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Merck
CN

03179

Sigma-Aldrich

Vindoline

≥98.0% (HPLC)

别名:

Methyl (2β,3β,4β,5α,12R,19α)-4-(Acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylate

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About This Item

经验公式(希尔记法):
C25H32N2O6
CAS号:
分子量:
456.53
EC 号:
UNSPSC代码:
12352200
PubChem化学物质编号:

方案

≥98.0% (HPLC)

旋光性

[α]/D -65±3°, c = 1.5 in methanol

应用

metabolomics
vitamins, nutraceuticals, and natural products

储存温度

2-8°C

SMILES字符串

CC[C@]12C=CCN3CC[C@]4([C@@H](N(C)c5cc(OC)ccc45)[C@](O)([C@@H]1OC(C)=O)C(=O)OC)[C@H]23

InChI

1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25-/m0/s1

InChI key

CXBGOBGJHGGWIE-ACSXSLCXSA-N

应用

Vindoline, a monoterpenoid indole alkaloid, is used to synthesize vinblastine and vincristine via coupling catharanthine. Vindoline may be used as a reference standard during its identification and purification of from plant materials.

生化/生理作用

Vindoline is a monoterpenoid indole alkaloid exclusive to the Madagascar periwinkle plant (Catharanthus roseus). Vindoline combines catharanthine to derive the anti-cancer agents vinblastine and vincristine.

包装

Bottomless glass bottle. Contents are inside inserted fused cone.

象形图

Health hazard

警示用语:

Warning

危险声明

预防措施声明

危险分类

Muta. 2

储存分类代码

13 - Non Combustible Solids

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

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Lesley-Ann Giddings et al.
The Journal of biological chemistry, 286(19), 16751-16757 (2011-04-02)
Plant cytochrome P450s are involved in the production of over a hundred thousand metabolites such as alkaloids, terpenoids, and phenylpropanoids. Although cytochrome P450 genes constitute one of the largest superfamilies in plants, many of the catalytic functions of the enzymes
Jonathan Roepke et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(34), 15287-15292 (2010-08-11)
The monoterpenoid indole alkaloids (MIAs) of Madagascar periwinkle (Catharanthus roseus) continue to be the most important source of natural drugs in chemotherapy treatments for a range of human cancers. These anticancer drugs are derived from the coupling of catharanthine and
Shouhong Gao et al.
Journal of analytical methods in chemistry, 2018, 7967694-7967694 (2018-07-27)
Therapeutic drug monitoring for anticancer drugs could timely reflect in vivo drug exposure, and it was a powerful tool for adjusting and maintaining drug concentration into a reasonable range, so that an enhanced efficacy and declined adverse reactions could be
Grégory Guirimand et al.
Journal of plant physiology, 168(6), 549-557 (2010-11-05)
Vindoline constitutes the main terpenoid indole alkaloid accumulated in leaves of Catharanthus roseus, and four genes involved in its biosynthesis have been identified. However, the spatial organization of the tabersonine-to-vindoline biosynthetic pathway is still incomplete. To pursue the characterization of
Yoshikazu Sasaki et al.
Journal of the American Chemical Society, 132(38), 13533-13544 (2010-09-03)
Concise asymmetric total syntheses of vindoline (1) and vindorosine (2) are detailed based on a unique intramolecular [4 + 2]/[3 + 2] cycloaddition cascade of 1,3,4-oxadiazoles inspired by the natural product structures. A chiral substituent on the tether linking the

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