An endogenous mineralocorticoid
Related Products
Isomer(s)
3315417α-Hydroxyprogesterone
Labeled Version(s)
4569211-deoxy Corticosterone-d8
Metabolite(s)
283643α,5α-THDOC
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11-deoxy Corticosterone

Item No. 22916

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
21-hydroxy-pregn-4-ene-3,20-dione
CAS Number
64-85-7
Synonyms
  • DOC
  • 21-Hydroxyprogesterone
  • NSC 11319
Molecular Formula
C21H30O3
Formula Weight
330.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 25 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
240 nm
SMILES
O=C1CC[C@@]2(C)C(CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@@H]4C(CO)=O)=C1
InChi Code
InChI=1S/C21H30O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h11,15-18,22H,3-10,12H2,1-2H3/t15-,16-,17-,18+,20-,21-/m0/s1
InChi Key
ZESRJSPZRDMNHY-YFWFAHHUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

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    Product Description

    11-deoxy Corticosterone (DOC) is an endogenous mineralocorticoid synthesized in the zona fasciculata and zona glomerulosa of the adrenal gland.1 It is a metabolite of progesterone (Item No. 15876) and precursor to aldosterone (Item No. 15273) and corticosterone (Item No. 16063).2 DOC is metabolized to the neuroactive compound (3α,5α)-2,21-dihydroxypregnan-20-one (THDOC), which positively modulates GABAA receptors and produces effects similar to barbiturates in rats.3 Injections of naloxone and corticotropin-releasing hormone (CRH) increase, while dexamethasone decreases, DOC in cynomolgus monkeys.1 DOC levels are increased 3.4-fold in obese and diabetic mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jimenez, V.A., Porcu, P., Morrow, A.L., et al. Adaptations in basal and hypothalamic-pituitary-adrenal-activated deoxycorticosterone responses following ethanol self-administration in cynomolgus monkeys. Front. Endocrinol. (Lausanne) 8(19), (2017).

    2. Hofmann, A., Peitzsch, M., Brunssen, C., et al. Elevated steroid hormone production in the db/db mouse model of obesity and type 2 diabetes. Horm. Metab. Res. 49(1), 43-49 (2017).

    3. Majewska, M.D., Harrison, N.L., Schwartz, R.D., et al. Steroid hormone metabolites are barbiturate-like modulators of the GABA receptor. Science 232(4753), 1004-1007 (1986).