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Merck
모든 사진(1)

문서

SML0259

Sigma-Aldrich

Catharanthine

≥95% (HPLC)

동의어(들):

(+)-3,4-Didehydrocoronaridine, (2α,5β,6α,18β)-3,4-Didehydroibogamine-18-carboxylic acid methyl ester, 7-Ethyl-9,10,12,13-tetrahydro-6,9-methano-5H-pyrido[1′,2′:1,2]azepino[4,5-b]indole-6(6aH)-carboxylic acid methyl ester

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About This Item

실험식(Hill 표기법):
C21H24N2O2
CAS Number:
Molecular Weight:
336.43
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.77

분석

≥95% (HPLC)

형태

powder

광학 활성

[α]/D +30 to +38° (c=0.5, CDCl3)

색상

white to beige

solubility

DMSO: 5 mg/mL (clear solution; warmed)

배송 상태

wet ice

저장 온도

−20°C

SMILES string

CCC1=C[C@@H]2C[N@H]3CCc4c([nH]c5ccccc45)[C@@](C2)([C@@H]13)C(=O)OC

InChI

1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3/t13-,19+,21-/m0/s1

InChI key

CMKFQVZJOWHHDV-NQZBTDCJSA-N

유사한 제품을 찾으십니까? 방문 제품 비교 안내

생화학적/생리학적 작용

Catharanthine is a precursor of the anti-tumor drugs vinblastine and vincristine, formed by dimerization of catharanthine with vindoline. Catharanthine itself is an inhibitor of tubulin self-assembly into microtubules, although not so potent as vinblastine or vincristine. Catharanthine also has anticholinergic activity. It showed muscarinic antagonism at 10 microM and fully inhibited nicotinic receptor mediated diaphragm contractions with an IC50 of 59.6 microM.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

Mei-Liang Zhou et al.
Applied biochemistry and biotechnology, 166(7), 1674-1684 (2012-02-14)
Catharanthus roseus (L.) G. Don is a plant species known for its production of a variety of terpenoid indole alkaloids, many of which have pharmacological activities. Catharanthine can be chemically coupled to the abundant leaf alkaloid vindoline to form the
Hugo R Arias et al.
Neurochemistry international, 57(2), 153-161 (2010-05-25)
We compared the interaction of several catharanthine alkaloids including, ibogaine, vincristine, and vinblastine, with that for the noncompetitive antagonist phencyclidine (PCP) at muscle nicotinic acetylcholine receptors (AChRs) in different conformational states. The results established that catharanthine alkaloids: (a) inhibit, in
Hiroaki Gotoh et al.
Journal of the American Chemical Society, 134(32), 13240-13243 (2012-08-04)
A definition of the scope of aromatic substrates that participate with catharanthine in an Fe(III)-mediated coupling reaction, an examination of the key structural features of catharanthine required for participation in the reaction, and the development of a generalized indole functionalization
Xiaofen Sun et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34(2), 128-131 (2009-04-24)
Catharanthine content and agronomic traits in major Catharanthus roseus varieties were analyzed. It was found that there existed great difference in catharanthine content and agronomic traits among the varieties. Catharanthine content was the highest in variety Pacifica Polka Dot (PPD)
Mei-Liang Zhou et al.
Applied microbiology and biotechnology, 88(3), 737-750 (2010-08-18)
Jasmonates and nitric oxide (NO) play important roles in the regulation of the signaling network leading to the biosynthesis of plant secondary metabolites. In this work, we explore the effect of constitutive overexpression of CrORCA3 (octadecanoid-responsive Catharanthus AP2/ERF domain), methyl

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