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Category:antioxidants
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 520.50 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 410.00 °F. TCC ( 209.90 °C. ) (est)
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| logP (o/w): | 9.180 (est) |
| Soluble in: |
| | water, 0.0001877 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | antioxidants |
| Recommendation for erythrodiol usage levels up to: | | | not for fragrance use.
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| Recommendation for erythrodiol flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :101761 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| (3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol |
| Chemidplus:0000545482 |
References:
| | (3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 101761 |
| Pubchem (sid): | 135060108 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| (3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-8a-( | hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-ol | | (3b)- | olean-12-ene-3,28-diol | | (3beta)- | olean-12-ene-3,28-diol
| | 12- | oleanene-3,28-diol |
Articles:
| PubMed:Changes in the Triterpenoid Content of Cuticular Waxes during Fruit Ripening of Eight Grape (Vitis vinifera) Cultivars Grown in the Upper Rhine Valley. |
| PubMed:From a traditional medicinal plant to a rational drug: understanding the clinically proven wound healing efficacy of birch bark extract. |
| PubMed:Chemical constituents and cytotoxic effect of the main compounds of Lythrum salicaria L. |
| PubMed:New cytotoxic spirostane saponin and biflavonoid glycoside from the leaves of Acacia saligna (Labill.) H.L. Wendl. |
| PubMed:Bioactive properties of the main triterpenes found in olives, virgin olive oil, and leaves of Olea europaea. |
| PubMed:The involvement of β-amyrin 28-oxidase (CYP716A52v2) in oleanane-type ginsenoside biosynthesis in Panax ginseng. |
| PubMed:Time course of pentacyclic triterpenoids from fruits and leaves of olive tree (Olea europaea L.) cv. Picual and cv. Cornezuelo during ripening. |
| PubMed:[Chemical constituents of Gentiana rhodantha]. |
| PubMed:A rapid method to determine sterol, erythrodiol, and uvaol concentrations in olive oil. |
| PubMed:Changes of the wax contents in mixtures of olive oils as determined by gas chromatography with a flame ionization detector. |
| PubMed:Triterpenoid content of berries and leaves of bilberry Vaccinium myrtillus from Finland and Poland. |
| PubMed:Triterpenoid profile of flower and leaf cuticular waxes of heather Calluna vulgaris. |
| PubMed:Fast separation of triterpenoids by supercritical fluid chromatography/evaporative light scattering detector. |
| PubMed:Sterols and triterpene diols in olive oil as indicators of variety and degree of ripening. |
| PubMed:Characterisation and phenolic profiles of two rare olive oils from southern Tunisia: Dhokar and Gemri-Dhokar cultivars. |
| PubMed:DIOL triterpenes block profibrotic effects of angiotensin II and protect from cardiac hypertrophy. |
| PubMed:Efficacy of bioactive compounds from extra virgin olive oil to modulate atherosclerosis development. |
| PubMed:Putralone, a novel 10alpha-hydroxy-25-nor D:A friedo-oleanane triterpenoid from Putranjiva roxburghii. |
| PubMed:Comparison of the triterpenoid content of berries and leaves of lingonberry Vaccinium vitis-idaea from Finland and Poland. |
| PubMed:Investigation of unsaponifiable matter of plant oils and isolation of eight phytosterols by means of high-speed counter-current chromatography. |
| PubMed:Natural triterpenes modulate immune-inflammatory markers of experimental autoimmune encephalomyelitis: therapeutic implications for multiple sclerosis. |
| PubMed:Chemical constituents and allelopathic and antioxidant activities of Alchorneopsis floribunda Müll. Arg. (Euphorbiaceae). |
| PubMed:CYP716A subfamily members are multifunctional oxidases in triterpenoid biosynthesis. |
| PubMed:[Synthesis and antitumor activity of betulin, erythrodiol and uvaol aminopropoxy derivatives]. |
| PubMed:Medicago truncatula CYP716A12 is a multifunctional oxidase involved in the biosynthesis of hemolytic saponins. |
| PubMed:Chemometric classification of the fat residues from the conditioning operations of table olive processing, based on their minor components. |
| PubMed:Bioactivity-guided study of antiproliferative activities of Salvia extracts. |
| PubMed:Evaluation of chemical constituents and antinociceptive properties of Myricaria elegans Royle. |
| PubMed:Antioxidant, antiproliferative, and pro-apoptotic capacities of pentacyclic triterpenes found in the skin of olives on MCF-7 human breast cancer cells and their effects on DNA damage. |
| PubMed:Antimicrobial and antioxidant effects of phenolic constituents from Klainedoxa gabonensis. |
| PubMed:Pentacyclic triterpenoids from olive fruit and leaf. |
| PubMed:Antioxidant and antiatherogenic activities of pentacyclic triterpenic diols and acids. |
| PubMed:[Immunosuppressive triterpenes from Tetraena mongolica]. |
| PubMed:New hopane triterpene from Dicranostigma leptopodum (Maxim) Fedde. |
| PubMed:Two new secoiridoid glycosides from the leaves of Olea europaea L. |
| PubMed:Terpenoids induce cell cycle arrest and apoptosis from the stems of Celastrus kusanoi associated with reactive oxygen species. |
| PubMed:A new erythrodiol triterpene fatty ester from Scorzonera mongolica. |
| PubMed:Conferin, potent antioxidant and anti-inflammatory isoflavone from Caragana conferta Benth. |
| PubMed:Fruit quality and olive leaf and stone addition affect Picual virgin olive oil triterpenic content. |
| PubMed:Natural triterpenic diols promote apoptosis in astrocytoma cells through ROS-mediated mitochondrial depolarization and JNK activation. |
| PubMed:Triterpenic content and chemometric analysis of virgin olive oils from forty olive cultivars. |
| PubMed:Fast and selective determination of triterpenic compounds in olive leaves by liquid chromatography-tandem mass spectrometry with multiple reaction monitoring after microwave-assisted extraction. |
| PubMed:Antioxidative action of methanolic extract and buthanolic fraction of Vochysia tucanorum Mart. in the gastroprotection. |
| PubMed:Cytotoxic activities of extracts and compounds from Viscum coloratum and its transformation products by Rhodobacter sphaeroides. |
| PubMed:New antibacterial pentacyclic triterpenes from Myricaria elegans Royle. (tamariscineae). |
| PubMed:Urease inhibitor from Datisca cannabina linn. |
| PubMed:Biotransformation of beta-amyrin acetate by Rhodobacter sphaeroides. |
| PubMed:Retraction notice to "Erythrodiol-3-acetate, pentacyclic triterpenoid from Styrax japonica, expressions of matrix metalloproteinase-1,2 in cultured human skin fibroblasts" [J. Ethnopharmacol. 97 (2005) 567-571]. |
| PubMed:Erythrodiol, a natural triterpenoid from olives, has antiproliferative and apoptotic activity in HT-29 human adenocarcinoma cells. |
| PubMed:Selective solid-phase extraction of a triterpene acid from a plant extract by molecularly imprinted polymer. |
| PubMed:Oleanolic acid induces prostacyclin release in human vascular smooth muscle cells through a cyclooxygenase-2-dependent mechanism. |
| PubMed:How heating affects extra virgin olive oil quality indexes and chemical composition. |
| PubMed:Ultrasound-assisted extraction and silylation prior to gas chromatography-mass spectrometry for the characterization of the triterpenic fraction in olive leaves. |
| PubMed:Tyrosinase inhibitory pentacyclic triterpenes and analgesic and spasmolytic activities of methanol extracts of Rhododendron collettianum. |
| PubMed:Triterpenes in the hexane extract of leaves of Olea europaea L.: analysis using 13C-NMR spectroscopy. |
| PubMed:Formation of triterpenoids throughout Olea europaea fruit ontogeny. |
| PubMed:WITHDRAWN: Erythrodiol-3-acetate isolated from Styrax japonica elicits the inhibition of UV-induced gelatinases B in cultured human keratinocyte cells. |
| PubMed:Modulation of cytokine secretion by pentacyclic triterpenes from olive pomace oil in human mononuclear cells. |
| PubMed:Physical, chemical and pharmacological characterization of a new oleogel-forming triterpene extract from the outer bark of birch (betulae cortex). |
| PubMed:The effect of erythrodiol-3-acetate on the expressions of matrix metalloproteinase-1 and type-1 procollagen caused by ultraviolet irradiated cultured primary old aged human skin fibroblasts. |
| PubMed:Analysis of unsaponifiable compounds of edible oils by automated on-line coupling reversed-phase liquid chromatography-gas chromatography using the through oven transfer adsorption desorption interface. |
| PubMed:Triterpenoids from Drypetes chevalieri Beille (euphorbiaceae). |
| PubMed:Four new isoflavonoids from the stem bark of Erythrina variegata. |
| PubMed:Triterpenic compounds from "orujo" olive oil elicit vasorelaxation in aorta from spontaneously hypertensive rats. |
| PubMed:WITHDRAWN: The effect of erythrodiol-3-acetate on the expression of matrix metalloproteinase-9 caused by ultraviolet-irradiated cultured human keratinocyte cells. |
| PubMed:Triterpenoid from Styrax japonica SIEB. et ZUCC, and its effects on the expression of matrix metalloproteinases-1 and type 1 procollagen caused by ultraviolet irradiated cultured primary human skin fibroblasts. |
| PubMed:Erythrodiol-3-acetate, pentacyclic triterpenoid from Styrax japonica, expressions of matrix metalloproteinase-1,2 in cultured human skin fibroblasts. |
| PubMed:Effect of dietary high-oleic-acid oils that are rich in antioxidants on microsomal lipid peroxidation in rats. |
| PubMed:Potential vasorelaxant effects of oleanolic acid and erythrodiol, two triterpenoids contained in 'orujo' olive oil, on rat aorta. |
| PubMed:3 Beta-(3,4-dihydroxycinnamoyl)-erythrodiol, a cytotoxic constituent of Zygophyllum geslini collected in the Algerian Sahara. |
| PubMed:Pentacyclic triterpenoids and their cytotoxicity from the stem bark of Styrax japonica S. et Z. |
| PubMed:Four new triterpenoids from Maytenus ilicifolia. |
| PubMed:Saponins from the bark of Nephelium maingayi. |
| PubMed:Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells. |
| PubMed:Pentacyclic triterpenoid and saponins from Gambeya boukokoensis. |
| PubMed:Novel sphingolipids from Conyza canadensis. |
| PubMed:Pentacyclic triterpenoids from Ilex macropoda. |
| PubMed:Fatty acid esters of triterpenoids and steroid glycosides from Gambeya africana. |
| PubMed:Spasmolytic effects of baccharis conferta and some of its constituents. |
| PubMed:Constituents of Compositae plants III. Anti-tumor promoting effects and cytotoxic activity against human cancer cell lines of triterpene diols and triols from edible chrysanthemum flowers. |
| PubMed:Cytotoxic isoflavones from Erythrina indica. |
| PubMed:Antiprotozoal activity of the constituents of Conyza filaginoides. |
| PubMed:Effect of minor components of virgin olive oil on topical antiinflammatory assays. |
| PubMed:Cytotoxic constituents from Solidago virga-aurea var. gigantea MIQ. |
| PubMed:Inhibitory effect of some triterpenes from cacti on 32Pi-incorporation into phospholipids of HeLa cells promoted by 12-O-tetradecanoylphorbol-13-acetate. |
| PubMed:Validated method for quantitation and identification of 4,4-desmethylsterols and triterpene diols in plant oils by thin-layer chromatography-high resolution gas chromatography-mass spectrometry. |
| PubMed:Effect of selected triterpenoids on chronic dermal inflammation. |
| PubMed:Smooth muscle relaxing flavonoids and terpenoids from Conyza filaginoides. |
| PubMed:Determination of sterols, erythrodiol, uvaol and alkanols in olive oils using combined solid-phase extraction, high-performance liquid chromatographic and high-resolution gas chromatographic techniques. |
| PubMed:Inhibition of human leucocyte elastase by ursolic acid. Evidence for a binding site for pentacyclic triterpenes. |
| PubMed:Inhibition of the tumor-promoting action of 12-O-tetradecanoylphorbol-13-acetate by some oleanane-type triterpenoid compounds. |
| PubMed:[Microbial transformation of erythrodiol]. |
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Found in grapes, olives, pot marigold (Calendula officinalis) and other plants
Erythrodiol is a pentacyclic triterpene, found in the non-glyceride fraction of olive pomace oil (Olive pomace oil, also known as "orujo" olive oil, is a blend of refined-pomace oil and virgin olive oil, fit for human consumption). Pentacyclic triterpenes are natural compounds which are widely distributed in plants. These natural products have been demonstrated to possess anti-inflammatory properties. Triterpenoids have been reported to possess antioxidant properties, since they prevent lipid peroxidation and suppress superoxide anion generation. The triterpenes have a history of medicinal use in many Asian countries. Erythrodiol exhibits both pro- and anti-inflammatory properties depending on chemical structure and dose and may be useful in modulating the immune response; further studies are required to confirm the immunomodulatory behaviour of this triterpenoid, and characterise the mechanisms underlying the biphasic nature of some aspects of the inflammatory response. (PMID: 17292619, 15522132)
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3D/inchi