16-플루오로-5-안드로스텐-17-온

Fluasterone

HCID 133967CAS 112859-71-9

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: C[C@]12CCCCC1=CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)[C@H](F)C[C@@H]12
InChIKey: VHZXNQKVFDBFIK-NBBHSKLNSA-N
분자식: C19H27FO
평균 분자량: 290.4 g/mol
단동위원소 질량: 290.2045937

개요

Has antiproliferative effects on HIV-1 and reduces HIV-1 replication.

이름 및 식별자

우선 이름: Fluasterone
IUPAC: (8R,9S,10R,13S,14S,16R)-16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one
현지명: 16-플루오로-5-안드로스텐-17-온
영어명: Fluasterone
분자식: C19H27FO
분자량: 290.42

이름 및 동의어

Fluasterone112859-71-916alpha-Fluoroandrost-5-en-17-oneR7M5UGD04GDTXSID90920920RefChem:599317DTXCID401349821Dehydroepiandrosterone Analog 8354(1S,2R,10R,11S,13R,15S)-13-fluoro-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadec-7-en-14-one(8R,9S,10R,13S,14S,16R)-16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one156680-74-9CHEMBL4441355

이름 더 보기

16-플루오로-5-안드로스텐-17-온16-fluoro-5-androsten-17-oneAndrost-5-en-17-one, 16-fluoro-, (16α)-

16alpha-Fluoro-5-androsten-17-oneUNII-R7M5UGD04G16-fluoro-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-oneCCRIS 4216(8R,9S,10R,13S,14S,16R)-16-Fluoro-10,13-dimethyl-1,2,3,4,7,8,9,10,11,12,13,14,15,16-tetradecahydro-17H-cyclopenta[a]phenanthren-17-oneVHZXNQKVFDBFIK-NBBHSKLNSA-N8354 compoundHE2500

데이터베이스 식별자

CAS: 112859-71-9
PubChem CID: 133967
DTXSID: DTXSID90920920
ChEMBL: CHEMBL4441355
UNII: R7M5UGD04G
Nikkaji: J245.776H

물성

구조 계산 물성

XLogP: 5.1
극성 표면적: 17.1 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 2
회전 가능 결합 수: 0
무거운 원자 수: 21
형식 전하: 0
복잡도: 510

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

물리화학적 성질

녹는점: 165 · 165 - 168oC
끓는 점: 382.5 · 382.5±42.0 °C(Predicted)
밀도: 1.09 · 1.09±0.1 g/cm3(Predicted)
저장 조건: -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
용해도: 클로로포름(약간), 메탄올(매우 소량, 가열)에 용해됨
물리적 상태: 고체
색상: 흰색에서 황백색까지

화학 및 산업

약리 정보

Mechanism of Action · 1건

Fluasterone is a synthetically stable adrenocortical steroid fluorinated analogue of dehydroepiandrosterone (DHEA), a powerful anti-inflammatory molecule with androgenic or estrogenic side effects. It is proposed that fluasterone inhibits NF-kB activation and reduces oxidative stress, but other mechanisms may play a role. Fluasterone suppresses inflammation and is effective in preclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. Fluasterone has anti-inflammatory effects inpreclinical models of chronic inflammatory disease including psoriasis, asthma, rheumatoid arthritis, multiple sclerosis and lupus erythematosus. [Aeson Pharmaceuticals Executive Report]

응용 분야 · 1건

용도Fluasterone is a synthetic derivative of Dehydroepiandrosterone. The reduced androgenicity of Fluasterone may obviate toxicities associated with the androgenicity of the parent compound. Antitumor agent. Fluasterone is used in clinical trials for prostate cancer prevention.