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Chelerythrine

HCID 2703
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
34316-15-9
표준 SMILES
COc1ccc2c(c[n+](C)c3c4cc5c(cc4ccc23)OCO5)c1OC
InChIKey
LLEJIEBFSOEYIV-UHFFFAOYSA-N
분자식
C21H18NO4+
평균 분자량
348.4 g/mol
단동위원소 질량
348.12358306

개요

Chelerythrine is a benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae. It has a role as an antibacterial agent, an antineoplastic agent and an EC 2.7.11.13 (protein kinase C) inhibitor. It is an organic cation and a benzophenanthridine alkaloid.

이름 및 식별자

우선 이름
Chelerythrine
IUPAC
1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium
영어명
Chelerythrine
분자식
C21H18NO4+
분자량
348.37192

이름 및 동의어

chelerythrine34316-15-9ToddalincheleritrineToddalinebroussonpapyrine[1,3]Benzodioxolo[5,6-c]phenanthridinium, 1,2-dimethoxy-12-methyl-1,2-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-iumE3B045W6X0CHEBI:783731,2-Dimethoxy-12-methyl(1,3)benzodioxolo(5,6-c)phenanthridinium1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridinium
이름 더 보기
Chelerythrine chlorideSibutramine Impurity 7helerythrineEinecs 251-930-0Chelerythrine (6CI)Chelerythrine chlorichelerythrine/toddaline
DTXSID20861211(1,3)BENZODIOXOLO(5,6-C)PHENANTHRIDINIUM, 1,2-DIMETHOXY-12-METHYL-1,2-DIMETHOXY-12-METHYL(1,3)DIOXOLO)4',5':4,5)BENZO(1,2-C)PHENANTHRIDINIUM1,2-dimethoxy-12-methyl-(1,3)benzodioxolo(5,6-c)phenanthridin-12-ium17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo(11.8.0.0^(2,10).0^(4,8).0^(14,19))henicosa-1(13),2,4(8),9,11,14,16,18,20-nonaen-21-ium17,18-dimethoxy-21-methyl-5,7-dioxa-21-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{14,19}]henicosa-1(13),2,4(8),9,11,14,16,18,20-nonaen-21-iumRefChem:32228DTXCID30208572

물성

구조 계산 물성

XLogP
4.6
극성 표면적
40.8 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
4
회전 가능 결합 수
2
무거운 원자 수
26
형식 전하
1
복잡도
516

물리화학적 성질

녹는점
195 · 195-205°C
끓는 점
496.37 °C · 496.37°C (rough estimate)
밀도
1.2985 · 1.2985 (rough estimate)
굴절률
1.5614 · 1.5614 (estimate)
저장 조건
-20 °C · Desiccate at -20°C
용해도
Chloroform (Slightly, Sonicated), DMSO (Slightly, Sonicated), Methanol (Slightly)
물리적 상태
고체
색상
연한 노란색에서 진한 주황색까지
안정성
흡습성
InChI
InChI=1S/C21H18NO4/c1-22-10-16-13(6-7-17(23-2)21(16)24-3)14-5-4-12-8-18-19(26-11-25-18)9-15(12)20(14)22/h4-10H,11H2,1-3H3/q+1
InChIKey
LLEJIEBFSOEYIV-UHFFFAOYSA-N
SMILES
C[N+]1=CC2=C(C(OC)=CC=C2C2C=CC3C=C4OCOC4=CC=3C1=2)OC
LogP
-0.401 · -0.401 (est)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Danger

H300 (50%): Fatal if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 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. 2 (50%)

독성 정보

Toxicity Summary · 1건

Chelerythrine is a potent, selective, and cell-permeable protein kinase C (PKC) inhibitor. It is also the major active natural product found in the plant Zanthoxylum clava-herculis, exhibiting anti-bacterial activity against Staphylococcus aureus. (Wikipedia) Chelerythrine is a selective inhibitor of group A and B PKC isoforms with an antitumor activity. Inhibition of PKC with chelerythrine chloride induces apoptosis by activation of a neutral sphingomyelinase, accumulation of ceramide, and depletion of sphingomyelin. Chelerythrine is at least 100-fold more selective for PKCs than for other kinases. Chelerythrine competes for the conserved catalytic sites of PKC and seems to be a potent and specific inhibitor of the group A and group B kinases. Chelerythrine exhibited cytotoxic activity against nine human tumor cell lines tested in vitro. Radioresistant and chemoresistant squamous cell carcinoma lines (HNSCC) undergo apoptosis rapidly after treatment with chelerythrine in vitro. Chelerythrine treatment of nude mice bearing SQ-20B HNSCC cells is associated with significant tumor growth delay. Also, treatment with chelerythrine resulted in minimal toxicity. (A15441)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Substances that inhibit the growth or reproduction of BACTERIA.

상·하류 제품 정보

하류 제품

Dihydrochelerythrine

공급사100 곳

北京华美互利生物化工010-56205725 · [email protected]
成都曼思特生物科技有限公司18010516991 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
成都健腾生物技术有限公司028-85159085 18080455027 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]

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데이터베이스 식별자

CAS
34316-15-9
PubChem CID
2703
DTXSID
DTXSID20861211
ChEMBL
CHEMBL13045
ChEBI
CHEBI:78373
UNII
E3B045W6X0
EC Number
251-930-0
Nikkaji
J19.428J

안전 데이터

risk_code
20/21/22
hazard_code
Xn
safety_code
36/37
成都川研医工生物科技有限公司18280298385;18280298385 · [email protected]
西安泽邦生物科技有限公司[email protected]
天津万象恒远科技有限公司15722085254 · [email protected]
成都普菲德生物技术有限公司028-82610909 13388174823 · [email protected]
上海融禾医药科技发展有限公司17301719108 13341702378 · [email protected]
深圳虹彩祥根生物科技有限公司+86-0755-89668383 · [email protected]
长沙上禾生物科技有限公司0731-84213302 18975842720 · [email protected]
贵州迪大科技有限责任公司0851-8475-2296 18096062265 · [email protected]
杭州东帆化学有限公司86-0571-85151182
Aktin Chemicals, Inc.028-85159085 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
成都健腾生物技术有限公司86-28-85159085 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
成都锦然生物科技有限公司028-83311324 1278112614 · [email protected]
苏州润新生物科技有限公司0512-62956991 · [email protected]
成都瑞芬思德丹生物科技有限公司2355253622; 18981954830 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海卓因生物科技有限公司021-61317773 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
Henan Alfa Chemical Co., Ltd+8618339805032 · [email protected]
Wuhan ChemNorm Biotech Co.,Ltd.+86-27-8439 4403 18971486879 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
北京华威锐科化工科技有限公司89508211 18501085097 · [email protected]
广州市齐云生物技术有限公司020-61288194 61288195 · [email protected]
上海前衍生物科技有限公司02781293128 · [email protected]
上海西格生物科技有限公司021-57810052 18930344717 · [email protected]
湖北齐飞医药化工有限公司027-59322506 18071128681 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
上海澄绍生物科技有限公司021-61847300 13341622919 · [email protected]

추가 설명

정의ChEBI: A benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae.