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Key Documents

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

Quality Level

100

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
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
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)
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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