by 50% Compound concentration required to reduce the exponential growth of MT-4 cells by 50%	[PMID: 9767632]
PANC-1	IC₅₀	4.43 μM Compound: A7	Cytotoxicity against human PANC1 cells after 72 hrs by MTT assay Cytotoxicity against human PANC1 cells after 72 hrs by MTT assay	[PMID: 22551677]
PC-3	IC₅₀	5.89 μM Compound: A7	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	[PMID: 22551677]
RAW264.7	IC₅₀	6.68 μM Compound: 8	Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-induced nitric oxide production after 17 to 20 hr by Griess assay Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-induced nitric oxide production after 17 to 20 hr by Griess assay	10.1007/s00044-010-9521-0
THP-1	IC₅₀	> 200 nM Compound: 1d	Inhibition of tissue factor in Homo sapiens (human) THP1-cells using factor 10a chromogenic substrate assessed as inhibition of LPS-iduced procoagulant activity incubated for 1 hr prior to LPS-challenge measured after 5 hr by spectrophotometric analysis Inhibition of tissue factor in Homo sapiens (human) THP1-cells using factor 10a chromogenic substrate assessed as inhibition of LPS-iduced procoagulant activity incubated for 1 hr prior to LPS-challenge measured after 5 hr by spectrophotometric analysis	10.1007/s00044-012-0330-5

In Vitro

Cyclovalone (0.2-10 μg/ml) inhibits proliferations of androgen-responsive LNCaP cells and androgen-independent PC-3 cells through interfere with cell cycle transition^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Proliferation Assay^[2]

Cell Line:	LNCaP and PC-3 cells
Concentration:	0.2-10 μg/ml
Incubation Time:	2-9 days
Result:	Inihibited cell proliferation in LNCaP and PC-3 cells in a time- and dose-dependent manner.

Cell Cycle Analysis^[2]

Cell Line:	LNCaP and PC-3 cells
Concentration:	2 μg/ml
Incubation Time:	72 h
Result:	Decreased the numbers of LNCaP cells in G0/G1 phase, increased the numbers of cells in S-phase and G2/M phase. Decreased the numbers of PC-3 cells in G0/G1 phase, increased the numbers of cells in S-phase.

In Vivo

Cyclovalone (9.5-38 mg/kg, p.o. for 14 days) ist a prostate specific antagonist without significant toxicity in BALB/c mice^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	BALB/c mice^[2]
Dosage:	9.5-38 mg/kg/day
Administration:	p.o. for 14 days
Result:	Reduced weight of ventral prostate in a dose-dependent manner.

Animal Model:	PC-3 xenografted athymic BALB/c nude mice^[2]
Dosage:	38 mg/kg
Administration:	p.o. for 20 days
Result:	Inhibited tumor growth without toxicity.

Molecular Weight

366.41

Formula

C₂₂H₂₂O₅

CAS No.

579-23-7

SMILES

O=C(/C(CCC/1)=C/C2=CC(OC)=C(O)C=C2)C1=C\C3=CC(OC)=C(O)C=C3

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Itokawa H, et al., Recent advances in the investigation of curcuminoids. Chin Med. 2008 Sep 17;3:11. [Content Brief]

[2]. Markaverich BM, et al., Type II [3H]estradiol binding site antagonists: inhibition of normal and malignant prostate cell growth and proliferation. Int J Oncol. 1998 May;12(5):1127-35. [Content Brief]

Cyclovalone Related Classifications

Inflammation/Immunology

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

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The dilution calculator equation

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)	×	Volume _(start)	=	Concentration _(final)	×	Volume _(final)
	×		=		×
C1		V1		C2		V2

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Cyclovalone579-23-7BevenoCOXCyclooxygenaseathymic nude miceLNCaPPC-3Inhibitorinhibitorinhibit

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