Component

Delta-tocopherol-13′-carboxychromanol

Long-chain terminal carboxylate metabolite of delta-tocopherol, delta-T-13′-COOH, with a saturated side chain.

5 recorded relationships. Experimental role, claim status and evidence remain attached to each record.

Read recorded mechanisms Open recursive mind map

How nutrients influence it

Every nutrient with a recorded effect on this component, credited to the nutrient that acted rather than the chapter that recorded it. Open a nutrient to see the findings and the conditions they were measured under.

How nutrients reach it in more than one step

Chains of two or more recorded steps that end here, grouped by the nutrient they start from. Each step is a separate finding, so a chain is a route a mechanism could take, not proof that it does.

Tracing routes…

What it does

Every recorded relationship this component is part of, grouped by its role. Plain wording comes first; the technical statement follows.

Recorded relationships

What it acts on

  1. Park and colleagues classified Delta-tocopherol-13′-carboxychromanol as a competitive inhibitor of human recombinant 5-LOX, with Ki 1.6 µM; oxygen-consumption kinetics showed increased apparent substrate requirement without an apparent decrease in Vmax.

    Delta-tocopherol-13′-carboxychromanol → Arachidonate 5-lipoxygenase (ALOX5) source_derived_draftungraded
    Experimental context and source evidence
    cross_nutrient
    false
    experimental_model
    Human recombinant 5-LOX oxygen-electrode initial-rate kinetics
    exposure
    10 min inhibitor preincubation; arachidonic acid 5–50 µM in 50 mM Tris pH 7.4 and 0.4 mM CaCl2; reported substrate Km 2.1 µM.
    limitations
    Kinetic classification is not a solved binding structure. The delta-tocotrienol metabolite result conflicts with Pein’s allosteric interpretation; differing IC50 values alone are not treated as conflicts.
    nutrient_topic
    Vitamin E research collection; topical membership is not evidence of a direct dietary effect. · Vitamin E
    organism
    Homo sapiens
    plain_language
    Kinetic measurements in this study indicated competition between this compound and arachidonic acid at 5-lipoxygenase.
    primary_references
    [park2022] Different forms of vitamin E and metabolite 13'-carboxychromanols inhibit cyclooxygenase-1 and its catalyzed thromboxane in platelets, and tocotrienols and 13'-carboxychromanols are competitive inhibitors of 5-lipoxygenase. (2022). https://pubmed.ncbi.nlm.nih.gov/34710615/ DOI: 10.1016/j.jnutbio.2021.108884
    tissue_or_cell_type
    Cell-free enzyme

    Vitamin E: transport, membrane protection and nutrient interactions (2026-09-17) · lines 1050–1061

    AI-assisted literature curation; primary study URLs and scope retained in the document and extraction. Not publisher full text. · supports · Human recombinant 5-LOX oxygen-electrode initial-rate kinetics · source_derived_draft · unverified_draft

    ### e-sig-delta-acid-competitive Park and colleagues classified Delta-tocopherol-13′-carboxychromanol as a competitive inhibitor of human recombinant 5-LOX, with Ki 1.6 µM; oxygen-consumption kinetics showed increased apparent substrate requirement without an apparent decrease in Vmax. Condition category: normal nutrient_topic: Vitamin E research collection; topical membership is not evidence of a direct dietary effect. plain_language: Kinetic measurements in this study indicated competition between this compound and arachidonic acid at 5-lipoxygenase. organism: Homo sapiens tissue_or_cell_type: Cell-free enzyme experimental_model: Human recombinant 5-LOX oxygen-electrode initial-rate kinetics limitations: Kinetic classification is not a solved binding structure. The delta-tocotrienol metabolite result conflicts with Pein’s allosteric interpretation; differing IC50 values alone are not treated as conflicts. exposure: 10 min inhibitor preincubation; arachidonic acid 5–50 µM in 50 mM Tris pH 7.4 and 0.4 mM CaCl2; reported substrate Km 2.1 µM. cross_nutrient: false [park2022] Different forms of vitamin E and metabolite 13'-carboxychromanols inhibit cyclooxygenase-1 and its catalyzed thromboxane in platelets, and tocotrienols and 13'-carboxychromanols are competitive inhibitors of 5-lipoxygenase. (2022). https://pubmed.ncbi.nlm.nih.gov/34710615/ DOI: 10.1016/j.jnutbio.2021.108884
    Complete structured claim and evidence

  2. Delta-tocopherol-13′-carboxychromanol competitively inhibited purified ovine COX-1 cyclooxygenase activity with a reported Ki of 3.9 µM, measured by initial oxygen consumption while varying arachidonic acid.

    Delta-tocopherol-13′-carboxychromanol → Ovine cyclooxygenase-1 source_derived_draftungraded
    Experimental context and source evidence
    cross_nutrient
    false
    experimental_model
    Purified-enzyme oxygen-electrode kinetics
    exposure
    13′-COOH 0, 7.5, 15 or 25 µM; arachidonic acid 6–200 µM in Tris pH 8 with 1 µM hematin, phenol and EDTA.
    limitations
    Purified enzyme kinetics do not establish human anti-inflammatory benefit. Cyclooxygenase and peroxidase activities must not be conflated.
    nutrient_topic
    Vitamin E research collection; topical membership is not evidence of a direct dietary effect. · Vitamin E
    organism
    Ovis aries
    plain_language
    The long-chain delta-tocopherol metabolite interfered with this purified enzyme’s use of arachidonic acid.
    primary_references
    [jiang2008] Long-chain carboxychromanols, metabolites of vitamin E, are potent inhibitors of cyclooxygenases. (2008). https://pubmed.ncbi.nlm.nih.gov/19074288/ DOI: 10.1073/pnas.0810962106
    tissue_or_cell_type
    Cell-free enzyme

    Vitamin E: transport, membrane protection and nutrient interactions (2026-09-17) · lines 855–866

    AI-assisted literature curation; primary study URLs and scope retained in the document and extraction. Not publisher full text. · supports · Purified-enzyme oxygen-electrode kinetics · source_derived_draft · unverified_draft

    ### e-sig-delta-acid-cox1 Delta-tocopherol-13′-carboxychromanol competitively inhibited purified ovine COX-1 cyclooxygenase activity with a reported Ki of 3.9 µM, measured by initial oxygen consumption while varying arachidonic acid. Condition category: normal nutrient_topic: Vitamin E research collection; topical membership is not evidence of a direct dietary effect. plain_language: The long-chain delta-tocopherol metabolite interfered with this purified enzyme’s use of arachidonic acid. organism: Ovis aries tissue_or_cell_type: Cell-free enzyme experimental_model: Purified-enzyme oxygen-electrode kinetics limitations: Purified enzyme kinetics do not establish human anti-inflammatory benefit. Cyclooxygenase and peroxidase activities must not be conflated. exposure: 13′-COOH 0, 7.5, 15 or 25 µM; arachidonic acid 6–200 µM in Tris pH 8 with 1 µM hematin, phenol and EDTA. cross_nutrient: false [jiang2008] Long-chain carboxychromanols, metabolites of vitamin E, are potent inhibitors of cyclooxygenases. (2008). https://pubmed.ncbi.nlm.nih.gov/19074288/ DOI: 10.1073/pnas.0810962106
    Complete structured claim and evidence

  3. Delta-tocopherol-13′-carboxychromanol competitively inhibited purified human COX-2 cyclooxygenase activity with a reported Ki of 10.7 µM, measured by initial oxygen consumption while varying arachidonic acid.

    Delta-tocopherol-13′-carboxychromanol → Cyclooxygenase-2 (PTGS2) source_derived_draftungraded
    Experimental context and source evidence
    cross_nutrient
    false
    experimental_model
    Purified-enzyme oxygen-electrode kinetics
    exposure
    13′-COOH 0, 7.5, 15 or 25 µM; arachidonic acid 6–200 µM in Tris pH 8 with 1 µM hematin, phenol and EDTA.
    limitations
    Purified enzyme kinetics do not establish human anti-inflammatory benefit. Cyclooxygenase and peroxidase activities must not be conflated.
    nutrient_topic
    Vitamin E research collection; topical membership is not evidence of a direct dietary effect. · Vitamin E
    organism
    Homo sapiens
    plain_language
    The long-chain delta-tocopherol metabolite interfered with this purified enzyme’s use of arachidonic acid.
    primary_references
    [jiang2008] Long-chain carboxychromanols, metabolites of vitamin E, are potent inhibitors of cyclooxygenases. (2008). https://pubmed.ncbi.nlm.nih.gov/19074288/ DOI: 10.1073/pnas.0810962106
    tissue_or_cell_type
    Cell-free enzyme

    Vitamin E: transport, membrane protection and nutrient interactions (2026-09-17) · lines 868–879

    AI-assisted literature curation; primary study URLs and scope retained in the document and extraction. Not publisher full text. · supports · Purified-enzyme oxygen-electrode kinetics · source_derived_draft · unverified_draft

    ### e-sig-delta-acid-cox2 Delta-tocopherol-13′-carboxychromanol competitively inhibited purified human COX-2 cyclooxygenase activity with a reported Ki of 10.7 µM, measured by initial oxygen consumption while varying arachidonic acid. Condition category: normal nutrient_topic: Vitamin E research collection; topical membership is not evidence of a direct dietary effect. plain_language: The long-chain delta-tocopherol metabolite interfered with this purified enzyme’s use of arachidonic acid. organism: Homo sapiens tissue_or_cell_type: Cell-free enzyme experimental_model: Purified-enzyme oxygen-electrode kinetics limitations: Purified enzyme kinetics do not establish human anti-inflammatory benefit. Cyclooxygenase and peroxidase activities must not be conflated. exposure: 13′-COOH 0, 7.5, 15 or 25 µM; arachidonic acid 6–200 µM in Tris pH 8 with 1 µM hematin, phenol and EDTA. cross_nutrient: false [jiang2008] Long-chain carboxychromanols, metabolites of vitamin E, are potent inhibitors of cyclooxygenases. (2008). https://pubmed.ncbi.nlm.nih.gov/19074288/ DOI: 10.1073/pnas.0810962106
    Complete structured claim and evidence

  4. Delta-tocopherol-13′-carboxychromanol inhibited human recombinant 5-LOX with IC50 0.5–1 µM in a hydroperoxide-sensitive FOX assay; parent alpha-, gamma- and delta-tocopherols did not inhibit at 50 µM.

    Delta-tocopherol-13′-carboxychromanol → Arachidonate 5-lipoxygenase (ALOX5) source_derived_draftungraded
    Experimental context and source evidence
    cross_nutrient
    false
    experimental_model
    Human recombinant 5-LOX and FOX endpoint
    exposure
    4 min preincubation; arachidonic acid 75 µM; FOX absorbance at 560 and 575 nm.
    limitations
    FOX reports oxidation products, not binding-site structure. Potency depends on assay conditions; later papers use other assays.
    nutrient_topic
    Vitamin E research collection; topical membership is not evidence of a direct dietary effect. · Vitamin E
    organism
    Homo sapiens
    plain_language
    The long-chain metabolite inhibited the isolated leukotriene-producing enzyme much more strongly than the parent tocopherols in this assay.
    primary_references
    [jiang2011] Natural forms of vitamin E and 13'-carboxychromanol, a long-chain vitamin E metabolite, inhibit leukotriene generation from stimulated neutrophils by blocking calcium influx and suppressing 5-lipoxygenase activity, respectively. (2011). https://pubmed.ncbi.nlm.nih.gov/21169551/ DOI: 10.4049/jimmunol.1002342
    tissue_or_cell_type
    Cell-free enzyme

    Vitamin E: transport, membrane protection and nutrient interactions (2026-09-17) · lines 920–931

    AI-assisted literature curation; primary study URLs and scope retained in the document and extraction. Not publisher full text. · supports · Human recombinant 5-LOX and FOX endpoint · source_derived_draft · unverified_draft

    ### e-sig-delta-acid-lox Delta-tocopherol-13′-carboxychromanol inhibited human recombinant 5-LOX with IC50 0.5–1 µM in a hydroperoxide-sensitive FOX assay; parent alpha-, gamma- and delta-tocopherols did not inhibit at 50 µM. Condition category: normal nutrient_topic: Vitamin E research collection; topical membership is not evidence of a direct dietary effect. plain_language: The long-chain metabolite inhibited the isolated leukotriene-producing enzyme much more strongly than the parent tocopherols in this assay. organism: Homo sapiens tissue_or_cell_type: Cell-free enzyme experimental_model: Human recombinant 5-LOX and FOX endpoint limitations: FOX reports oxidation products, not binding-site structure. Potency depends on assay conditions; later papers use other assays. exposure: 4 min preincubation; arachidonic acid 75 µM; FOX absorbance at 560 and 575 nm. cross_nutrient: false [jiang2011] Natural forms of vitamin E and 13'-carboxychromanol, a long-chain vitamin E metabolite, inhibit leukotriene generation from stimulated neutrophils by blocking calcium influx and suppressing 5-lipoxygenase activity, respectively. (2011). https://pubmed.ncbi.nlm.nih.gov/21169551/ DOI: 10.4049/jimmunol.1002342
    Complete structured claim and evidence

  5. Delta-tocopherol-13′-carboxychromanol reduced A23187-stimulated TXB2 output from washed rat platelets, with the metabolite experiments reporting IC50 values in the 1.5–2.5 µM range.

    Delta-tocopherol-13′-carboxychromanol → Thromboxane B2 source_derived_draftungraded
    Experimental context and source evidence
    cross_nutrient
    false
    experimental_model
    Washed rat platelet stimulation and TXB2 enzyme immunoassay
    exposure
    25 min compound preincubation at 37°C; 1–2 µM A23187 with 1–2 mM CaCl2 for 10 min.
    limitations
    TXB2 is a stable surrogate for TXA2 production; neither clinical bleeding nor platelet aggregation was measured in this endpoint. Isolated rat platelets do not establish human antithrombotic benefit.
    nutrient_topic
    Vitamin E research collection; topical membership is not evidence of a direct dietary effect. · Vitamin E
    organism
    Rattus norvegicus
    plain_language
    The metabolite reduced a measured marker of thromboxane production in isolated rat platelets.
    primary_references
    [park2022] Different forms of vitamin E and metabolite 13'-carboxychromanols inhibit cyclooxygenase-1 and its catalyzed thromboxane in platelets, and tocotrienols and 13'-carboxychromanols are competitive inhibitors of 5-lipoxygenase. (2022). https://pubmed.ncbi.nlm.nih.gov/34710615/ DOI: 10.1016/j.jnutbio.2021.108884
    tissue_or_cell_type
    Isolated blood platelets

    Vitamin E: transport, membrane protection and nutrient interactions (2026-09-17) · lines 1076–1087

    AI-assisted literature curation; primary study URLs and scope retained in the document and extraction. Not publisher full text. · supports · Washed rat platelet stimulation and TXB2 enzyme immunoassay · source_derived_draft · unverified_draft

    ### e-sig-delta-acid-platelet-txb2 Delta-tocopherol-13′-carboxychromanol reduced A23187-stimulated TXB2 output from washed rat platelets, with the metabolite experiments reporting IC50 values in the 1.5–2.5 µM range. Condition category: normal nutrient_topic: Vitamin E research collection; topical membership is not evidence of a direct dietary effect. plain_language: The metabolite reduced a measured marker of thromboxane production in isolated rat platelets. organism: Rattus norvegicus tissue_or_cell_type: Isolated blood platelets experimental_model: Washed rat platelet stimulation and TXB2 enzyme immunoassay limitations: TXB2 is a stable surrogate for TXA2 production; neither clinical bleeding nor platelet aggregation was measured in this endpoint. Isolated rat platelets do not establish human antithrombotic benefit. exposure: 25 min compound preincubation at 37°C; 1–2 µM A23187 with 1–2 mM CaCl2 for 10 min. cross_nutrient: false [park2022] Different forms of vitamin E and metabolite 13'-carboxychromanols inhibit cyclooxygenase-1 and its catalyzed thromboxane in platelets, and tocotrienols and 13'-carboxychromanols are competitive inhibitors of 5-lipoxygenase. (2022). https://pubmed.ncbi.nlm.nih.gov/34710615/ DOI: 10.1016/j.jnutbio.2021.108884
    Complete structured claim and evidence

In the sources

Preserved passages that mention this component, quoted exactly. Open one to read it in context.

    This is a research prototype built from draft material. It is not medical advice, and its statements still await verification against the original studies.