Interesting facts
Interesting Facts about (8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
This compound is part of a fascinating class of molecules known as **steroids**, which play crucial roles in both biological systems and pharmaceutical applications. Steroids are typically characterized by their four fused carbon rings, which give them unique properties and biological activities. Here are several intriguing aspects of this particular compound:
- Synthetic Anologs: This compound has been studied as a synthetic analog of hormones, particularly due to its ethynyl substituent, which can enhance its metabolic stability and bioactivity.
- Hormonal Regulation: Steroids, including this compound, often exhibit significant effects on hormonal regulation in various organisms. They can function as agonists or antagonists to specific hormonal receptors.
- Research Implications: The structure of this compound allows researchers to explore its affinity for steroid receptors, shedding light on mechanisms of action relevant to therapies for hormonal disorders.
- Potential Therapeutic Applications: Given its intricate structure and functional groups, this compound holds potential for use in developing therapies for conditions such as hormone-dependent cancers.
The configuration of this compound—(8R,9S,13S,14S,17R)—indicates that it is **chiral**, with multiple stereocenters influencing its interactions in biological systems. In chemistry, chirality is a fundamental property that can dramatically affect the behavior of molecules, especially in medical contexts.
As a student of chemistry, one might be particularly interested in how the **methoxy** and **ethynyl** groups contribute to the compound's reactivity and solubility characteristics. Molecules like this serve as excellent examples of how modifications in functional groups can lead to important changes in biological activity.
In conclusion, (8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol not only exemplifies the complex nature of steroid compounds but also acts as a gateway to deeper conversations about drug design, synthesis, and the intricate relationships between molecular structure and biological function.
Synonyms
mestranol
72-33-3
Menophase
Norquen
Ovastol
EE3ME
Mestranolum
Devocin
Ethynylestradiol 3-methyl ether
3-Methoxyethynylestradiol
EE(sub3)ME
Ethynylestradiol methyl ether
3-Methylethynylestradiol
3-O-Methylethynylestradiol
Compound 33355
Inostral
3-Methoxy-17alpha-ethynylestradiol
3-Methylethynyloestradiol
3-Methoxyethynyloestradiol
EE3-ME
17-Ethynylestradiol 3-methyl ether
EEI3ME
SC 4725
EE-3ME
17-Ethynyloestradiol 3-methyl ether
component of Norinyl
B2V233XGE7
CHEBI:6784
DTXSID0020814
MESTRANOL [INN]
MESTRANOL [JAN]
component of Ortho-Novum
MESTRANOL [MI]
MESTRANOL [HSDB]
MESTRANOL [USAN]
MESTRANOL [VANDF]
NSC-84032
(8R,9S,13S,14S,17R)-17-Ethynyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol
EE3 ME
MESTRANOL [MART.]
3-Methoxy-19-nor-17alpha-pregna-1,3,5(10)-trien-20-yn-17-ol
MESTRANOL [USP-RS]
MESTRANOL [WHO-DD]
19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-, (17alpha)-
Ethinylestradiol 3-methyl ether
DTXCID20814
Ethinyloestradiol 3-methyl ether
Ethynyloestradiol 3-methyl ether
MLS000028595
MESTRANOL [ORANGE BOOK]
(8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
MESTRANOL [EP MONOGRAPH]
ENOVID COMPONENT MESTRANOL
OVULEN COMPONENT MESTRANOL
MESTRANOL [USP MONOGRAPH]
component of Ovulen
component of Norquen
delta-MVE
17alpha-Ethynylestradiol 3-methyl ether
17-ethynyl-3-methoxyestra-1(10),2,4-trien-17beta-ol
Inostral (steroid)
17-ethynyl-3-methoxyoestra-1(10),2,4-trien-17beta-ol
Mestranolo [DCIT]
NCGC00093347-02
3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17beta-ol
Mestranolo
SMR000059128
(17beta)-17-ethynyl-3-(methyloxy)estra-1,3,5(10)-trien-17-ol
MESTRANOL (MART.)
19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-, (17.alpha.)-
MESTRANOL (USP-RS)
Mestranolum [INN-Latin]
MESTRANOL (EP MONOGRAPH)
MESTRANOL (USP MONOGRAPH)
Caswell No. 547A
(17beta)-17-ethynyl-3-methoxyestra-1(10),2,4-trien-17-ol
(+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-estratriene
(17alpha)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
.delta.-MVE
17alpha-Ethinyl estradiol 3-methyl ether
(+)-17alpha-Ethynyl-17beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene
17-Ethynyl-3-methoxyestra-1,3,5(10)-trien-17-ol
3-METHOXY-19-NOR-17.ALPHA.-PREGNA-1,3,5(10)-TRIEN-20-YN-17-OL.
3-Methoxy-17alpha-ethinylestradiol
3-Methoxy-17alpha-ethinyloestradiol
3-Methoxy-17alpha-ethynyloestradiol
3-Methoxy-17-alpha-ethinylestradiol
3-Methoxy-17-alpha-ethynylestradiol
17alpha-Ethynylestradiol methyl ether
3-Methoxy-17-alpha-ethinyloestradiol
3-Methoxy-17-alpha-ethynyloestradiol
(1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol
CCRIS 377
17-alpha-Ethynyloestradiol methyl ether
17alpha-Ethinylestradiol 3-methyl ether
8027 C. B.
17alpha-Ethynyloestradiol 3-methyl ether
3-Methoxy-17-ethynyloestradiol-17-beta
Mestranol [Steroidal oestrogens]
17alpha-Ethinyl oestradiol 3-methyl ether
HSDB 3588
17-alpha-Ethinyl estradiol 3-methyl ether
Ethinyl Estradiol 3 Methyl Ether
Ethinyl Estradiol 3-Methyl Ether
17-alpha-Ethinyl oestradiol 3-methyl ether
EINECS 200-777-8
NSC 84032
EPA Pesticide Chemical Code 115401
17beta-Estradiol, 17-ethynyl-, 3-(methyl ether)
BRN 2625905
UNII-B2V233XGE7
NSC84032
17-Ethynyl-3-methoxy-1,3,5(10)-oestratien-17-beta-ol
AI3-51798
3-Methoxy-17alpha-ethynyl-1,3,5(10)-estratrien-17beta-ol
3-Methoxy-17alpha-ethynyl-1,3,5(10)-oestratrien-17beta-ol
17-alpha-Ethynyl-3-methoxy-1,3,5(10)-estratrien-17-beta-ol
3-Methoxy-17-alpha-ethynyl-1,3,5(10)-estratrien-17-beta-ol
3-Methoxy-17-alpha-ethynyl-1,3,5(10)-oestratrien-17-beta-ol
CAS-72-33-3
3-Methoxy-17-alpha-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
3-Methoxy-19-nor-17-alpha-pregna-1,3,5(10)-trien-20-yn-17-ol
(1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadeca-2(7),3,5-trien-14-ol
(1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo(8.7.0.02,7.011,15)heptadeca-2(7),3,5-trien-14-ol
(1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol
(8R,9S,13S,14S,17R)-17-Ethinyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta(a)phenanthren-17-ol
(8R,9S,13S,14S,17R)-17-Ethinyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol
(8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta(a)phenanthren-17-ol
(8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthren-17-ol
(8S,9S,13S,14S,17S)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthren-17-ol
(8S,9S,13S,14S,17S)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
Prestwick_966
Mestranol, 99%
Mestranol (Standard)
Mestranol [USAN:USP:INN:BAN:JAN]
Estra-1,3,5(10)-trien-17beta-ol, 17-ethynyl-3-methoxy-
Opera_ID_872
17alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-
Estra-1,3,5(10)-trien-17-beta-ol, 17-alpha-ethynyl-3-methoxy-
Prestwick0_000846
Prestwick1_000846
Prestwick2_000846
Prestwick3_000846
(+)-17-alpha-Ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-estratriene
(17-alpha)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
17-ethynyl-3-methoxyestra-1(10),2,4-trien-17-ol
(+)-17-alpha-Ethynyl-17-beta-hydroxy-3-methoxy-1,3,5(10)-oestratriene
17-alpha-Ethynyl-3-methoxy-17-beta-hydroxy-delta-1,3,5(10)-estratriene
17-alpha-Ethynyl-3-methoxy-17-beta-hydroxy-delta-1,3,5(10)-oestratriene
3,17-beta-Dihydroxy-17-alpha-ethynyl-1,3,5(10)-estratriene-3-methyl ether
SCHEMBL41391
BSPBio_000831
Ethynyloestradiol methyl ether
MLS001077321
MLS001424224
BIDD:ER0199
SPBio_002752
Mestranol (JP18/USP/INN)
BPBio1_000915
ethynylestradiol-3-methyl ether
GTPL7087
CHEMBL1201151
HY-B0390R
IMSSROKUHAOUJS-MJCUULBUSA-N
HMS1570J13
HMS2051J22
HMS2097J13
HMS2230L20
HMS3714J13
HY-B0390
MESTRANOL COMPONENT OF ENOVID
MESTRANOL COMPONENT OF OVULEN
Tox21_111200
Tox21_301837
17-alpha-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-
17a-Ethynylestradiol 3-Methyl Ether
19-Nor-17alpha-pregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-
3-Mmethoxy-17alpha-ethynyloestradiol
17alpha-Ethynyloestradiol methyl ether
AKOS005267152
Tox21_111200_1
CCG-101067
DB01357
FM25119
NC00317
17alha-Ethinyloestradiol 3-methyl ether
NCGC00093347-03
NCGC00093347-05
NCGC00093347-07
NCGC00179410-01
NCGC00255342-01
AC-13293
AS-56063
NS00009656
S2125
Mestranol, VETRANAL(TM), analytical standard
C07618
C76306
D00575
Q904308
SR-01000695429
SR-01000695429-4
BRD-K31920458-001-03-8
BRD-K31920458-001-23-6
17a-Ethynyl-3-methoxy-1,3,5(10)-estratrien-17b-ol
Z1557501642
Mestranol, European Pharmacopoeia (EP) Reference Standard
(17b)-17-ethynyl-3-methoxyestra-1,3,5(10)-trien-17-ol
Mestranol, United States Pharmacopeia (USP) Reference Standard
(17a)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
17.Alpha.-19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-meth
17a-Ethynyl-1,3,5(10)-estratriene-3,17b-diol 3-methyl ether
3-METHOXY-19-NOR-17ALPHA-PREGNA-1,3,5(10)-TRIEN-20-YN-17-OL.
(+ )-17.alpha.-Ethynyl-17.beta.-hydroxy-3-methoxy-1,3, 5(10)-oestratriene
(+)-17.alpha.-Ethynyl-17.beta.-hydroxy-3-methoxy-1,3, 5(10)-estratriene
(17a)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol;17a-Ethynyl-3-methoxy-17b-hydroxy-1,3,5(10)-estratriene;3-Methoxy-17a-ethyn ylestradiol
(8R,13S,17R)-17-Ethynyl-3-methoxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-ol
200-777-8
Solubility of (8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
The solubility of the compound C22H28O3 can be considered within the context of its structure, which suggests varied interactions with solvents:
Overall, the compound's solubility profile is likely to exhibit:
In practical terms, one might encounter it dissolving well in systems designed for administering compounds with both hydrophilic and hydrophobic properties, highlighting its potential utility in pharmaceutical formulations.