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P7754

5α-Pregnane-3,20-dione (allo)

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

progesterone metabolite

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₃₂O₂

CAS Number:

566-65-4

Molecular Weight:

316.48

NACRES:

NA.77

PubChem Substance ID:

24898872

UNSPSC Code:

51111800

EC Number:

209-297-3

MDL number:

MFCD00067132

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Quality Level

200

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)

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number

0000507634

0000495285

0000497201

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Progesterone metabolism in human fibroblasts is independent of P-glycoprotein levels and Niemann-Pick type C disease.

J Zhang et al.

The Journal of steroid biochemistry and molecular biology, 70(4-6), 123-131 (2000-01-06)

Progesterone inhibits intracellular transport of lysosomal cholesterol in cultured cells, and thus at least in part mimics the biochemical phenotype of Niemann-Pick type C disease (NPC) in human fibroblasts. The goal of this study was to determine whether metabolism of

Cellular and functional evidence for a protective action of neurosteroids against vincristine chemotherapy-induced painful neuropathy.

Laurence Meyer et al.

Cellular and molecular life sciences : CMLS, 67(17), 3017-3034 (2010-05-01)

Painful neuropathy is a major side-effect limiting cancer chemotherapy. Therefore, novel strategies are required to suppress the neuropathic effects of anticancer drugs without altering their chemotherapeutic effectiveness. By combining biochemical, neuroanatomical/neurochemical, electrophysiological and behavioral methods, we demonstrated that progesterone-derived neurosteroids

A role for Src kinase in progestin facilitation of estrous behavior in estradiol-primed female rats.

Oscar González-Flores et al.

Hormones and behavior, 58(2), 223-229 (2010-03-24)

This study tested the hypothesis that the Src/Raf/MAPK signaling pathway is involved in the facilitation of the lordosis and proceptive behaviors induced by progesterone (P) and its ring A-reduced metabolites in ovariectomized, estradiol-primed rats. Intraventricular (icv) infusion of PP2 (7.5

The impact of ecological variability on the reproductive endocrinology of wild female African elephants.

George Wittemyer et al.

Hormones and behavior, 51(3), 346-354 (2007-02-27)

Non-invasive endocrine methods enable investigation of the relationship between ecological variation and ovarian activity and how this impacts on demographic processes. The underlying physiological factors driving high variation in inter-calving intervals among multi-parous African elephants offer an interesting system for

Progesterone metabolism in bovine endometrial cells and the effect of metabolites on the responsiveness of the cells to OT-stimulation of PGF2alpha.

Ahmad A Jamshidi et al.

Steroids, 72(13), 843-850 (2007-09-04)

Oxytocin receptor (OTR) expression is suppressed by progesterone (P4) during the luteal phase of the estrous cycle and then it increases at the time of luteolysis, but its regulation is still not completely understood. The objective of this work was

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Knoevenagel Condensation Reaction

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

Global Trade Item Number

SKU	GTIN
P7754-100ML-A	04061834397304
P7754-500MG	04061834397335
P7754-1L-A	04061837230462
P7754-1G	04061826757765
P7754-500ML-A	04061834397359

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