Synonym: 4-Hydroxy-benzoic acid (3R,3aS,4S,8aR)-1,2,3,3a,4,5,8,8a-octahydro-3-hydroxy-6,8a-dimethyl-3-(1-methylethyl)-4-azulenyl ester; 4-Oxy-6-(4-oxybenzoyloxy)dauc-8,9-en; Ferutinine; Tefestrol
CAS Number: 41743-44-6
Empirical Formula (Hill Notation): C22H30O4
Molecular Weight: 358.47
Linear Formula: C22H30O4
Product Type: Chemical
| assay |
≥98% (HPLC) |
| color |
white to beige |
| form |
powder |
| InChI |
1S/C22H30O4/c1-14(2)22(25)12-11-21(4)10-9-15(3)13-18(19(21)22)26-20(24)16-5-7-17(23)8-6-16/h5-9,14,18-19,23,25H,10-13H2,1-4H3/t18-,19+,21-,22+/m0/s1 |
| InChI key |
CYSHNJQMYORNJI-YUVXSKOASA-N |
| Quality Level |
100  |
| SMILES string |
CC1=CC[C@](CC[C@@]2(O)C(C)C)(C)[C@@]2([H])[C@@H](OC(C3=CC=C(O)C=C3)=O)C1 |
| storage condition |
protect from light |
| storage temp. |
2-8°C |
| Biochem/physiol Actions: |
Ferutinin can suppress tumor development without causing systemic toxicity in various tumor cells and animal cancer models. It possesses estrogenic properties and a protective role against uterine carcinoma. Ferutinin exhibits anti-cancer action in estrogen-dependent breast cancer cells. |
| Biochem/physiol Actions: |
Ferutinin is a strong agonist for estrogen receptor (ER)α and agonist/antagonist for Erβ with IC50 values of 33.1 nM for ERα and 180.5 nM for Erβ. It has been shown to have both ionophoretic and apoptotic properties. It increases calcium permeability in the lipid bilayer and has been shown to improve bone regeneration in a rat study. It caused significant regression in tumor size in a mouse colon cancer model. |
| General description: |
Ferutinin, a daucane phytoestrogen, is found in the Ferula genus. It is a natural terpenoid and a calcium ionophore. |
| Packaging: |
5 mg in glass bottle |
| Hazard statements |
H413 |
| RIDADR |
NONH for all modes of transport |
| WGK Germany |
WGK 3 |
| Flash Point(F) |
Not applicable |
| Flash Point(C) |
Not applicable |
| Purity |
≥98% (HPLC) |
| Storage Temp. |
2-8°C |
| UNSPSC |
12352200 |
