12-Oxocalanolide A (Synonyms: (±)-12-Oxocalanolide A)

Cat. No.: HY-N1034: Data Sheet Handling Instructions
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12-Oxocalanolide A (compound 6) is a potent inhibitor of reverse transcriptase from human immunodeficiency virus type 1 (HIV-1) with an IC₅₀ and EC₅₀ of 2.8 and 12 μM, respectively. 12-Oxocalanolide A is the analogue of Calanolide.

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12-Oxocalanolide A Chemical Structure

CAS No. : 161753-49-7

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Biological Activity
Purity & Documentation
References
Customer Review

Description

IC₅₀ & Target

HIV-1

Cellular Effect

Cell Line	Type	Value	Description	References
AA5	EC₅₀	2.8 μM Compound: (+/-)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in AA5 EBV-infected B-cell Compound was evaluated for the anti-HIV activity against HIV strain IIIB in AA5 EBV-infected B-cell	[PMID: 9873509]
B-cell	EC₅₀	>10 μM Compound: (+)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in AA5 EBV-infected B-cell Compound was evaluated for the anti-HIV activity against HIV strain IIIB in AA5 EBV-infected B-cell	[PMID: 9873509]
CCRF-CEM	EC₅₀	>10 μM Compound: (+)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in 174 x CEM T-cell:B-cell fusion Compound was evaluated for the anti-HIV activity against HIV strain IIIB in 174 x CEM T-cell:B-cell fusion	[PMID: 9873509]
CCRF-CEM	EC₅₀	>10 μM Compound: (+/-)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in 174 x CEM T-cell:B-cell fusion Compound was evaluated for the anti-HIV activity against HIV strain IIIB in 174 x CEM T-cell:B-cell fusion	[PMID: 9873509]
CCRF-CEM	EC₅₀	0.27 μM Compound: (+/-)-2	Compound was evaluated for the anti-HIV activity against HIV strain SK1 in CEM-SS T-cells Compound was evaluated for the anti-HIV activity against HIV strain SK1 in CEM-SS T-cells	[PMID: 9873509]
CCRF-CEM	EC₅₀	0.62 μM Compound: (+)-2	Compound was evaluated for the anti-HIV activity against HIV strain SK1 in CEM-SS T-cells Compound was evaluated for the anti-HIV activity against HIV strain SK1 in CEM-SS T-cells	[PMID: 9873509]
CCRF-CEM	EC₅₀	1.09 μM Compound: (+)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in CEM-SS T-cells Compound was evaluated for the anti-HIV activity against HIV strain IIIB in CEM-SS T-cells	[PMID: 9873509]
CEM-SS	EC₅₀	0.15 μM Compound: 10	Using the XTT assay for cell viability, effective concentration to protect human lymphoblastoid CEM-SS cells from the cytopathic effects of HIV-1 (RF strain) was determined Using the XTT assay for cell viability, effective concentration to protect human lymphoblastoid CEM-SS cells from the cytopathic effects of HIV-1 (RF strain) was determined	[PMID: 8893846]
CEM-SS	EC₅₀	0.17 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	0.17 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	0.27 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	0.4 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	0.51 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	0.52 μM Compound: (+/-)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in CEM-SS Value was expressed as EC50 Compound was evaluated for the anti-HIV activity against HIV strain IIIB in CEM-SS Value was expressed as EC50	[PMID: 9873509]
CEM-SS	EC₅₀	0.9 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	1 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	1.2 μM Compound: (+/-)5	Concentration required to protect CEM-SS cells from HIV-1 mediated cytopathicity by 50% relative to drug-free controls was determined Concentration required to protect CEM-SS cells from HIV-1 mediated cytopathicity by 50% relative to drug-free controls was determined	[PMID: 9083491]
CEM-SS	EC₅₀	1.24 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	1.66 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	1.88 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	3.41 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells	[PMID: 9873509]
CEM-SS	EC₅₀	6.12 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (-)-2	Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	>10 μM Compound: (+)-2	Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	19 μM Compound: (+/-)5	Antiviral activity against HIV-1 determined by concentration which resulted in cytotoxicity of 50% of CEM-SS cell population relative to drug-free controls Antiviral activity against HIV-1 determined by concentration which resulted in cytotoxicity of 50% of CEM-SS cell population relative to drug-free controls	[PMID: 9083491]
CEM-SS	IC₅₀	5.6 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain IIIB in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	5.8 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain RF in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	6.3 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells Compound was evaluated for the antiviral activity against HIV-1 strain SK1 in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	6.6 μM Compound: (+/-)-2	Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells Compound was evaluated for the antiviral activity against SIV delta in CEM-SS cells	[PMID: 9873509]
CEM-SS	IC₅₀	9.3 μM Compound: 10	Using the XTT assay for cell viability, inhibitory concentration to protect human lymphoblastoid CEM-SS cells from the cytopathic effects of HIV-1 (RF strain) was determined Using the XTT assay for cell viability, inhibitory concentration to protect human lymphoblastoid CEM-SS cells from the cytopathic effects of HIV-1 (RF strain) was determined	[PMID: 8893846]
MT2	EC₅₀	0.56 μM Compound: (+/-)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in MT2 T-cells Compound was evaluated for the anti-HIV activity against HIV strain IIIB in MT2 T-cells	[PMID: 9873509]
MT2	EC₅₀	2.62 μM Compound: (+)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in MT2 T-cells Compound was evaluated for the anti-HIV activity against HIV strain IIIB in MT2 T-cells	[PMID: 9873509]
U-937	EC₅₀	>10 μM Compound: (+)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in U937 monocytic cell Compound was evaluated for the anti-HIV activity against HIV strain IIIB in U937 monocytic cell	[PMID: 9873509]
U-937	EC₅₀	3 μM Compound: (+/-)-2	Compound was evaluated for the anti-HIV activity against HIV strain IIIB in U937 monocytic cell Compound was evaluated for the anti-HIV activity against HIV strain IIIB in U937 monocytic cell	[PMID: 9873509]

Molecular Weight

368.42

Formula

C₂₂H₂₄O₅

CAS No.

161753-49-7

SMILES

O=C1C=C(CCC)C2=C3C(C=CC(C)(C)O3)=C4C(C([C@H](C)[C@@H](C)O4)=O)=C2O1

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]. Zembower DE, et al. Structural analogues of the calanolide anti-HIV agents. Modification of the trans-10,11-dimethyldihydropyran-12-ol ring (ring C). J Med Chem. 1997;40(6):1005-1017. [Content Brief]

12-Oxocalanolide A Related Classifications

Infection

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The molarity calculator equation

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

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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:

12-Oxocalanolide A161753-49-7(±)-12-Oxocalanolide AHIVHuman immunodeficiency virusreverse transcriptaseHIV-1CalanolideInhibitorinhibitorinhibit

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12-Oxocalanolide A (Synonyms: (±)-12-Oxocalanolide A)

12-Oxocalanolide A Related Antibodies

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•Related Proteins:

View All HIV Isoform Specific Products:

Biological Activity

Purity & Documentation

References

Customer Review

12-Oxocalanolide A Related Classifications

Molarity Calculator

Dilution Calculator