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E1149

Sigma-Aldrich

Estriol

meets USP testing specifications

Synonym(s):

1,3,5(10)-Estratriene-3,16α,17β-triol, 16α-Hydroxyestradiol, 3,16α,17β-Trihydroxy-1,3,5(10)-estratriene

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About This Item

Empirical Formula (Hill Notation):
C18H24O3
CAS Number:
50-27-1
Molecular Weight:
288.38
Beilstein:
2508172
EC Number:
200-022-2
MDL number:
MFCD00003691
UNSPSC Code:
12352212
PubChem Substance ID:
24894391
NACRES:
NA.21

Agency

USP/NF
meets USP testing specifications

mp

280-282 °C (lit.)

SMILES string

C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1C[C@@H](O)[C@@H]2O

InChI

1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1

InChI key

PROQIPRRNZUXQM-ZXXIGWHRSA-N

Gene Information

human ... SERPINA6(866)
mouse ... Esr1(13982)
rat ... Ar(24208)

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Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H351,H360FD,H362

Hazard Classifications

Carc. 2 - Lact. - Repr. 1A

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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E Diczfalusy
Journal of steroid biochemistry, 20(4B), 945-953 (1984-04-01)
The early history of estriol is reviewed with special emphasis on its isolation, identification, quantitation in tissues and body fluids and its unique biogenesis in the human feto-placental unit. The relationship to epimeric estriols and acidic estrogens and the pharmacokinetic
Hanna Hamid et al.
Water research, 46(18), 5813-5833 (2012-09-04)
Estrogenic hormones (estrone (E1), 17β-estradiol (E2), estriol (E3), 17α-ethinylestradiol (EE2)) are the major contributor to the total estrogenicity in waterways. Presence of these compounds in biosolids is also causing concern in terms of their use as soil amendment. In comparison
Nina Sneitz et al.
Drug metabolism and disposition: the biological fate of chemicals, 41(3), 582-591 (2013-01-05)
The glucuronidation of estriol, 16-epiestriol, and 17-epiestriol by the human UDP-glucuronosyltransferases (UGTs) of subfamilies 1A, 2A, and 2B was examined. UGT1A10 is highly active in the conjugation of the 3-OH in all these estriols, whereas UGT2B7 is the most active
G P Vooijs et al.
European journal of obstetrics, gynecology, and reproductive biology, 62(1), 101-106 (1995-09-01)
To gain more insight into whether intravaginal treatment of local urogenital complaints with the mild-acting oestrogen estriol is capable of inducing proliferation of the endometrium, the results of the clinical studies that have been published over the years have been
Marcelo O Dietrich et al.
Trends in neurosciences, 36(2), 65-73 (2013-01-16)
The past 20 years witnessed an enormous leap in understanding of the central regulation of whole-body energy metabolism. Genetic tools have enabled identification of the region-specific expression of peripheral metabolic hormone receptors and have identified neuronal circuits that mediate the
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