인디루빈-3'-모녹심

Indirubin-3'-monoxime

HCID 3707

기본 정보

CAS
160807-49-8
표준 SMILES
O=Nc1c(-c2c(O)[nH]c3ccccc23)[nH]c2ccccc12
InChIKey
FQCPPVRJPILDIK-UHFFFAOYSA-N
분자식
C16H11N3O2
평균 분자량
277.28 g/mol
단동위원소 질량
277.0851266

개요

Indirubin-3'-monoxime is a member of the class of biindoles that is indirubin in which the keto group at position 3' has undergone condensation with hydroxylamine to form the corresponding oxime. It has a role as an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor, an osteogenesis regulator, a neuroprotective agent, an anti-obesity agent and an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor. It is an alkaloid, a ketoxime, a ring assembly, a member of oxindoles and a bisindole.

이름 및 식별자

우선 이름
Indirubin-3'-monoxime
IUPAC
3-(3-nitroso-1H-indol-2-yl)-1H-indol-2-ol
현지명
인디루빈-3'-모녹심
영어명
Indirubin-3'-oxime
분자식
C16H11N3O2
분자량
277.28

이름 및 동의어

INDIRUBIN-3'-MONOXIMEindirubin-3'-oxime160807-49-8667463-82-3Indirubin-3-monoximeindirubin-3-oximeIndirubin-3monoximeIndirubin 3'-monoxime(2Z,3E)-3-(Hydroxyimino)-[2,3'-biindolinylidene]-2'-oneIndirubin-3 inverted exclamation marka-oxime3-[3-(Hydroxyamino)-1H-indol-2-yl]indol-2-oneIndirubin-3a?oxime
이름 더 보기
인디루빈-3'-모녹심-oxime-monoximeIndirubin-3Indirubin-3′INDIRUBIN-3'-OXIMEIndirubine-3'-oximeINDIRUBIN-3’-MONOOXIMEIndirubin-3''-monoxime, 10 mM in DMSO
Indirubin-3??-oximeUNII-X6CSG51MBQ3-(Hydroxyimino)-[2,3'-biindolinylidene]-2'-oneBSPBio_0011083-[1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-2H-indol-2-one2H-Indol-2-one, 3-[1,3-dihydro-3-(hydroxyimino)-2H-indol-2-ylidene]-1,3-dihydro-CHEMBL126077CHEMBL216543

데이터베이스 식별자

CAS
160807-49-8
PubChem CID
3707
DTXSID
DTXSID90416111
ChEMBL
CHEMBL126077、CHEMBL1496098、CHEMBL216543
ChEBI
CHEBI:43645
Nikkaji
J2.522.312H、J3.732.841C、J741.372F

물성

구조 계산 물성

XLogP
3.2
극성 표면적
81.2 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
3
회전 가능 결합 수
1
무거운 원자 수
21

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

물리화학적 성질

녹는점
247 · 247-249°C
끓는 점
532.2 · 532.2±50.0 °C(Predicted)
밀도
1.5 · 1.50
저장 조건
room temp
용해도
10 mg/mL · DMSO: >10mg/mL
물리적 상태
고체

화학적 성질

Dark Red Solid

안전 및 규제

안전 데이터

wgk
3
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 2건

개요Indirubin-3’-oxime is a potent inhibitor of glycogen synthase kinase 3β (GSK3β; IC50 = 22 nM). As GSK3β phosphorylates tau protein, indirubin-3’-oxime prevents tau phosphorylation both in vitro and in vivo at Alzheimer’s disease-relevant sites. It also inhibits cyclin-dependent kinases (CDKs) at higher concentrations, including Cdk1/cyclin B (IC50 = 180 nM), Cdk2/cyclin A (IC50 ~500 nM), Cdk2/cyclin E (IC50 = 250nM), Cdk4/cyclin D1 (IC50 = 3.3 μM) and Cdk5/p35 (IC50 = 100 nM). Indirubin-3’-oxime reversibly inhibits the proliferation of many cells types, arresting cycling in the G2/M phase.

용도A potent inhibitor of GSK-3 (IC50=22nM). Also inhibits CDK1 (IC50=180nM) and CDK (IC50=100nM). It reversibly arrests asynchronous HBL-100 cells at G2. It induces apoptosis in the mammary carcinoma cell line MCF-7 (10üM).

공급사69 곳

阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

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