P6285

17α,20β-Dihydroxy-4-pregnen-3-one

crystalline

• Synonym(s): 17α,20β-Dihydroxyprogesterone, 17α-Hydroxy-20β-dihydroprogesterone, 4-Pregnene-17α,20β-diol-3-one, Maturation Inducing hormone (MIF)
• Empirical Formula (Hill Notation): C₂₁H₃₂O₃
• CAS Number: 1662-06-2
• Molecular Weight: 332.48
• MDL number: MFCD00010485
• UNSPSC Code: 51111800
• PubChem Substance ID: 24898755
• NACRES: NA.77

Properties

• biological source: synthetic (organic)
• Assay: ≥98% (HPLC)
• form: crystalline
• solubility: ethanol: 50 mg/mL, clear, colorless to faintly yellow
• shipped in: ambient
• storage temp.: room temp
• SMILES string: O=C1CC[C@@]2(C)C(CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4(O)[C@@H](C)O)=C1
• InChI: 1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13-,16-,17+,18+,19+,20+,21+/m1/s1
• InChI key: MASCESDECGBIBB-FSHQYNQFSA-N

Description

Application

17α,20β-Dihydroxy-4-pregnen-3-one has been used as a fish pheromone candidate to study its effect on ciliated and microvillous olfactory receptor neurons. It has also been used as a chemical stimulant to study the behavioral and hormonal responses in focal male cichlid fish.

Biochem/physiol Actions

17α,20β-Dihydroxy-4-pregnen-3-one, also known as maturation-inducing hormone (MIH) or DHP, is the most potent steroid for inducing final oocyte maturation in several species of fish. DHP as a progestin regulates spermiation, improves sperm motility and acts as a pheromone in male cyprinids.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves