Norgestrel
Also known as Norgestrel-d6, Levonorgestrel-D6, (-)-Norgestrel-d6
Key facts
What buyers check first
- Appearance
- Crystals from methanol
- Melting point
- 205 to 207
- Solubility
- In water, 1.73 mg/L, temp not stated.
- HS code
- 284590
- Category
- Isotope-labelled compounds

What is Norgestrel?
Plain description, key identifiers and synonyms
Norgestrel is a synthetic progestin commonly used alone or in combination with an estrogen for contraception. Norgestrel suppresses the secretion of luteinizing and follicle-stimulating hormones (LH and FSH), thickens cervical mucus, and slows the transit of ova through the fallopian tubes. This agent also exhibits antiproliferative activity in endometrial tissue and may exhibit chemopreventive and antineoplastic activities in endometrial carcinoma. (NCI04)
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (8R,9S,10R,13S,14S,17R)-2,2,4,6,6,10-hexadeuterio-13-ethyl-17-ethynyl-17-hydroxy-7,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one
- CAS number
- 2376035-98-0Other or deprecated CAS: 6533-00-2
- EC number
- 229-433-5
- Molecular formula
- C21H28O2
- InChIKey
- WWYNJERNGUHSAO-PWFLSJGKSA-N
- InChI
- InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23H,3,5-12H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1/i5D2,6D2,13D,16D
- Canonical SMILES
- C#CC1(O)CCC2C3CCC4=CC(=O)CCC4C3CCC21CC
- Isomeric SMILES
- [2H]C1=C2[C@](CC(C1=O)([2H])[2H])([C@H]3CC[C@]4([C@H]([C@@H]3CC2([2H])[2H])CC[C@]4(C#C)O)CC)[2H]
Synonyms
- Norgestrel-d6
- Levonorgestrel-D6
- (-)-Norgestrel-d6
- Norgestrel-d6 (major)
- (-)-Norgestrel-2,2,4,6,6,10-D6
- (8R,9S,10R,13S,14S,17R)-2,2,4,6,6,10-hexadeuterio-13-ethyl-17-ethynyl-17-hydroxy-7,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one
- TMID-0132
- (8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-3H-cyclopenta[a]phenanthren-3-one-2,2,4,6,6,10-d6
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Crystals from methanolexp.Measured value |
|---|---|
| Melting point | 205 to 207exp.Measured value |
| Solubility | In water, 1.73 mg/L, temp not stated.exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 318.49 g/molcalc.Computed value |
|---|---|
| Exact mass | 318.2466 Dacalc.Computed value |
| LogP (octanol/water) | 3.88calc.Computed value |
| Topological polar surface area | 37.3 Ųcalc.Computed value |
| Hydrogen bond donors | 1calc.Computed value |
| Hydrogen bond acceptors | 2calc.Computed value |
| Rotatable bonds | 1calc.Computed value |
| Heavy atoms | 23calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.76calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 6calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H351Suspected of causing cancer.
- H360May damage fertility or the unborn child.
- H362May cause harm to breast-fed children.
- H400Very toxic to aquatic life.
- H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (18)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P263Avoid contact during pregnancy and while nursing.
- P264Wash skin thoroughly after handling.
- P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
- P270Do not eat, drink or smoke when using this product.
- P273Avoid release to the environment.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P302 + P352If on skin: Wash with plenty of water.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P318If exposed or concerned, get medical advice.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P332 + P317If skin irritation occurs: Get medical help.
- P337 + P317If eye irritation persists: Get medical help.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P391Collect spillage.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidNorgestrel suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Price on request
- China, Jinshi ManufacturerUnclaimed profileNorgestrelGrade, purity and minimum order on requestPrice on request
- Italy, Corciano ManufacturerUnclaimed profileNorgestrelGrade, purity and minimum order on requestPrice on request
- Price on request
- Germany, Leverkusen ManufacturerUnclaimed profileNorgestrelGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileNorgestrelGrade, purity and minimum order on requestPrice on request
- Netherlands, RotterdamUnclaimed profileNorgestrelGrade, purity and minimum order on requestPrice on request
- Price on request
- Czech Republic, Czech RepublicUnclaimed profileNorgestrelGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
9 suppliers in 8 countries
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Norgestrel price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
How it is made
In a representative chemical synthesis, 6-methoxy-alpha-tetralone is reacted with vinylmagnesium bromide, and the resulting 1,2,3,4-tetrahydro-6-methoxy-1-vinyl-1-naphthol is condensed with 2-ethyl-1,3-cyclopentanedione to form initially a tricyclic intermediate (secosteroid) containing all of the gonane skeleton carbon atoms. Cyclization of the secosteroid via dehydration yields a 13-ethylgona-1,3,5(10)-8,14-pentaene structure which is then successively reduced and ethynylated.
Prepn: H. Smith, Belg. pat. 623,844 (1963), C.A. 61, 4427c (1964), G.A. Hughes, H. Smith, U.S. pat. 3,959,322 (1976 to Herchel Smith)
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Norgestrel is traded under.
Compounds, inorganic or organic, of such isotopes, whether or not chemically defined
- Ireland55.3%
- Hong Kong11.8%
- United States10.7%
- China24.3%
- Ireland21.9%
- South Korea13.3%
The HS code shown for Norgestrel is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Norgestrel, based on the data on this page
What is Norgestrel?
What is the CAS number of Norgestrel?
What is the molecular formula and weight of Norgestrel?
What is Norgestrel used for?
Is Norgestrel hazardous?
What is the HS code of Norgestrel?
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Guides for buyers
Practical guides that help when you source, ship or handle Norgestrel
- Article, QualityWhat a certificate of analysis should containThe parts of a complete COA, how to read it against your specification, the warning signs of a weak or copied certificate and how to verify results.Read
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
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