기본 정보
- 표준 SMILES
CC1=CC(=O)c2c(O)cccc2C1=O- InChIKey
VCMMXZQDRFWYSE-UHFFFAOYSA-N- 분자식
- C11H8O3
- 평균 분자량
- 188.18 g/mol
- 단동위원소 질량
- 188.04734412
개요
Plumbagin is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 2 and 5 are substituted by methyl and hydroxy groups, respectively. It has a role as a metabolite, an antineoplastic agent, an anticoagulant and an immunological adjuvant. It is a hydroxy-1,4-naphthoquinone and a member of phenols.
이름 및 식별자
- 우선 이름
- Plumbagin
- IUPAC
- 5-hydroxy-2-methylnaphthalene-1,4-dione
- 영어명
- PLUMBAGIN
- 분자식
- C11H8O3
- 분자량
- 188.18
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
481-42-5- PubChem CID
- 10205
- DTXSID
DTXSID8075413- ChEMBL
CHEMBL295316- ChEBI
CHEBI:8273- UNII
- YAS4TBQ4OQ
- EC Number
- 207-569-6
- Nikkaji
- J5.778I
물성
구조 계산 물성
- XLogP
- 2.3
- 극성 표면적
- 54.4 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 14
- 형식 전하
- 0
- 복잡도
- 316
실험 및 물리화학적 성질
Collision Cross Section
124.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
134.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 76 · 76-78 °C(lit.)
- 끓는 점
- 283.17 °C · 283.17°C (rough estimate)
- 밀도
- 1.354 · 1.354
- 굴절률
- 1.631 · 1.6310 (estimate)
- 저장 조건
- -20 °C · -20°C
- 용해도
- very faint turbidity in hot Methanol
- 산도 계수 (pKa)
- 6.7 · 6.70±0.20(Predicted)
- 물리적 상태
- 결정 또는 결정성 분말
- 색상
- 오렌지 레드
- 생물학적 소스
- Plumbago indica
- Merck
- 7538 · 7538
- 안정성
- 흡습성
- 주요 응용
- 음식 및 음료
- InChI
- InChI=1S/C11H8O3/c1-6-5-9(13)10-7(11(6)14)3-2-4-8(10)12/h2-5,12H,1H3
- InChIKey
- VCMMXZQDRFWYSE-UHFFFAOYSA-N
- SMILES
- C1(=O)C2=C(C(O)=CC=C2)C(=O)C=C1C
- LogP
- 2.45 · 2.450 (est)
- EPA
- 1 · 1,4-Naphthalenedione, 5-hydroxy-2-methyl- (481-42-5)
화학적 성질
ORANGE CRYSTALLINE POWDER OR CRYSTALS
안전 및 규제
GHS 분류
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P264, P264+P265, P270, P280, P301+P316, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 69 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
안전 데이터
- wgk
- 3
- rtecs
- QL8500000
- ridadr
- UN 2923 8/PG 2
- 독성
- LD50 i.p. in mice: ~0.015 g/kg (Debray)
- HS 번호
- 29146990
- risk_code
- 25-34-36/37/38
- hazard_code
- T
- safety_code
- 22-26-36/37/39-45-37/39-28A
- 포장분류
- II
- 위험 등급
- 6.1(a)
- 위험 참고 사항
- Toxic
- Hazard Classifications
- Acute Tox. 3 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
- 스토리지 클래스
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
화학 및 산업
약리 정보
MeSH Pharmacological Classification
Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.
Agents that prevent BLOOD CLOTTING.
Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.
Agents obtained from higher plants that have demonstrable cytostatic or antineoplastic activity.
Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE).
Chemical substances that prevent or reduce the probability of CONCEPTION.
응용 분야
개요Plumbagin is a natural 1,4-naphthoquinone first isolated from plants of the genus Plumbago. It has diverse effects in cells and animals. Plumbagin causes the generation of reactive oxygen species and induces apoptosis in cancer cells. It activates signaling through Nrf2 and the antioxidant response element, inducing the expression of Nrf2 target genes, including NQO1 and heme oxygenase-1 in cultured neuronal cells. Plumbagin also inhibits NADPH oxidase 4 in a time- and dose-dependent manner. It can be protective against peroxide stress or deprivation of glucose or oxygen.
용도Plumbagin from Plumbago indica has been used: as a reactive oxygen species agent (ROS) to induce cytotoxicity in mouse embryonic fibroblastsas an oxidative stress inducer to generate superoxide anion in Saccharomyces cerevisiaeas a reference standard in thin layer chromatography and in spectrophotometric analysis for quantification of plumbagin in Plumbago auriculate samples
일반 설명Plumbagin is a bioactive naphthoquinone present majorly in Plumbago indica L. It is a quinoid and is also derived from the roots of Plumbago zeylanicaroots.
상·하류 제품 정보
상류 원료
공급사50 곳
추가 설명
정의ChEBI: A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone in which the hydrogens at positions 2 and 5 are substituted by methyl and hydroxy groups, respectively.
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