MolDraw › 3D molecule models › Progesterone structure
Progesterone structure and 3D model (C21H30O2)
Progesterone is a steroid hormone with an enone in ring A and an acetyl group at C17. It has no OH groups, only two ketones.
Drag to rotate · pinch or scroll to zoom. 3D coordinates: computed with RDKit (ETKDG conformer, force-field optimised).
Progesterone at a glance
| Formula | C21H30O2 |
|---|---|
| Molar mass | 314.47 g/mol |
| IUPAC name | (8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one |
| Atoms / bonds | 53 / 56 |
| H-bond donors / acceptors | 0 / 2 |
| logP (estimated) | 4.7 |
| SMILES | CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C |
| InChIKey | RJKFOVLPORLFTN-LEKSSAKUSA-N |
| PubChem | 5994 |
What the 3D model of Progesterone shows
The model contains 53 atoms (23 heavy atoms and 30 hydrogens) joined by 56 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 0 and accept 2 hydrogen bonds, and its estimated logP of 4.7 means it is fat-loving (lipophilic). Its topological polar surface area is 34 Ų.
Shape and bond angles
| Atom(s) | Geometry / hybridisation | Angles & lengths |
|---|---|---|
| ring carbons (sp³) | Tetrahedral, sp³; chair-shaped 6-rings | ≈ 109.5° |
| C3 ketone and C4=C5 alkene | Trigonal planar, sp²; conjugated enone | ≈ 120° |
| acetyl C=O carbon | Trigonal planar, sp² | ≈ 120° |
Is Progesterone polar?
Mostly non-polar. The two C=O groups accept hydrogen bonds, but with no OH or NH donors and a large hydrocarbon frame it dissolves in oils, not water.
Elemental composition of C21H30O2
| Element | Atoms | Mass (g/mol) | Mass % |
|---|---|---|---|
| Carbon (C) | 21 | 252.231 | 80.21% |
| Hydrogen (H) | 30 | 30.240 | 9.62% |
| Oxygen (O) | 2 | 31.998 | 10.18% |
Calculated from IUPAC standard atomic weights. Check any formula with the molar mass calculator.
Uses of progesterone
- Female sex hormone that prepares the uterus for pregnancy
- Used in hormone therapy and some contraceptives
- Precursor of other steroid hormones in the body
Interesting facts
- Progesterone was first isolated in 1934.
- Its name comes from pro-gestation, meaning supporting pregnancy.
- Russell Marker developed a cheap synthesis from diosgenin found in Mexican yams.
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Open MolDraw editorFrequently asked questions
What is the structure of Progesterone?
Progesterone is a steroid hormone with an enone in ring A and an acetyl group at C17. It has no OH groups, only two ketones. Its SMILES is CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C.
How many stereocentres does progesterone have?
Six, at C8, C9, C10, C13, C14 and C17.
Is progesterone a steroid?
Yes. It has the four fused rings (three six-membered and one five-membered) that define steroids.
What is the chemical formula and molar mass of Progesterone?
Progesterone is C21H30O2 with a molar mass of 314.47 g/mol. It contains 53 atoms: 21 carbon, 30 hydrogen, 2 oxygen.
What is the IUPAC name of Progesterone?
The IUPAC name is (8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one.
How do I draw Progesterone?
Open the MolDraw editor, paste the SMILES CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C or type "Progesterone" in name search, and the structure is drawn for you. You can then export it as PNG, SVG, MOL or CDXML.