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Basic Information
CAS No.: 57-91-0
Name: Estradiol
Article Data: 39
Molecular Structure:
Molecular Structure of 57-91-0 (Estradiol)
Formula: C18H24O2
Molecular Weight: 272.387
Synonyms: 17a-Estradiol (8CI);1,3,5-Estratriene-3,17a-diol;13b-Methyl-1,3,5(10)-gonatriene-3,17a-diol;17-Epiestradiol;17a-Oestradiol;3,17-Dihydroxyestratriene;3,17a-Dihydroxyestra-1,3,5(10)-triene;3,17a-Dihydroxyoestra-1,3,5(10)-triene;Alfatradiol;Epiestrol;Estra-1,3,5(10)-triene-3,17a-diol;NSC 20293;Oestra-1,3,5(10)-triene-3,17a-diol;a-Estradiol;
EINECS: 200-354-8
Density: 1.17 g/cm3
Melting Point: 176-180 °C(lit.)
Boiling Point: 445.9 °C at 760 mmHg
Flash Point: 209.6 °C
Solubility: ethanol: 50 mg/mL, clear, colorless
Appearance: White solid
Hazard Symbols: ToxicT, HarmfulXn
Risk Codes: 45-48-40
Safety: 53-45-24/25-22
Transport Information: UN 2811 6.1/PG 2
PSA: 40.46000
LogP: 3.60920
Synthetic route
1474-52-8

estradiol-3,17α-diacetate

A

57-91-0

α-estradiol

B

15068-99-2

17α-acetoxy-estra-1,3,5(10)-trien-3-ol

Conditions
ConditionsYield
With lipase from Candida cylindracea; octanol In various solvent(s) at 37℃; for 144h;A 60%
B 25%
99-35-4

1,3,5-trinitrobenzene

53-16-7

Estrone

A

50-28-2

estradiol

B

57-91-0

α-estradiol

Conditions
ConditionsYield
With propan-1-ol; sodium
71-41-0

pentan-1-ol

6639-99-2

17α-dihydroequilenin

57-91-0

α-estradiol

Conditions
ConditionsYield
With sodium
53-16-7

Estrone

A

50-28-2

estradiol

B

57-91-0

α-estradiol

Conditions
ConditionsYield
With ethanol; nickel at 120℃; under 14710.2 Torr; Hydrogenation;
With potassium hydroxide; aluminum nickel at 80 - 90℃;
With aluminum isopropoxide; isopropyl alcohol
53-16-7

Estrone

57-91-0

α-estradiol

Conditions
ConditionsYield
Isolierung aus dem Harn von weiblichen Kaninchen nach Injektion von (+)-Oestron;
Multi-step reaction with 2 steps
1: p-toluenesulfonic acid / methanol
2: NaBH4 / propan-2-ol; H2O / 16 h / Ambient temperature
View Scheme
53-16-7

Estrone

555-31-7

aluminum isopropoxide

67-63-0

isopropyl alcohol

A

50-28-2

estradiol

B

57-91-0

α-estradiol

2393-53-5

estrone 3-benzoate

555-31-7

aluminum isopropoxide

67-63-0

isopropyl alcohol

A

50-28-2

estradiol

B

57-91-0

α-estradiol

50-28-2

estradiol

A

53-16-7

Estrone

B

481-97-0

estrone sulfate

C

57-91-0

α-estradiol

D

481-96-9

estradiol-3-sulfate

E

22139-70-4

17-alpha-estradiol-3-sulfate

F

3233-69-0, 47328-45-0

estradiol-17ξ 17-sulfate

Conditions
ConditionsYield
Product distribution; Mechanism; metabolism after i. v. injection in White Leghorn laying hens, <3H>labelled;
55105-93-6

estrone p-toluenesulfonylhydrazone

A

50-28-2

estradiol

B

57-91-0

α-estradiol

Conditions
ConditionsYield
With sodium tetrahydroborate In water; isopropyl alcohol for 16h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
53-16-7

Estrone

nickel-aluminium-alloy

nickel-aluminium-alloy

aqueous KOH

aqueous KOH

A

50-28-2

estradiol

B

57-91-0

α-estradiol

Conditions
ConditionsYield
at 80 - 90℃;
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Specification

The Epiestradiol is an organic compound with the formula C18H24O2. The IUPAC name of this chemical is (8R,9S,13S,14S,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol. With the CAS registry number 57-91-0, it is also named as 17-Epiestradiol. The product's category is Steroids. It is used in form of an ethanolic solution for topical application on the scalp. Similarly to other drugs against alopecia, topical or oral, it has to be applied continuously to prevent further hair loss.

Physical properties about Epiestradiol are: (1)ACD/LogP: 4.13; (2)ACD/LogD (pH 5.5): 4.13; (3)ACD/LogD (pH 7.4): 4.13; (4)ACD/BCF (pH 5.5): 811.75; (5)ACD/BCF (pH 7.4): 810.7; (6)ACD/KOC (pH 5.5): 4208.86; (7)ACD/KOC (pH 7.4): 4203.38; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 18.46 Å2; (12)Index of Refraction: 1.599; (13)Molar Refractivity: 79.5 cm3; (14)Molar Volume: 232.6 cm3; (15)Polarizability: 31.51×10-24cm3; (16)Surface Tension: 48.9 dyne/cm; (17)Density: 1.17 g/cm3; (18)Flash Point: 209.6 °C; (19)Enthalpy of Vaporization: 74.19 kJ/mol; (20)Boiling Point: 445.9 °C at 760 mmHg; (21)Vapour Pressure: 9.82E-09 mmHg at 25°C.

Uses of Epiestradiol: it can be used to produce 2-iodoestradiol at temperature of 60 °C. It will need reagent iodine, copper(II) acηte didydrate and solvent acetic acid with reaction time of 22 hours. The yield is about 64%.

When you are using this chemical, please be cautious about it as the following:
It may cause cancer and danger of serious damage to health by prolonged exposure. Please avoid exposure - obtain special instructions before use. Besides, this chemical has limited evidence of a carcinogenic effect. When you are using it, do not breathe dust and avoid contact with skin and eyes. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1cc3c(cc1)[C@H]2CC[C@@]4([C@H](O)CC[C@H]4[C@@H]2CC3)C
(2)InChI: InChI=1/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
(3)InChIKey: VOXZDWNPVJITMN-SFFUCWETBJ
(4)Std. InChI: 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
(5)Std. InChIKey: VOXZDWNPVJITMN-SFFUCWETSA-N