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Merck
CN

27650

秋水仙碱

≥96.0% (HPLC)

别名:

(S)-N-(5,6,7,9-四氢-1,2,3,10-四甲氧基-9-氧苯并[a]庚搭烯-7-基)乙酰胺

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关于此项目

经验公式(希尔记法):
C22H25NO6
化学文摘社编号:
分子量:
399.44
EC Number:
200-598-5
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
2228813
MDL number:
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biological source

plant

assay

≥96.0% (HPLC)

form

fine crystals

impurities

≤3% water, ≤10% ethyl acetate + H2O

mp

150-160 °C (dec.) (lit.)

solubility

water: soluble

SMILES string

COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(C)=O

InChI

1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1

InChI key

IAKHMKGGTNLKSZ-INIZCTEOSA-N

Other Notes

Binds specifically with tubulin thus interfering with microtubule organization.


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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - Muta. 1B

存储类别

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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P. Dustin
Microtubles, 11-11 (1978)
Liliya V Frolova et al.
Journal of medicinal chemistry, 56(17), 6886-6900 (2013-08-10)
We developed synthetic chemistry to access the marine alkaloid rigidins and over 40 synthetic analogues based on the 7-deazaxanthine, 7-deazaadenine, 7-deazapurine, and 7-deazahypoxanthine skeletons. Analogues based on the 7-deazahypoxanthine skeleton exhibited nanomolar potencies against cell lines representing cancers with dismal
Rimi Chakrabarti et al.
PloS one, 8(3), e57302-e57302 (2013-03-19)
Curcumin has been widely investigated for its myriad cellular effects resulting in reduced proliferation of various eukaryotic cells including cancer cells and the human malaria parasite Plasmodium falciparum. Studies with human cancer cell lines HT-29, Caco-2, and MCF-7 suggest that