erythrodiol

(3beta)-olean-12-ene-3,28-diol

CAS: 545-48-2 C30 H50 O2 MW: 442.72690000

Identification

Nameerythrodiol
CAS Number545-48-2
EINECS208-890-4
FDA UNII3VWF903FSS
Molecular FormulaC30 H50 O2
Molecular Weight442.72690000
MDL NumberMFCD00017294
Nikkaji NumberJ13.880K
Beilstein2340203

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 520.50 °C. @ 760.00 mm Hg (est)
Flash Point 410.00 °F. TCC ( 209.90 °C. ) (est)
logP (o/w) 9.180 (est)
Soluble in water, 0.0001877 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantioxidants

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryantioxidants
Recommendation for erythrodiol usage levels up tonot for fragrance use.
Recommendation for erythrodiol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

grape marigold pot marigold olive oil olive pericarp sunflower shoot

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 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].