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E1024

Estradiol

Name: Estradiol
Brand: SIGMA

meets USP testing specifications

Synonym(s):

β-Estradiol, 1,3,5-Estratriene-3,17β-diol, 17β-Estradiol, 3,17β-Dihydroxy-1,3,5(10)-estratriene, Dihydrofolliculin

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₄O₂

CAS Number:

50-28-2

Molecular Weight:

272.38

UNSPSC Code:

12352104

NACRES:

NA.21

PubChem Substance ID:

24894380

EC Number:

200-023-8

Beilstein/REAXYS Number:

1914275

MDL number:

MFCD00003693

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Properties

Quality Level

200

agency

USP/NF, meets USP testing specifications

form

powder

mp

176-180 °C (lit.)

application(s)

pharmaceutical (small molecule)

SMILES string

O[C@H]1CC[C@@]2([H])[C@]3([H])CCC4=CC(O)=CC=C4[C@@]3([H])CC[C@@]21C

InChI

1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1

InChI key

VOXZDWNPVJITMN-ZBRFXRBCSA-N

Gene Information

human ... ESR1(2099), ESR2(2100), ESRRB(2103), GPER(2852), SERPINA6(866)
mouse ... Esr1(13982), Esr2(13983), Esrra(26379)
rat ... Afp(24177), Ar(24208), Esr1(24890), Esr2(25149), Shbg(24775)

Description

Biochem/physiol Actions

The major estrogen secreted by the premenopausal ovary.

The major estrogen secreted by the premenopausal ovary. Estrogens direct the development of the female phenotype in embryogenesis and during puberty by regulating gene transcription and, thus, protein synthesis. It also induces the production of gonadotropins which, in turn, induce ovulation. Exposure to estradiol increases breast cancer incidence and proliferation.