Levonorgestrel

C₂₁H₂₈O₂CAS 797-63-7312.45 g/mol

Open in Covalent MOL file

Alcohol Alkene Alkyne Ketone

Properties

Molecular formula: C₂₁H₂₈O₂
Molar mass: 312.45 g/mol
Exact mass: 312.2089 Da
Melting point: 235–237 °C
Water solubility: 1.73 mg/L
logP: 3.88Crippen estimate
Polar surface area: 37.3 Å²
H-bond donors / acceptors: 1 / 2
Rotatable bonds: 1
Stereocentres: R, S, R, R, S, Sin SMILES atom order

Hazards

Danger

H302 Harmful if swallowed20.2% of notifiers
H312 Harmful in contact with skin61.8% of notifiers
H332 Harmful if inhaled61.8% of notifiers
H351 Suspected of causing cancer97.8% of notifiers
H360 May damage fertility or the unborn child94.4% of notifiers
H362 May cause harm to breast-fed children31.5% of notifiers

Aggregated from 89 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P260, P261, P263, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, P501

Identifiers

CAS number

797-63-7

SMILES

C#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@@]21CC

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

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

44 names · show all

18,19-Dinorpregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-, (17α)-
18,19-Dinor-17α-pregn-4-en-20-yn-3-one, 13-ethyl-17-hydroxy-
(17α)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yn-3-one
13-Ethyl-17α-ethynylgon-4-en-17β-ol-3-one
13β-Ethyl-17α-ethynyl-17β-hydroxygon-4-en-3-one
19-Nortestosterone, 17-ethynyl-18-methyl-
17β-Hydroxy-18-methyl-19-nor-17α-pregn-4-en-20-yn-3-one
18-Methyl-17α-ethynyl-19-nortestosterone
17α-Ethynyl-17-hydroxy-18-methylestr-4-en-3-one
17α-Ethynyl-18-methyl-19-nortestosterone
13-Ethyl-17α-ethynyl-17-hydroxygon-4-en-3-one
13-Ethyl-17-hydroxy-18,19-dinor-17α-pregn-4-en-20-yn-3-one
17α-Ethynyl-18-homo-19-nortestosterone
13-Ethyl-17-ethynyl-17β-hydroxy-4-gonen-3-one
17α-Ethynyl-13β-ethyl-3-oxo-4-estren-17β-ol
17α-Ethynyl-13-ethyl-19-nortestosterone
Norplant
Follistrel
D-(-)-Norgestrel
Norplant 2
18-Methylnorethindrone
Microluton
(-)-Norgestrel
D-Norgestrel
Norplant II
Levonova
Jadelle
Norlevo
Mirena
Norgestrelem
Wy 5104
Microlut
Norgeston
Dexnorgestrel
Microval
Postinor 2
Lng-IUS
d-(17α)-17-Hydroxy-13-ethyl-18,19-dinorpregn-4-en-20-yn-3-one
Femilis
Femilis slim
Sino-implant (II)
Plan B one-step
Skyla
Jaydess

Work with Levonorgestrel

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Norgestrel6533-00-2

Similar compounds

Norethindrone68-22-473 % similar Etonogestrel54048-10-171 % similar Gestodene60282-87-365 % similar Norethandrolone52-78-858 % similar 13-Ethylgon-4-ene-3,17-dione21800-83-953 % similar (±)-13β-Ethylgon-4-ene-3,17-dione23477-67-053 % similar Methylnortestosterone514-61-453 % similar Norgestimate35189-28-753 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

Pregna-4,16-diene-3,20-dione1096-38-4 Pregna-4,6-diene-3,20-dione1162-56-7 Dydrogesterone152-62-5 Guggulsterone39025-23-5 Ethisterone434-03-7 Tibolone5630-53-5 Guggulsterone95975-55-6

Elsewhere

PubChem CAS Common Chemistry NIST WebBook