4'-Hydroxytamoxifen (CED0003068)

Record Information

Version

1.0

Creation Date

2016-05-25 18:50:01 UTC

Update Date

2026-08-22 06:31:16 UTC

Accession Number

CHEM022732

Identification

Common Name

4'-Hydroxytamoxifen

Class

Small Molecule

Description

4'-Hydroxytamoxifen is an organic compound with the formula C26H29NO2 and an average molecular weight of 387.51 g/mol. 4'-Hydroxytamoxifen belongs to the stilbenes, a class of phenylpropanoids and polyketides within the organic compounds. This substance has been identified in or released from 13 recorded sources across several diverse sectors. Within the healthcare, pharmaceuticals & veterinary products sector, it is associated with medical devices. In the energy, oil & gas and industrial manufacturing & chemical processing sectors, it is found in lubricants. Its presence is also recorded in food, food processing & cookware via food packaging, and in textiles, leather & furnishings through carpets, rugs, and synthetic textiles. Additionally, it is linked to electrical & electronic equipment, including batteries, printed circuit boards, capacitors, cell phones, wires, cables, and one other source. One additional sector has also been recorded. Human exposure to 4'-Hydroxytamoxifen may occur through oral, inhalation, and touch routes.

Contaminant Type

PFAS

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-OHT	ChEMBL
TAMOGEL	ChEMBL
4-Hydroxy-tamoxifen	MeSH
4-Hydroxytamoxifen, (Z)-isomer	MeSH
4oh-Tamoxifen	MeSH
4-OHT hydrotamoxifen	MeSH
4-Hydroxytamoxifen, (e)-isomer	MeSH
Para-hydroxytamoxifen	MeSH
4-Hydroxytamoxifen	MeSH
4-Monohydroxytamoxifen	MeSH
Tamoxifen metabolite b	MeSH
Afimoxifene	MeSH
4-(1-(4-(2-(Dimethylamino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenol	MeSH
Hydroxytamoxifen	MeSH

Chemical Formula

C₂₆H₂₉NO₂

Average Molecular Mass

387.514 g/mol

Monoisotopic Mass

387.220 g/mol

CAS Registry Number

82413-23-8

IUPAC Name

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

Traditional Name

4'-hydroxytamoxifen

SMILES

CC\C(=C(/C1=CC=CC=C1)C1=CC=C(OCCN(C)C)C=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C26H29NO2/c1-4-25(20-10-14-23(28)15-11-20)26(21-8-6-5-7-9-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-

InChI Key

DODQJNMQWMSYGS-QPLCGJKRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Diphenylmethane
Phenylpropane
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Ether
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	5.43	ALOGPS
logP	5.71	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.48	ChemAxon
pKa (Strongest Basic)	8.67	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.7 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	130.41 m³·mol⁻¹	ChemAxon
Polarizability	45.19 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0a4i-9124000000-17855906b6763a0c66a0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1239000000-95d81c3dbc6d3de48d06	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9455000000-c1ff5160ca84dc542234	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-9271000000-88aa964a9165a023ae13	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0009000000-afcdddd4f3f1663e97d9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014r-1019000000-126c8bde505479b16600	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-015a-5296000000-50c5f587cc35372a59d5	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
1561.0	Log mg/kg	[880:2800]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
7	Pesticides	Agriculture & land management	Not Available
120	Wires and cables	Electrical & Electronic Equipment	Not Available
121	Printed circuit boards	Electrical & Electronic Equipment	Not Available
125	Batteries	Electrical & Electronic Equipment	Not Available
130	Semiconductors	Electrical & Electronic Equipment	Not Available
138	Lubricants	Energy, oil & gas	Not Available
147	Food packaging	Food, food processing & cookware	Not Available
174	Lubricants	Industrial manufacturing & chemical processing	Not Available
234	Medical devices	Healthcare, pharmaceuticals & veterinary products	Not Available
451	Carpets and Rugs	Textiles, leather & furnishings	Not Available
454	Synthetic textiles	Textiles, leather & furnishings	Not Available
490		Personal care & cosmetics	Not Available
492	Cell phones	Electrical & Electronic Equipment	Not Available
493	Capacitors	Electrical & Electronic Equipment	Not Available

Pathways

2 pathways

Tamoxifen Action Pathway

Tamoxifen Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Estrogen-related receptor gamma	P62508	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	Steroid hormone receptor ERR2	O95718	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	5-hydroxytryptamine receptor 6	P50406	Humans	Predicted (SEA)	3.42537
Click to view 3D structure	Steroid hormone receptor ERR1	P11474	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	14.1686
Click to view 3D structure	Estrogen-related receptor gamma	P62509	Mus musculus	Predicted (SEA)	0.0778492
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	3.19182
Click to view 3D structure	Sodium-dependent noradrenaline transporter	P23975	Humans	Predicted (SEA)	7.08428
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	16.9711
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	52.9375
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	21.4864
Click to view 3D structure	Muscarinic acetylcholine receptor M1	P11229	Humans	Predicted (SEA)	9.41976
Click to view 3D structure	Muscarinic acetylcholine receptor M3	P20309	Humans	Predicted (SEA)	5.76084
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	45.1525
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	20.3186
Click to view 3D structure	Prostaglandin G/H synthase 1	P23219	Humans	Predicted (SEA)	3.58106
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	8.64126
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	33.0081
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	14.48
Click to view 3D structure	Substance-K receptor	P21452	Humans	Predicted (SEA)	6.07224
Click to view 3D structure	3-beta-hydroxysteroid-Delta(8),Delta(7)-isomerase	Q15125	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	51.4583
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	15.3363