Estradiol
- Formula: C18H24O2
- Molecular weight: 272.3820
- IUPAC Standard InChIKey: VOXZDWNPVJITMN-AWDGRILASA-N
- CAS Registry Number: 50-28-2
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Stereoisomers:
- Other names: Estra-1,3,5(10)-triene-3,17-diol (17β)-; β-Estradiol; Altrad; Aquadiol; Bardiol; Corpagen; D-3,17β-Estradiol; Dihydrofollicular hormone; Dihydrofolliculin; Dihydromenformon; Dihydrotheelin; Dihydroxyestrin; Dimenformon; Diogyn; Diogynets; Estra-1,3,5(10)-triene-3,17β-diol; Estraldine; Estrovite; Femestral; Femogen; Follicyclin; Ginosedol; Gynergon; Gynoestryl; Lamdiol; Macrodiol; Nordicol; Oestergon; Oestra-1,3,5(10)-triene-3,17β-diol; Oestradiol; Oestroglandol; Ovahormon; Ovasterol; Ovastevol; Ovocyclin; Perlatanol; Primofol; Profoliol; Progynon; Progynon-DH; Syndiol; Theelin, dihydro-; 17β-Estradiol; 17β-Oestradiol; 3,17β-Dihydroxyestra-1,3,5(10)-triene; 3,17β-Dihydroxyestra-1,3,5-triene; 3,17β-Estradiol; 3,17-Epidihydroxyestratriene; 1,3,5,(10)-Estratrien-3,17β-diol; β-Oestradiol; cis-Estradiol; cis-Oestradiol; D-Estradiol; D-Oestradiol; D-3,17β-Oestradiol; Dihydroxyesterin; Dihydroxyoestrin; Dimenformon prolongatum; Estrace; Estradiol-17β; Estradiol, β-; Menest; NSC-9895; Oestradiol-17β; Ovocycline; Ovocylin; SK-Estrogens; Trocosone; 1,3,5-Estratriene-3,17β-diol; 17β-Estra-1,3,5(10)-triene-3,17-diol; 17β-Oestra-1,3,5(10)-triene-3,17-diol; 17β-OH-estradiol; 17β-OH-oestradiol; 3,17β-Dihydroxy-1,3,5(10)-estratriene; 3,17β-Dihydroxy-1,3,5(10)-oestratriene; 3,17β-Dihydroxyoestra-1,3,5-triene; 3,17-Epidihydroxyoestratriene; E 2; Gynestrel; Macrol; Microdiol; 3,17-β-Oestradiol; Oestradiol R; Oestrogynal; Ovociclina; Estraderm TTS; Climara; Estraderm; Estring vaginal ring; Estroclim; Evorel; Menorest; NSC-20293; Oestrogel; Profoliol B; Systen; Vagifem; Vivelle; Zumenon; Oesclim; (+)-3,17β-Estradiol; Beta-estradiol; Benzogynestry; Epiestriol 50; Estasorb; Femanest; Estropause; Gelestra; Estradot; α-Estradiol; α-Oestradiol; component of Menrium; Amnestrogen; Estrol; Evex; Femestrol; E(sub 2); Agofollin; Soldep; Ricifon; Sotipox; Ritsifon; 3,17-Epidihydroxyestratrienelor; Estra-1(10),2,4-triene-3,17-diol; Estra-1,3,5(10)-triene-3,17beta-diol
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Phase change data
Go To: Top, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 453. | K | N/A | Grady, Hays, et al., 1973 | Uncertainty assigned by TRC = 1. K |
Gas phase ion energetics data
Go To: Top, Phase change data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: John E. Bartmess
De-protonation reactions
C18H23O2- + =
By formula: C18H23O2- + H+ = C18H24O2
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 344.6 ± 2.4 | kcal/mol | CIDT | Bourgoin-Voillard, Zins, et al., 2009 | gas phase |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 339.9 ± 2.8 | kcal/mol | H-TS | Bourgoin-Voillard, Zins, et al., 2009 | gas phase |
IR Spectrum
Go To: Top, Phase change data, Gas phase ion energetics data, Mass spectrum (electron ionization), Gas Chromatography, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: Timothy J. Johnson, Tanya L. Myers, Yin-Fong Su, Russell G. Tonkyn, Molly Rose K. Kelly-Gorham, and Tyler O. Danby
Mass spectrum (electron ionization)
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
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Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | NIST Mass Spectrometry Data Center |
NIST MS number | 352235 |
Gas Chromatography
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | VF-5MS | 2716.5 | Tret'yakov, 2008 | 30. m/0.25 mm/0.25 μm, He; Program: Multi-step temperature program; T(initial)=60C; T(final)=270C |
Normal alkane RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | OV-101 | 230. | 2667. | Krupcik, Rutten, et al., 1976 | Column length: 30. m; Column diameter: 0.25 mm |
Capillary | OV-101 | 230. | 2668. | Krupcik, Rutten, et al., 1976 | Column length: 30. m; Column diameter: 0.25 mm |
References
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Grady, Hays, et al., 1973
Grady, L.T.; Hays, S.E.; King, R.H.; Klein, H.R.; Mader, W.J.; Wyatt, D.K.; Zimmere, R.O.,
Drug purity profiles,
J. Pharm. Sci., 1973, 62, 459. [all data]
Bourgoin-Voillard, Zins, et al., 2009
Bourgoin-Voillard, S.; Zins, E.L.; Fournier, F.; Jacquot, Y.; Afonso, C.; Pepe, C.; Leclercq, G.; Tabet, J.C.,
Stereochemical Effects During [M-H](-) Dissociations of Epimeric 11-OH-17 beta-Estradiols and Distant Electronic Effects of Substituents at C-(11) Position on Gas Phase Acidity,
J. Am. Soc. Mass Spectrom., 2009, 20, 12, 2318-2333, https://doi.org/10.1016/j.jasms.2009.08.017
. [all data]
Tret'yakov, 2008
Tret'yakov, K.V.,
Retention Data. NIST Mass Spectrometry Data Center., NIST Mass Spectrometry Data Center, 2008. [all data]
Krupcik, Rutten, et al., 1976
Krupcik, J.; Rutten, G.A.F.M.; Rijks, J.A.,
The influence of temperature on the separation and characterization of steroids on non-polar glass capillary columns,
Chem. zvesti, 1976, 30, 4, 469-479. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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