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Avarol

(Synonyms: (+)-Avarol)

Avarol is a sesquiterpene hydroquinone that can be isolated from Dysidea avara sponge. Avarol has the potential for the research of ehrlich carcinoma (EC) and cervical cancer (CC-5).

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

CAS No.: 55303-98-5
Formula: C₂₁H₃₀O₂
Molecular Weight:314.46

Storage:

-20°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Avarol Chemical Structure

CAS No.: 55303-98-5

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Use of MCE Products

Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Bioz

Biological Activity

Description

Avarol is a sesquiterpene hydroquinone that can be isolated from Dysidea avara sponge. Avarol has the potential for the research of ehrlich carcinoma (EC) and cervical cancer (CC-5)^[1].

All NF-κB Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	6 μM Compound: 1 (Avarol)	Cytotoxicity was measured against neoplastic cultured A-549 cells of human lung carcinoma. Cytotoxicity was measured against neoplastic cultured A-549 cells of human lung carcinoma.	10.1016/0960-894X(96)00326-5
A549	IC₅₀	6.4 μM Compound: Avarol	Cytotoxic activity against cultured cells of A-549 human lung carcinoma. Cytotoxic activity against cultured cells of A-549 human lung carcinoma.	[PMID: 11312925]
CHO	IC₅₀	12 μM Compound: 1	Inhibition of SOAT1 in CHO cell microsomal fraction using [1-14C]oleoyl-CoA as substrate measured after 5 mins by TLC based method Inhibition of SOAT1 in CHO cell microsomal fraction using [1-14C]oleoyl-CoA as substrate measured after 5 mins by TLC based method	[PMID: 31253530]
CHO	IC₅₀	14.2 μM Compound: 1	Inhibition of African green monkey SOAT1 expressed in CHO cells using [1-14C]oleic acid incubated for 6 hrs by TLC based method Inhibition of African green monkey SOAT1 expressed in CHO cells using [1-14C]oleic acid incubated for 6 hrs by TLC based method	[PMID: 31253530]
CHO	IC₅₀	14.8 μM Compound: 1	Inhibition of African green monkey SOAT2 expressed in CHO cells using [1-14C]oleic acid incubated for 6 hrs by TLC based method Inhibition of African green monkey SOAT2 expressed in CHO cells using [1-14C]oleic acid incubated for 6 hrs by TLC based method	[PMID: 31253530]
CHO	IC₅₀	8.1 μM Compound: 1	Inhibition of SOAT2 in CHO cell microsomal fraction using [1-14C]oleoyl-CoA as substrate measured after 5 mins by TLC based method Inhibition of SOAT2 in CHO cell microsomal fraction using [1-14C]oleoyl-CoA as substrate measured after 5 mins by TLC based method	[PMID: 31253530]
CHO-K1	IC₅₀	>30.9 μM Compound: 1	Cytotoxicity against CHOK1 cells assessed as reduction in cell viability Cytotoxicity against CHOK1 cells assessed as reduction in cell viability	[PMID: 31253530]
HEK293	IC₅₀	>10 μM Compound: Avarol	Inhibition of TNF alpha-induced NF-kappaB (unknown origin) activation in HEK293 cells after 6 hrs by luciferase reporter gene assay Inhibition of TNF alpha-induced NF-kappaB (unknown origin) activation in HEK293 cells after 6 hrs by luciferase reporter gene assay	[PMID: 26863083]
HeLa	IC₅₀	19.7 μM Compound: 1	Cytotoxicity against human HeLa cells assessed as decrease in total cellular protein by kenacid blue R binding method Cytotoxicity against human HeLa cells assessed as decrease in total cellular protein by kenacid blue R binding method	[PMID: 19995673]
HT-29	IC₅₀	6 μM Compound: 1 (Avarol)	Cytotoxicity was measured against neoplastic cultured HT-29 cells of human colon carcinoma. Cytotoxicity was measured against neoplastic cultured HT-29 cells of human colon carcinoma.	10.1016/0960-894X(96)00326-5
HT-29	IC₅₀	6.4 μM Compound: Avarol	Cytotoxic activity against cultured cells of HT-29 human colon carcinoma. Cytotoxic activity against cultured cells of HT-29 human colon carcinoma.	[PMID: 11312925]
K562	IC₅₀	7.3 μM Compound: 1	Cytotoxicity against human K562 cells by MTT assay Cytotoxicity against human K562 cells by MTT assay	[PMID: 19995673]
NCI-H929	IC₅₀	3.32 μM Compound: Avarol	Cytotoxicity against human NCI-H929 cells after 48 hrs by MTS assay Cytotoxicity against human NCI-H929 cells after 48 hrs by MTS assay	[PMID: 26863083]
Neutrophil	IC₅₀	3.6 μM Compound: 1	Inhibition of TPA-induced ROS production in human neutrophils by chemiluminescence Inhibition of TPA-induced ROS production in human neutrophils by chemiluminescence	[PMID: 15387642]
P388	IC₅₀	3.1 μM Compound: 1 (Avarol)	Cytotoxicity was measured against neoplastic cultured P-388 cells of murine leukemia. Cytotoxicity was measured against neoplastic cultured P-388 cells of murine leukemia.	10.1016/0960-894X(96)00326-5
P388	IC₅₀	3.2 μM Compound: Avarol	Cytotoxic Activity against cultured cells of P-388 murine leukemia. Cytotoxic Activity against cultured cells of P-388 murine leukemia.	[PMID: 11312925]
PBMC	IC₅₀	3 μM Compound: 1	Cytotoxicity against human PBMC cells by MTT assay Cytotoxicity against human PBMC cells by MTT assay	[PMID: 19995673]
PBMC	IC₅₀	3.2 μM Compound: 1	Cytotoxicity against human phytohemagglutininin-stimulated PBMC cells assessed as growth inhibition by MTT assay Cytotoxicity against human phytohemagglutininin-stimulated PBMC cells assessed as growth inhibition by MTT assay	[PMID: 19995673]
SK-MEL-28	IC₅₀	6 μM Compound: 1 (Avarol)	Cytotoxicity was measured against neoplastic cultured MEL-28 cells of malign human melanoma. Cytotoxicity was measured against neoplastic cultured MEL-28 cells of malign human melanoma.	10.1016/0960-894X(96)00326-5
SK-MEL-28	IC₅₀	6.4 μM Compound: Avarol	Cytotoxic activity against cultured cells of MEL-28 malign human melanoma. Cytotoxic activity against cultured cells of MEL-28 malign human melanoma.	[PMID: 11312925]

In Vitro

Avarol (12.5, 25, 50, 100, 200 µg/mL; 72 h) shows cytotoxic for HeLa, LS174, A549, MRC-5 cells with IC₅₀s of 10.22, 34.06, 35.27, 29.14 µg/mL, respectively^[1].

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

Cell Cytotoxicity Assay^[1]

Cell Line:

HeLa, LS174, A549, MRC-5 cells
Concentration:

12.5, 25, 50, 100, 200 µg/mL
Incubation Time:

72 h
Result:

Exhibited the cytotoxic for HeLa, LS174, A549, MRC-5 cells with IC₅₀s of 10.22, 34.06, 35.27, 29.14 µg/mL, respectively.

In Vivo

Avarol (50 mg/kg; i.p.; daily for 14 days) shows anti-tumor activity in mice^[1].

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

Animal Model:

female F1 (CBA × C57BL/6j) mice (Ehrlich carcinoma)^[1]
Dosage:

50 mg/kg
Administration:

I.p.; daily for 14 days
Result:

Inhibited tumor growth with a stable inhibition (25-35%) of EC growth.

Chemical Information

CAS No. 55303-98-5
Appearance Solid
Molecular Weight 314.46
Formula C₂₁H₃₀O₂
Color Light brown to brown
SMILES

OC1=CC=C(O)C=C1C[C@]2(C)[C@@H](C)CC[C@]3(C)C(C)=CCC[C@@]23[H]
Synonyms

(+)-Avarol
Structure Classification
- Phenols
- Monophenols
Initial Source
- Marine natural products
Dysidea avara
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

-20°C, protect from light

* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (277 KB)
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Stanojkovic TP, et al. Evaluation of In Vitro Cytotoxic Potential of Avarol towards Human Cancer Cell Lines and In Vivo Antitumor Activity in Solid Tumor Models. Molecules. 2022 Dec 19;27(24):9048. [Content Brief]

[2]. Namba T, Kodama R. Avarol induces apoptosis in pancreatic ductal adenocarcinoma cells by activating PERK-eIF2α-CHOP signaling. Mar Drugs. 2015;13(4):2376-2389. [Content Brief]

[3]. Amigó M, Payá M, Braza-Boïls A, De Rosa S, Terencio MC. Avarol inhibits TNF-alpha generation and NF-kappaB activation in human cells and in animal models. Life Sci. 2008;82(5-6):256-264. [Content Brief]

Calculators

Molarity Calculator

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Keywords

100 mg

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