Erythrodiol CAS 545-48-2

Introduction：Basic information about Erythrodiol CAS 545-48-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Erythrodiol Basic information

• Product Name: Erythrodiol
• Synonyms: High root glycol;ERYTHRODIOL hplc;Olean-12-ene-3b,28-diol;ERYTHRODIOL WITH HPLC;Aids064685;Aids-064685;Erythrodiol,Olean-12-ene-3β,28-diol;ERYTHRODIOL(P)
• CAS: 545-48-2
• MF: C30H50O2
• MW: 442.72
• EINECS: 208-890-4
• Product Categories: Pentacyclic Triterpenes;Miscellaneous Natural Products;Tri-Terpenoids
• Mol File: 545-48-2.mol

Erythrodiol Chemical Properties

• Melting point: 230-231 °C(lit.)
• Boiling point: 520.5±50.0 °C(Predicted)
• density: 1.05±0.1 g/cm3(Predicted)
• storage temp.: -20°C Freezer, Under inert atmosphere
• solubility: Chloroform (Slightly, Sonicated), Methanol (Slightly)
• pka: 15.09±0.10(Predicted)
• form: Solid
• color: White to Off-White
• Water Solubility: insoluble in water
• BRN: 2340203
• Major Application: food and beverages
• Cosmetics Ingredients Functions: ANTIOXIDANT SKIN CONDITIONING
• InChIKey: PSZDOEIIIJFCFE-MMIPUHLFNA-N
• SMILES: [C@@]12(C)CC[C@@]3(CO)CCC(C)(C)C[C@@]3([H])C1=CC[C@]1([H])[C@@]3(C)CC[C@H](O)C(C)(C)[C@]3([H])CC[C@@]21C |&1:0,4,13,18,20,24,29,33,r|
• LogP: 9.180 (est)
• CAS DataBase Reference: 545-48-2(CAS DataBase Reference)

Safety Information

• Risk Statements: 22
• Safety Statements: 2-45
• WGK Germany: 3
• F: 10-23
• Storage Class: 11 - Combustible Solids

Erythrodiol Usage And Synthesis

Description

Erythrodiol is a triterpene that has been found in olive oil and has diverse biological activities. It induces relaxation of isolated rat aortic rings precontracted with phenylephrine (EC₅₀ = 3.38 μM). Erythrodiol inhibits the growth of HT-29 adenocarcinoma cells (EC₅₀ = 48.8 μM). It induces production of reactive oxygen species (ROS) and apoptosis in MCF-7 cells when used at a concentration of 100 μM. Topical administration of erythrodiol (0.5 mg/ear) reduces ear edema and myeloperoxidase (MPO) activity induced by phorbol 12-myristate 13-acetate (TPA; ) in mice.

Uses

It is an essential reagent in the synthesis of aminopropoxytriterpenoids that have anticancer activity. 3β-Erythrodiol has pharmacological property as a vasodilatory agent. It may have interesting therapeutic potential as a new vasodilator drug, for protecting the cardiovascular system.

Definition

ChEBI: Erythrodiol is a pentacyclic triterpenoid that is beta-amyrin in which one of the hydrogens of the methyl group at position 28 has been replaced by a hydroxy group. It is a plant metabolite found in olive oil as well as in Rhododendron ferrugineum and other Rhododendron species. It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a primary alcohol, a secondary alcohol and a diol. It is functionally related to a beta-amyrin.

References

[1] ROSALíA RODRíGUEZ-RODRíGUEZ. Potential vasorelaxant effects of oleanolic acid and erythrodiol, two triterpenoids contained in “orujo” olive oil, on rat aorta.[J]. British Journal of Nutrition, 2004, 92 4: 635-642. DOI: 10.1079/bjn20041231
[2] M. EMíLIA JUAN. Erythrodiol, a natural triterpenoid from olives, has antiproliferative and apoptotic activity in HT-29 human adenocarcinoma cells[J]. Molecular Nutrition & Food Research, 2008, 52 5: 595-599. DOI: 10.1002/mnfr.200700300
[3] YOSRA ALLOUCHE. 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[J]. Journal of Agricultural and Food Chemistry, 2010, 59 1: 121-130. DOI: 10.1021/jf102319y
[4] SALVADOR Má?EZ. Effect of selected triterpenoids on chronic dermal inflammation[J]. European journal of pharmacology, 1997, 334 1: Pages 103-105. DOI: 10.1016/s0014-2999(97)01187-4