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Sigma-Aldrich

4-(Heptyloxy)phenol

97%

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About This Item

Linear Formula:
CH3(CH2)6OC6H4OH
CAS Number:
13037-86-0
Molecular Weight:
208.30
MDL number:
MFCD00002338
UNSPSC Code:
12352100
PubChem Substance ID:
24853310
NACRES:
NA.22

assay

97%

mp

60-63 °C (lit.)

SMILES string

CCCCCCCOc1ccc(O)cc1

InChI

1S/C13H20O2/c1-2-3-4-5-6-11-15-13-9-7-12(14)8-10-13/h7-10,14H,2-6,11H2,1H3

InChI key

HZBABTUFXQLADL-UHFFFAOYSA-N

Gene Information

rat ... Ar(24208)

General description

4-(Heptyloxy)phenol is an steroidogenic factor-1 (SF-1) agonist. The effect of 4-(heptyloxy)phenol on the secretion of estradiol and oxytocin (OT) from granulosa cells was studied.

Application

4-(Heptyloxy)phenol was used to treat bovine luteal cells.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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J Mlynarczuk et al.
Theriogenology, 81(7), 877-886 (2014-03-01)
The orphan receptor steroidogenic factor-1 (SF-1) is involved in the regulation of ovarian steroidogenesis in cows. It is hypothesized that estrogen-like chlorinated compounds might affect SF-1, and thus impair the function of the ovary. Bovine luteal cells from the estrous
Richard J Whitby et al.
Journal of medicinal chemistry, 54(7), 2266-2281 (2011-03-12)
The crystal structure of LRH-1 ligand binding domain bound to our previously reported agonist 3-(E-oct-4-en-4-yl)-1-phenylamino-2-phenyl-cis-bicyclo[3.3.0]oct-2-ene 5 is described. Two new classes of agonists in which the bridgehead anilino group from our first series was replaced with an alkoxy or 1-ethenyl
J Mlynarczuk et al.
Animal reproduction science, 138(1-2), 74-81 (2013-03-14)
The orphan receptor Steroidogenic Factor-1 (SF-1, NR5A1), a member of the nuclear receptor superfamily, is present in fetal and adult steroidogenic tissues and also participates in the regulation of ovarian function. In this study, the expression levels of SF-1 mRNA
Markus A Lill et al.
Journal of medicinal chemistry, 48(18), 5666-5674 (2005-09-02)
We investigated the influence of induced fit of the androgen receptor binding pocket on free energies of ligand binding. On the basis of a novel alignment procedure using flexible docking, molecular dynamics simulations, and linear-interaction energy analysis, we simulated the

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