5α-Pregnane-3,20-dione

Description In vitro

Product Name: 5α-Pregnane-3,20-dione
CAS No.: 566-65-4
Chemical Name: 5α-Pregnane-3,20-dione
Synonyms: Pregnane-3,20-dione;5α-dihydroprogesterone;5α-Dihydroprogesterone;5α-pregnane-3,20-dione;ALLOPREGNANDIONE;Allopregnanedione;Pregnane-3,20-dlone;Estrone Impurity 23;5A-PREGNAN-3,20-DIONE;ALLOPREGNAN-3,20-DIONE
CBNumber: CB0377209
Molecular Formula: C21H32O2
Formula Weight: 316.48
MOL File: 566-65-4.mol

More

Less

5α-Pregnane-3,20-dione Property

Melting point:: 200 °C
Boiling point:: 429.2±38.0 °C(Predicted)
Density: 1.048±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Solid
color: White to Off-White
InChI: 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
InChIKey: XMRPGKVKISIQBV-CVHNGYJVSA-N
SMILES: C1(=O)CC2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)[C@@H](C(=O)C)CC3)CC2
CAS DataBase Reference: 566-65-4(CAS DataBase Reference)
NIST Chemistry Reference: 3,20-Allopregnanedione(566-65-4)

More

Less

Safety

WGK Germany: 3
RTECS: TU4157150
HS Code: 2937.29.9095

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P322Specific measures (see …on this label).

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: R197009
Product name: 5-ALPHA-PREGNANE-3,20-DIONE
Purity: AldrichCPR
Packaging: 1MG
Price: $139
Updated: 2024/03/01

Sigma-Aldrich

Product number: P7754
Product name: 5α-Pregnane-3,20-dione (allo)
Purity: progesterone metabolite
Packaging: 500mg
Price: $175
Updated: 2024/03/01

Sigma-Aldrich

Product number: P7754
Product name: 5α-Pregnane-3,20-dione (allo)
Purity: progesterone metabolite
Packaging: 1g
Price: $313
Updated: 2024/03/01

TCI Chemical

Product number: P2423
Product name: 5α-Pregnane-3,20-dione
Packaging: 1G
Price: $62
Updated: 2024/03/01

TCI Chemical

Product number: P2423
Product name: 5α-Pregnane-3,20-dione
Packaging: 5G
Price: $305
Updated: 2024/03/01

More

Less

5α-Pregnane-3,20-dione Chemical Properties,Usage,Production

Description

5α-Dihydroprogesterone (5α-DHP), also known as 5α-Pregnane-3,20-dione, is an endogenous progestogen and neurosteroid that is synthesized from progesterone. It is also an intermediate in the synthesis of allopregnanolone and isopregnanolone from progesterone. It is one of the mainly metabolites of progesterone in the digestive gland, the other tentatively identified as3β-hydroxy-5α-pregnan-20-one[1].

In vitro

5a-Pregnane-3,20-dione decreases cell-substrate attachment, adhesion plaques, vinculin expression, and polymerizes F-actin in MCF-7 breast cancer cells.

Uses

(5α)-Pregnane-3,20-dione exerts neuroprotective effects in chronic autoimmune encephalomyelitis (EAE). The neuroactivity of the steroid acts as a therapeutic agent for multiple sclerosis.

Definition

ChEBI: 5alpha-pregnane-3,20-dione is a C21-steroid hormone that is 5alpha-pregnane substituted by oxo groups at positions 3 and 20. It is a metabolite of progestrone. It has a role as a human metabolite and a progestogen. It is a 20-oxo steroid, a C21-steroid hormone and a 3-oxo-5alpha-steroid. It is functionally related to a progesterone. It derives from a hydride of a 5alpha-pregnane.

Biochem/physiol Actions

(5α)-Pregnane-3,20-dione is 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.

Biological Activity

Digestive gland subcellular fractions readily converted P4 into 5-pregnane-3,20-dione and minor amounts of a second metabolite and then 5-pregnane-3,20-dione was further metabolized to 3-hydroxy-5-pregnane-20-one (3,20-one) by 3β-HSD. This reaction was significantly inhibited by trilostane which is a 3β-HSD inhibitor[1-2].

References

[1] Dimastrogiovanni G, et al. Progesterone is actively metabolized to 5-pregnane-3,20-dione and 3-hydroxy-5-pregnan-20-one by the marine mussel Mytilus galloprovincialis. Aquatic Toxicology, 2015; 73-100.
[2] Ankley G, et al. Effects?of?progesterone?on?sperm motility?in?fathead?minnow. Aquatic Toxicology, 2011; 104: 121-125.

5α-Pregnane-3,20-dione Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

5α-Pregnane-3,20-dione Suppliers

China 134 Germany 1 India 4 Japan 1 Switzerland 1 United Kingdom 4 United States 25 Global 170

BOC Sciences

Tel: 1-631-485-4226; 16314854226
Email: info@bocsci.com
Country: United States
ProdList: 14055
Advantage: 65

BOC Sciences

Tel: 16314854226
Email: info@bocsci.com
Country: United States
ProdList: 9923
Advantage: 65

TargetMol Chemicals Inc.

Tel: +1-781-999-5354 +1-00000000000
Email: marketing@targetmol.com
Country: United States
ProdList: 32165
Advantage: 58

Aladdin Scientific

Tel: +1-+1(833)-552-7181
Email: sales@aladdinsci.com
Country: United States
ProdList: 57505
Advantage: 58

TargetMol Chemicals Inc.

Tel
Email: support@targetmol.com
Country: United States
ProdList: 38632
Advantage: 58

3B Scientific Corporation

Tel: --
Fax: --
Email: sales@3bsc.com
Country: United States
ProdList: 6962
Advantage: 56

Waterstone Technology, LLC

Tel: --
Fax: --
Email: sales@waterstonetech.com
Country: United States
ProdList: 6786
Advantage: 30

Cayman Chemical Company

Tel: --
Fax: --
Email: cayman@caymanchem.com
Country: United States
ProdList: 6213
Advantage: 81

MedChemExpress

Tel: --
Fax: --
Email: sales@medchemexpress.com
Country: United States
ProdList: 6398
Advantage: 58

Riedel-de Haen AG

Tel: --
Fax: --
Country: United States
ProdList: 6773
Advantage: 87

Matrix Scientific

Tel: --
Fax: --
Email: sales@matrixscientific.com
Country: United States
ProdList: 6632
Advantage: 80

Cambridge Isotope Laboratories, Inc.

Tel: --
Fax: --
Email: cilsales@isotope.com
Country: United States
ProdList: 6598
Advantage: 79

AK Scientific, Inc.

Tel: --
Fax: --
Email: sales@aksci.com
Country: United States
ProdList: 6347
Advantage: 65

AstaTech, Inc

Tel: --
Fax: --
Email: sales@astatechinc.com
Country: United States
ProdList: 6371
Advantage: 58

HONEST JOY HOLDINGS LIMITED

Tel: --
Fax: --
Email: sales@honestjoy.cn
Country: United States
ProdList: 6675
Advantage: 54

3B Scientific Corporation

Tel: --
Fax: --
Email: sales@3bsc.com
Country: United States
ProdList: 6718
Advantage: 47

Advance Scientific & Chemical

Tel: --
Fax: --
Email: sales@advance-scientific.com
Country: United States
ProdList: 6419
Advantage: 71

Medical Isotopes

Tel: --
Fax: --
Email: stohler@medicalisotopes.com
Country: United States
ProdList: 6181
Advantage: 68

ChromaDex

Tel: --
Fax: --
Email: sales@chromadex.com
Country: United States
ProdList: 2501
Advantage: 76

Spectrum Chemicals & Laboratory Products

Tel: --
Fax: --
Email: sales@spectrumchemical.com
Country: United States
ProdList: 6699
Advantage: 77

MP Biomedicals, Inc.

Tel: --
Fax: --
Country: United States
ProdList: 6561
Advantage: 81

Pfaltz & Bauer, Inc.

Tel: --
Fax: --
Email: sales@pfaltzandbauer.com
Country: United States
ProdList: 6828
Advantage: 72

Research Plus, Inc.

Tel: --
Fax: --
Email: respls@aol.com
Country: United States
ProdList: 3674
Advantage: 51

Eastern Chemical Corp.

Tel: --
Fax: --
Email: eastern@u-g.com
Country: United States
ProdList: 2786
Advantage: 34

Steraloids Inc.

Tel: --
Fax: --
Email: sales@steraloids.com
Country: United States
ProdList: 2357
Advantage: 68

More

Less

View Lastest Price from 5α-Pregnane-3,20-dione manufacturers

Nantong Guangyuan Chemicl Co,Ltd

Product: 5-alpha-Dihydroprogesterone 566-65-4
Price: US $10.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000kg
Release date: 2023-11-02

Wuhan Han Sheng New Material Technology Co.，Ltd

Product: 5-alpha-Dihydroprogesterone 566-65-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 50tons
Release date: 2023-08-24

Hebei Bonster Technology Co.,Limited

Product: Pregnane-3,20-dione 566-65-4
Price: US $0.00/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 200kgs
Release date: 2022-10-13

566-65-4, 5α-Pregnane-3,20-dioneRelated Search:

Ecdysone Pregnenolone Gestrinone Progesterone Gestodene Diethylstilbestrol Medroxyprogesterone Acetate 16-Dehydroprogesterone Dehydroepiandrosterone 5A-PREGNAN-21-OL-3-20-DIONE CRYSTALLINE 5-ALPHA-DIHYDROCORTISONE 5-ALPHA-DIHYDROCORTICOSTERONE 17-ALPHA-HYDROXY-5-ALPHA-PREGNANE-3,20-DIONE 5-ALPHA-DIHYDRO SUBSTANCE 'S' ALLOPREGNANETRIONE Allopregnane-3,6,20-trione 11-BETA,17-ALPHA,21-TRIHYDROXY-5-ALPHA-PREGNANE-3,20-DIONE 17,21-dihydroxy-5alpha-pregnane-3,11,20-trione 21-acetate

5-Alpha-Dihydro Progesterone-d8

Pregnane-3,20-dlone

ALLOPREGNANE-3,20-DIONE

ALLOPREGNAN-3,20-DIONE

ALLOPREGNANDIONE

(5S,8R,9S,10S,13S,14S,17S)-17-ACETYL-10,13-DIMETHYL-HEXADECAHYDRO-CYCLOPENTA[A]PHENANTHREN-3-ONE

5 A-PREGNANE-3 20-DIONE

5A-PREGNAN-3,20-DIONE

5ALPHA-PREGNANE-3,20-DIONE (ALLO)

5ALPHA-DIHYDROPROGESTERONE

5-ALPHA-PREGNAN-3,20-DIONE

5A-DIHYDROPROGESTERONE

(5-alpha)-pregnane-20-dione

3,20-Allopregnanedione

3,20-Dioxo-5alpha-pregnane

5alpha-Pregnane-3,20-dione

5-beta-pregnane-3,20-dione

Pregnane-3,20-dione

Pregnane-3,20-dione, (5alpha)-

5A-pregnane-3-20-dione-allo

5alpha-Pregnan-3,20-dione-1,2,4,5,6,7-D6

5α-dihydroprogesterone

5α-pregnane-3,20-dione (allo)

(5S,8R,9S,10S,13R,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

4-07-00-02199 (Beilstein Handbook Reference)

5 A-PREGNANE-3 20-DIONE 99%

5α-Pregnan-3,20-dione-1,2,4,5,6,7-D6

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

(5S,8R,9S,10S,13S,14S,17S)-17-Acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

Allopregnanedione

ALLOPREGNENDIONE(RG)(CALL)

5α-Pregnane-3,20-dione (allo),5α-Dihydroprogesterone, Allopregnane-3,20-dione

Hydrogenated progesterone

5alpha-Pregnane-3,20-dione (allo) progesterone metabolite

(8R,9S,10S,13S,14S,17S)-17-acetyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

(8R,9S,10S,13S,14S,17S)-17-ethanoyl-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one

Pregnane-3,20-dione, (5α)-

5α-pregnane-3,20-dione

PREGNANE-3,20-DIONE CAS NO 566-65-4

5-alpha-Dihydroprogesterone ISO 9001：2015 REACH

Estrone Impurity 23

566-65-4 5-alpha-Dihydroprogesterone

5α-Dihydroprogesterone

5a-Pregnane-3,20-Dione（Dihydroprogesterone）

(5S,8R,9S,10S,13S,14S,17S)-17-Acetyl-10,13-dimethyltetradecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one

Pregnenolone Impurity 13

5α-PREGNAN-3, 20-DIONE

566-65-4

Steroids

566-65-4