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Merck
CN
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安全信息

N9789

Sigma-Aldrich

水仙环素

≥98% (HPLC)

别名:

(2S-(2-alpha,3-beta,4-beta,4a-beta))-3,4,4a,5-tetrahydro-2,3,4,7-tetrahydroxy-(1,3)Dioxolo(4,5-j)phenanthridin-6(2H)-one, 3,4,4a,5-Tetrahydro-2,3,4,7-tetrahydroxy-(1,3)dioxolo(4,5-j)phenanthridin-6(2H)-one, BRN 1087400, Lycoricidin-A, Lycoricidinol, NSC 266535

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About This Item

经验公式（希尔记法）:
C14H13NO7
CAS号:
29477-83-6
分子量:
307.26
MDL编号:
MFCD01729949
UNSPSC代码:
12352200
PubChem化学物质编号:
329818695

方案

≥98% (HPLC)

表单

powder

颜色

white to off-white

溶解性

DMSO: ≥10 mg/mL

储存温度

room temp

SMILES字符串

O[C@H]1C=C2[C@@H](NC(=O)c3c(O)c4OCOc4cc23)[C@H](O)[C@@H]1O

InChI

1S/C14H13NO7/c16-6-1-5-4-2-7-13(22-3-21-7)11(18)8(4)14(20)15-9(5)12(19)10(6)17/h1-2,6,9-10,12,16-19H,3H2,(H,15,20)/t6-,9+,10+,12-/m0/s1

InChI key

LZAZURSABQIKGB-AEKGRLRDSA-N

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生化/生理作用

Narciclasine is a Rho/Rho kinase/LIM kinase/cofilin signaling pathway activator. Also narciclasine is an actin stress fiber formation inducer; a plant growth modulator.

象形图

Skull and crossbones
GHS06

警示用语：

Danger

危险声明

H301

预防措施声明

P301 + P310 + P330

危险分类

Acute Tox. 3 Oral

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
072M4714V
010M4700

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George R Pettit et al.
Journal of natural products, 75(4), 771-773 (2012-03-15)
Bioassay-guided (cancer cell line) separation of an extract prepared from Narcissus cv. Ice Follies (from The Netherlands) led to the isolation of a new Amaryllidaceae isocarbostiryl, 3-epipancratistatin (1b), as well as narciclasine (2). This Narcissus cultivar was found to be
Said Ibn-Ahmed et al.
The Journal of organic chemistry, 69(20), 6722-6731 (2004-09-25)
Condensation of functionalized o-toluamide anions on a carbohydrate-derived lactone, followed by intramolecular aldol cyclization, provides enantiomerically pure 2-arylcyclohexenones. Different approaches for the stereoselective transformation of the carbonyl group of these key intermediates into an amino group were unsuccessful. However 1,4-addition
James McNulty et al.
Journal of natural products, 74(1), 106-108 (2010-11-26)
The cytochrome P45O activities of the naturally occurring Amaryllidaceae alkaloid narciclasine (3), isolated from Narcissus pseudonarcissus, and synthetic derivative trans-dihydronarciclasine (5) are reported. While narciclasine was found to possess potent inhibitory activity to human CYP3A4, its dihydro analogue was inactive.
Chemistry, biology, and medicinal potential of narciclasine and its congeners.
Alexander Kornienko et al.
Chemical reviews, 108(6), 1982-2014 (2008-05-21)
Xiaofan Na et al.
Journal of plant physiology, 168(11), 1149-1156 (2011-04-23)
Plant development displays an exceptional plasticity and adaptability that involves the dynamic, asymmetric distribution of the phytohormone auxin. Polar auxin flow, which requires transport facilitators of the PIN family, largely contributes to the establishment and maintenance of auxin gradients and
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