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P7754

5α-Pregnane-3,20-dione (allo)

Name: 5α-Pregnane-3,20-dione (allo)
Brand: SIGMA

progesterone metabolite

Synonim(y):

5α-Dihydroprogesterone, Allopregnane-3,20-dione

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About This Item

Wzór empiryczny (zapis Hilla):

C₂₁H₃₂O₂

Numer CAS:

566-65-4

Masa cząsteczkowa:

316.48

Numer WE:

209-297-3

Numer MDL:

MFCD00067132

Kod UNSPSC:

51111800

Identyfikator substancji w PubChem:

24898872

NACRES:

NA.77

Postać

powder

ciąg SMILES

[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](C(C)=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2

InChI

1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16-,17+,18-,19-,20-,21+/m0/s1

Klucz InChI

XMRPGKVKISIQBV-BJMCWZGWSA-N

Działania biochem./fizjol.

A high-level metabolite of progesterone in breast cancer tissue (but not normal breast tissue); promotes cell proliferation and detachment. Receptors appear only on the cell surface of MCF-7 breast cancer cells, not on nuclei where most other steroid receptors are located.

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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

Certyfikaty analizy (CoA)

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Odwiedź Bibliotekę dokumentów

Corticosteroid and neurosteroid dysregulation in an animal model of autism, BTBR mice.

Cheryl A Frye et al.

Physiology & behavior, 100(3), 264-267 (2010-03-20)

Autism spectrum disorders (ASD) are a constellation of neurodevelopmental disorders associated with disruptions in social, cognitive, and/or motor behaviors. ASD are more prevalent among males than females and characterized by aberrant social and language development, and a dysregulation in stress-responding.

Neuroactive ring A-reduced metabolites of progesterone in human plasma during pregnancy: elevated levels of 5 alpha-dihydroprogesterone in depressed patients during the latter half of pregnancy.

B E Pearson Murphy et al.

The Journal of clinical endocrinology and metabolism, 86(12), 5981-5987 (2001-12-12)

Progesterone and its 5 alpha reduced metabolite, 5 alpha-dihydroprogesterone, rise greatly in pregnancy. Both are known to have anesthetic properties, as do a number of other ring A-reduced progesterone metabolites. The possible significance of these steroids with respect to the

Decreased cerebrospinal fluid allopregnanolone levels in women with posttraumatic stress disorder.

Ann M Rasmusson et al.

Biological psychiatry, 60(7), 704-713 (2006-08-29)

Alterations in the gamma-amino-butyric acid (GABA) neurotransmitter system have been identified in some populations with posttraumatic stress disorder (PTSD). To further investigate factors of relevance to GABAergic neurotransmission in PTSD, we measured cerebrospinal fluid (CSF) levels of allopregnanolone and pregnanolone

Metabolism of 5 alpha-dihydroprogesterone in women and men: 3 beta- and 3 alpha-,6 alpha-dihydroxy-5 alpha-pregnan-20-ones are major urinary metabolites.

S Chantilis et al.

The Journal of clinical endocrinology and metabolism, 81(10), 3644-3649 (1996-10-01)

The metabolism of 5 alpha-dihydroprogesterone (5 alpha-DHP) in women and men was evaluated by defining the pattern and identity of selected metabolites excreted in urine after the iv infusion of radiolabeled 5 alpha-DHP. Virtually all of the radioactivity in urine

A possible role for progesterone metabolites in human parturition.

Penelope M Sheehan

The Australian & New Zealand journal of obstetrics & gynaecology, 46(2), 159-163 (2006-04-28)

There has been a recent resurgence of interest in the role of progesterone in the maintenance of human pregnancy and the onset of labour, following recent reports of its use to prevent preterm labour in high-risk patients. One possible mechanism

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