P7754
5α-Pregnane-3,20-dione (allo)
progesterone metabolite
Synonym(s):
5α-Dihydroprogesterone, Allopregnane-3,20-dione
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About This Item
Empirical Formula (Hill Notation):
C21H32O2
CAS Number:
Molecular Weight:
316.48
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
EC Number:
209-297-3
MDL number:
Quality Segment
form
powder
SMILES string
[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
InChI key
XMRPGKVKISIQBV-BJMCWZGWSA-N
Biochem/physiol Actions
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Related Content
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
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
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| P7754-100ML-A | 04061834397304 |
| P7754-500MG | 04061834397335 |
| P7754-1L-A | 04061837230462 |
| P7754-500ML-A | 04061834397359 |
| P7754-1G | 04061826757765 |