17α-ヒドロキシプロゲステロン

222-223 °C

219 - 220 °C

184.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID6040747]

183.4 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

187.57 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]

179.9 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

202.46 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

187 Ų [M-H]-

Danger

H360 (95.1%): May damage fertility or the unborn child [Danger Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory.

Status: Active Update: 28-07-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/20280

Hydroxyprogesterone: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

...MAY CAUSE EDEMA & LOCAL REACTIONS @ SITE OF INJECTION.

MOST COMMON EFFECTS ARE NAUSEA, EDEMA, & IRREGULAR VAGINAL BLEEDING. OTHER REPORTED EFFECTS INCL WT GAIN, DECR LIBIDO, DEPRESSION, JAUNDICE, & CONGESTIVE HEART FAILURE. /CAPROATE/

...HYDROXYPROGESTERONE CAPROATE OCCASIONALLY CAUSES HYPERSENSITIVITY, COUGHING, OR DYSPNEA. IN RARE INSTANCES IT MAY CAUSE VIRILIZATION OF FEMALE FETUS. /CAPROATE/

CONTINUOUS ADMIN OF PROGESTIN IN SUFFICIENT DOSE ABOLISHES CYCLE FOR AS LONG AS IT IS GIVEN & LEADS TO OVARIAN & ENDOMETRIAL ATROPHY. VERY SMALL DOSES MAY ALTER STRUCTURE OF ENDOMETRIUM & CONSISTENCY OF CERVICAL MUCUS WITHOUT DISRUPTING CYCLE OR INHIBITING OVULATION. /PROGESTINS/

For more Human Toxicity Excerpts (Complete) data for 17ALPHA-HYDROXYPROGESTERONE (10 total), please visit the HSDB record page.

NO VIRILIZING EFFECTS WERE OBSERVED IN DBA MICE GIVEN DAILY SC INJECTIONS OF 0.25 MG 17ALPHA-HYDROXYPROGESTERONE CAPROATE ON DAYS 16-19 OF GESTATION OR IN SPRAGUE-DAWLEY RATS GIVEN 5 MG DAILY FROM DAY 14-19 OF GESTATION. /CAPROATE/

OF 19 YOUNG, RANDOM-BRED FEMALE RABBITS INJECTED IM WITH 13 MG...IN SESAME OIL ON ALTERNATE WK FOR UP TO 109 WK, 14 DEVELOPED...CYSTS OF ENDOMETRIUM DURING 1ST 267 DAYS. IN 7/8 ANIMALS...ALIVE @ 109 WK, CYSTS WERE UNILOCULAR... IN CONTROL...FEW CYSTS...LESS THAN 0.3 MM IN DIAM...SMALL NON-NEOPLASTIC POLYPS... /CAPROATE/

G - Genito urinary system and sex hormones

QG - Genito urinary system and sex hormones

ADMIN OF ESTROGEN & PROGESTIN, AS CONTAINED IN COMBINATION OR SEQUENTIAL PREPN, COULD INTERFERE WITH FERTILITY IN ANY ONE OF SEVERAL WAYS. HOWEVER, IT IS CLEAR THAT, AS CURRENTLY USED, MIXTURE INHIBITS OVULATION. ...CONTINUED ACTION OF PROGESTERONE SERVES TO INHIBIT RELEASE OF LH. /PROGESTINS/

IT ACTS AS ANTIGONADOTROPHIC AGENT ON ANTERIOR PITUITARY INHIBITING FSH RELEASE &, THUS, FOLLICULAR GROWTH, ESTROGEN PRODUCTION, & ESTRUS. IT ALSO INHIBITS LH RELEASE, THUS PREVENTING OVULATION, CORPORA LUTEA FORMATION, & FURTHER PROGESTERONE SECRETION. BY INHIBITING LH...HOLDS PROGESTERONE LEVELS IN CHECK.

21807M87J2

HYDROXYPROGESTERONE

Chemical Structure [CS] - Progesterone Congeners

Established Pharmacologic Class [EPC] - Progestin

Hydroxyprogesterone is a Progestin.

...DURATION OF ACTION IS LONGER /THAN PROGESTERONE/, BUT ITS ONSET OF ACTION IS SLOWER. SINGLE INJECTION OF SOLN OF HYDROXYPROGESTERONE CAPROATE IN OIL WILL EXERT PROGESTATIONAL EFFECTS FOR 1-2 WK. /CAPROATE/

ABOUT 50-60% OF ADMIN RADIOACTIVE PROGESTERONE APPEARS IN URINE & ABOUT 10% IN FECES. ... WHEN PROGESTERONE IS GIVEN FOR PROLONGED PERIOD, DURING LUTEAL PHASE OF CYCLE, OR DURING PREGNANCY, LARGER PROPORTION (25-30%) APPEARS IN URINE AS PREGUANEDIOL. /PROGESTERONE/

RATE OF TURNOVER OF ENDOGENOUS PROGESTERONE IS UNUSUALLY RAPID, T/2 IN BLOOD BEING FEW MIN, & DOUBTLESS EXOGENOUS MATERIAL IS HANDLED IN SAME WAY. SMALL AMT...IS STORED IN BODY FAT... PRESUMABLY, ABSORPTION FROM INTESTINAL TRACT IS PROMPT, BUT COMPD IS RAPIDLY TRANSFORMED DURING PASSAGE THROUGH LIVER... /PROGESTERONE/

MEDICATION (VET)

MEDICATION

Use (kg; approx.) in Germany (2009): >25

This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.

HYDROXYPROGESTERONE IS ESTERIFIED BY HEATING WITH CAPROIC ANHYDRIDE IN PRESENCE OF P-TOLUENE-SULFONIC ACID UNDER ATMOSPHERE OF NITROGEN. US PATENT 2,753,360. /CAPROATE/

JULIAN ET AL, US PATENT 2,648,662 (1953 TO GLIDDEN)...STORK ET AL, US PATENTS 2,802,839 & 2,805,203 (BOTH 1957 TO SYNTEX)...DULANEY, MCALEER; US PATENTS 2,777,843; 2,786,856/7; 2,813,060 (ALL 1957 TO MERCK & CO)...PEDERSON, US PATENT 3,000,883 (1961 TO UPJOHN).

PROGESTINS CANNOT BE EQUATED AS GROUP WITH PROGESTERONE BECAUSE SOME ARE INHERENTLY ESTROGENIC, SOME SLIGHTLY ANDROGENIC, & SOME PURELY PROGESTATIONAL; CORRESPONDINGLY, THEIR OVULATION-INHIBITING POTENTIALITIES MAY BE MEDIATED IN SOMEWHAT DIFFERENT WAYS. /PROGESTINS/