Acamelin
Acamelin is a Benzofuranoquinone compound that acts as a contact sensitizer. It can be isolated from the heartwood of Acacia melanoxylon R. Br., an Australian blackwood. Acamelin induces positive skin reactions and contact allergy in guinea pigs. It is applicable to research related to allergic contact dermatitis.
For research use only. We do not sell to patients.
- CAS No.: 74161-27-6
- Formula: C10H8O4
- Molecular Weight:192.17
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
Description
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Pirbright white-strain (female, allergic contact dermatitis model)[1]
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Dosage:1% concentration
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Administration:epicutaneous; single application
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Result:Elicited ++ skin reaction in 2 of 5 guinea pigs, + reaction in 2, and (+) reaction in 1 at 24 hours post-challenge.
Elicited ++ skin reaction in 2 of 5 guinea pigs, + reaction in 2, and (+) reaction in 1 at 48 hours post-challenge.
Induced slightly stronger and longer-lasting skin reactions than co-isolated 2,6-dimethoxy-1,4-benzoquinone.
Chemical Information
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CAS No. 74161-27-6
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Appearance Solid
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Molecular Weight 192.17
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Formula C10H8O4
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Color Orange to red
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SMILES
O=C(C=C(C1=O)OC)C2=C1OC(C)=C2
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Protocols
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TPA/Croton Oil Ear Edema and Dermatitis
The TPA (12-O-tetradecanoylphorbol-13-acetate) and croton oil-induced mouse ear edema model is a well-established acute cutaneous inflammation system used to evaluate topical anti-inflammatory activity by measuring edema formation, neutrophil infiltration, vascular permeability, and cytokine-mediated skin responses in vivo. The inflammatory response is triggered by topical application of phorbol esters (TPA) or croton oil constituents, leading to rapid activation of protein kinase C signaling, leukocyte recruitment, and increased vascular permeability, which can be quantified by ear thickness, weight, dye extravasation, and biochemical markers such as myeloperoxidase (MPO) activity and pro-inflammatory mediators in ear tissue homogenates. This model is widely used for screening anti-inflammatory agents, where reductions in edema and inflammatory biomarkers reflect suppression of acute dermal inflammation and immune cell infiltration. Histological evaluation typically confirms epidermal
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Contact Hypersensitivity Dermatitis
Contact hypersensitivity (CHS) dermatitis is a T cell-mediated delayed-type (Type IV) immune reaction in which low-molecular-weight haptens applied to the skin bind host proteins to form complete antigens, triggering sensitization followed by a secondary inflammatory response upon re-exposure (elicitation phase), which is commonly quantified by ear swelling as a readout of skin inflammation in murine models. This model is widely used to study allergic contact dermatitis because it is antigen-specific, reproducible, and reflects key immunological events including dendritic cell activation, T cell priming in draining lymph nodes, and effector T cell-driven tissue inflammation. DNFB- and oxazolone-induced CHS models are standard systems for evaluating both acute and chronic T cell-dependent skin inflammation and for testing immunomodulatory interventions.
Purity & Documentation
References
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)