Lobaric acid

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Lobaric acid is a depsipeptide metabolite isolated from Stereocaulon lichen with antioxidant, antiproliferative, antiviral and enzyme inhibitory activities. Lobaric acid scavenges superoxide free radicals (IC₅₀=97.9 μM) and inhibits cancer cell proliferation (EC₅₀ of 15.2-63.9 μg/mL against leukemia, colorectal, gastric, breast, ovarian, prostate, pancreatic and lung cancer cell lines). Lobaric acid inhibits protein tyrosine phosphatase 1B (PTP1B; IC₅₀=0.87 μM for human recombinant enzyme) and 12(S)-HETE produced by 12(S)-lipoxygenase (IC₅₀=28.5 μM). Lobaric acid (250 μM) also reduced pathological changes in tobacco leaves infected with tobacco mosaic virus (TMV).

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Lobaric acid Chemical Structure

CAS No. : 522-53-2

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Biological Activity
Purity & Documentation
References
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Description

Cellular Effect

Cell Line	Type	Value	Description	References
BXPC-3	EC₅₀	1.6 μM Compound: 4	Cytotoxicity against human BxPC3 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay Cytotoxicity against human BxPC3 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay	[PMID: 27300079]
HCT-116	EC₅₀	0.8 μM Compound: 4	Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay Cytotoxicity against human HCT116 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay	[PMID: 27300079]
HT-29	EC₅₀	2.39 μM Compound: Lobaric acid	Agonist activity at GPR35 receptor in human HT-29 cells after 10 mins by dynamic mass redistribution assay Agonist activity at GPR35 receptor in human HT-29 cells after 10 mins by dynamic mass redistribution assay	[PMID: 24900447]
HT-29	IC₅₀	4.54 μM Compound: Lobaric acid	Desensitization of GPR35 receptor in human HT-29 cells assessed as inhibition of zaprinast-induced dynamic mass redistribution after 10 mins Desensitization of GPR35 receptor in human HT-29 cells assessed as inhibition of zaprinast-induced dynamic mass redistribution after 10 mins	[PMID: 24900447]
J82	EC₅₀	3.6 μM Compound: 4	Cytotoxicity against human J82 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay Cytotoxicity against human J82 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay	[PMID: 27300079]
K562	EC₅₀	1.4 μM Compound: 4	Cytotoxicity against human K562 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay Cytotoxicity against human K562 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay	[PMID: 27300079]
U2OS	EC₅₀	17.6 μM Compound: Lobaric acid	Agonist activity at GPR35 receptor in human U2OS cells coexpressing Gal4-VP16-TEV assessed as beta arrestin translocation after 5 hrs by beta lactamase reporter gene assay Agonist activity at GPR35 receptor in human U2OS cells coexpressing Gal4-VP16-TEV assessed as beta arrestin translocation after 5 hrs by beta lactamase reporter gene assay	[PMID: 24900447]
UMUC3	EC₅₀	3.7 μM Compound: 4	Cytotoxicity against human UM-UC-3 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay Cytotoxicity against human UM-UC-3 cells assessed as growth inhibition after 72 hrs by Alamar Blue assay	[PMID: 27300079]

Molecular Weight

456.49

Formula

C₂₅H₂₈O₈

CAS No.

522-53-2

SMILES

O=C(C1=C(O)C=C(C(OC2=CC(OC)=CC(C(CCCC)=O)=C23)=C1CCCCC)OC3=O)O

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]. González, et al. Chemical constituents of the lichen Stereocaulon azoreum. Z. Naturforsch. C J. Biosci. 47(7-8), 503-507 (1992).

Lobaric acid Related Classifications

Molarity Calculator
Dilution Calculator

The molarity calculator equation

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

Mass		Concentration		Volume		Molecular Weight *
	=		×		×

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:

Lobaric acid522-53-2TMVPhosphataseLipoxygenaseTobacco mosaic virusLOXInhibitorinhibitorinhibit

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