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Estriol

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Identification
Molecular formula
C18H24O3
CAS number
50-27-1
IUPAC name
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
State
State

Estriol is in a solid state at room temperature.

Melting point (Celsius)
280.00
Melting point (Kelvin)
553.00
Boiling point (Celsius)
515.80
Boiling point (Kelvin)
788.95
General information
Molecular weight
288.38g/mol
Molar mass
288.3810g/mol
Density
1.2300g/cm3
Appearence

Estriol is a white to creamy white, odorless crystalline powder. It is a natural estrogenic hormone that appears visibly as a solid at room temperature.

Comment on solubility

Solubility of C18H24O3

The compound (8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol exhibits a complex solubility profile due to its intricate molecular structure. Understanding its solubility characteristics is essential for applications in pharmaceuticals and chemical formulations.

Key Points on Solubility:

  • Polar vs. Nonpolar: The presence of hydroxyl (-OH) groups in the structure indicates a degree of polarity, suggesting that the compound may have improved solubility in polar solvents. Conversely, it could exhibit lower solubility in nonpolar solvents.
  • Hydrogen Bonding: The hydroxyl groups can engage in hydrogen bonding, enhancing its solubility in water compared to strictly non-polar hydrocarbons.
  • Miscibility: It is likely to be miscible or have limited compatibility with solvents such as alcohols and ethers, which can accommodate its polar characteristics.
  • Practical Applications: Due to its solubility properties, this compound could be utilized in various formulations where moderate polarity is beneficial.

In summary, the solubility of C18H24O3 highlights an interesting balance between hydrophilic and hydrophobic interactions, making it a subject of interest for further investigation in both academic and industrial settings.

Interesting facts

Exploring the Unique Compound: (8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol

This fascinating compound, with its intricate structure, represents a unique member of the steroid family. Its complex stereochemistry is denoted by the specific arrangement of chiral centers, making it a subject of significant interest in organic chemistry and natural product synthesis.

Key Highlights:

  • Structural Complexity: With multiple rings and functional groups, this compound showcases the diverse arrangements possible within organic molecules.
  • Biological Relevance: Compounds with similar structures often exhibit biological activities, including hormone-like functions, which can lead to therapeutic applications in medicine.
  • Research Implications: The detailed study of this compound can provide insights into metabolic pathways and the development of pharmaceuticals, particularly those related to hormonal regulation.
  • Synthesis Challenges: The complexity involved in synthesizing this compound highlights the need for advanced techniques in organic synthesis, making it an excellent challenge for chemists.

In the world of chemistry, particularly within the field of natural products and steroid chemistry, understanding the nuances of compounds like this one is crucial. As scientists continue to investigate its properties and reactions, the potential for discovering new applications remains vast. The synthesis of such complex molecules fosters innovation and collaboration in research, pushing the boundaries of our knowledge in organic chemistry.

“The beauty of chemistry lies in its complexity and the endless possibilities it holds for discovery.”

Synonyms
estriol
50-27-1
Oestriol
Trihydroxyestrin
Aacifemine
Estratriol
Ovestrion
Destriol
Ovestin
Theelol
Tridestrin
Oestratriol
Orestin
Ortho-Gynest
16alpha-Hydroxyestradiol
Deuslon-A
Hemostyptanon
Oestriolum
Hormomed
Klimoral
Overstin
Triovex
Thulol
16alpha,17beta-Estriol
Gynaesan
Orgastyptin
Estriel
Holin
Trihydroxyoestrin
Hormonin
Synapause
Triodurin
16alpha-Hydroxyoestradiol
16-alpha-Hydroxyestradiol
16alpha,17beta-Oestriol
Colpogyn
Estriolo
Incurin
Estriolo [Italian]
(16alpha,17beta)-Estra-1,3,5(10)-triene-3,16,17-triol
Estriol, unconjugated
16alpha-Hydroxy-17beta-estradiol
16-alpha,17-beta-Estriol
3,16alpha,17beta-Estriol
16-alpha,17-beta-Oestriol
16-alpha-Hydroxyoestradiol
Deuslon A
NSC-12169
Stiptanon
3,16-alpha,17-beta-Estriol
3,16-alpha,17-beta-Oestriol
Ovesterin
16.alpha.-Hydroxyestradiol
Ovo-vinces
3,16alpha,17beta-Trihydroxy-1,3,5(10)-estratriene
Klimax E
16.alpha.,17.beta.-Estriol
16-Hydroxyestradiol
1,3,5-Estratriene-3beta,16alpha,17beta-triol
16.alpha.-Estriol
1,3,5-Oestratriene-3beta,16alpha,17beta-triol
A 13610
CCRIS 284
Estra-1,3,5(10)-trien-3,16alpha,17beta-triol
Oestra-1,3,5(10)-triene-3,16alpha,17beta-triol
Gynasan
Trimesta
3,16alpha,17beta-Trihydroxy-delta-1,3,5-oestratriene
oestriol.
CHEBI:27974
HSDB 3590
(16alpha,17beta)-Oestra-1,3,5(10)-triene-3,16,17-triol
Estra-1,3,5(10)-triene-3,16alpha,17beta-triol
EINECS 200-022-2
16.alpha.-Hydroxyoestradiol
NSC 12169
3,16alpha,17beta-trihydroxy-Delta(1,3,5)-estratriene
3,16-alpha,17-beta-Trihydroxy-delta-1,3,5-estratriene
3,16-alpha,17-beta-Trihydroxy-delta-1,3,5-oestratriene
3,16-alpha,17-beta-Trihydroxyestra-1,3,5(10)-triene
3,16-alpha,17-beta-Trihydroxyoestra-1,3,5(10)-triene
Estriol (Standard)
UNII-FB33469R8E
BRN 2508172
1,3,5(10)-Estratriene-3,16alpha,17beta-Triol
16.alpha.,17.beta.-Oestriol
DTXSID9022366
OE3
1,3,5(10)-Estratriene-3,16-alpha,17beta-triol
Oestra-1,3,5(10)-triene-3,16-alpha,17-beta-triol
FB33469R8E
Estra-1,3,5(10)-triene-3,16,17-triol
MFCD00003691
Estra-1,3,5(10)-triene-3,16,17-triol, (16alpha,17beta)-
16.alpha.-Hydroxy-17.beta.-estradiol
DTXCID002366
Estriol [USP:INN:BAN:JAN]
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
4-06-00-07550 (Beilstein Handbook Reference)
NSC12169
ESTRIOL (MART.)
ESTRIOL [MART.]
ESTRIOL (USP-RS)
ESTRIOL [USP-RS]
1,3,5-ESTRATRIENE-3B,16A,17B-TRIOL
1306-04-3
ESTRIOL (EP MONOGRAPH)
ESTRIOL [EP MONOGRAPH]
ESTRIOL (USP MONOGRAPH)
Estriol (USP:INN:BAN:JAN)
ESTRIOL [USP MONOGRAPH]
3,16.alpha.,17.beta.-Estriol
(16A,17B)-ESTRA-1,3,5(10)-TRIENE-3,16,17-TRIOL
ESTRIOL (EMA EPAR VETERINARY)
ESTRIOL [EMA EPAR VETERINARY]
16a-Hydroxyestradiol
(1S,10R,11S,13R,14R,15S)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,13,14-triol
3,17.beta.-Estriol
Estriel (TN)
Oestriol [Steroidal oestrogens]
Estra-1,3,5(10)-triene-3,16,17-triol, (16.alpha.,17.beta.)-
SR-01000721851
16alpha,17beta Estriol
1,3,5(10)-Estratriene-3,16.alpha.,17.beta.-triol
Estra-1,3,5(10)-trien-3,16.alpha.,17.beta.-triol
Estra-1,3,5(10)-triene-3,16.alpha.,17.beta.-triol
1,3,5(10)-ESTRATRIENE-3,16,17-TRIOL
1,3,5-Estratriene-3.beta.,16-.alpha.,17-.beta.-triol
1,3,5-Oestratriene-3-.beta.,16.alpha.,17.beta.-triol
3,16.alpha.,17.beta.-Trihydroxy-1,3,5(10)-estratriene
3,16.alpha.,17.beta.-Trihydroxyestra-1,3,5(10)-triene
Oestra-1,3,5(10)-triene-3,16.alpha., 17.beta.-triol
Trophicreme
3,16.alpha.,17.beta.-Trihydroxy-.delta.-1,3,5-estratriene
Ostriol
Ovestinon
Gynsan
3,16.alpha.,17.beta.-Trihydroxy-.delta.-1,3,5-oestratriene
(16.alpha.,17.beta.)-Estra-1,3,5(10)-triene-3,16,17-triol
(16.alpha.,17.beta.)-Oestra-1,3,5(10)-triene-3,16,17-triol
Estro-Life
16alpha-Estriol
3,16-.alpha.,17-.beta.-Oestriol
Holin V
CAS-50-27-1
16a-Estriol
NCGC00166111-01
16a,17b-Estriol
Estriol 5.0 Cream
Estriol, 98%
Estra-1,3,5(10)-triene-3,16,17-triol, (16a,17b)-
ESTRIOL [HSDB]
Estriol, >=97%
ESTRIOL [JAN]
ESTRIOL [MI]
3,16a,17b-Estriol
Prestwick0_001096
Prestwick1_001096
Prestwick2_001096
Prestwick3_001096
Estriol (JP18/USP)
E0218
ESTRIOL [WHO-DD]
Epitope ID:140131
1,3,5(10)-Estratrien-3,16.alpha.,17.beta.-triol
Advanced Formula Estro-Life
Estra-1,3,5(10)-triene-3,16-.alpha., l7-.beta.-triol
SCHEMBL78033
BSPBio_001172
ESTRIOL [GREEN BOOK]
3,16-.alpha.,17-.beta.-Trihydroxyoestra-1,3,5(10)-triene
MLS000069812
BIDD:ER0124
SPBio_003056
BPBio1_001290
CHEMBL193482
GTPL2821
Estriol 1.0 mg/ml in Methanol
HY-B0412R
HMS1571K14
HMS2090E20
HMS2098K14
HMS2234A18
HMS3715K14
HMS3884P19
BCP23357
HY-B0412
Tox21_112320
Tox21_301604
BDBM50410506
LMST02010003
s2466
AKOS015894926
Tox21_112320_1
BCP9000661
CCG-221096
DB04573
Estriol 100 microg/mL in Acetonitrile
Estriol, purum, >=97.0% (HPLC)
FD12050
FE22836
SMP1_000122
NCGC00166111-02
NCGC00179277-01
NCGC00255193-01
NCGC00274080-01
AS-13735
Estriol, meets USP testing specifications
SMR000059210
BCP0726000219
AB00514045
CS-0694816
Estriol, VETRANAL(TM), analytical standard
NS00009155
WLN: L E5 B666TTT&J E1 FQ GQ OQ
C05141
D00185
Estra-1,3,5(10)-triene-3,16a,17b-triol
3,16a,17b-Trihydroxyestra-1,3,5(10)-triene
3,17.beta.-Trihydroxy-1,3,5(10)-estratriene
3,17.beta.-Trihydroxyestra-1,3,5(10)-triene
AB00514045-08
AB00514045-09
AB00514045_10
EN300-7390799
(16.alpha.,3,5(10)-triene-3,16,17-triol
Q409721
3,17.beta.-Trihydroxy-.delta.-1,3,5-estratriene
3,17.beta.-Trihydroxy-.delta.-1,3,5-oestratriene
SR-01000721851-3
SR-01000721851-4
1,5(10)-Estratriene-3,16.alpha., 17.beta.-triol
1,5(10)-Estratriene-3,16.alpha.,17.beta.-triol
3,16alpah,17beta-Trihydroxyestra-1,3,5(10)-triene
3,16alpha,17beta-Trihydroxyestra-1,3,5(10)-triene
BRD-K17016787-001-03-5
BRD-K17016787-001-13-4
BRD-K17016787-001-16-7
Estra-1,5(10)-trien-3,16.alpha.,17.beta.-triol
Estra-1,5(10)-triene-3,16.alpha.,17.beta.-triol
1,5-Estratriene-3.beta.,16-.alpha.,17-.beta.-triol
1,5-Oestratriene-3-.beta.,16.alpha.,17.beta.-triol
13b-Methyl-1,3,5(10)-gonatriene-3,16a,17b-triol
Estra-1,5(10)-trien-3,16.alpha., 17.beta.-triol
Estra-1,5(10)-triene-3,16.alpha., 17.beta.-triol
Estriol, European Pharmacopoeia (EP) Reference Standard
Oestra-1,5(10)-triene-3,16.alpha., 17.beta.-triol
Oestra-1,5(10)-triene-3,16.alpha.,17.beta.-triol
6EC6F23B-A991-4606-8BC7-146D915DAB31
Estriol, United States Pharmacopeia (USP) Reference Standard
13beta-METHYL-1,3,5(10)-GONATRIENE-3,16alpha,17beta-TRIOL
estra-1(10),2,4-triene-3,16,17-triol, (16alpha,17beta)-
Estra-1,5(10)-triene-3,16,17-triol, (16.alpha.,17.beta.)-
(16a,17b)-Estra-1,3,5[10]-triene-3,16,17-triol;Acifemine;Colpogyn
(9beta,13alpha,16beta,17beta)-estra-1(10),2,4-triene-3,16,17-triol
13.BETA.-METHYL-1,3,5(10)-GONATRIENE-3,16.ALPHA.,17.BETA.-TRIOL
Estriol for system suitability, European Pharmacopoeia (EP) Reference Standard
(13S,16R,17R)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,16,17-triol
(1R,2R,3aS,3bR,9bS,11aS)-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,9bH,10H,11H,11aH-cyclopenta[a]phenanthrene-1,2,7-triol
(8R,13S,16R,17R)-13-Methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,16,17-triol
(8R,9S,13S,14S,16R,17R)-13-methyl-6,7,8,9,11,12,14,15,16, 17-decahydrocyclopenta[a]phenanthrene-3,16,17-triol
200-022-2