17a-Hydroxypregnenolone

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Names

[ CAS No. ]:
387-79-1

[ Name ]:
17a-Hydroxypregnenolone

[Synonym ]:
MFCD00021129
Pregnan-2-one, 3,17-dihydroxy-
Hydroxypregnenolone
EINECS 206-862-6
HYDROXYPREGNENOLONE,17A
17a-Hydroxypregnolone
17alpha-Hydroxy
5-Pregnen-3.β.,17.α.-diol-20-one
17-OH PREG
3,17-Dihydroxypregnan-2-one
17-OH-pregnenolone
17A-HYDROXY PREGNENOLONE
17alpha-hydroxypregnenolone
17-Hydroxy Pregnenolone
17A-HYDROXYPREGENOLONE

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
468.1±40.0 °C at 760 mmHg

[ Melting Point ]:
273℃

[ Molecular Formula ]:
C21H32O3

[ Molecular Weight ]:
334.493

[ Flash Point ]:
251.0±23.8 °C

[ Exact Mass ]:
334.250793

[ PSA ]:
57.53000

[ LogP ]:
3.46

[ Vapour Pressure ]:
0.0±2.6 mmHg at 25°C

[ Index of Refraction ]:
1.540

[ Storage condition ]:
?20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TU5548000
CHEMICAL NAME :
Pregn-5-en-20-one, 3-beta,17-dihydroxy-
CAS REGISTRY NUMBER :
387-79-1
LAST UPDATED :
198910
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C21-H32-O3
MOLECULAR WEIGHT :
332.53
WISWESSER LINE NOTATION :
L E5 B666 LUTJ A1 E1 FV1 FQ OQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
DOSE :
99600 ug/kg
SEX/DURATION :
male 48 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 5,45,1967
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
DOSE :
96 mg/kg
SEX/DURATION :
male 48 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles)
REFERENCE :
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 11,484,1973

Safety Information

[ Symbol ]:

GHS02, GHS06, GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H225-H301 + H311 + H331-H370

[ Precautionary Statements ]:
P210-P260-P280-P301 + P310-P311

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
F,T

[ Risk Phrases ]:
11-23/24/25-39/23/24/25

[ Safety Phrases ]:
7-16-36/37-45

[ RIDADR ]:
UN1230 - class 3 - PG 2 - Methanol

[ WGK Germany ]:
3

[ RTECS ]:
TU5548000

Precursor & DownStream

Precursor

  • Pregn-5-en-20-one,3-(acetyloxy)-17-hydroxy-, (3b)-
  • 16α,17α-Epoxy-3β-hydroxy-5-pregnen-20-one
  • 17a-Acetoxypregnenolone
  • 16β-Brom-3β,17α-dihydroxy-pregn-5-en-20-on-3β-acetat
  • Pregn-5-en-20-one,16-bromo-3,17-dihydroxy-, (3b,16b)- (9CI)
  • 4,5-bis(trimethylsilyl)-4,5-dihydroacenaphthene
  • 20,20-ethanediyldioxy-pregn-5-ene-3β,17-diol
  • 17α-hydroxyprogesterone
  • [(8R,9S,10R,13S,14S,17R)-17-acetyl-17-acetyloxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-3-yl] acetate
  • 16-Dehydropregenolone Acetate

DownStream

  • Pregn-5-en-20-one,3-(acetyloxy)-17-hydroxy-, (3b)-
  • 17α-hydroxyprogesterone
  • Androstenedione
  • Pregn-5-en-20-one,3,17-bis(acetyloxy)-, (3b)-
  • Cortodoxone
  • 6.beta.,17.alpha.-Dihydroxyprogesterone

Articles

Substrate-modulated cytochrome P450 17A1 and cytochrome b5 interactions revealed by NMR.

J. Biol. Chem. 288(23) , 17008-18, (2013)

The membrane heme protein cytochrome b5 (b5) can enhance, inhibit, or have no effect on cytochrome P450 (P450) catalysis, depending on the specific P450, substrate, and reaction conditions, but the st...

Serum concentrations of adrenal steroids and their precursors as a measure of maturity of adrenocortical function in very premature newborns.

Horm. Res. Paediatr. 74(5) , 358-64, (2010)

Relative adrenocortical insufficiency is often seen in sick premature newborns. As the human fetal adrenal cortex does not express the 3β-hydroxysteroid dehydrogenase (3β-HSD) enzyme before about 23 w...

Clinicopathological features, biochemical and molecular markers in 5 patients with adrenocortical carcinoma.

Endocr. J. 58(7) , 527-34, (2011)

Adrenocortical carcinoma (ACC) is a very rare malignant tumor with poor prognosis. To gain insight into the pathogenic significance of ACC, we studied clinicopathological features and gene expression ...


More Articles

Related Compounds

  • 17a-Hydroxypregnenolone-d3
  • 17a-hydroxypregnenolone-3,17-diacetate
  • 17a-Aza-D-homoandrostan-17-one, 3-[[4-[bis(2-chloroethyl)amino]phenoxy]acetyl]oxy]-, (3.beta., 5.alpha.)-
  • (17A)-13-ETHYL-17-HYDROXY-18,19-DINORPREGNA-4,9-DIEN-20-YN-3-ONE
  • 17A-HYDROXYPROGESTERONE 3-O-*CARBOXYMETH YLOXIME
  • (17R)-17-acetyl-6-chloro-3-hydroxy-10,13-dimethyl-2,3,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl acetate
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • N-(1-{5H,6H,7H-cyclopenta[c]pyridazin-3-yl}azetidin-3-yl)-1-(3-methoxyphenyl)-N-methyl-5-oxopyrrolidine-3-carboxamide
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • 5-bromopyrido[1,2-c]pyrimidine-1,3-dione
  • N,N'-bis(2-bromoethyl)propane-1,3-diamine;dihydrobromide
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 2-[2-(N-methylprop-2-enamido)acetamido]-5-(piperidin-1-yl)benzamide