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Hormones and steroids

Levonorgestrel

Also known as D-Norgestrel, Mirena, Microval

CAS 797-63-7Formula C21H28O2Molar mass 312.45 g/molEC 212-349-8
GHS signal word: Danger. Pictograms: Harmful or irritant, Serious health hazard 95 suppliers listed Drug substance
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Levonorgestrel chemical structure, C21H28O2, CAS 797-63-7
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Crystals from methanol
Melting point
205 to 207
Solubility
In water, 1.73 mg/L, temp not stated.
HS code
293723
Category
Hormones and steroids
Illustrative photo, assorted laboratory chemical bottles and jars on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Levonorgestrel?

Plain description, key identifiers and synonyms

Levonorgestrel is the ()-enantiomer of norgestrel. It has a role as a female contraceptive drug, a synthetic oral contraceptive and a progestin. It is a 17-ethynyl-17-hydroxy-18a-homoestr-4-en-3-one and a 17beta-hydroxy steroid. It is an enantiomer of a dextronorgestrel.

Levonorgestrel is a pharmaceutical drug.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(8R,9S,10R,13S,14S,17R)-13-ethyl-17-ethynyl-17-hydroxy-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-one
CAS number
797-63-7 CAS number cross-checkedOther or deprecated CAS: 6533-00-2
EC numbers
212-349-8, 229-433-5
Molecular formula
C21H28O2
UNII
3J8Q1747Z2, 5W7SIA7YZW
MDL number
MFCD00199013
InChIKey
WWYNJERNGUHSAO-XUDSTZEESA-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
Canonical SMILES
C#CC1(O)CCC2C3CCC4=CC(=O)CCC4C3CCC21CC
Isomeric SMILES
CC[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)O)CCC4=CC(=O)CC[C@H]34

Synonyms

  • D-Norgestrel
  • Mirena
  • Microval
  • Norplant
  • Plan B
  • (-)-Norgestrel
  • D-(-)-Norgestrel
  • Levonova
  • Jadelle
  • d(-)-Norgestrel
  • Microlut
  • Levonorgestrelum
  • 18-Methylnorethisterone
  • Norplant II
  • NorLevo
  • Levonelle
  • Liletta
  • Fallback Solo
  • Wy-5104
  • 17-Ethynyl-18-methyl-19-nortestosterone
  • Levosert
  • Microluton
  • Skyla
  • Next choice
  • 17alpha-Ethynyl-18-homo-19-nortestosterone
Show all 39 synonyms
  • Plan B One-Step
  • 18-Methyl-17-alpha-ethynyl-19-nortestosterone
  • Norgestrel, (-)-
  • Norplant System in Plastic Container
  • Kyleena
  • L-Norgestrel
  • 13-Ethyl-17-alpha-ethynylgon-4-en-17-beta-ol-3-one
  • 17alpha-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one
  • 17alpha-Ethynyl-13beta-ethyl-3-oxo-4-estren-17beta-ol
  • 13-Ethyl-17-alpha-ethynyl-17-beta-hydroxy-4-gonen-3-one
  • 17-alpha-Ethinyl-13-beta-ethyl-17-beta-hydroxy-4-estren-3-one
  • 13-Ethyl-17alpha-ethynylgon-4-en-17beta-ol-3-one
  • (-)-13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregn-4-en-20-yn-3-one
  • 17-alpha-Ethynyl-13-ethyl-19-nortestosterone

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.
Odour
Odorlessexp.
Melting point
205 to 207exp.
Solubility
In water, 1.73 mg/L, temp not stated.exp.

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
312.45 g/molcalc.
Exact mass
312.2089 Dacalc.
LogP (octanol/water)
3.88calc.
Topological polar surface area
37.3 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
2calc.
Rotatable bonds
1calc.
Heavy atoms
23calc.
Rings
4calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.76calc.
Formal charge
0calc.
Stereocentres
6calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1C=C2CCC3C4CCCC4CCC3C2CC1

O=C1C=C2CCC3C4CCCC4CCC3C2CC1

4 rings, 18 atoms.

1,419 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H302Harmful if swallowed.
  • H312Harmful in contact with skin.
  • H332Harmful if inhaled.
  • H351Suspected of causing cancer.
  • H360May damage fertility or the unborn child.
  • H362May cause harm to breast-fed children.
Precautionary statements (18)
  • 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.
  • 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.
  • P317Get medical help.
  • P318If exposed or concerned, get medical advice.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • 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 aid

Levonorgestrel suppliers

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All 95 suppliers
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Where suppliers are based

95 suppliers in 17 countries

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Levonorgestrel 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

Used as a combined oral contraceptive with ethinylestradiol in monophasic, biphasic, and triphasic regimens. It is also used as a 'progestin-only' contraceptive pill and subdermal implant.

Use classes: Pharmaceuticals.

Pharmacological actions

  • Contraceptive Agents, Female
  • Contraceptive Agents, Hormonal
  • Contraceptives, Oral, Synthetic

Roles

  • agonist
  • analgesic
  • anti-HBV agent
  • anti-HIV agent
  • antimicrobial agent
  • antineoplastic agent
  • antiviral agent
  • appetite enhancer
  • appetite regulator
  • contraceptive drug
  • female contraceptive drug
  • hormone
  • hypoglycemic agent
  • molecular messenger
  • oral contraceptive
  • pharmaceutical
  • progestin
  • progestogen
  • reproductive control drug
  • sex hormone
  • synthetic oral contraceptive

Pharmacology

Levonorgestrel is a Progestin and Progestin-containing Intrauterine System. The physiologic effect of levonorgestrel is by means of Inhibit Ovum Fertilization.

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.

Read more

3,959,322 (1976 to Herchel Smith)

The activity of norgestrel is found in the levorotatory form D-l-norgestrel or levonorgestrel. Synthesis of the levorotatory form involves meta-cresol methyl ether, dimethyl malonate and trans-1,4-dibromo-2-butene as starting materials. The steroid skeleton was constructed by using an intramolecular Diels-Alder reaction of an ortho-quinodimethane derivative, preceded by photo-enolization of an appropriate methyl-substituted acetophenone derivative. Chirality was introduced at an early stage during a nucleophilic substitution reaction. It is not known if this synthesis is used commercially.

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Levonorgestrel is traded under.

HS 2937.23Indicative HS code

Oestrogens and progestogens

World exports in 2024
$762M
−2.3% vs 2023, imports $693M
2019 to 2024
Top exporters
  1. China42.9%
  2. Italy18.4%
  3. Netherlands8.9%
Top importers
  1. India * partner reported12.1%
  2. United States11.0%
  3. Belgium8.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Levonorgestrel is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Levonorgestrel, based on the data on this page

What is Levonorgestrel?

Levonorgestrel is the ()-enantiomer of norgestrel. It has a role as a female contraceptive drug, a synthetic oral contraceptive and a progestin. It is a 17-ethynyl-17-hydroxy-18a-homoestr-4-en-3-one and a 17beta-hydroxy steroid. It is an enantiomer of a dextronorgestrel.

What is the CAS number of Levonorgestrel?

The CAS registry number of Levonorgestrel is 797-63-7. Other or deprecated CAS numbers: 6533-00-2.

What is the molecular formula and weight of Levonorgestrel?

The molecular formula of Levonorgestrel is C21H28O2 and its molar mass is 312.45 g/mol.

What is Levonorgestrel used for?

Used as a combined oral contraceptive with ethinylestradiol in monophasic, biphasic, and triphasic regimens. It is also used as a 'progestin-only' contraceptive pill and subdermal implant. Use classes: Pharmaceuticals.

Is Levonorgestrel hazardous?

Levonorgestrel carries the GHS signal word "Danger". Main hazards: harmful if swallowed, harmful in contact with skin, harmful if inhaled. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Levonorgestrel?

Levonorgestrel is usually classified under HS code 293723 (Oestrogens and progestogens). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Levonorgestrel?

CompoundList lists 95 suppliers of Levonorgestrel in China, United States, Germany, India and 13 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Levonorgestrel in India?

4 suppliers in India list Levonorgestrel on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Levonorgestrel?

Suppliers quote Levonorgestrel on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Levonorgestrel

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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