TRIPHENYLETHYLENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H16
Molecular Weight	256.341
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=MKYQPGPNVYRMHI-UHFFFAOYSA-N

InChI=1S/C20H16/c1-4-10-17(11-5-1)16-20(18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H

HIDE SMILES / InChI

Molecular Formula	C20H16
Molecular Weight	256.341
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein.	2015-02	25349334
Tamoxifen and raloxifene modulate gap junction coupling during early phases of retinoic acid-dependent neuronal differentiation of NTera2/D1 cells.	2010-12	20437090
Anti-breast cancer potential of SS1020, a novel antiestrogen lacking estrogenic and genotoxic actions.	2010-10-01	20073065
Estrogen antagonist and development of macular hole.	2010-10	21052512
Female sex hormones mediate the allergic lung reaction by regulating the release of inflammatory mediators and the expression of lung E-selectin in rats.	2010-08-24	20735828
Granulosa cell tumor of the ovary and antecedent of adjuvant tamoxifen use for breast cancer.	2010-08-12	20704728
Lasofoxifene: Evidence of its therapeutic value in osteoporosis.	2010-06-15	20694069
Structure-function relationships of estrogenic triphenylethylenes related to endoxifen and 4-hydroxytamoxifen.	2010-04-22	20334368
Selective estrogen receptor modulator (SERM) for the treatment of osteoporosis in postmenopausal women: focus on lasofoxifene.	2010-02-02	20169039
Ultrastructural effects of tamoxifen on uterus in rats.	2009-09-20	21319005
Bazedoxifene for the prevention of postmenopausal osteoporosis.	2008-12	19337430
Selective estrogen receptor modulators: an update on recent clinical findings.	2008-03	18279543
Optimizing high-performance liquid chromatography method with fluorescence detection for quantification of tamoxifen and two metabolites in human plasma: application to a clinical study.	2008-01-22	18037598
Nanoparticles loaded with ferrocenyl tamoxifen derivatives for breast cancer treatment.	2008-01-22	17643877
By looking back we can see the way forward: enhancing the gains achieved with antihormone therapy.	2008	19128429
A mass spectrometric approach for the study of the metabolism of clomiphene, tamoxifen and toremifene by liquid chromatography time-of-flight spectroscopy.	2008	18708697
Tamoxifen accelerates proteasomal degradation of O6-methylguanine DNA methyltransferase in human cancer cells.	2007-11-15	17597106
Practical synthesis of unsymmetrical tetraarylethylenes and their application for the preparation of [triphenylethylene-spacer-triphenylethylene] triads.	2007-10-12	17880244
Tamoxifen stimulates calcium entry into human platelets.	2007-10	18049305
Synthesis of 1,1,2-triphenylethylenes and their antiproliferative effect on human cancer cell lines.	2007-10	17704654
Estrogenic or antiestrogenic therapies for multiple myeloma?	2007-09-24	17888187
The differential effects of bisphosphonates, SERMS (selective estrogen receptor modulators), and parathyroid hormone on bone remodeling in osteoporosis.	2007	18044075
Decursin and decursinol angelate inhibit estrogen-stimulated and estrogen-independent growth and survival of breast cancer cells.	2007	17986353
Medicinal chemistry and emerging strategies applied to the development of selective estrogen receptor modulators (SERMs).	2007	17504144
Modulation of estrogen receptor transactivation and estrogen-induced gene expression by ormeloxifene-a triphenylethylene derivative.	2006-11	16965798
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Fragmentation of 2,2,2-triphenylethoxychlorocarbene: evidence for ultrafast fragmentation-rearrangement in excited diazirines.	2006-10-12	17020308
Effects of tamoxifen on vaginal blood flow and epithelial morphology in the rat.	2006-09-13	16970814
Functional inhibition of intestinal and uterine muscles by non-permeant triphenylethylene derivatives.	2006-02-17	16466652
Identification of covalent attachment site of antiestrogenic estradiol 11 beta-derivatives on human estrogen receptor alpha ligand-binding domain.	2006-02	16439113
[Interactions between radiation and hormonal therapy in breast cancer: simultaneous or sequential treatment].	2006-01-22	16515031
Additive growth inhibitory effects of ibandronate and antiestrogens in estrogen receptor-positive breast cancer cell lines.	2006	16417650
Dielectric and shear mechanical alpha and beta relaxations in seven glass-forming liquids.	2005-12-15	16392935
Investigation of radical cation in electrophilic fluorination by ESI-MS.	2005-09-01	16119921
Synthesis, structure-activity relationships and antagonistic effects in human MCF-7 breast cancer cells of flexible estrogen receptor modulators.	2005-07	16789891
Endometrial K-ras mutations in postmenopausal breast cancer patients treated with adjuvant tamoxifen or toremifene.	2005-04	15592834
K-ras mutation in the endometrium of tamoxifen-treated breast cancer patients, with a comparison of tamoxifen and toremifene.	2005-03-28	15756272
Recycling nanoparticles stabilized in water-in-CO2 microemulsions for catalytic hydrogenations.	2005-03-01	15723467
Selective estrogen receptor modulators inhibit growth and progression of premalignant lesions in a mouse model of ductal carcinoma in situ.	2005	16280035
Endocrinology and hormone therapy in breast cancer: selective oestrogen receptor modulators and downregulators for breast cancer - have they lost their way?	2005	15987442
Advances in estrogen receptor biology: prospects for improvements in targeted breast cancer therapy.	2004	14680484
Study of 202 natural, synthetic, and environmental chemicals for binding to the androgen receptor.	2003-10	14565775
The effect of estradiol in the striatum is blocked by ICI 182,780 but not tamoxifen: pharmacological and behavioral evidence.	2003-04	12766324
Effects of tamoxifen on ischemia-induced angiogenesis in the mouse lung.	2003	14517406
Triphenylethylene antiestrogen-induced acute relaxation of mouse duodenal muscle. Possible involvement of Ca2+ channels.	2002-06-12	12079691
Some coumarins and triphenylethene derivatives as inhibitors of human testes microsomal 17beta-hydroxysteroid dehydrogenase (17beta-HSD type 3): further studies with tamoxifen on the rat testes microsomal enzyme.	2002-04	12420755
The preparation of phenyl-stilbene derivatives using the safety catch linker.	2002	12357941
[Selective estrogen receptor modulators (SERMs) in the practice].	2002	12202896
[Synthesis of triphenylethylene with aliphatic cyclic moiety and its antagonism on estrogen receptor].	2001-03	12580083
Estrogen receptor binding affinity and uterotrophic activity of triphenylhaloethylenes.	1988-06	3386226

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:11:28 GMT 2025` Edited by `admin` on `Mon Mar 31 21:11:28 GMT 2025`
Record UNII	S4ZLZ1K74B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-17535

Preferred Name

English

TRIPHENYLETHYLENE

Systematic Name

English

ETHYLENE, TRIPHENYL-

Systematic Name

English

1,1,2-TRIPHENYLETHENE

Systematic Name

English

TRIPHENYLETHENE

Systematic Name

English

1,1,2-TRIPHENYLETHYLENE

Systematic Name

English

BENZILIDENEDIPHENYLMETHANE

Common Name

English

BENZENE, 1,1',1''-(1-ETHENYL-2-YLIDENE)TRIS-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C553