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H6036

Sigma-Aldrich

1,3,5-Tris(4-hydroxyphenyl)-4-propyl-1H-pyrazole

powder, ≥98% (HPLC)

Synonym(s):

PPT

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About This Item

Empirical Formula (Hill Notation):
C24H22N2O3
CAS Number:
263717-53-9
Molecular Weight:
386.44
MDL number:
MFCD03453628
UNSPSC Code:
51111800
PubChem Substance ID:
24278470
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: soluble 20 mg/mL
H2O: insoluble

storage temp.

2-8°C

SMILES string

CCCc1c(nn(-c2ccc(O)cc2)c1-c3ccc(O)cc3)-c4ccc(O)cc4

InChI

1S/C24H22N2O3/c1-2-3-22-23(16-4-10-19(27)11-5-16)25-26(18-8-14-21(29)15-9-18)24(22)17-6-12-20(28)13-7-17/h4-15,27-29H,2-3H2,1H3

InChI key

IOTXSIGGFRQYKW-UHFFFAOYSA-N

Gene Information

human ... ESR1(2099)

General description

Estrogen receptor α (ERα) is a member of the nuclear receptor superfamily. It is also known as ESR1 (estrogen receptor). It is located on human chromosome 6q25.1.
1,3,5-tris(4-hydroxyphenyl)-4-propyl-1H-pyrazole is also termed as PPT. ERα is found in the nuclear and extranuclear sites in principal and inhibitory neurons.

Application

1,3,5-Tris(4-hydroxyphenyl)-4-propyl-1H-pyrazole has been used to cultivate differentiated adipocytes. It is also used in drug treatments and radioimmunoassay (RIA).

Biochem/physiol Actions

Estrogen receptor α (ERα) is involved in immune and inflammatory responses. Aberrations in ESR1 results in Mayer-Rokitansky-Kuster-Hauser syndrome that is associated with the congenital absence of the uterus and the upper two-thirds of the vagina.
PPT is a specific estrogen receptor α (ERα) agonist.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tibolone protects astrocytic cells from glucose deprivation through a mechanism involving estrogen receptor beta and the upregulation of neuroglobin expression
Avila R M, et al.
Molecular and Cellular Endocrinology, 433(12), 35-46 (2016)
Estrogen receptor alpha and beta specific agonists regulate expression of synaptic proteins in rat hippocampus
Waters E M, et al.
Brain Research, 1290(11), 1-11 (2009)
Pituitary estrogen receptor alpha is involved in luteinizing hormone pulsatility at mid-gestation in the South American plains vizcacha, Lagostomus maximus (Rodentia, Caviomorpha)
Proietto S, et al.
General and Comparative Endocrinology, 433(12), 35-46 (2018)
Maryam Iravani et al.
The Journal of endocrinology, 232(3), 403-410 (2016-12-22)
Estrogens are well known for their capacity to promote bone maturation and at high doses to induce growth plate closure and thereby stop further growth. High-dose estrogen treatment has therefore been used to limit growth in extremely tall girls. However
Naohito Kitamura et al.
PloS one, 4(4), e5159-e5159 (2009-04-10)
The M(5) muscarinic acetylcholine receptor is known to play a crucial role in mediating acetylcholine dependent dilation of cerebral blood vessels. Previously, we reported that male M(5) muscarinic acetylcholine knockout mice (M5R(-/-) mice) suffer from a constitutive constriction of cerebral
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