ChemFOnt: Showing chemical card for 4-Methoxy-17beta-estradiol (CFc000008083)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:43 UTC

Chemfont ID

CFc000008083

Molecule Identification

Common Name

4-Methoxy-17beta-estradiol

Definition

4-Methoxy-17beta-estradiol, also known as 4-methoxyestradiol or 4-ME2, is a member of the class of compounds known as estrogens and derivatives. These compounds are steroids with a structure containing a 3-hydroxylated estrane. 4-Methoxy-17beta-estradiol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 4-Methoxy-17beta-estradiol can be synthesized from 17beta-estradiol. 4-Methoxy-17beta-estradiol can also be synthesized into 4-methoxy-17beta-estradiol 3-O-(beta-D-glucuronide).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Methoxy-17b-estradiol	Generator
4-Methoxy-17β-estradiol	Generator
3,17beta-Dihydroxy-4-methoxy-1,3,5[10]-estratriene	HMDB
3,4,17beta-Trihydroxy-1,3,5[10]-estratriene 4-methyl ether	HMDB
4-MeOE2	HMDB
4-Methoxy-1,3,5[10]-estratriene-3,17beta-diol	HMDB
4-Methoxy-3,17beta-dihydroxy-1,3,5[10]-estratriene	HMDB
4-Methoxyestradiol	HMDB

Chemical Formula

C₁₉H₂₆O₃

Average Molecular Weight

302.4079

Monoisotopic Molecular Weight

302.188194698

IUPAC Name

(14S,15S)-6-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-5,14-diol

Traditional Name

(14S,15S)-6-methoxy-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-5,14-diol

CAS Registry Number

26788-23-8

SMILES

COC1=C2CCC3C4CC[C@H](O)[C@@]4(C)CCC3C2=CC=C1O

InChI Identifier

InChI=1S/C19H26O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,17,20-21H,3-4,6,8-10H2,1-2H3/t12?,13?,15?,17-,19-/m0/s1

InChI Key

BCWZIZLVBYHFES-BHFCKAAKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-hydroxysteroid
17-hydroxysteroid
Hydroxysteroid
Phenanthrene
Tetralin
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Cyclic alcohol
Secondary alcohol
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0012782)
Membrane (HMDB: HMDB0012782)

Source

Exogenous

Exogenous (HMDB: HMDB0012782)

Endogenous

Endogenous (HMDB: HMDB0012782)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	3.65	ALOGPS
logP	3.59	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	10.34	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.69 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	86.37 m³·mol⁻¹	ChemAxon
Polarizability	34.89 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029173

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481522

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 4-Methoxy-17beta-estradiol (CFc000008083)

MOL for CFc000008083 (4-Methoxy-17beta-estradiol)

3D MOL for CFc000008083 (4-Methoxy-17beta-estradiol)

3D SDF for CFc000008083 (4-Methoxy-17beta-estradiol)

3D-SDF for CFc000008083 (4-Methoxy-17beta-estradiol)

PDB for CFc000008083 (4-Methoxy-17beta-estradiol)

3D PDB for CFc000008083 (4-Methoxy-17beta-estradiol)

SMILES for CFc000008083 (4-Methoxy-17beta-estradiol)

INCHI for CFc000008083 (4-Methoxy-17beta-estradiol)

Structure for CFc000008083 (4-Methoxy-17beta-estradiol)

3D Structure for CFc000008083 (4-Methoxy-17beta-estradiol)