기본 정보
- 표준 SMILES
CC12CCC3c4ccc(O)cc4CCC3C1CCC2=O- InChIKey
DNXHEGUUPJUMQT-CBZIJGRNSA-N- 분자식
- C18H22O2
- 평균 분자량
- 270.4 g/mol
개요
3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one is a steroid. It has a role as an estrogen.
이름 및 식별자
- 우선 이름
- Ketohydroxy-Estratriene
- IUPAC
- 3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
- 현지명
- 에스트론
- 영어명
- Estrone
- 분자식
- C18H22O2
- 분자량
- 270.37
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
53-16-7- PubChem CID
- 698
- ChEMBL
CHEMBL756- ChEBI
CHEBI:95131
물성
구조 계산 물성
- XLogP
- 3.1
- 극성 표면적
- 37.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 20
- 형식 전하
- 0
- 복잡도
- 418
물리화학적 성질
- 녹는점
- 258 · 258-260 °C(lit.)
- 끓는 점
- 353.48 °C · 353.48°C (rough estimate)
- 밀도
- 1.236 · 1.2360
- 굴절률
- 165 ° · 165 ° (C=1, Dioxane)
- 인화점
- 9 ℃ · 9℃
- 저장 조건
- room temp
- 용해도
- 클로로포름(약간 용해됨), 디옥산(약간 용해됨), 에탄올(약간 용해됨), 메탄올(약간 용해됨)
- 물리적 상태
- 결정질 분말 또는 결정
- 산도 계수 (pKa)
- 10.77 · pKa 10.77±0.02(H2O)(Approximate)
- 색상
- 흰색에서 거의 흰색
- 수용성
- 0.03 g/L · 0.03g/L
- Merck
- 3708 · 3708
- BRN
- 1915077 · 1915077
- Henry's Law Constant
- 2.6 · 2.6×104 mol/(m3Pa) at 25℃, HSDB (2015)
- 주요 응용
- 제약소분자 약용
- InChI
- 1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h3,5,10,14-16,19H,2,4,6-9H2,1H3/t14-,15-,16+,18+/m1/s1
- InChIKey
- DNXHEGUUPJUMQT-CBZIJGRNSA-N
- SMILES
- C[C@]12CC[C@H]3[C@@H](CCc4cc(O)ccc34)[C@@H]1CCC2=O
- NIST
- 3 · 3-Hydroxyestra-1,3,5(10)-trien-17-one(53-16-7)
- EPA
- Estrone (53-16-7)
화학적 성질
Estrone is an odorless white crystalline powder.Estrone is supplied as a crystalline solid. A stock solution may be made by dissolving the estrone in an organic solvent purged with an inert gas. Estrone is soluble in organic solvents such as DMSO and dimethyl formamide (DMF). The solubility of estrone in these solvents is approximately 20 mg/ml.Estrone is sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, estrone should first be dissolved in DMF and then diluted with the aqueous buffer of choice. Estrone has a solubility of approximately 0.15 mg/ml in a1:5 solution of DMF:PBS (pH 7.2) using this method. We do not recommend storing the aqueous solution for more than one day.
안전 및 규제
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- KG8575000
- ridadr
- UN1230 - class 3 - PG 2 - Methanol, solution
- HS 번호
- 29335995
- risk_code
- 45-60-61-64-40-63-39/23/24/25-23/24/25-11
- hazard_code
- T,F
- safety_code
- 53-45-36/37-16
- Hazard Classifications
- Carc. 2Lact.Repr. 1A
- 스토리지 클래스
- 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
- 유해 물질 데이터
- 53-16-7(Hazardous Substances Data)
화학 및 산업
응용 분야
개요Estrone is one of the three naturally occurring estrogens, the others being estradiol and estriol. Estrone is synthesized from androstenedione by the aromatase enzyme system in the ovaries and placenta, and is also synthesized from estradiol by 17-hydroxy steroid dehydrogenase in the liver.Serum concentrations of estrone in premenopausal women fluctuate according to the menstrual cycle and becomes the most predominant estrogen in postmenopausal women.The binding affinities of estrone to the estrogen receptors α and β are approximately 60% and 37% relative to estradiol.
용도Estrone is a metabolite of 17β-Estradiol (E888000). During the metabolism, it is in rapid equilibrium with Estriol (E888960) and 17β-Estradiol (E888000) (1). Causes the feminization of male fish at human and animal waste sites (2). This compound is a contaminant of emerging concern (CECs). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.
일반 설명Estrone, 3-hydroxyestra-1,3,5(10)-trien-17-one, is less active than estradiol but more active than itsmetabolite, estriol. As the salt of its 3-sulfate ester, estroneis the primary ingredient in conjugated estrogens, USP, andesterified estrogens, USP. Although originally obtainedfrom the urine of pregnant mares (about 10 mg/L), estroneis now prepared synthetically. Estrone itself is not availablein commercial oral formulations, but can be obtained at compounding pharmacies as a topical formulation. Oleoylestrone,the C3 ester of estrone with oleic acid, is in phase IIclinical trials for the treatment of obesity. This acyl estronederivative reduces fat stores by a mechanism not involvingthe ER, although some of the oleoyl-estrone is hydrolyzedto estrone in vivo.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
정의ChEBI: A 17-oxo steroid that is estra-1,3,5(10)-triene substituted by an hydroxy group at position 3 and an oxo group at position 17.
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