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5α-Pregnane-3,20-dione

5α-Pregnane-3,20-dione Structure
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;5A-DIHYDROPROGESTERONE
CBNumber:
CB0377209
Molecular Formula:
C21H32O2
Molecular Weight:
316.48
MOL File:
566-65-4.mol
Modify Date:
2024/3/22 17:12:53

5α-Pregnane-3,20-dione Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H312-H302-H332-H351-H361fd
Precautionary statements  P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501-P261-P271-P304+P340-P312
WGK Germany  3
RTECS  TU4157150
HS Code  2937.29.9095

5α-Pregnane-3,20-dione price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) P7754 5α-Pregnane-3,20-dione (allo) progesterone metabolite 566-65-4 500MG ₹5250.13 2022-06-14 Buy
Sigma-Aldrich(India) P7754 5α-Pregnane-3,20-dione (allo) progesterone metabolite 566-65-4 1G ₹8746.6 2022-06-14 Buy
TCI Chemicals (India) P2423 5α-Pregnane-3,20-dione min. 98.0 % 566-65-4 1G ₹5000 2022-05-26 Buy
TCI Chemicals (India) P2423 5α-Pregnane-3,20-dione min. 98.0 % 566-65-4 5G ₹11800 2022-05-26 Buy
Product number Packaging Price Buy
P7754 500MG ₹5250.13 Buy
P7754 1G ₹8746.6 Buy
P2423 1G ₹5000 Buy
P2423 5G ₹11800 Buy

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

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.

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

Global( 166)Suppliers
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JIVICHEM SYNTHESIS PVT LTD +91-7028392790 +91-7028392790 Maharashtra, India 337 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Pharmaceuticals Group Corp., Ltd. +8613004379774 China 33 58 Inquiry
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Nanjing Shizhou Biotechnology Co., Ltd +86-15850508050 +86-15850508050 China 323 58 Inquiry
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Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry
Shanghai Daken Advanced Materials Co.,Ltd +86-371-66670886 China 16221 58 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21677 55 Inquiry
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, (5alpha)- 5A-pregnane-3-20-dione-allo 5alpha-Pregnan-3,20-dione-1,2,4,5,6,7-D6 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 5-Alpha-Dihydro Progesterone-d8 Pregnane-3,20-dlone Pregnane-3,20-dione, (5α)- 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 Pregnane-3,20-dione 5α-dihydroprogesterone 5α-pregnane-3,20-dione 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