Mestranol
Also known as Norquen, Ovastol, Menophase
Key facts
What buyers check first
- Appearance
- Crystals from methanol or acetone
- Melting point
- 151 °C
- Solubility
- In double-distilled water, 0.32 mg/L
- HS code
- 293723
- Category
- Hormones and steroids

What is Mestranol?
Plain description, key identifiers and synonyms
Mestranol is a terminal acetylenic compound that is (17alpha)-17-ethynylestra-1(10),2,4-triene substituted by a methoxy group at position 3 and a hydroxy group at position 17. It has a role as a prodrug and a xenoestrogen. It is a 17beta-hydroxy steroid, an aromatic ether and a terminal acetylenic compound. It is functionally related to a 17beta-estradiol.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
- CAS number
- 72-33-3 CAS number cross-checked
- EC number
- 200-777-8
- Molecular formula
- C21H26O2
- UNII
- B2V233XGE7
- MDL number
- MFCD00003689
- InChIKey
- IMSSROKUHAOUJS-MJCUULBUSA-N
- InChI
- InChI=1S/C21H26O2/c1-4-21(22)12-10-19-18-7-5-14-13-15(23-3)6-8-16(14)17(18)9-11-20(19,21)2/h1,6,8,13,17-19,22H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+/m1/s1
- Canonical SMILES
- C#CC1(O)CCC2C3CCc4cc(OC)ccc4C3CCC21C
- Isomeric SMILES
- C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=C3C=CC(=C4)OC
Synonyms
- Norquen
- Ovastol
- Menophase
- Mestranolum
- Ethynylestradiol 3-methyl ether
- 3-Methoxyethynylestradiol
- 3-Methylethynylestradiol
- Ethynylestradiol methyl ether
- Mestranolo
- Compound 33355
- 3-Methoxy-17alpha-ethynylestradiol
- Ethinylestradiol 3-methyl ether
- Ethynyloestradiol 3-methyl ether
- 17alpha-Ethynylestradiol 3-methyl ether
- 3-Methoxy-17alpha-ethinylestradiol
- 17-Ethynylestradiol 3-methyl ether
- 3-Methoxy-17alpha-ethinyloestradiol
- 17-Ethynyloestradiol 3-methyl ether
- 17alpha-Ethynylestradiol methyl ether
- 17alpha-Ethinylestradiol 3-methyl ether
- 17alpha-Ethynyloestradiol 3-methyl ether
- (8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-ol
- 17-Ethynyl-3-methoxy-1,3,5(10)-oestratien-17-beta-ol
- 3-Methoxy-19-nor-17alpha-pregna-1,3,5(10)-trien-20-yn-17-ol
- 19-Norpregna-1,3,5(10)-trien-20-yn-17-ol, 3-methoxy-, (17alpha)-
Show all 38 synonymsShow fewer synonyms
- (17alpha)-3-Methoxy-19-norpregna-1,3,5(10)-trien-20-yn-17-ol
- Ethinyl Estradiol 3 Methyl Ether
- Ethinyl Estradiol 3-Methyl Ether
- (1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadeca-2(7),3,5-trien-14-ol
- (1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-ol
- (8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthren-17-ol
- (1S,10R,11S,14R,15S)-14-ethynyl-5-methoxy-15-methyltetracyclo(8.7.0.02,7.011,15)heptadeca-2(7),3,5-trien-14-ol
- Devocin
- EE(sub3)ME
- Inostral
- 3-O-Methylethynylestradiol
- 3-Methylethynyloestradiol
- 3-Methoxyethynyloestradiol
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 methanol or acetoneexp.Measured value |
|---|---|
| Melting point | 151 °Cexp.Measured value |
| Solubility | In double-distilled water, 0.32 mg/Lexp.Measured value |
| Vapour pressure | 9.75 × 10⁻⁹exp.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 | 310.44 g/molcalc.Computed value |
|---|---|
| Exact mass | 310.1933 Dacalc.Computed value |
| LogP (octanol/water) | 3.92calc.Computed value |
| Topological polar surface area | 29.46 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 | 1calc.Computed value |
| Fraction sp3 carbons | 0.62calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 5calc.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
- H302Harmful if swallowed.
- H312Harmful in contact with skin.
- H315Causes skin irritation.
- H319Causes serious eye irritation.
- H332Harmful if inhaled.
- H351Suspected of causing cancer.
- H360May damage fertility or the unborn child.
- H362May cause harm to breast-fed children.
Precautionary statements (22)
- P203Obtain, read and follow all safety instructions before use.
- P260Do not breathe dust, fume, gas, mist, vapours or spray.
- P261Avoid breathing 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.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P317Get medical help.
- P318If exposed or concerned, get medical advice.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- 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.
- 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 aidMestranol suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Price on request
- Price on request
- Price on request
- United States, San DiegoUnclaimed profileMestranolGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileMestranolGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileMestranolGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileMestranolGrade, purity and minimum order on requestPrice on request
- United States, HoustonUnclaimed profileMestranolGrade, purity and minimum order on requestPrice on request
- Spain, BarcelonaUnclaimed profileMestranolGrade, purity and minimum order on requestPrice on request
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Where suppliers are based
57 suppliers in 10 countries
- United States23
- China19
- Spain3
- United Kingdom3
- Germany2
- Latvia2
- and 4 more countries
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Mestranol price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
For Mestranol (USEPA/OPP PC Code: 115401) there are 0 labels match.
Synthetic steriodal estrogen...
Therapeutic category: Estrogen, in combination with progestogen as an oral contraceptive.
Use classes: Pharmaceuticals.
Industries and functions
Pharmacological actions
- Contraceptives, Oral, Hormonal
- Estrogens
Roles
- agonist
- endocrine disruptor
- estrogen
- hormone
- hormone receptor modulator
- molecular messenger
- pharmaceutical
- pro-agent
- prodrug
- receptor modulator
- sex hormone
- xenoestrogen
Pharmacology
Mestranol is an Estrogen. The mechanism of action of mestranol is as an Estrogen Receptor Agonist.
How it is made
Estrone is converted to its 3-methoxy analog by reaction with methyl sulfate. The ethynyl group may then be introduced at position 17 either through reaction with sodium acetylide in liquid ammonia followed by hydrolysis of the sodoxy compound, or through grignardization with ethynyl bromide.
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 Mestranol is traded under.
Oestrogens and progestogens
- China42.9%
- Italy18.4%
- Netherlands8.9%
- India * partner reported12.1%
- United States11.0%
- Belgium8.3%
* Partner reported figures, a lower bound.
The HS code shown for Mestranol is indicative (it is known at chapter level only). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Mestranol, based on the data on this page
What is Mestranol?
What is the CAS number of Mestranol?
What is the molecular formula and weight of Mestranol?
What is Mestranol used for?
Is Mestranol hazardous?
What is the HS code of Mestranol?
Where can I buy Mestranol?
What is the price of Mestranol?
Guides for buyers
Practical guides that help when you source, ship or handle Mestranol
- Article, QualityPharma grades explained: IP vs BP vs USP vs EPWhat the Indian, British, US and European pharmacopoeias are, how their monographs differ, what multi grade claims mean and why a grade alone does not make a product fit for medicines.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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