기본 정보
- CAS
529-53-3- 표준 SMILES
O=c1cc(-c2ccc(O)cc2)oc2cc(O)c(O)c(O)c12- InChIKey
JVXZRQGOGOXCEC-UHFFFAOYSA-N- 분자식
- C15H10O6
- 평균 분자량
- 286.24 g/mol
- 단동위원소 질량
- 286.04773804
개요
Scutellarein is flavone substituted with hydroxy groups at C-4', -5, -6 and -7. It has a role as a metabolite. It is functionally related to an apigenin. It is a conjugate acid of a scutellarein(1-).
이름 및 식별자
- 우선 이름
- Scutellarein
- IUPAC
- 5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
- 영어명
- SCUTELLAREIN
- 분자식
- C15H10O6
- 분자량
- 286.24
이름 및 동의어
Scutellarein529-53-36-Hydroxyapigenin5,6,7,4'-Tetrahydroxyflavone4',5,6,7-tetrahydroxyflavone5,6,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one4',5,6,7-TetrahydroxyflavanoneP460GTI853CHEBI:9062DTXSID402009466-hydroxy-apigenin
이름 더 보기
isocarthamidinScutillareinHigh baicaleinScutellarein-RMSCUTELLAREIN WITH HPLCScutellarein (Standard)
RefChem:931509DTXCID701234375,6,7-trihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-oneSCUTELLARTLNMFCD00017692Scutellarein (>90%)4H-1-Benzopyran-4-one, 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-6-Hydroxyapigenin;4',5,6,7-Tetrahydroxyflavone
데이터베이스 식별자
- CAS
529-53-3- PubChem CID
- 5281697
- DTXSID
DTXSID40200946- ChEMBL
CHEMBL55415- ChEBI
물성
구조 계산 물성
- XLogP
- 1.4
- 극성 표면적
- 107 Ų
- 수소 결합 공여자 수
- 4
- 수소 결합 수용자 수
- 6
- 회전 가능 결합 수
- 1
- 무거운 원자 수
- 21
- 형식 전하
- 0
- 복잡도
- 439
실험 및 물리화학적 성질
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
LogP0.89
Endocrine DisruptorsPotential endocrine disrupting compound
물리화학적 성질
- 녹는점
- 330 °C · 330°C
- 끓는 점
- 642.9 · 642.9±55.0 °C(Predicted)
- 밀도
- 1.654 · 1.654±0.06 g/cm3(Predicted)
- 저장 조건
- 2 · Sealed in dry,2-8°C
- 용해도
- 1 mg/mL, · DMSO: 가용성 1mg/mL, 투명, 녹황색
- 산도 계수 (pKa)
- 6.34 · 6.34±0.40(Predicted)
- 물리적 상태
- 가루
- 색상
- 노란색
- 생물학적 소스
- Erigeron breviscapus
- 주요 응용
- 대사체학비타민, 기능성 식품 및 천연 제품
- InChI
- 1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H
- InChIKey
- JVXZRQGOGOXCEC-UHFFFAOYSA-N
- SMILES
- Oc1ccc(cc1)C2=CC(=O)c3c(O)c(O)c(O)cc3O2
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 3
- HS 번호
- 29329990
- safety_code
- 24/25
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Mechanism of Action
A 2024 review notes that Scutellarein has a wide range of pharmacological properties, e.g,. anti-inflammatory, antioxidant, antiviral, neuroprotective, hypoglycemic, hypolipidemic, anticancer, and cardiovascular protective effects. The pharmacological effects involve multiple mechanisms, e.g., the scavenging of free radicals, inhibition of the activation of inflammatory signaling pathways and expression of inflammatory mediators, etc.
A 2025 review notes various possible pathways behind the mechanism(s) of action, and interest due to its wide pharmacological effects, e.g., anticancer, anti-inflammation, antioxidant, antiobesity, and vasorelaxant. The review also notes positive treatment results related to neurons, liver, heart, lung, kidney, bone, skin protective experiments, and human sperm function enhancement.
Metabolism/MetabolitesScutellarein has known human metabolites that include Scutellarein 7-O-glucuronide.
응용 분야
개요Scutellarein is a flavone that has been isolated from S. baicalensis and has antioxidant, enzyme inhibitory, anti-inflammatory, and antiproliferative biological activities. It has antioxidant activity in a total reactive antioxidant potential (TRAP) assay when used at a concentration of 1 μg/ml. Scutellarein inhibits sucrose hydrolysis by rat intestinal α-glucosidase and ATPase activity of the severe acute respiratory syndrome (SARS) coronavirus helicase nsP13 (IC50s = 12 and 0.86 μM, respectively). It decreases nitric oxide (NO) release and mRNA expression of inducible NO synthase (iNOS) and TNF-α induced by LPS in RAW 264.7 macrophages when used at a concentration of 50 μM. In vivo, scutellarein (0.5 μg/g) decreases tumor weight and volume in an HT-1080 human fibrosarcoma mouse xenograft model.
용도Scutellarein is a flavonoid that can be found in Scutellaria lateriflora. Scutellarein is a hydrolysis product of Scutellarein (S201900), its glucuronide conjugated analogue.
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