Home > Compound List > Compound details
68392-35-8 molecular structure
click picture or here to close

4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol

ChemBase ID: 132609
Molecular Formular: C26H29NO2
Molecular Mass: 387.51396
Monoisotopic Mass: 387.21982917
SMILES and InChIs

SMILES:
CC/C(=C(\c1ccc(cc1)O)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
Canonical SMILES:
CC/C(=C(\c1ccc(cc1)O)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
InChI:
InChI=1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-
InChIKey:
TXUZVZSFRXZGTL-QPLCGJKRSA-N

Cite this record

CBID:132609 http://www.chembase.cn/molecule-132609.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl]phenol
IUPAC Traditional name
4-hydroxytamoxifen
Synonyms
(Z)-4-OHT
(Z)-4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol
trans-4-Hydroxytamoxifen
(Z)-4-Hydroxytamoxifen
4-[1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-butenyl]phenol
(E/Z)-4-Hydroxytamoxifen
4-Hydroxytamoxifen
4-Hydroxy-(E/Z)-tamoxifen
Afimoxifene
TamoGel
(E/Z)-4-Hydroxy Tamoxifen
4-[(1Z)-1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-butenyl]phenol
(Z)-4-Hydroxytamoxifen
4-Hydroxy-(Z)-tamoxifen
Hydroxytamoxifen
ICI 79280
(Z)-4-Hydroxy Tamoxifen
CAS Number
68392-35-8
68047-06-3
MDL Number
MFCD00278780
PubChem SID
24895814
162226886
PubChem CID
449459

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 449459 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.451544  H Acceptors
H Donor LogD (pH = 5.5) 2.9840212 
LogD (pH = 7.4) 4.6672516  Log P 5.694083 
Molar Refractivity 130.4117 cm3 Polarizability 47.037178 Å3
Polar Surface Area 32.7 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
Acetone expand Show data source
Dichloromethane expand Show data source
ethanol: soluble20 mg/mL (with heating) expand Show data source
Ethyl Acetate expand Show data source
Methanol expand Show data source
methanol: soluble10 mg/mL expand Show data source
Apperance
Off-White Solid expand Show data source
Off-White to Pale Yellow Solid expand Show data source
powder expand Show data source
Melting Point
135-144°C expand Show data source
142-145°C expand Show data source
Storage Condition
Amber Vial, -20°C Freezer expand Show data source
desiccated expand Show data source
protect from light expand Show data source
Refrigerator expand Show data source
RTECS
SL1210000 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
63-20/21/22 expand Show data source
Safety Statements
22-23-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H312-H332-H361 expand Show data source
GHS Precautionary statements
P280 expand Show data source
Personal Protective Equipment
Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
human ... ESR1(2099), ESR2(2100), ESRRG(2104), IL6(3569)rat ... Ar(24208), Esr1(24890), Esr2(25149) expand Show data source
Purity
≥98% (HPLC) expand Show data source
Certificate of Analysis
Download expand Show data source
Quality Level
PREMIUM expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - H7904 external link
General description
4-Hydroxytamoxifen is the active metabolite of tamoxifen which binds estrogen receptors (ER) and estrogen-related receptors (ERR) with estrogenic and anti-estrogenic effects. It is a selective estrogen receptor modulator (SERM).
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. H7904.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Toronto Research Chemicals - H954725 external link
(Z)-4-Hydroxy Tamoxifen is a metabolite of Tamoxifen (T006000). (Z)-4-Hydroxy Tamoxifen is a hydroxylated analogue of Tamoxifen. (Z)-4-Hydroxy Tamoxifen is a metabolite of Tamoxifen with anti-estrogenic properties.
Toronto Research Chemicals - H954705 external link
A selective estrogen receptor modulator.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Ruenitz, P.C. et al.: J. Med. Chem., 25, 1056 (1982)
  • • Ogura, K., et al.: Biochem. Pharmacol., 71, 1358 (1982)
  • • Oleson, L., et al.: J. Pharm. Pharmacol., 60, 1175 (1982)
  • • Levenson, A., et al.: Cancer Lett., 125, 215 (1998)
  • • Zhao, C., et al.: J. Steroid Biochem. Mol. Biol., 98, 1 (1998)
  • • Bellavance, E., et al.: J. Med. Chem., 52, 7488 (1998)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle