MolDraw › 3D molecule models › Estradiol 3D model
Estradiol molecule model (C18H24O2)
Estradiol is the most potent natural estrogen. Unlike other steroids, its ring A is an aromatic phenol, and it has a 17β-OH on the five-membered ring D.
Drag to rotate · pinch or scroll to zoom. 3D coordinates: PubChem conformer (CID 5757).
Estradiol at a glance
| Formula | C18H24O2 |
|---|---|
| Molar mass | 272.4 g/mol |
| IUPAC name | (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol |
| Atoms / bonds | 44 / 47 |
| H-bond donors / acceptors | 2 / 2 |
| XLogP3 | 4 |
| SMILES | C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)O |
| PubChem CID | 5757 |
What the 3D model of Estradiol shows
The model contains 44 atoms (20 heavy atoms and 24 hydrogens) joined by 47 bonds; in ball-and-stick mode every stick is one bond, and double or aromatic bonds are drawn as multiple sticks. Switch to space-filling to see the molecule as its electron cloud, scaled to van der Waals radii: this is the shape other molecules actually "feel". It can donate 2 and accept 2 hydrogen bonds, and its PubChem XLogP3 of 4 means it is fat-loving (lipophilic). Its topological polar surface area is 40.5 Ų.
Shape and bond angles
| Atom(s) | Geometry / hybridisation | Angles & lengths |
|---|---|---|
| ring A | Planar aromatic, sp² | 120° |
| rings B–D | sp³ chair/envelope rings | ≈ 109.5° |
Is Estradiol polar?
Mostly non-polar (XLogP ≈ 4), with hydrogen-bonding OH groups at each end that anchor it in the estrogen receptor.
Elemental composition of C18H24O2
| Element | Atoms | Mass (g/mol) | Mass % |
|---|---|---|---|
| Carbon (C) | 18 | 216.198 | 79.37% |
| Hydrogen (H) | 24 | 24.192 | 8.88% |
| Oxygen (O) | 2 | 31.998 | 11.75% |
Calculated from IUPAC standard atomic weights. Check any formula with the molar mass calculator.
Uses of estradiol
- Female sex hormone (menstrual cycle, bone health)
- Hormone replacement therapy and contraceptives (ethinylestradiol)
Interesting facts
- The two OH groups are about 11 Å apart, a distance the estrogen receptor recognises.
- Estradiol is made from testosterone by the enzyme aromatase.
- "Estrogen" is a class of hormones (estrone, estradiol, estriol). Estradiol is the strongest.
Drawing structures for your notes? MolDraw is a free online chemical structure editor for molecules, reactions and lab diagrams.
Open MolDraw editorFrequently asked questions
Why is ring A of estradiol aromatic?
Aromatase removes the C19 methyl group and aromatises ring A of testosterone, giving a phenol.
Is estrogen the same as estradiol?
Estrogen is a group of hormones. Estradiol (E2) is the main and most potent one.
What is the chemical formula and molar mass of estradiol?
Estradiol is C18H24O2 with a molar mass of 272.4 g/mol (PubChem CID 5757). It contains 44 atoms: 18 carbon, 24 hydrogen, 2 oxygen.
What is the IUPAC name of Estradiol?
The PubChem-computed IUPAC name is (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol.
How do I make a model of Estradiol?
With 44 atoms, Estradiol is a big kit build. Use the interactive model above as your guide, build the ring or core framework first, then add the side groups and finally the hydrogens.