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P6285

17α,20β-Dihydroxy-4-pregnen-3-one

Name: 17&#945;,20&#946;-Dihydroxy-4-pregnen-3-one
Brand: SIGMA

synthetic (organic), ≥98% (HPLC), Maturation inducing hormone, crystalline

Synonym(s):

17α,20β-Dihydroxyprogesterone, 17α-Hydroxy-20β-dihydroprogesterone, 4-Pregnene-17α,20β-diol-3-one, Maturation Inducing hormone (MIF)

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₃₂O₃

CAS Number:

1662-06-2

Molecular Weight:

332.48

UNSPSC Code:

51111800

PubChem Substance ID:

24898755

NACRES:

NA.77

MDL number:

MFCD00010485

Assay:

≥98% (HPLC)

Form:

crystalline

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Properties

Product Name

17α,20β-Dihydroxy-4-pregnen-3-one, crystalline

Quality Segment

200

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.

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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