A steroid and precursor in the synthesis of adrenal androgens
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Isomer(s)
2291611-deoxy Corticosterone
Metabolite(s)
33312Pregnanetriol
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17α-Hydroxyprogesterone

Item No. 33154

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
17-hydroxy-pregn-4-ene-3,20-dione
CAS Number
68-96-2
Synonyms
  • NSC 15468
  • 17-OHP
Molecular Formula
C21H30O3
Formula Weight
330.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/ml
λmax
241 nm
SMILES
C[C@@]12[C@](CC[C@]2(O)C(C)=O)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(CC3)=CC(CC4)=O)CC[C@@]12[C@](CC[C@]2(O)C(C)=O)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(CC3)=CC(CC4)=O)C
InChi Code
InChI=1S/C21H30O3/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/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
InChi Key
DBPWSSGDRRHUNT-CEGNMAFCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    17α-Hydroxyprogesterone (17-OHP) is a steroid and precursor in the synthesis of adrenal androgens.1,2 It binds to the glucocorticoid receptor in a cell-free assay (IC50 = 82 nM for the human receptor) and induces glucocorticoid receptor transactivation in HEK293 cells (EC50 = 1.2 µM).2 17-OHP (0.005-1 µM) inhibits aldosterone-induced transactivation of the mineralocorticoid receptor in cell-based assays.1 Serum levels of 17-OHP are increased in patients with congenital adrenal hyperplasia.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mooij, C.F., Parajes, S., Pijnenburg-Kleizen, K.J., et al. Influence of 17-hydroxyprogesterone, progesterone and sex steroids on mineralocorticoid receptor transactivation in congenital adrenal hyperplasia. Horm. Res. Paediatr. 83(6), 414-421 (2015).

    2. Pijnenburg-Kleizen, K.J., Engels, M., Mooij, C.F., et al. Adrenal steroid metabolites accumulating in congenital adrenal hyperplasia lead to transactivation of the glucocorticoid receptor. Endocrinology 156(10), 3504-3510 (2015).