Hydroxyprogesterone acetate

Names

[ CAS No. ]:
302-23-8

[ Name ]:
Hydroxyprogesterone acetate

[Synonym ]:
17-Acetoxyprogesterone
17α-Acetoxyprogesterone
3,20-Dioxopregn-4-en-17-yl acetate
17a-Hydroxy-progesterone acetate
17ALPHA-ACETOXYPROGESTERONE
Prodox acetate
17α-Hydroxy-4-pregnene-3,20-dione 17-acetate
Chlormadinone acetate impurity G
Pregn-4-ene-3,20-dione, 1-(acetyloxy)-
17-Hydroxypregn-4-ene-3,20-dione acetate
EINECS 206-119-6
17-(Acetyloxy)pregn-4-ene-3,20-dione
Pregn-4-ene-3,20-dione, 17-hydroxy-, acetate
Hydroxyprogesterone acetate
Acetoxyprogesterone
Pregn-4-ene-3,20-dione, 17-(acetyloxy)-
ProgesteroneAcetate
3,20-Dioxopregn-4-en-1-yl acetate
17-Hydroxyprogesterone 17α-acetate
4-Pregnen-17α-ol-3,20-dione acetate
MFCD00021156
17-Hydroxyprogesterone acetate
Pregn-4-ene-3,20-dione, 17- (acetyloxy)-
17α-Acetoxy-4-pregnene-3,20-dione
17α-Acetoxy-4-pregnene-3,20-dione
17a-Hydroxyprogesterone Acetate

Biological Activity

[Description]:

17α-Hydroxyprogesterone acetate possesses progestational activity. 17α-Hydroxyprogesterone acetate has antiinflammatory effects at the murine maternal-fetal interface[1][2].

[Related Catalog]:

Research Areas >> Endocrinology

Signaling Pathways >> Others >> Others

[In Vitro]

17α-Hydroxyprogesterone (Delalutin) is not androgenic, and that it, like progesterone and certain other sex steroids, does not alter the development of nonreproductive organs[1].

[References]

[1]. R E Seegmiller, et al. Evaluation of the teratogenic potential of delalutin (17 alpha-hydroxyprogesterone caproate) in mice. Teratology. 1983 Oct;28(2):201-8.

[2]. Amy-Eunice Furcron, et al. Vaginal progesterone, but not 17α-hydroxyprogesterone caproate, has antiinflammatory effects at the murine maternal-fetal interface. Am J Obstet Gynecol. 2015 Dec;213(6):846.e1-846.e19.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
494.3±45.0 °C at 760 mmHg

[ Melting Point ]:
249-250ºC

[ Molecular Formula ]:
C₂₃H₃₂O₄

[ Molecular Weight ]:
372.498

[ Flash Point ]:
213.5±28.8 °C

[ Exact Mass ]:
372.230072

[ PSA ]:
60.44000

[ LogP ]:
3.41

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.541

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: TU5074000

CHEMICAL NAME :: Pregn-4-ene-3,20-dione, 17-hydroxy-, acetate

CAS REGISTRY NUMBER :: 302-23-8

LAST UPDATED :: 199206

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C23-H32-O4

MOLECULAR WEIGHT :: 372.55

WISWESSER LINE NOTATION :: L E5 B666 OV MUTJ A1 E1 FV1 FOV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 72 mg/kg

SEX/DURATION :: male 9 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 100,540,1959

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 1 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: 85GRAA "The Control of Fertility," Pincus, G., New York, Academic Press, 1965 Volume(issue)/page/year: -,150,1965

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 896 mg/kg

SEX/DURATION :: female 32 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - menstrual cycle changes or disorders

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 105,23,1960

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 80500 ug/kg

SEX/DURATION :: female 23 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 105,23,1960

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 5 mg/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: 13OPAL "Control of Ovulation, Proceedings of the Conference, Dedham, MA, 1960," Villee, C.A., ed., Oxford, UK, Pergamon Press Ltd., 1961 Volume(issue)/page/year: -,37,1961

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2500 ug/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles)

REFERENCE :: ACEDAB Acta Endocrinologica, Supplementum (Copenhagen). (Periodica, Skolegade 12 E, DK-2500 Valby, Denmark) No.1- 1948- Volume(issue)/page/year: 73,17,1963

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

DOSE :: 500 ug/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

REFERENCE :: STEDAM Steroids. (Holden-Day Inc., 4432 Telegraph Ave., Oakland, CA 94609) V.1- 1963- Volume(issue)/page/year: 7,341,1966

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 100 ug/kg

SEX/DURATION :: female 5 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: ANREAK Anatomical Record. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1906/08- Volume(issue)/page/year: 142,469,1962

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 40 ug/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: 13OPAL "Control of Ovulation, Proceedings of the Conference, Dedham, MA, 1960," Villee, C.A., ed., Oxford, UK, Pergamon Press Ltd., 1961 Volume(issue)/page/year: -,37,1961

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H351

[ Precautionary Statements ]:
P280

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R40

[ Safety Phrases ]:
22-24/25-45

[ RIDADR ]:
UN 2811 6

[ WGK Germany ]:
3

[ RTECS ]:
TU5074000

Related Compounds

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