| Identification | More | [Name]
Erythrodiol | [CAS]
545-48-2 | [Synonyms]
RYTHODIOL
Aids064685
Aids-064685
ERYTHRODIOL
HOMOOLESTRANOL
ERYTHRODIOL(P)
ERYTHRODIOL(SH)
ERYTHRODIOL hplc
ERYTHRODIOL WITH HPLC
12-OLEANENE-3,28-DIOL
olean-12-ene-3β,28-diol
Olean-12-ene-3b,28-diol
OLEAN-12-ENE-3BETA,28-DIOL
(3β)-Olean-12-ene-3,28-diol
(3beta)-olean-12-ene-3,28-diol
Erythrodiol,Olean-12-ene-3β,28-diol
12-OLEANENE-3,28-DIOL,HOMOOLESTRANOL
(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 | [EINECS(EC#)]
208-890-4 | [Molecular Formula]
C30H50O2 | [MDL Number]
MFCD00017294 | [Molecular Weight]
442.72 | [MOL File]
545-48-2.mol |
| Chemical Properties | Back Directory | [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) | [form ]
Solid | [pka]
15.09±0.10(Predicted) | [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 Data | Back Directory | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S2:Keep out of the reach of children .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [WGK Germany ]
3
| [F ]
10-23 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
Erythrodiol is a triterpene that has been found in olive oil and has diverse biological activities.1,2,3,4 It induces relaxation of isolated rat aortic rings precontracted with phenylephrine (EC50 = 3.38 μM).1 Erythrodiol inhibits the growth of HT-29 adenocarcinoma cells (EC50 = 48.8 μM).2 It induces production of reactive oxygen species (ROS) and apoptosis in MCF-7 cells when used at a concentration of 100 μM.3 Topical administration of erythrodiol (0.5 mg/ear) reduces ear edema and myeloperoxidase (MPO) activity induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in mice.4 | [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 |
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