Pregnenolon

Pregn-5-en-20-one, 3beta-hydroxy-

HCID 1027

Grundinformationen

CAS
145-13-1
Standard-SMILES
CC(=O)C1CCC2C3CC=C4CC(O)CCC4(C)C3CCC12C
InChIKey
ORNBQBCIOKFOEO-UHFFFAOYSA-N
Summenformel
C21H32O2
Durchschnittliche Molmasse
316,5 g/mol
Monoisotopische Masse
316,24023026

Namen und Bezeichner

Bevorzugter Name
Pregn-5-en-20-one, 3beta-hydroxy-
IUPAC
1-(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone
Lokaler Name
Pregnenolon
Englischer Name
Pregnenolone
Summenformel
C21H32O2
Molmasse
316.48

Namen und Synonyme

F3161-00351-{7-hydroxy-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl}ethan-1-one.DELTA.5-Pregnenolone5-Pregnen-3.beta.-ol-20-oneNSC-1616Pregn-5-en-20-one, 3-hydroxy-NSC-18158s1914Pregn-5-en-20-one, 3.beta.-hydroxy-1-(3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanonePregnenolone (racemic)Pregnenolone [M+H]+
Weitere Namen anzeigen
3β-Hydroxypregn-5-en-20-onePregneloneprenenolone5-pregnen-3B-ol-20-one5-pregnen-3β-ol-20-oneDELTA5-PREGNEN-3BETA-OL-20-ONE5-PregZK-5553-20-oneprenolon
SCHEMBL9926759HMS5080P03SMSSF-00540753|A-Hydroxy-pregn-5-ene-20-oneLCA57454NSC181583|?-Hydroxy-pregn-5-ene-20-oneEBC-11071

Datenbank-Bezeichner

CAS
145-13-1
PubChem CID
1027

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4,2
Polarare Oberfläche (TPSA)
37,3 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
1
Schwere Atome
23

Physikochemische Eigenschaften

Schmelzpunkt
188 · 188-190 °C
Siedepunkt
395.89 °C · 395.89°C (rough estimate)
Dichte
1.0382 · 1.0382 (rough estimate)
Dampfdruck
0 · 0-0Pa at 20-25℃
Brechungsindex
1.5344 · 1.5344 (estimate)
Flammpunkt
9 ℃ · 9℃

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk
3
ridadr
UN 1648 3 / PGII
hs_code
29372900
RTECS-Nr.
TU5560700
safety_code
22-24/25
Speicherklasse
3 - Flammable liquids

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungPregnenolone serves as the common precursor in the formation of the adrenocorticoids and other steroid hormones. This C21 steroid is converted via enzymatic oxidations and isomerization of the double bond to a number of physiologically active C21 steroids, including the female sex hormone progesterone and the adrenocorticoids hydrocortisone (cortisol), corticosterone, and aldosterone. Oxidative cleavage of the two-carbon side chain of pregnenolone and subsequent enzymatic oxidations and isomerization lead to C19 steroids, including the androgens testosterone and dihydrotestosterone. The final group of steroids, the C18 female sex hormones, are derived from oxidative aromatization of the A ring of androgens to produce estrogens.

VerwendenPregnenolone is a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens. As such it is a prohormone. Pregnenolone is a GABAA an tagonist and increases neurogenesis in the hippocampus. It is a modulator of cytochrome P 450-3A

Anbieter100 Anbieter

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: A 20-oxo steroid that is pregn-5-ene substituted by a beta-hydroxy group at position 3 and an oxo group at position 20.

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