기본 정보
- CAS
517-88-4- 표준 SMILES
CC(C)=CCC(O)C1=CC(=O)c2c(O)ccc(O)c2C1=O- InChIKey
NEZONWMXZKDMKF-UHFFFAOYSA-N- 분자식
- C16H16O5
- 평균 분자량
- 288.29 g/mol
- 단동위원소 질량
- 288.09977361
개요
C.I. Natural Red 20 is a naphthoquinone.
이름 및 식별자
- 우선 이름
- (+-)-Shikonin
- IUPAC
- 5,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione
- 현지명
- 시칼킨
- 영어명
- Shikalkin
- 분자식
- C16H16O5
- 분자량
- 288.3
이름 및 동의어
54952-43-1(+-)-ShikoninRefChem:905516SHIKALKIN(Rac)-ShikoninC.I. Natural Red 205,8-dihydroxy-2-(1-hydroxy-4-methylpent-3-enyl)naphthalene-1,4-dione(+/-)-ShikoninARNEBIN-45,8-DIHYDROXY-2-(1-HYDROXY-4-METHYLPENT-3-EN-1-YL)NAPHTHALENE-1,4-DIONE(+/-)-AlkanninMFCD00016668
이름 더 보기
시칼킨shiconinNsc 291845Shikonin >=98% (HPLC)Shikonin (mixture of optical isomers, about 1:1)
23444-65-7KBioGR_000610C.I. 75530KBio3_001080BDBM178090HY-N6004NSC94524NSC252844
데이터베이스 식별자
- CAS
517-88-4、517-89-5、54952-43-1、85251-58-7- PubChem CID
- 5208
- ChEMBL
CHEMBL29285- ChEBI
CHEBI:174748- EC Number
- 286-469-4、684-467-1
- Nikkaji
- J20.957K
물성
구조 계산 물성
- XLogP
- 3
- 극성 표면적
- 94.8 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 5
- 회전 가능 결합 수
- 3
- 무거운 원자 수
- 21
- 형식 전하
- 0
- 복잡도
- 501
실험 및 물리화학적 성질
CosmeticsTonic
Food AdditivesUse unspecified -> FDA Substance added to food
Melting Point116 - 117 °C
Physical DescriptionSolid
물리화학적 성질
- 녹는점
- 144 · 144-145 °C
- 끓는 점
- 567.4 · 567.4±50.0 °C(Predicted)
- 밀도
- 1.373 · 1.373±0.06 g/cm3(Predicted)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 1 mg/mL · 메탄올: 용해성1mg/mL
- 물리적 상태
- 분말 또는 고체
- 산도 계수 (pKa)
- 7.34 · 7.34±0.20(Predicted)
- 색상
- 빨간색에서 갈색으로
- 주요 응용
- 대사체학비타민, 기능성 식품 및 천연 제품
- InChI
- InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3
- InChIKey
- NEZONWMXZKDMKF-UHFFFAOYSA-N
- SMILES
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (100%)
안전 데이터
- wgk
- 3
- ridadr
- UN 3077 9 / PGIII
- risk_code
- 22-50/53
- hazard_code
- Xn,N
- safety_code
- 61
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
Cellular LocationsCytoplasm
용도 및 제조
Use ClassificationCosmetics -> Tonic
응용 분야
용도Shikonin has been used:to enhance the anti-tumor activity of gefitinib on tyrosine kinase receptor epidermal growth factor receptor (EGFR) in wild-type lung cancer cellsas an inhibitor of renal aerobic glycosis and a potentialas an anti-inflammatory agent to test its role to improve lipopolysaccharide (LPS)-induced cardiac dysfunctionto stimulate bone marrow-derived macrophages (BMDMs) to test the effect of Interferon regulatory factor 1 on cell death
일반 설명Shikonin is a major phytochemical compound extracted from the roots of Lithospermum erythrorhizon. It is a natural anthraquinone derivative.
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