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Merck
모든 사진(1)

문서

SML1609

Sigma-Aldrich

Ferutinin

≥98% (HPLC)

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C22H30O4
CAS Number:
Molecular Weight:
358.47
UNSPSC 코드:
51111800
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥98% (HPLC)

형태

powder

저장 조건

protect from light

색상

white to beige

저장 온도

2-8°C

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

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

일반 설명

Ferutinin, a daucane phytoestrogen, is found in the Ferula genus. It is a natural terpenoid and a calcium ionophore.

생화학적/생리학적 작용

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.
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.

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

Daniela N Rolph et al.
Biochimica et biophysica acta. Molecular basis of disease, 1866(4), 165314-165314 (2018-11-10)
Osteoporosis is a silent systemic disease that causes bone deterioration, and affects over 10 million people in the US alone. This study was undertaken to develop a potential stem cell therapy for osteoporosis. We have isolated and expanded human dental
M V Zamaraeva et al.
Cell calcium, 22(4), 235-241 (1998-03-03)
The influence of the natural terpenoid ferutinin (4-oxy-6-(4-oxybenzoyloxy) dauc-8,9-en), isolated from the plant Ferula tenuisecta, on ion permeability of biological and artificial membranes was investigated. It was shown that ferutinin, in the concentration range 1-50 microM, increases the permeability of
Rémi Safi et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 105, 267-273 (2018-06-04)
Estrogen is considered a risk factor for breast cancer since it promotes breast-cell proliferation. The jaesckeanadiol-3-p-hydroxyphenylpropanoate, a hemi-synthetic analogue of the natural phytoestrogen ferutinin (jaesckeanadiol-p-hydroxybenzoate), is designed to be devoid of estrogenic activity. This analogue induces a cytotoxic effect 30

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