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Estradiol

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Identification
Molecular formula
C18H24O2
CAS number
50-28-2
IUPAC name
(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
State
State
At room temperature, estradiol is a solid. It exists in the form of small, colorless crystals or white crystalline powder.
Melting point (Celsius)
173.00
Melting point (Kelvin)
446.15
Boiling point (Celsius)
444.80
Boiling point (Kelvin)
717.95
General information
Molecular weight
272.39g/mol
Molar mass
272.3840g/mol
Density
1.1700g/cm3
Appearence
Estradiol is a white to off-white crystalline powder that is odorless. It is insoluble in water, which makes it necessary to use a solvent when working with this compound in various applications.
Comment on solubility

Solubility of (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

The solubility of this compound, C18H24O2, is an intriguing topic due to its unique structural characteristics. Here are several key points regarding its solubility:

  • Hydrophobic Characteristics: Given its extensive hydrocarbon framework, the compound tends to exhibit hydrophobic properties, limiting its solubility in water.
  • Solvent Dependency: It is likely to dissolve better in non-polar solvents such as hexane or chloroform, rather than in polar solvents. Solubility can thus depend significantly on the solvent composition.
  • Functional Groups: The presence of hydroxyl groups (-OH) in the molecular structure can contribute to some degree of solubility in polar solvents, although the overall hydrophobic nature may prevail and make it less soluble.

In summary, while (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol is not expected to have high solubility in water, its solubility characteristics can be better understood through a detailed analysis of solvent interactions and molecular features.

Interesting facts

Interesting Facts about (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

This compound, a fascinating product of organic synthesis, belongs to a class known as sterols, which are essential to biology. Here are some engaging facts:

  • Stereochemistry: The notation in the compound name indicates a specific stereochemistry with multiple chiral centers. This characteristic is critical as it defines the compound's biological activity and interactions in biological systems.
  • Biological Relevance: Compounds like this one are often studied for their potential biological effects, including their role in cellular processes or as precursors to important biomolecules.
  • Natural Sources: Steroid-like structures are naturally occurring in various organisms, and similar compounds can be found in plants and animals, contributing to hormonal functions.
  • Research Applications: Scientists explore compounds of this type for their pharmacological properties. They may hold potential for innovative medicinal therapies, particularly in treating hormonal imbalances or specific cancers.
  • Structural Complexity: The intricate structure of decahydrocyclopenta[a]phenanthrene highlights the beauty of organic molecules and poses interesting challenges for synthetic chemists aiming to replicate or modify such complex architectures.

As chemists continue to unravel the mysteries of steroid-related compounds, your understanding of their structures and functions will only deepen, leading to even more exciting discoveries in the realm of chemistry and medicine!

Synonyms
estradiol
beta-Estradiol
17beta-Estradiol
50-28-2
Oestradiol
Dihydrofolliculin
Estrace
Vivelle
progynon
Diogynets
Ovocyclin
Aquadiol
Climara
Diogyn
Vagifem
Dihydrotheelin
Dihydroxyestrin
Dimenformon
Aerodiol
Divigel
Estraderm
Gynergon
Gynoestryl
Oestroglandol
Corpagen
Estraldine
Estrogel
Estrovite
Femestral
Follicyclin
Ginosedol
Macrodiol
Oestergon
Ovahormon
Ovasterol
Ovastevol
Perlatanol
Primofol
Profoliol
Altrad
Bardiol
Evorel
Femogen
Lamdiol
Syndiol
Dihydromenformon
estradiol-17beta
cis-Estradiol
Estraderm TTS
Estroclim
Trocosone
Estring
Innofem
Menorest
Nordicol
Zumenon
Alora
Systen
17beta-Oestradiol
D-Oestradiol
D-Estradiol
Progynon DH
Climaderm
Compudose
Dermestril
Estrasorb
Fempatch
Gynodiol
Ovocycline
Ovocylin
Encore
Esclim
Menest
Oesclim
Dihydroxyoestrin
SK-Estrogens
Progynon-DH
Elestrin
Gynestrel
Microdiol
Oestrogynal
Ovociclina
Tradelia
Estroclim 50
Evamist
Macrol
Zerella
17 beta-Estradiol
Oestradiol R
Estring vaginal ring
Trial SAT
Theelin, dihydro-
Estradot
Menostar
Oestrogel
Compudose 200
Compudose 365
Profoliol B
VIVELLE-DOT
Estradiol-17-beta
Estradiolum
Estrogen
Gelestra
3,17-Epidihydroxyestratriene
Zesteem
Dihydroxyesterin
cis-Oestradiol
Estraderm TTS 50
Estrogens, esterified
NSC-9895
17.beta.-Estradiol
B-Estradiol
17b-Oestradiol
Epiestriol 50
17beta oestradiol
Estra-1,3,5(10)-triene-3,17beta-diol
(17beta)-Estra-1,3,5(10)-triene-3,17-diol
Estradiol Anhydrous
17-beta-estradiol
Estradiol-17 beta
Amnestrogen
Elestrim
Femanest
Minivelle
3,17-Epidihydroxyoestratriene
Sandrena 1
17b-Estradiol
Estraderm (TN)
[3H]-estradiol
17|A-estradiol
17|A-Oestradiol
Estrogel (TN)
Climara (TN)
Divigel (TN)
Estrace (TN)
Estring (TN)
Innofem (TN)
Vagifem (TN)
Vivelle (TN)
(8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
17.beta.-Oestradiol
CHEBI:16469
3,17.beta.-Estradiol
.beta.-Estradiol
.beta.-Oestradiol
[3H]]estradiol
NSC-20293
Estradiol 17-beta
17-beta-oestradiol
IMVEXXY
(17beta)-estra-1(10),2,4-triene-3,17-diol
Estradiol (Standard)
Estradiol, .beta.-
Estradiol-17.beta.
Estra-1,3,5(10)-triene-3,17-diol (17beta)-
Oestradiol-17.beta.
17-.beta.-oestradiol
4TI98Z838E
Oestra-1,3,5(10)-triene-3,17beta-diol
Estrasorb (TN)
17.beta.-OH-estradiol
17.beta.-OH-oestradiol
17beta estradiol (E2)
Extrasorb
17beta-Estra-1,3,5(10)-triene-3,17-diol
Estreva
Estrifam
Femtran
Ginedisc
WC3011
C18H24O2
CHEMBL135
GynPolar
Sandrena Gel
D-3,17.beta.-Estradiol
WC-3011
D-3,17.beta.-Oestradiol
Sisare Gel
Estra-1,3,5(10)-triene-3,17-diol, (17beta)-
Estrofem 2
MLS000069494
3,17b-Dihydroxyestra-1,3,5(10)-triene
(+)-3,17.beta.-Estradiol
141290-02-0
Oestradiolum
DTXSID0020573
Estradiol valerate metabolite e2
BIJUVA COMPONENT ESTRADIOL
NSC9895
ANGELIQ COMPONENT ESTRADIOL
Climara Forte
ORIAHNN COMPONENT ESTRADIOL
PREFEST COMPONENT ESTRADIOL
Oestradiol Berco
Estraderm MX
ACTIVELLA COMPONENT ESTRADIOL
1,3,5-Estratriene-3,17beta-diol
COMBIPATCH COMPONENT ESTRADIOL
[3H]E2
CLIMARA PRO COMPONENT ESTRADIOL
Oestradiol-17beta
Estrapak 50
E2
Estradiolum [INN]
Estradiolo [DCIT]
NCGC00091544-04
Oestradiol-17-beta
Estrodiolum
Estradiolo
Femestrol
SMR000059126
Estradiol-3,17beta
17-beta-OH-estradiol
3,17-beta-Estradiol
3,17beta-Dihydroxy-1,3,5(10)-estratriene
3,17beta-Dihydroxyestra-1,3,5(10)-triene
3,17-beta-Oestradiol
D-3,17beta-Estradiol
ESTRADIOL (USP-RS)
ESTRADIOL [USP-RS]
3,17.beta.-Dihydroxyestra-1,3,5(10)-triene
E(sub 2)
Methyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate.
Benzogynestry
Estropause
Estasorb
(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol
(8R,9S,13S,14S,17S)-13-Methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol
[2,4,6,7-3H]-E2
E 2
DTXCID80573
ESTRADIOL (USP MONOGRAPH)
ESTRADIOL [USP MONOGRAPH]
Destradiol
ESTRADIOL IMPURITY A (IP)
ESTRADIOL IMPURITY A [IP]
Yuvvexy
Zesteen
17-beta-OH-oestradiol
D-3,17beta-Oestradiol
D-3,17-beta-Estradiol
Estrodiolum [INN-Latin]
MFCD00003693
Estra-1,3,5(10)-triene-3,17-diol (17.beta.)-
D-3,17-beta-Oestradiol
Activella (Salt/Mix)
Combipatch (Salt/Mix)
(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol
CCRIS 280
component of Menrium
Estradiol-17 alpha
Climara Pro (Salt/Mix)
3,17beta-Estradiol
3,17-.beta.-Oestradiol
Estraderm TTS 100
HSDB 3589
3,3,5(10)-triene
SR-01000075866
17-.BETA.-Estradiol
EINECS 200-023-8
1,3,5-Estratriene-3,17-beta-diol
oestrodiol
Estradiol [USP:INN:BAN]
3,17beta-Dihydroxyestra-1,3,5-triene
3,17beta-Dihydroxyoestra-1,3,5-triene
Yuvafem
delta-Estradiol
dihydro-Theelin
dl-estradiol
3,17-beta-Dihydroxyoestra-1,3,5-triene
NSC20293
UNII-4TI98Z838E
beta -estradiol
delta-Oestradiol
Estradiol pellet
Estradiol,
TX-004HR
Vivelle Dot
Estra-1,3,5(10)-triene-3,17-beta-diol
Estradiol Vaginal
Estrogel HBF
Oestra-1,3,5(10)-triene-3,17-beta-diol
1jgl
1lhu
1qkt
1qku
3,17-beta-Dihydroxyestra-1,3,5(10)-triene
[3H]estradiol
1,3,5-Estratriene-3,17.beta.-diol
3,17-beta-Dihydroxy-1,3,5(10)-oestratriene
CAS-50-28-2
17-beta-Estra-1,3,5(10)-triene-3,17-diol
17beta-Oestra-1,3,5(10)-triene-3,17-diol
.alpha.-Oestradiol
17-beta-Oestra-1,3,5(10)-triene-3,17-diol
Estra-1,3,5(10)-triene-3,17-diol
Estradiol1557
Prestwick_207
3,17b-Estradiol
Bio-E-Gel
Fem7
[3H]-Estrogen
3,17.beta.-Dihydroxyestra-1,3,5-triene
3,17.beta.-Dihydroxyoestra-1,3,5-triene
CMC_11154
Therapeutic Estradiol
DOTTI
LYLLANA
Estra-25
Estra-50
1,3,5,(10)-Estratrien-3,17.beta.-diol
SL-1100
Beta-estradiol (E2)
Estra-1,3,5(10)-triene-3,17.beta.-diol
Oestra-1,3,5(10)-triene-3,17.beta.-diol
Estradiol Gel 0.1%
Estradiol Vaginal Cream
2j7x
3,17.beta.-Dihydroxy-1,3,5(10)-estratriene
3,17.beta.-Dihydroxy-1,3,5(10)-oestratriene
3,3,5-triene
[3H]17beta-estradiol
ESTROGEN PHENOLIC
ESTRADIOL [INN]
ESTRADIOL [JAN]
17.beta.-Estra-1,3,5(10)-triene-3,17-diol
ESTRADIOL [MI]
rec IFN-gamma (human)
ESTRADIOL [HSDB]
17.beta.-Oestra-1,3,5(10)-triene-3,17-diol
Opera_ID_1688
Prestwick0_000441
Prestwick1_000441
Prestwick2_000441
Prestwick3_000441
Spectrum5_002055
17beta-estradiol (E2)
ESTRADIOL [VANDF]
alpha-estradiol (obsolete)
beta-Estradiol, >=98%
bmse000642
Epitope ID:136018
(+)-3,17b-Estradiol
E 8875
EC 200-023-8
ESTRADIOL [WHO-DD]
SCHEMBL8049
Estradiol Transdermal System
(+)-3,17beta-Estradiol
Estradiol (JAN/USP/INN)
Tritiated estradiol-17-beta
BIDD:PXR0065
Lopac0_000503
S-21400
BSPBio_000482
BSPBio_001065
KBioGR_000405
KBioGR_002269
KBioSS_000405
KBioSS_002270
MLS000758312
MLS001076331
MLS001424022
BIDD:ER0125
SPBio_002421
ESTRADIOL [GREEN BOOK]
BPBio1_000532
GTPL1012
GTPL1013
ESTRADIOL [ORANGE BOOK]
ESTRADIOL VAGINAL INSERTS
NIOSH/KG7030000
BDBM17292
HY-B0141R
KBio2_000405
KBio2_002269
KBio2_002973
KBio2_004837
KBio2_005541
KBio2_007405
KBio3_000769
KBio3_000770
KBio3_002749
S21400 (INTRANASAL)
1a52
1g50
2d06
cMAP_000005
Bio1_000403
Bio1_000892
Bio1_001381
Bio2_000363
Bio2_000843
CS336
HMS1362E07
HMS1569I04
HMS1792E07
HMS1990E07
HMS2051C17
HMS2090E18
HMS2096I04
HMS2236H04
HMS3261F07
HMS3403E07
HMS3713I04
HMS3884A08
beta-Estradiol, analytical standard
(8S,9S,13S,14S,17S)-13-Methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
17916-67-5
BCP08579
ESTRADIOL 17-BETA [VANDF]
HY-B0141
ESTRADIOL COMPONENT OF BIJUVA
Tox21_111148
Tox21_202057
Tox21_300288
Tox21_500503
1,5-Estratriene-3,17.beta.-diol
HB2494
LMST02010001
s1709
ESTRADIOL COMPONENT OF ANGELIQ
ESTRADIOL COMPONENT OF ORIAHNN
ESTRADIOL COMPONENT OF PREFEST
Estradiol-17-beta-6,7-(sup 3)H
[2,4,6,7-3H]-17beta-estradiol
AKOS015896570
CCG-100808
CS-1938
DB00783
ESTRADIOL COMPONENT OF ACTIVELLA
FE10880
LP00503
NC00058
SDCCGSBI-0050487.P002
ESTRADIOL COMPONENT OF COMBIPATCH
IDI1_002118
s21400
SMP1_000121
NCGC00091544-00
NCGC00091544-01
NCGC00091544-02
NCGC00091544-05
NCGC00091544-06
NCGC00091544-07
NCGC00091544-09
NCGC00091544-10
NCGC00091544-11
NCGC00091544-12
NCGC00091544-13
NCGC00091544-14
NCGC00091544-15
NCGC00091544-16
NCGC00091544-18
NCGC00091544-27
NCGC00179321-01
NCGC00179321-02
NCGC00254177-01
NCGC00259606-01
NCGC00261188-01
17-E
AC-22346
AS-13729
CPD000059126
ESTRADIOL COMPONENT OF CLIMARA PRO
FR108523
Estra-1,3,5(10)-triene-3,17b-diol
Oestra-1,3,5(10)-triene-3,17b-diol
US9034854, E2
US9040509, E2
US9422324, E2
US9561238, E2
WLN: L E5 B666TTT&J E1 FQ OQ
17 beta-Estradiol, 1mg/ml in Acetonitrile
DB-246618
Estra-1,5(10)-triene-3,17.beta.-diol
Estradiol, meets USP testing specifications
3,17beta-dihydroxyestra-1,3,5(10)-trien
CS-0694760
Estra-1,3,5(10)-triene-3,17beta-diol-
EU-0100503
KG70300000
NS00008517
NS00115904
Oestra-1,5(10)-triene-3,17.beta.-diol
C00951
D00105
EN300-119518
(17b)-Estra-1,3,5(10)-triene-3,17-diol
1,3,5-Estratriene-3,17b-diol;Dihydrofolliculin
13b-Methyl-1,3,5(10)-gonatriene-3,17b-ol
17.beta.-Estra-1,5(10)-triene-3,17-diol
17.beta.-Oestra-1,5(10)-triene-3,17-diol
ETHINYLESTRADIOL IMPURITY D [EP IMPURITY]
17-beta-Estradiol 100 microg/mL in Acetonitrile
Q422416
S 21400
SR-01000721892
13beta-Methyl-1,3,5(10)-gonatriene-3,17beta-ol
Estra-1,5(10)-triene-3,17-diol (17.beta.)-
ESTRADIOL BENZOATE IMPURITY A [EP IMPURITY]
ESTRADIOL VALERATE IMPURITY A [EP IMPURITY]
SR-01000075866-1
SR-01000075866-4
SR-01000721892-3
BRD-K18910433-001-04-4
BRD-K18910433-001-36-6
BRD-K18910433-001-43-2
estra-1(10),2,4-triene-3,17-diol, (17beta)-
Estra-1,5(10)-triene-3,17-diol, (17.beta.)-
Z1521553843
B8B5AEF5-4957-49EB-A14F-444A8212C482
beta-Estradiol, BioReagent, powder, suitable for cell culture
Estradiol, United States Pharmacopeia (USP) Reference Standard
13.BETA.-METHYL-1,3,5(10)-GONATRIENE-3,17.BETA.-OL
beta-Estradiol, powder, gamma-irradiated, suitable for cell culture
Estra-1,3,5(10)-triene-3,17-diol, (6,7-(sup 3)H,17-beta)-
(9beta,13alpha,14beta,17alpha)-estra-1,3,5(10)-triene-3,17-diol
Estradiol, Pharmaceutical Secondary Standard; Certified Reference Material
(13S,17S)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-beta-diol
200-023-8
82115-62-6