What is E586? – Complete guide to understanding 4-Hexylresorcinol

What is E586?

Complete guide to understanding E586 (4-Hexylresorcinol) β€” a specialized antioxidant approved ONLY for crustaceans (shrimp), prevents melanosis (blackening), re-evaluated by EFSA 2014

πŸ”΅ SPECIALIZED CRUSTACEAN ANTIOXIDANT – HIGHLY RESTRICTED USE: E586 (4-Hexylresorcinol) is a phenolic antioxidant compound UNIQUELY approved in the EU ONLY for fresh, frozen, and deep-frozen crustaceans (shrimp, prawns, lobster) at maximum 2 mg/kg as residues in crustacean meat. E586 prevents melanosis β€” the enzymatic browning/blackening that occurs in crustaceans after death due to oxidation of amino acids (tyrosine) to melanin pigment. This is the most specialized and restricted food additive in modern regulatory practice: approved for ONE food category ONLY with no approved uses in any other foods. E586 was re-evaluated by EFSA in 2014 and confirmed safe at authorized levels. E586 demonstrates how regulatory systems can create highly targeted approvals for specific food safety needs when broader use would be inappropriate or unnecessary.

The Quick Answer

E586 (4-Hexylresorcinol) is a specialized antioxidant approved ONLY for crustaceans to prevent melanosis (enzymatic browning) β€” highly restricted use, no approved uses in any other foods, re-evaluated by EFSA 2014 and confirmed safe.

What makes E586 fundamentally different from all previous additives: E586 is the MOST RESTRICTIVELY APPROVED food additive examined in this entire research collection. While E551 is approved in multiple food categories, E585 serves multiple functions, and E579-E580 are broadly approved for fortification, E586 is approved for ONE PURPOSE in ONE FOOD CATEGORY ONLY: preventing melanosis in crustaceans. Maximum permitted level: 2 mg/kg as residues in crustacean meat. This extreme specificity reveals sophisticated regulatory thinking: recognizing that some substances are appropriate for specific food safety challenges but NOT appropriate for general food use. Melanosis is a legitimate food quality problem in crustaceans (consumers expect white/pink shrimp, not black); E586 solves this problem with no broader applications necessary. E586 demonstrates that regulatory systems CAN create narrowly targeted approvals when science, safety, and necessity all align.

E586 is unique: the most restrictively approved additive, authorized for ONE food category only.

πŸ“Œ Quick Facts

  • Chemical Name: 4-Hexylresorcinol; 4-Heptylresorcinol; 2,4-dihydroxyhexylbenzene
  • Type: Phenolic antioxidant; specialized color retention agent; melanosis prevention
  • Chemical formula: C₁₂Hβ‚β‚ˆOβ‚‚; Molecular weight: 178
  • Appearance: White or nearly white powder with characteristic odor
  • CRITICAL: Approved uses: ONLY crustaceans (shrimp, prawns, lobster) β€” NO other approved uses
  • Maximum level: 2 mg/kg as residues in crustacean meat
  • EU Status: Approved only for crustaceans; re-evaluated by EFSA 2014 (confirmed safe)
  • FDA Status: Approved for crustaceans in USA
  • JECFA Status: Approved; ADI 0-0.03 mg/kg body weight
  • Mechanism: Inhibits enzymatic browning (melanosis) caused by polyphenol oxidase in crustacean muscle

What Exactly Is E586?

E586 is 4-hexylresorcinol, a phenolic antioxidant that prevents melanosis (enzymatic browning) in crustaceans by inhibiting polyphenol oxidase enzyme activity.

Chemical composition: Phenolic compound with hydrophobic alkyl chain; 2,4-dihydroxyhexylbenzene

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Structure: Benzene ring with two hydroxyl groups (resorcinol base) and a hexyl (6-carbon) alkyl side chain

Appearance: White or nearly white crystalline powder with characteristic odor; water-insoluble (lipophilic)

Physical properties:

– Molecular weight: 178.27
– CAS number: 136-77-6
– EC number: 205-245-9
– Melting point: 69Β°C
– Practically insoluble in water; soluble in organic solvents
– Lipophilic properties allow partitioning into crustacean tissue

Key functional properties:

– Inhibits polyphenol oxidase (PPO) enzyme activity
– Prevents melanosis: enzymatic browning in crustacean muscle
– Maintains visual quality: preserves white/pink color consumers expect
– Residual use: applied to crustacean surface; minimal penetration required
– Specific application: ONLY appropriate for crustaceans
– No preservative effect: prevents color change, not spoilage

πŸ”¬ Understanding E586’s Specialized Function β€” The Melanosis Problem: Melanosis is an enzymatic browning reaction that occurs naturally in crustacean muscle after death. The enzyme polyphenol oxidase (PPO) catalyzes oxidation of tyrosine amino acids to melanin pigment, causing the characteristic black spots and discoloration. This is NOT spoilage β€” the crustacean is still safe to eat. But consumers expect white/pink shrimp and will reject black or darkened product. E586 prevents melanosis by inhibiting PPO enzyme activity, maintaining the visual quality consumers expect. This is why E586 is approved ONLY for crustaceans: it solves a specific color problem in a specific food, not a general food safety need.

The Melanosis Problem: Why E586 Is Needed

Melanosis is a specific food quality problem unique to crustaceans β€” E586 addresses this problem with surgical precision.

What is melanosis?

– Enzymatic browning in crustacean muscle following harvest/death
– Caused by polyphenol oxidase (PPO) enzyme activation
– Tyrosine amino acids oxidized to melanin pigment
– Black spots and discoloration appear within hours to days
– NOT spoilage: crustacean remains safe to eat
– NOT bacterial growth: purely enzymatic color change
– Cosmetic problem: consumers reject visually darkened product

Why this matters for food industry:

Melanosis causes significant product loss in crustacean supply chains. Shrimp harvested and frozen without melanosis prevention can develop black spots during storage, making them commercially unsuitable even though quality and safety are unaffected. E586 prevents this enzymatic reaction, protecting product value and reducing waste.

Why E586 is approved ONLY for crustaceans:

E586 inhibits polyphenol oxidase, an enzyme found in many foods (apples, potatoes, mushrooms, lettuce). If E586 were broadly approved, it could be used in salads, potato products, etc. But regulatory bodies decided that broad approval was unnecessary and potentially inappropriate. Consumers accept and expect browning in cut apples and potatoes; they don’t. The narrow approval reflects this: E586 solves a SPECIFIC problem in a SPECIFIC food where the solution is justified.

EFSA 2014 Re-evaluation: Safety Confirmed

Official EFSA Scientific Opinion (2014): Safety of 4-hexylresorcinol (E586) β€” Re-evaluation confirmed.

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Key findings from EFSA 2014:

– Function confirmed: Effective melanosis inhibitor at authorized levels
– Safety conclusion: Of no safety concern at proposed use levels
– ADI established: 0-0.03 mg/kg body weight
– Exposure assessment: Dietary exposure from authorized use does not exceed ADI
– Genotoxicity: No safety concern identified
– Continued approval: Recommended for continued authorization at 2 mg/kg level

Critical factor in safety assessment: E586 is applied topically to crustacean surface and used at very low levels (maximum 2 mg/kg residue in meat). Typical exposure from consuming treated crustaceans is minimal: eating a 200g serving of treated shrimp provides approximately 0.4 mg E586, far below the ADI of 0.03 mg/kg body weight (which equals 2.1 mg for a 70 kg adult).

βœ… SAFETY CONFIRMED: EFSA 2014 re-evaluation of E586 confirmed no safety concerns at authorized use levels (2 mg/kg residue in crustacean meat). ADI established at 0-0.03 mg/kg body weight. Dietary exposure from authorized use remains below ADI. E586 continues to be approved for crustacean melanosis prevention with no restrictions beyond the existing authorization.

Regulatory Context: Why Such Restrictive Approval?

E586’s narrow approval reflects sophisticated regulatory thinking about necessity and appropriateness.

Regulatory Aspect E586 (4-Hexylresorcinol) Typical Approved Additives
Number of approved food categories ONE (crustaceans only) Multiple (varies by additive)
Approved uses Melanosis prevention in crustaceans Multiple functions across categories
Maximum permitted level 2 mg/kg as residues Varies; often 100s-1000s mg/kg
Regulatory rationale Specific solution to specific problem Broader functional necessity
Potential broader use? Explicitly NOT approved for other foods Often applicable to multiple categories
Safety rationale Necessary AND appropriate for crustaceans only Necessary for authorized applications

The regulatory principle behind E586: A substance can be safe for a specific application (preventing melanosis in crustaceans at 2 mg/kg) without being approved for broader applications. Regulatory bodies distinguished between “safe at this level” and “appropriate for this use.” E586 is safe and appropriate for crustaceans; broader approval would be neither necessary nor appropriate.

The Bottom Line

E586 is 4-hexylresorcinol, a specialized antioxidant approved ONLY for crustaceans to prevent melanosis β€” the most restrictively approved food additive, re-evaluated by EFSA 2014 and confirmed safe.

Key facts about E586:

– Specialized function: Melanosis prevention (enzymatic browning) in crustaceans ONLY
– Restrictive approval: Approved for ONE food category only; no broader uses
– Maximum level: 2 mg/kg as residues in crustacean meat
– Safety established: EFSA 2014 re-evaluation confirmed no safety concerns
– ADI: 0-0.03 mg/kg body weight (very low, reflecting specialized use)
– Typical exposure: Minimal from authorized crustacean use
– Regulatory principle: Safe AND appropriate for specific application; not broadly approved
– Consumer benefit: Maintains visual quality of crustaceans without safety compromise

βœ… BOTTOM LINE: E586 (4-Hexylresorcinol) is the most restrictively approved food additive examined in this research collection β€” authorized ONLY for fresh, frozen, and deep-frozen crustaceans at maximum 2 mg/kg to prevent melanosis (enzymatic browning). EFSA’s 2014 re-evaluation confirmed safety at authorized levels with no concerns identified. E586 exemplifies sophisticated regulatory discrimination: recognizing that a substance can be safe and appropriate for a specific application (preventing color degradation in crustaceans) while explicitly NOT approving broader uses. This targeted approach demonstrates regulatory systems working effectively when necessity, safety, and appropriate application all align.

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