Basic information
- CAS
848-21-5- Standard SMILES
C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3C=C[C@@]21C- InChIKey
GVDMJXQHPUYPHP-FYQPLNBISA-N- Molecular formula
- C20H22O2
- Average molar mass
- 294.4 g/mol
- Monoisotopic mass
- 294.16197994
Overview
Norgestrienone is a steroid. It has a role as an estrogen.
Names & identifiers
- Preferred name
- Norgestrienone
- IUPAC
- (8S,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
- English name
- 17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one
- Molecular formula
- C20H22O2
- Molecular weight
- 294.39
Names & synonyms
NORGESTRIENONE848-21-5NorgestrienonaNorgestrienonum17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one89386PYU9ONSC-101105DTXSID30878491A301A 301RefChem:166619G03AC07
Show more names
R-2010RU-2010Ogyline(17R)-17-Hydroxy-19-norpregna-4,9,11-trien-20-yn-3-one19-Norpregna-4,9,11-trien-20-yn-3-one, 17-hydroxy-, (17α)-17-Hydroxy-19-nor-17alpha-pregna-4,9,11-trien-20-yn-3-one USP/EP/BP
DTXCID00101653719-Norpregna-4,9,11-trien-20-yn-3-one, 17-hydroxy-, (17alpha)-(1R,3aS,3bS,11aS)-1-ethynyl-1-hydroxy-11a-methyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,11aH-cyclopenta(a)phenanthren-7-one212-698-6Ethynyl trienolone(8S,13S,14S,17R)-17-ethynyl-17-hydroxy-13-methyl-1,2,6,7,8,14,15,16-octahydrocyclopenta[a]phenanthren-3-oneNorgestrienone (INN)Planor
Database identifiers
- CAS
848-21-5- PubChem CID
- 13313
- DTXSID
DTXSID30878491- ChEMBL
CHEMBL1908319- ChEBI
CHEBI:135231- UNII
- 89386PYU9O
- EC Number
- 212-698-6
- Nikkaji
- J7.140D
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 698
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 169 ° · 169°
- alpha
- 20 · D20 +63° (c = 0.5 in alc)
- Boiling point
- 376.15 °C · 376.15°C (rough estimate)
- Density
- 1.1129 · 1.1129 (rough estimate)
- refractive index
- 1.48 · 1.4800 (estimate)
- pka
- 12.76 · 12.76±0.40(Predicted)
- color
- Pale-yellow needles from diisopropyl ether
- FDA UNII
- 89386 PYU9O · 89386PYU9O
- ATC code
- 3 AC07 · G03AC07
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Chemistry & industry
Pharmacology
ATC Code
G - Genito urinary system and sex hormones
QG - Genito urinary system and sex hormones
MeSH Pharmacological ClassificationOral contraceptives which owe their effectiveness to synthetic preparations.
Applications
UsesNorgestrienone is a progestin receptor agonist. Norgestrienone is commonly used as a progesterone compound in birth control pills and can be combined with ethinylestradiol. Norgestrienone is a click chemical. It contains Alkyne groups and can undergo copper-catalyzed azide-alkyne cycloaddition reactions (CuAAc) with molecules containing Azide groups. Norgestrienone can be used in the study of hereditary angioneurotic edema[1][2].
Suppliers5 total
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
陕西缔都医药化工有限公司029-029-029-81148696 18161915376 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
Hefei TNJ Chemical Industry Co.,Ltd.+86-0551-65418671 +86-189 4982 3763 · [email protected]
Additional notes
DefinitionChEBI: Norgestrienone is a steroid. It has a role as an estrogen.
Related reactions
1 records
Compound notes
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