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Ethynodiol Diacetate

HCID 9270
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
297-76-7
표준 SMILES
C#C[C@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=C[C@@H](OC(C)=O)CC[C@@H]4[C@H]3CC[C@@]21C
InChIKey
ONKUMRGIYFNPJW-KIEAKMPYSA-N
분자식
C24H32O4
평균 분자량
384.5 g/mol
단동위원소 질량
384.2300595

개요

Ethynodiol diacetate is a steroid ester and a terminal acetylenic compound. It has a role as a contraceptive drug, a synthetic oral contraceptive and an estrogen receptor modulator. It is functionally related to an ethynodiol.

이름 및 식별자

우선 이름
Ethynodiol Diacetate
IUPAC
[(3S,8R,9S,10R,13S,14S,17R)-17-acetyloxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
영어명
Ethynodiol diacetate
분자식
C24H32O4
분자량
384.51

이름 및 동의어

ETHYNODIOL DIACETATE297-76-7FemulenContinuinEtynodiol AcetateEtynodiol diacetateSC 11800SC-11800DTXSID402061419-Nor-17alpha-pregn-4-en-20-yne-3beta,17-diol diacetateCHEBI:31580NSC-759288
이름 더 보기
EthynodiolCB-8080ovulen508080c.b.EtynodiolLuteonormMetrodiolOvulen 50
(3-beta,17-alpha)-19-Norpregn-4-en-20-yne-3,17-diol diacetate17-alpha-Ethynyl-19-norandrost-4-ene-3-beta,17-beta-diol diacetate17alpha-Ethynyl-3,17-dihydroxy-4-estrene diacetate17alpha-Ethynylestr-4-ene-3beta,17beta-diol acetate3beta, 17beta-Diacetoxy-17alpha-ethynyl-4-oestrene17alpha-Ethynyl-4-estrene-3beta,17beta-diol diacetateDTXCID00614[(3S,8R,9S,10R,13S,14S,17R)-17-acetyloxy-17-ethynyl-13-methyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

데이터베이스 식별자

CAS
297-76-7
PubChem CID
9270
DTXSID
DTXSID4020614
ChEMBL
CHEMBL1200624
ChEBI
CHEBI:31580
UNII
62H10A1236
EC Number
206-044-9
Nikkaji
J5.459C

물성

구조 계산 물성

XLogP
3.9
극성 표면적
52.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
28
형식 전하
0
복잡도
758

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]
LogP5
Solubility3.97e-03 g/L
Human Drugs · 3건

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Pharmaceuticals

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point126-127
Physical DescriptionSolid

물리화학적 성질

녹는점
126 · ~126-127°
끓는 점
431.17 °C · 431.17°C (rough estimate)
밀도
1.0474 · 1.0474 (rough estimate)
굴절률
1.486 · 1.4860 (estimate)
저장 조건
2 · 2-8°C
용해도
클로로포름 (약간 용해됨), DMSO (약간 용해됨)
물리적 상태
고체
색상
하얀색
수용성
1.4 mg/L · 1.4mg/L(25℃)
NIST
Ethynodiol diacetate(297-76-7)
EPA
Ethynodiol diacetate (297-76-7)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Danger

H302 (95%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P318, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 60 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Other Safety InformationIMAP assessments - 19-Norpregn-4-en-20-yne-3,17-diol, diacetate, (3.beta.,17.alpha.)-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (95%)

독성 정보

Drug Induced Liver Injury · 5건

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

ethynodiol diacetate

DILI Positive

Oral

DOI:10.1016/j.drudis.2019.09.022

안전 데이터

wgk
3
rtecs
RC8963000
HS 번호
2937230000
risk_code
20/21/22-40
hazard_code
Xn
safety_code
22-36

화학 및 산업

약리 정보

Protein Binding50-85%
Pharmacodynamics · 1건

Ethynodiol Diacetate is used as a female contraceptive. Ethynodiol Diacetate is a progestin or a synthetic form of the naturally occurring female sex hormone, progesterone. In a woman's normal menstrual cycle, an egg matures and is released from the ovaries (ovulation). The ovary then produces progesterone, preventing the release of further eggs and priming the lining of the womb for a possible pregnancy. If pregnancy occurs, progesterone levels in the body remain high, maintaining the womb lining. If pregnancy does not occur, progesterone levels in the body fall, resulting in a menstrual period. Ethynodiol Diacetate tricks the body processes into thinking that ovulation has already occurred, by maintaining high levels of the synthetic progesterone. This prevents the release of eggs from the ovaries.

Mechanism of Action · 1건

Binds to the progesterone and estrogen receptors. Target cells include the female reproductive tract, the mammary gland, the hypothalamus, and the pituitary. Once bound to the receptor, progestins like Ethynodiol Diacetate will slow the frequency of release of gonadotropin releasing hormone (GnRH) from the hypothalamus and blunt the pre-ovulatory LH (luteinizing hormone) surge.

MeSH Pharmacological Classification · 2건

Oral contraceptives which owe their effectiveness to hormonal preparations.

Oral contraceptives which owe their effectiveness to synthetic preparations.

Cellular LocationsCytoplasm

용도 및 제조

Use ClassificationPharmaceuticals
응용 분야 · 3건

개요Ethynodiol diacetate is a synthetic progestogen. It prevents the development of osteoporosis in ovariectomized rats when administered at a dose of 9 μg/animal per day. Ethynodiol diacetate inhibits copulatory ovulation in rabbits. Formulations containing ethynodiol diacetate have been used as oral contraceptives.

용도Ethynodiol Diacetate is used as a hormonal contraceptive, birth control.

일반 설명Ethynodiol diacetate, 19-norpregn-4-en-20-yne-3β,17α-diol diacetate, is a prodrug ofnorethindrone. A combination of hydrolysis of both estersand oxidation of the C3 alcohol to the ketone is necessary toprovide the fully active progestin.

상·하류 제품 정보

상류 원료

무수초산

관련 반응

2건
반응 기록 만들기
HRID 973095 반응식
HRID 973095반응물로uspto-grants-1977_10
HRID 1578255 반응식
HRID 1578255반응물로uspto-grants-1981_09

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