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기본 정보
- CAS
981-15-7- 표준 SMILES
C=C1[C@@H](O)[C@]2(O)OC[C@]34[C@H]2[C@@]2(C)[C@H](O)C(=O)C=C(C)[C@@H]2C[C@H]3OC(=O)C[C@@H]14- InChIKey
WBBVXGHSWZIJST-RLQYZCPESA-N- 분자식
- C20H24O7
- 평균 분자량
- 376.405 g/mol
- 단동위원소 질량
- 376.15220311
이름 및 식별자
- 우선 이름
- Ailanthone
- IUPAC
- 1beta,11alpha,12alpha-Trihydroxy-11,20-epoxypicrasa-3,13(21)-diene-2,16-dione
- 현지명
- 아일란톤
- 영어명
- ailanthone
- 분자식
- C20H24O7
- 분자량
- 376.4
이름 및 동의어
아일란톤ailanthoneΔ13-DehydrochaparrinoneAilanthone, 10 mM in DMSO13,21-Didehydrochaparrinone2H-1,11c-(Epoxymethano)phenanthro[10,1-bc]pyran-5,10(3H,6aH)(1beta,11alpha,12alpha)-1,11,12-trihydroxy-11,20-epoxypicras...11β,20-Epoxy-1β,11,12α-trihydroxypicrasa-3,13(21)-diene-2,16-dione(1β,11β,12α)-11,20-Epoxy-1,11,12-trihydroxypicrasa-3,13(21)-diene-2,16-dionePicrasa-3,13(21)-diene-2,16-dione,11,20-epoxy-1,11,12-trihydroxy-, (1b,11b,12a)-Picrasa-3,13(21)-diene-2,16-dione, 11,20-epoxy-1,11,12-trihydroxy-, (1β,11β,12α)-
데이터베이스 식별자
- CAS
981-15-7- PubChem CID
- 72965
- DTXSID
DTXSID10913455- ChEMBL
CHEMBL161015- ChEBI
CHEBI:2522- EC Number
- 683-145-8
- Nikkaji
- J21.167B
물성
물리화학적 성질
- 녹는점
- 235 · 235-237 °C
- 끓는 점
- 641 · 641.0±55.0 °C(Predicted)
- 밀도
- 1.47 · 1.47
- 저장 조건
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- 용해도
- 100 · DMSO:100.0(Max Conc. mg/mL);265.67(Max Conc. mM)
- 물리적 상태
- 결정성 고체
- 산도 계수 (pKa)
- 11.85 · 11.85±0.70(Predicted)
- 색상
- White to off-white
- InChIKey
- WBBVXGHSWZIJST-BIKIFPNSNA-N
- SMILES
- [C@]123CO[C@@]4(O)[C@H](O)C(=C)C1CC(=O)O[C@]2([H])C[C@@]1([H])C(C)=CC(=O)[C@@H](O)[C@]1(C)[C@]34[H] |&1:0,3,5,14,17,24,26,28,r|
- LogP
- -0.76 · -0.760 (est)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- WGK 3
- Hazard Classifications
- Acute Tox. 2 Oral
- 스토리지 클래스
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
화학 및 산업
응용 분야
개요Ailanthone is a quassinoid that has been found in Ailanthus and has diverse biological activities. It is active against the P. falciparum strains HB-3 and Dd-2 in vitro (IC50s = 0.003 and 0.037 μg/ml, respectively). Ailanthone is phytotoxic, inhibiting radish seed germination by 88% when used at a concentration of 1 mM. It inhibits dihydrotestosterone-induced androgen receptor transcriptional activity (IC50 = 69 nM in a reporter assay), as well as the growth and colony formation of LNCaP and 22RV1 androgen receptor-expressing cells, but not androgen receptor-negative PC3 and DU145 cells, when used at a concentration of 0.1 μM. Ailanthone (2 mg/kg) reduces tumor volume in 22Rv1, LNCaP, and VCaP castration-resistant prostate cancer (CRPC) mouse xenograft models.
공급사100 곳
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