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Estrone

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Identification
Molecular formula
C18H22O2
CAS number
53-16-7
IUPAC name
(8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
State
State
Solid at room temperature.
Melting point (Celsius)
254.00
Melting point (Kelvin)
527.15
Boiling point (Celsius)
416.00
Boiling point (Kelvin)
689.15
General information
Molecular weight
270.37g/mol
Molar mass
270.3660g/mol
Density
1.2280g/cm3
Appearence

Estrone typically appears as a white crystalline solid. It is part of a group of steroids known for their hormonal activity.

Comment on solubility

Solubility of (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one

The compound with the formula C18H22O2 exhibits unique solubility characteristics due to its complex structure and functional groups. Here are some key points regarding its solubility:

  • Solvent Compatibility: This compound is expected to have moderate solubility in polar solvents such as ethanol and methanol due to the presence of hydroxyl (-OH) functional groups, which enhance hydrogen bonding.
  • Hydrophobic Nature: With a significant hydrocarbon backbone, its solubility in non-polar solvents like hexane may be relatively higher, accommodating its hydrophobic regions.
  • Temperature Dependence: Solubility can vary with temperature; typically, an increase in temperature leads to increased solubility in most organic solvents.
  • pH Influence: The solubility in water may also be affected by pH levels, with potential variability in ionization of the hydroxyl group depending on the surrounding environment.

In summary, while the solubility profile of C18H22O2 indicates some degree of versatility across different solvent types, the solubility will primarily be influenced by the solvent characteristics, temperature, and pH of the solution. As with many organic compounds, a thorough examination of these factors is essential for optimizing solubility for practical applications.

Interesting facts

Exploring the Unique Compound: (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one

This fascinating compound, known in the scientific community for its intricate structure and biochemical significance, offers a myriad of insights into organic chemistry and its applications. Here are some captivating aspects of this compound:

  • Stereochemistry: The compound features several stereocenters, reflected in its specific nomenclature. This stereochemistry is crucial as it determines the compound's interactions with biological systems, influencing its activity.
  • Hormonal Activity: Compounds with similar structures are often studied for their role as hormone mimetics. The presence of a hydroxyl group can lead to interactions with hormone receptors, which is significant in the field of endocrinology.
  • Potential Uses: Due to its complex structure, research is ongoing into its potential therapeutic applications, including its role in anti-cancer treatments and its interactions in various metabolic pathways.
  • Natural Occurrence: This compound could potentially be derived from natural sources, as many similar chemical structures are isolated from plants or other organisms, leading to new pathways in pharmacognosy.
  • Research Applications: The molecular structure is also a template for synthetic organic chemists, inspiring new compounds with desirable properties through modifications of its framework.

In summary, the study of (8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one exemplifies the beauty of organic chemistry and its relevance in biological research. As we delve deeper into its implications, we uncover thrilling possibilities for innovation and discovery.

Synonyms
estrone
53-16-7
folliculin
OESTRONE
Theelin
Thelykinin
Ketohydroxyestrin
estrovarin
Estrugenone
Kestrone
Estron
Tokokin
1,3,5(10)-Estratrien-3-ol-17-one
Disynformon
Folliculine
Follicunodis
Glandubolin
Hiestrone
Hormestrin
Oestroform
Oestronum
Oestroperos
Destrone
Femidyn
Folipex
Folisan
Menagen
Oestrin
Kolpon
Estrone-A
Ketohydroxyoestrin
Cristallovar
Endofolliculina
Aquacrine
Crinovaryl
Crystogen
Estrusol
Folikrin
Follestrine
Follestrol
Hormofollin
Hormovarine
Ketodestrin
Menformon
Mestronaq
Ovifollin
Perlatan
Solliculin
Thelestrin
Thynestron
Wynestron
3-Hydroxyestra-1,3,5(10)-trien-17-one
Unden
Estrona
Femestrone injection
Estrogenic Substance
Ovex (tablets)
estrol
Estrona [Spanish]
Folliculine benzoate
Fem-O-Gen
Estronum [INN-Latin]
Estrona [INN-Spanish]
Estronum
Estra-1,3,5(10)-trien-17-one, 3-hydroxy-
Ketohydroxy-Estratriene
E(sub 1)
Folliculinum
3-Hydroxy-oestra-1,3,5(10)-trien-17-one
3-Hydroxy-17-keto-estra-1,3,5-triene
1,3,5(10)-Oestratrien-3-ol-17-one
delta-1,3,5-Estratrien-3beta-ol-17-one
delta-1,3,5-Oestratrien-3beta-ol-17-one
delta-1,3,5-estratrien-3-beta-ol-17-one
3-Hydroxyestra-1,3,5(10)-triene-17-one
delta-1,3,5-oestratrien-3-beta-ol-17-one
(+)-Estrone
Estrone (E1)
3-Hydroxy-17-keto-oestra-1,3,5-triene
CCRIS 285
(+/-)-Oestrone
3-Hydroxy-1,3,5(10)-estratrien-17-one
(+/-)-Estrone
Aquest
Estrone DL-form [MI]
HSDB 3324
Unden (pharmaceutical)
Estrone, (+/-)-
NATURAL ESTROGENIC SUBSTANCE-ESTRONE
1,3,5-Estratrien-3-ol-17-one
NSC 9699
(8R,9S,13S,14S)-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
19973-76-3
EINECS 200-164-5
UNII-2DI9HA706A
Estrone (Standard)
BRN 1915077
DTXSID4022367
Estradiol metabolite e1
3-hydroxy-estra-1,3,5(10)-trien-17-one
NSC-9699
WAY 164397
Estrone [USP:INN:BAN]
CHEMBL1405
MLS000028475
2DI9HA706A
DTXCID402367
X9XKA379T9
CHEBI:17263
EC 200-164-5
3-08-00-01171 (Beilstein Handbook Reference)
Estra-1,3,5(10)-trien-17-one, 3-hydroxy-, (+/-)-
Estronum (INN-Latin)
SMR000058338
Estrona (INN-Spanish)
Unigen
3-hydroxyl-1,3,5(10)-estratien-17-one
ESTRONE (MART.)
ESTRONE [MART.]
ESTRONE (USP-RS)
ESTRONE [USP-RS]
Estrone (USP:INN:BAN)
(13S)-3-hydroxy-13-methyl-7,8,9,11,12,13,15,16-octahydro-6H-cyclopenta[a]phenanthren-17(14H)-one
[2,4,6,7-3H]-E1
ESTRONE (USP MONOGRAPH)
ESTRONE [USP MONOGRAPH]
hydroxyestrones
Unden (pharmaceutical) (VAN)
(9beta,13alpha)-3-Hydroxyestra-1,3,5(10)-Trien-17-One
Oestrone [Steroidal oestrogens]
Follidrin (tablets)
MFCD00003620
(1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-trien-14-one
(8R,9S,13S,14S)-3-HYDROXY-13-METHYL-6,7,8,9,11,12,13,14,15,16-DECAHYDRO-17H-CYCLOPENTA(A)PHENANTHREN-17-ONE
Estrone (TN)
ETHINYLESTRADIOL IMPURITY C (EP IMPURITY)
ETHINYLESTRADIOL IMPURITY C [EP IMPURITY]
Estrone (JAN/USP/INN)
UNII-X9XKA379T9
1,3,5-Oestratrien-3-ol-17-one
CAS-53-16-7
NCGC00015423-03
J3Z
CMC_13458
Estrone, 15
Estrone1516
ESTRONE [VANDF]
Opera_ID_330
ESTRONE [HSDB]
Estrone, >=99%
ESTRONE [INN]
ESTRONE [JAN]
ESTRONE [MI]
Prestwick0_000914
Prestwick1_000914
Prestwick2_000914
Prestwick3_000914
Spectrum5_002047
E0026
ESTRONE [WHO-DD]
bmse000549
E 9750
FOLLICULINUM [HPUS]
Lopac0_000513
SCHEMBL21702
BSPBio_000788
MLS001077340
MLS002695951
MLS006011890
BIDD:ER0145
ESTRONE [ORANGE BOOK]
SPBio_002977
BPBio1_000868
GTPL2818
MEGxm0_000444
SGCUT00128
Estrone 1.0 mg/ml in Methanol
ACon0_000083
ACon1_000122
BDBM17289
HY-B0234R
[2,4,6,7-3H]-Estrone
G03CA07
G03CC04
HMS1570H10
HMS2090E22
HMS2097H10
HMS2232O15
HMS3261H07
HMS3714H10
BCP13336
HY-B0234
to_000049
Tox21_113567
Tox21_201375
Tox21_303651
Tox21_500513
BBL033470
BL-090
LMST02010004
s1665
STK801833
AKOS005622512
AKOS007930641
Tox21_113567_1
AC-1395
CCG-204604
DB00655
DS-6316
Estrone 100 microg/mL in Acetonitrile
FE22839
LP00513
SDCCGSBI-0050497.P002
SMP1_000123
NCGC00023643-03
NCGC00023643-04
NCGC00023643-05
NCGC00023643-06
NCGC00023643-07
NCGC00023643-08
NCGC00023643-09
NCGC00023643-10
NCGC00023643-11
NCGC00023643-12
NCGC00023643-13
NCGC00023643-15
NCGC00023643-16
NCGC00023643-22
NCGC00179433-01
NCGC00179433-02
NCGC00179433-03
NCGC00257402-01
NCGC00258926-01
NCGC00261198-01
Estrone, meets USP testing specifications
D1,3,5(10)-Estratrien-3-ol-17-one
3-Hydroxyoestra-1,3,5(10)-trien-17-one
AB00382990
CS-0694877
Estrone, VETRANAL(TM), analytical standard
EU-0100513
NS00010299
3-hydroxy-estra-1,3,5(10)-triene-17-one
C00468
D00067
EN300-120636
AB00382990-16
AB00382990-17
AB00382990_18
estra-1(10),2,4-trien-17-one, 3-hydroxy-
3-Hydroxyestra-1,3,5(10)-trien-17-one;Estrone
Q414986
SR-01000000085
SR-01000075867
SR-01000000085-3
SR-01000075867-1
BRD-K81839095-001-04-6
BRD-K81839095-001-25-1
BRD-K81839095-001-30-1
ESTRADIOL HEMIHYDRATE IMPURITY A [EP IMPURITY]
86C77018-146D-4603-ACEA-CA0D8C4F1E2C
Estrone, European Pharmacopoeia (EP) Reference Standard
Z1530425070
Estrone, United States Pharmacopeia (USP) Reference Standard
Estrone, Pharmaceutical Secondary Standard; Certified Reference Material
(8R,13S)-3-Hydroxy-13-methyl-6,7,8,9,11,12,13,14,15,16-decahydro-cyclopenta[a]phenanthren-17-one
200-164-5