Rubitecan

HCID 472335CAS 104195-61-1

기본 정보

표준 SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c([N+](=O)[O-])cccc3nc2-1
InChIKey: VHXNKPBCCMUMSW-FQEVSTJZSA-N
분자식: C20H15N3O6
평균 분자량: 393.3 g/mol
단동위원소 질량: 393.09608521

이름 및 식별자

우선 이름: Rubitecan
IUPAC: (19S)-19-ethyl-19-hydroxy-8-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione
영어명: Rubitecan
분자식: C20H15N3O6
분자량: 393.35

이름 및 동의어

Rubitecan9-Nitrocamptothecin91421-42-09-nitro-20(S)-camptothecinOrathecinCamptogenRFS 2000RFS-2000NitrocamptothecinrubitecanumH19C446XXB9-nitro-20-(S)-camptothecin

이름 더 보기

9-Nitrocellulose camptothecine9-NCOratheciRUBETICANRubitecane9-NITRO-CPT

DTXSID7046752CHEBI:90225RFS20009-nitro-(20S)-camptothecinDTXCID50267521H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 4-ethyl-4-hydroxy-10-nitro-, (4S)-(19S)-19-ethyl-19-hydroxy-8-nitro-17-oxa-3,13-diazapentacyclo(11.8.0.0^(2,11).0^(4,9).0^(15,20))henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione(19S)-19-ethyl-19-hydroxy-8-nitro-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

데이터베이스 식별자

CAS: 104195-61-1、91421-42-0
PubChem CID: 472335
DTXSID: DTXSID7046752
ChEMBL: CHEMBL77305
ChEBI: CHEBI:90225
UNII: H19C446XXB
EC Number: 995-853-7
Nikkaji: J448.357J

물성

구조 계산 물성

XLogP: 0.8
극성 표면적: 126 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 7
회전 가능 결합 수: 1
무거운 원자 수: 29
형식 전하: 0
복잡도: 861

물리화학적 성질

녹는점: 182 · 182-186°C
끓는 점: 816.3 · 816.3±65.0 °C(Predicted)
밀도: 1.63 · 1.63
인화점: 106 ℃ · 106℃
저장 조건: Sealed in dry,Room Temperature
용해도: DMSO, 클로로포름, 메탄올에 용해됨
물리적 상태: 고체
산도 계수 (pKa): 11.16 · 11.16±0.20(Predicted)
색상: 노란색
생물학적 소스: synthetic (organic)
Merck: 14 · 14,8288
InChI: InChI=1S/C20H15N3O6/c1-2-20(26)13-7-16-17-10(8-22(16)18(24)12(13)9-29-19(20)25)6-11-14(21-17)4-3-5-15(11)23(27)28/h3-7,26H,2,8-9H2,1H3/t20-/m0/s1
InChIKey: VHXNKPBCCMUMSW-FQEVSTJZSA-N
SMILES: N1C2C(=C([N+]([O-])=O)C=CC=2)C=C2CN3C(C=12)=CC1[C@](CC)(O)C(=O)OCC=1C3=O

화학적 성질

Yellow Amorphous Powder

안전 및 규제

GHS 분류

GHS Classification · 5건

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H340 (100%): May cause genetic defects [Danger Germ cell mutagenicity]；H350 (100%): May cause cancer [Danger Carcinogenicity]；H373 (100%): May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P203, P260, P264, P270, P280, P301+P317, P318, P319, P330, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (100%)；Muta. 1B (100%)；Carc. 1B (100%)；STOT RE 2 (100%)

안전 데이터

wgk: 3
rtecs: UQ0493300
HS 번호: 29399990
safety_code: 24/25
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

약리 정보

Mechanism of ActionRubitecan prevents DNA from unwinding during replication via DNA topoisomerase 1, therefore interfering with tumor growth.

MeSH Pharmacological Classification · 2건

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Compounds that inhibit the activity of DNA TOPOISOMERASE I.

응용 분야 · 1건

개요Rubitecan is a DNA topoisomerase I inhibitor. It inhibits DNA topoisomerase I and increases the fraction of supercoiled DNA in a cell-free assay in a concentration-dependent manner. Rubitecan inhibits the growth of A121 ovarian and H460 lung cancer cells (IC50s = 4 and 2 nM, respectively). It also inhibits the growth of doxorubicin-susceptible and -resistant MCF-7 breast cancer cells (IC50s = 2 and 3 nM, respectively). Rubitecan (4 mg/kg twice per week) reduces tumor growth in a U937 leukemia mouse xenograft model.

공급사50 곳

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]

成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

추가 설명

정의ChEBI: A pyranoindolizinoquinoline that is camptothecin in which the hydrogen at position 9 has been replaced by a nitro group. It is a prodrug for 9-aminocamptothecin.