기본 정보
- CAS
604-59-1- 표준 SMILES
O=c1cc(-c2ccccc2)oc2c1ccc1ccccc12- InChIKey
VFMMPHCGEFXGIP-UHFFFAOYSA-N- 분자식
- C19H12O2
- 평균 분자량
- 272.3 g/mol
- 단동위원소 질량
- 272.08372962
개요
Alpha-naphthoflavone is an extended flavonoid resulting from the formal fusion of a benzene ring with the h side of flavone. A synthetic compound, it is an inhibitor of aromatase (EC 1.14.14.14). It has a role as an EC 1.14.14.14 (aromatase) inhibitor, an aryl hydrocarbon receptor agonist and an aryl hydrocarbon receptor antagonist. It is an organic heterotricyclic compound, a naphtho-gamma-pyrone and an extended flavonoid.
이름 및 식별자
- 우선 이름
- Alpha-Naphthoflavone
- IUPAC
- 2-phenylbenzo[h]chromen-4-one
- 영어명
- α-Naphthoflavone
- 분자식
- C19H12O2
- 분자량
- 272.3
이름 및 동의어
alpha-Naphthoflavone7,8-Benzoflavone604-59-1alpha-Naphthylflavone2-phenylbenzo[h]chromen-4-oneBenzo(h)flavone2-Phenyl-4H-naphtho(1,2-b)pyran-4-one7,8-BF2-Phenylbenzo(h)chromen-4-oneDTXSID2040650FML65D8PY5NSC-407011
이름 더 보기
BENZOFLAVONE-Naphthoflavoneα-naphtoflavoneà-naphthoflavoneA-NAPHTHOFLAVONE1-Naphthoflavoneα-Naphthoflavone
benzo[h]flavoneCCRIS-3607CHEBI:769952-Phenyl-4H-naphtho[1,2-b]pyran-4-oneRefChem:111352DTXCID0020650210-071-12-Phenyl-4H-benzo[h]chromen-4-one
데이터베이스 식별자
- CAS
604-59-1- PubChem CID
- 11790
- DTXSID
DTXSID2040650- ChEMBL
CHEMBL283196- ChEBI
CHEBI:76995- UNII
- FML65D8PY5
- EC Number
- 210-071-1
물성
구조 계산 물성
- XLogP
- 4.8
- 극성 표면적
- 26.3 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 21
- 형식 전하
- 0
- 복잡도
- 433
실험 및 물리화학적 성질
Chemical ClassesOther Uses -> Biochemical Research
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesChemical shift
LogP4.82
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionSolid; [Sigma-Aldrich MSDS]
Collision Cross Section185.7 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID2040650]
물리화학적 성질
- 녹는점
- 153 · 153-157 °C (lit.)
- 끓는 점
- 375.35 °C · 375.35°C (rough estimate)
- 밀도
- 1.1382 · 1.1382 (rough estimate)
- 굴절률
- 1.551 · 1.5510 (estimate)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 클로로포름(약간 용해됨), 에틸아세테이트(약간 용해됨)
안전 및 규제
유해성 정보
Hazards SummaryCauses lung changes, liver changes, thyroid hypofunction, and multiple enzyme effects in acute intraperitoneal studies of rats; [RTECS] May cause irritation; [Sigma-Aldrich MSDS]
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- QL6250000
- HS 번호
- 29143990
- risk_code
- 68-34-11
- hazard_code
- Xi,Xn,C,F
- safety_code
- 24/25-36/37-45-36/37/39-26-16
- F 고인화성물질
- 8
- 위험 참고 사항
- Irritant
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
용도 및 제조
General Manufacturing Information4H-Naphtho[1,2-b]pyran-4-one, 2-phenyl-: INACTIVE
응용 분야
용도The aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that promotes the expression of phase I and II xenobiotic chemical metabolizing enzyme genes, including the cytochrome P450 (CYP) isoforms CYP1A1 and CYP1A2. α-Naphthoflavone is a flavone that modulates xenobiotic metabolism at several points. It antagonizes AhR, blocking the expression of phase I and II genes at nanomolar concentrations, although it can agonize AhR at higher concentrations (10 μM). α-Naphthoflavone inhibits CYP19 (aromatase), CYP1A1, CYP1A2, and CYP1B1 (IC50s = 500, 60, 6, and 5 nM, respectively), whereas it activates CYP3A4 (Kd = 7.4 μM). Dietary α-naphthoflavone can contribute to carcinogenesis in the presence of synthetic estrogens.[Cayman Chemical]
상·하류 제품 정보
상류 원료
공급사100 곳
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