7-羟基黄酮 - CAS号 6665-86-7

物化性质

熔点：

245-247 °C (lit.)
沸点：

320.83°C (rough estimate)
密度：

1.340±0.06 g/cm3 (20 ºC 760 Torr)
溶解度：

溶于氯仿、二氯甲烷、乙酸乙酯、DMSO、丙酮等。
LogP：

3.620
碰撞截面：

148.9 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

计算性质

辛醇/水分配系数(LogP)：

3.6
重原子数：

18
可旋转键数：

1
环数：

3.0
sp3杂化的碳原子比例：

0.0
拓扑面积：

46.5
氢给体数：

1
氢受体数：

3

ADMET

代谢

7-羟基黄酮已知的人类代谢物包括(2S,3S,4S,5R)-3,4,5-三羟基-6-(4-氧代-2-苯基色烯-7-基)氧基氧杂环己烷-2-羧酸。

7-Hydroxyflavone has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid.

来源:NORMAN Suspect List Exchange

安全信息

危险品标志：

Xi
安全说明：

S26,S37/39
危险类别码：

R36/37/38
WGK Germany：

3
海关编码：

2914400090
危险标志：

GHS07
危险性描述：

H315,H319,H335
危险性防范说明：

P261,P305 + P351 + P338
储存条件：

| 室温干燥 |

SDS

SDS：beec7c41a1c2753cfecfcd676604901c

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模块 1. 化学品
1.1 产品标识符
: 7-羟基黄酮
产品名称
1.2 鉴别的其他方法
无数据资料
1.3 有关的确定了的物质或混合物的用途和建议不适合的用途
仅供科研用途，不作为药物、家庭备用药或其它用途。

模块 2. 危险性概述
2.1 GHS分类
皮肤刺激 (类别2)
眼刺激 (类别2A)
特异性靶器官系统毒性（一次接触） (类别3)
2.2 GHS 标记要素，包括预防性的陈述
象形图
警示词警告
危险申明
H315 造成皮肤刺激。
H319 造成严重眼刺激。
H335 可能引起呼吸道刺激。
警告申明
预防
P261 避免吸入粉尘/烟/气体/烟雾/蒸气/喷雾.
P264 操作后彻底清洁皮肤。
P271 只能在室外或通风良好之处使用。
P280 穿戴防护手套/ 眼保护罩/ 面部保护罩。
措施
P302 + P352 如与皮肤接触，用大量肥皂和水冲洗受感染部位.
P304 + P340 如吸入，将患者移至新鲜空气处并保持呼吸顺畅的姿势休息.
P305 + P351 + P338 如与眼睛接触，用水缓慢温和地冲洗几分钟。如戴隐形眼镜并可方便地取
出，取出隐形眼镜，然后继续冲洗.
P312 如感觉不适，呼救中毒控制中心或医生.
P321 具体治疗(见本标签上提供的急救指导)。
P332 + P313 如发生皮肤刺激：求医/ 就诊。
P337 + P313 如仍觉眼睛刺激：求医/就诊。如仍觉眼睛刺激：求医/就诊.
P362 脱掉沾染的衣服，清洗后方可重新使用。
储存
P403 + P233 存放于通风良的地方。保持容器密闭。
P405 存放处须加锁。
处理
P501 将内容物/ 容器处理到得到批准的废物处理厂。
2.3 其它危害物 - 无

模块 3. 成分/组成信息
3.1 物质
: C15H10O3
分子式
: 238.24 g/mol
分子量
组分浓度或浓度范围
7-Hydroxy-2-phenyl-4-benzopyrone
-
CAS 号 6665-86-7
EC-编号 229-705-3

模块 4. 急救措施
4.1 必要的急救措施描述
一般的建议
请教医生。出示此安全技术说明书给到现场的医生看。
吸入
如果吸入,请将患者移到新鲜空气处。如果停止了呼吸,给于人工呼吸。请教医生。
皮肤接触
用肥皂和大量的水冲洗。请教医生。
眼睛接触
用大量水彻底冲洗至少15分钟并请教医生。
食入
切勿给失去知觉者从嘴里喂食任何东西。用水漱口。请教医生。
4.2 主要症状和影响，急性和迟发效应
据我们所知，此化学，物理和毒性性质尚未经完整的研究。
4.3 及时的医疗处理和所需的特殊处理的说明和指示
无数据资料

模块 5. 消防措施
5.1 灭火介质
灭火方法及灭火剂
用水雾,耐醇泡沫,干粉或二氧化碳灭火。
5.2 源于此物质或混合物的特别的危害
碳氧化物
5.3 给消防员的建议
如必要的话,戴自给式呼吸器去救火。
5.4 进一步信息
无数据资料

模块 6. 泄露应急处理
6.1 人员的预防,防护设备和紧急处理程序
使用个人防护设备。防止粉尘的生成。防止吸入蒸汽、气雾或气体。保证充分的通风。
将人员撤离到安全区域。避免吸入粉尘。
6.2 环境保护措施
不要让产物进入下水道。
6.3 抑制和清除溢出物的方法和材料
收集、处理泄漏物，不要产生灰尘。扫掉和铲掉。存放进适当的闭口容器中待处理。
6.4 参考其他部分
丢弃处理请参阅第13节。

模块 7. 操作处置与储存
7.1 安全操作的注意事项
避免接触皮肤和眼睛。防止粉尘和气溶胶生成。
在有粉尘生成的地方,提供合适的排风设备。一般性的防火保护措施。
7.2 安全储存的条件,包括任何不兼容性
贮存在阴凉处。容器保持紧闭，储存在干燥通风处。
7.3 特定用途
无数据资料

模块 8. 接触控制和个体防护
8.1 容许浓度
最高容许浓度
没有已知的国家规定的暴露极限。
8.2 暴露控制
适当的技术控制
按照良好工业和安全规范操作。休息前和工作结束时洗手。
个体防护设备
眼/面保护
带有防护边罩的安全眼镜符合 EN166要求请使用经官方标准如NIOSH (美国) 或 EN 166(欧盟)
检测与批准的设备防护眼部。
皮肤保护
戴手套取手套在使用前必须受检查。
请使用合适的方法脱除手套(不要接触手套外部表面),避免任何皮肤部位接触此产品.
使用后请将被污染过的手套根据相关法律法规和有效的实验室规章程序谨慎处理. 请清洗并吹干双手
所选择的保护手套必须符合EU的89/686/EEC规定和从它衍生出来的EN 376标准。
身体保护
防渗透的衣服, 防护设备的类型必须根据特定工作场所中的危险物的浓度和含量来选择。
呼吸系统防护
如须暴露于有害环境中,请使用P95型(美国)或P1型(欧盟英国
143)防微粒呼吸器。如需更高级别防护,请使用OV/AG/P99型(美国)或ABEK-P2型 (欧盟英国 143)
防毒罐。
呼吸器使用经过测试并通过政府标准如NIOSH（US）或CEN（EU）的呼吸器和零件。

模块 9. 理化特性
9.1 基本的理化特性的信息
a) 外观与性状
形状: 固体
b) 气味
无数据资料
c) 气味阈值
无数据资料
d) pH值
无数据资料
e) 熔点/凝固点
熔点/凝固点: 245 - 247 °C - lit.
f) 起始沸点和沸程
无数据资料
g) 闪点
无数据资料
h) 蒸发速率
无数据资料
i) 易燃性(固体,气体)
无数据资料
j) 高的/低的燃烧性或爆炸性限度无数据资料
k) 蒸汽压
无数据资料
l) 蒸汽密度
无数据资料
m) 相对密度
无数据资料
n) 水溶性
无数据资料
o) n-辛醇/水分配系数
无数据资料
p) 自燃温度
无数据资料
q) 分解温度
无数据资料
r) 粘度
无数据资料

模块 10. 稳定性和反应活性
10.1 反应性
无数据资料
10.2 稳定性
无数据资料
10.3 危险反应的可能性
无数据资料
10.4 应避免的条件
无数据资料
10.5 不兼容的材料
强氧化剂, 强碱
10.6 危险的分解产物
其它分解产物 - 无数据资料

模块 11. 毒理学资料
11.1 毒理学影响的信息
急性毒性
无数据资料
皮肤刺激或腐蚀
无数据资料
眼睛刺激或腐蚀
无数据资料
呼吸道或皮肤过敏
无数据资料
生殖细胞突变性
无数据资料
致癌性
IARC:
此产品中没有大于或等于 0。1%含量的组分被 IARC鉴别为可能的或肯定的人类致癌物。
生殖毒性
无数据资料
特异性靶器官系统毒性（一次接触）
吸入 - 可能引起呼吸道刺激。
特异性靶器官系统毒性（反复接触）
无数据资料
吸入危险
无数据资料
潜在的健康影响
吸入吸入可能有害。引起呼吸道刺激。
摄入如服入是有害的。
皮肤如果通过皮肤吸收可能是有害的。造成皮肤刺激。
眼睛造成严重眼刺激。
接触后的征兆和症状
据我们所知，此化学，物理和毒性性质尚未经完整的研究。
附加说明
化学物质毒性作用登记: 无数据资料

模块 12. 生态学资料
12.1 生态毒性
无数据资料
12.2 持久存留性和降解性
无数据资料
12.3 潜在的生物蓄积性
无数据资料
12.4 土壤中的迁移性
无数据资料
12.5 PBT 和 vPvB的结果评价
无数据资料
12.6 其它不利的影响
无数据资料

模块 13. 废弃处置
13.1 废物处理方法
产品
将剩余的和未回收的溶液交给处理公司。联系专业的拥有废弃物处理执照的机构来处理此物质。
与易燃溶剂相溶或者相混合，在备有燃烧后处理和洗刷作用的化学焚化炉中燃烧
受污染的容器和包装
作为未用过的产品弃置。

模块 14. 运输信息
14.1 联合国危险货物编号
欧洲陆运危规: - 国际海运危规: - 国际空运危规: -
14.2 联合国（UN）规定的名称
欧洲陆运危规: 非危险货物
国际海运危规: 非危险货物
国际空运危规: 非危险货物
14.3 运输危险类别
欧洲陆运危规: - 国际海运危规: - 国际空运危规: -
14.4 包裹组
欧洲陆运危规: - 国际海运危规: - 国际空运危规: -
14.5 环境危险
欧洲陆运危规: 否国际海运危规海运污染物: 否国际空运危规: 否
14.6 对使用者的特别提醒
无数据资料

模块 15 - 法规信息
N/A

模块16 - 其他信息
N/A

制备方法与用途

生物活性

7-羟基黄酮是从印度芥子（M. indica）中分离出的一种黄酮类化合物，具有抗炎作用。研究显示，7-羟基黄酮能够通过ERK/Nrf2/HO-1通路保护肾细胞免受尼古丁(NIC)诱导的细胞毒性。

化学性质

该品熔点为240℃（范围在245-247℃）。作为黄酮类化合物的一种，羟基通常以游离态或糖苷形式广泛存在于植物界中。

用途

作为一种黄酮类选择性冠状动脉扩张剂的中间体，7-羟基黄酮具有重要的应用价值。

生产方法

生产7-羟基黄酮的过程主要包括：首先将间苯酚乙酸乙酰化得到2,4-二羟基苯乙酮；接着进行苯甲酰化并转位，生成（2-羟基-4-苯甲酰氧基）苯甲酰苯乙酮；最后在乙酸和盐酸的混合液中于103℃条件下环合反应约7小时即可得到目标产物。

上下游信息

上游原料

中文名称	英文名称	CAS号	化学式	分子量
7-甲氧基黄酮	7-methoxoyflavone	22395-22-8	C₁₆H₁₂O₃	252.269
黄酮	FLAVONE	525-82-6	C₁₅H₁₀O₂	222.243
——	4-oxo-2-phenyl-4H-chromen-7-yl acetate	72994-98-0	C₁₇H₁₂O₄	280.28
——	7-(2,3-epoxypropoxy)flavone	84858-19-5	C₁₈H₁₄O₄	294.307
——	7-(benzyloxy)-2-phenyl-4H-chromen-4-one	95161-88-9	C₂₂H₁₆O₃	328.367
——	7-benzoyloxy-2-phenyl-4H-1-benzopyran-4-one	39103-37-2	C₂₂H₁₄O₄	342.351
——	7-hydroxy-2-phenyl-3-benzoylchromone	117096-61-4	C₂₂H₁₄O₄	342.351

下游产品

中文名称	英文名称	CAS号	化学式	分子量
7,4’-二羟基黄酮	7,4'-Dihydroxyflavon	2196-14-7	C₁₅H₁₀O₄	254.242
7-甲氧基黄酮	7-methoxoyflavone	22395-22-8	C₁₆H₁₂O₃	252.269
——	7-ethoxyflavone	93321-62-1	C₁₇H₁₄O₃	266.296
——	7-(2-hydroxy-ethoxy)-2-phenyl-chromen-4-one	40052-93-5	C₁₇H₁₄O₄	282.296
6,7-二羟基黄酮	6,7-dihydroxyflavone	38183-04-9	C₁₅H₁₀O₄	254.242
——	7-(2-bromoethoxy)-2-phenyl-4H-chromen-4-one	——	C₁₇H₁₃BrO₃	345.192
——	7-(allyloxy)-2-phenyl-4H-chromen-4-one	65679-28-9	C₁₈H₁₄O₃	278.307
白杨素	5,7-dihydroxy-2-phenyl-chromen-4-one	480-40-0	C₁₅H₁₀O₄	254.242
——	7-(3-hydroxypropoxy)flavone	93876-03-0	C₁₈H₁₆O₄	296.323
——	7-trimethylsilyloxy-2-phenyl-4H-chromen-4-one	39273-05-7	C₁₈H₁₈O₃Si	310.425
——	7-(3-bromopropoxy)-2-phenyl-4H-chromen-4-one	191936-16-0	C₁₈H₁₅BrO₃	359.219
——	7-(3-Chloropropoxy)-2-phenylchromen-4-one	154542-00-4	C₁₈H₁₅ClO₃	314.768
黄酮	FLAVONE	525-82-6	C₁₅H₁₀O₂	222.243
——	7-hydroxyethoxyflavone	——	C₁₇H₁₄O₄	282.296
——	7-(2-(dimethylamino)ethoxy)-2-phenyl-4H-chromen-4-one	10400-01-8	C₁₉H₁₉NO₃	309.365
——	7-(4-bromobutoxy)-2-phenyl-4H-1-benzopyran-4-one	——	C₁₉H₁₇BrO₃	373.246
——	7-(2-azidoethoxy)-2-phenyl-4H-chromen-4-one	1451740-43-4	C₁₇H₁₃N₃O₃	307.309
——	7-(4-Pentenoxy)flavone	119161-55-6	C₂₀H₁₈O₃	306.361
——	2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)acetic acid	97980-65-9	C₁₇H₁₂O₅	296.279
——	4-oxo-2-phenyl-4H-chromen-7-yl acetate	72994-98-0	C₁₇H₁₂O₄	280.28
——	7-(pent-4-yn-1-yloxy)-2-phenyl-4H-chromen-4-one	1451739-70-0	C₂₀H₁₆O₃	304.345
——	2-phenyl-7-(2-(prop-2-yn-1-yloxy)ethoxy)-4H-chromen-4-one	1451739-98-2	C₂₀H₁₆O₄	320.345
——	7-(2-oxopropoxy)-2-phenyl-4H-1-benzopyran-4-one	62369-95-3	C₁₈H₁₄O₄	294.307
——	7-(4-cyanobutoxy)-2-phenyl-4H-1-benzopyran-4-one	——	C₂₀H₁₇NO₃	319.36
——	7-(3'-Methylbut-2'-enyloxy)flavone	54647-06-2	C₂₀H₁₈O₃	306.361
——	7-(hex-5-yn-1-yloxy)-2-phenyl-4H-chromen-4-one	1451739-96-0	C₂₁H₁₈O₃	318.372
——	2-Phenyl-7-[3-(propan-2-ylamino)propoxy]chromen-4-one	117096-70-5	C₂₁H₂₃NO₃	337.419
——	7-(2-Hydroxy-3-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)propoxy)-2-phenyl-4H-chromen-4-one	——	C₃₃H₂₄O₇	532.5
——	7-(2-(2-azidoethoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451740-39-8	C₁₉H₁₇N₃O₄	351.362
——	7-(2,3-epoxypropoxy)flavone	84858-19-5	C₁₈H₁₄O₄	294.307
乙酯黄酮	Efloxate	119-41-5	C₁₉H₁₆O₅	324.333
——	(7-flavonyloxy)acetic acid hydrazide	113494-96-5	C₁₇H₁₄N₂O₄	310.309
——	7-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451740-41-2	C₂₁H₂₁N₃O₅	395.415
——	7-(benzyloxy)-2-phenyl-4H-chromen-4-one	95161-88-9	C₂₂H₁₆O₃	328.367
——	7-(methanesulfonyloxy)flavone	796-60-1	C₁₆H₁₂O₅S	316.334
7,8-二羟基黄酮	7,8-dihydroxyflavone	38183-03-8	C₁₅H₁₀O₄	254.242
黄酮地洛	7-(3-n-propylamino-2-hydroxypropoxy)-flavone	79619-31-1	C₂₁H₂₃NO₄	353.418
——	2-phenyl-7-(2-(piperidin-1-yl)ethoxy)-4H-chromen-4-one	10400-02-9	C₂₂H₂₃NO₃	349.43
——	7-[4-(4-hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one	139652-65-6	C₂₄H₂₇NO₄	393.483
——	7-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one	140439-06-1	C₂₅H₂₉NO₄	407.51
——	2-phenyl-7-[4-(2H-tetrazol-5-yl)butoxy]chromen-4-one	——	C₂₀H₁₈N₄O₃	362.388
——	2,7-diphenyl-4H-chromen-4-one	920286-94-8	C₂₁H₁₄O₂	298.341
——	7-[6-(4-hydroxypiperidinyl)hexoxy]-2-phenyl-4H-1-benzopyran-4-one	139652-60-1	C₂₆H₃₁NO₄	421.536
——	7-<<7-(4-hydroxypiperidyl)heptyl>oxy>-2-phenylchromone	139652-66-7	C₂₇H₃₃NO₄	435.563
——	7-[8-(4-hydroxypiperidinyl)octoxy]-2-phenyl-4H-1-benzopyran-4-one	139652-64-5	C₂₈H₃₅NO₄	449.59
——	7-fluoro-2-phenyl-4H-chromen-4-one	2558-17-0	C₁₅H₉FO₂	240.234
二乙基黄酮-7-基磷酸酯	diethyl flavon-7-yl phosphate	102080-28-4	C₁₉H₁₉O₆P	374.33
7-氯-2-苯基色烯-4-酮	7-chloro-2-phenyl-4H-1-benzopyran-4-one	1148-48-7	C₁₅H₉ClO₂	256.688
——	7-hydroxy-8-methyl-2-phenyl-4H-benzofuro<3,2-g><1>benzopyran-4-one	36747-88-3	C₁₆H₁₂O₃	252.269
——	4-oxo-2-phenyl-4H-chromen-7-yl trifluoromethanesulfonate	897921-88-9	C₁₆H₉F₃O₅S	370.306
——	2-(4-methoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one	1119807-72-5	C₃₁H₂₀O₆	488.496
——	7-benzoyloxy-2-phenyl-4H-1-benzopyran-4-one	39103-37-2	C₂₂H₁₄O₄	342.351
——	ethyl 2-methyl-2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)propanoate	——	C₂₁H₂₀O₅	352.387
——	7-(2-(benzyl(prop-2-yn-1-yl)amino)ethoxy)-2-phenyl-4H-chromen-4-one	1451740-03-6	C₂₇H₂₃NO₃	409.485
——	7-{3-[(3-Hydroxy-benzyl)-methyl-amino]-propoxy}-2-phenyl-chromen-4-one	213891-15-7	C₂₆H₂₅NO₄	415.489
——	2-Phenyl-7-[2-(4-phenylpiperazin-1-yl)ethoxy]chromen-4-one	1245609-16-8	C₂₇H₂₆N₂O₃	426.515
——	2-phenyl-7-[3-(4-phenyl-piperazin-1-yl)-propoxy]-chromen-4-one	39576-86-8	C₂₈H₂₈N₂O₃	440.542
7,8-二甲氧基黄酮	7,8-dimethoxyflavone	65548-54-1	C₁₇H₁₄O₄	282.296
——	7-(2-((2-azidoethyl)(benzyl)amino)ethoxy)-2-phenyl-4H-chromen-4-one	1451740-51-4	C₂₆H₂₄N₄O₃	440.502
——	2-Phenyl-7-[4-(4-phenylpiperazin-1-yl)butoxy]chromen-4-one	1245609-22-6	C₂₉H₃₀N₂O₃	454.569
——	7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde	42345-25-5	C₁₆H₁₀O₄	266.253
——	2-phenyl-4H-benzofuro<2,3-h><1>-benzopyran-4-one	112649-50-0	C₂₁H₁₂O₃	312.324
——	7-[2-[4-(4-Methylphenyl)piperazin-1-yl]ethoxy]-2-phenylchromen-4-one	1245609-25-9	C₂₈H₂₈N₂O₃	440.542
——	4-oxo-2-phenyl-4H-chromen-6-yl 4-methylbenzenesulfonate	137527-18-5	C₂₂H₁₆O₅S	392.432
——	7-[3-[4-(4-Methylphenyl)piperazin-1-yl]propoxy]-2-phenylchromen-4-one	1245609-29-3	C₂₉H₃₀N₂O₃	454.569
7-(己基氨基)-2-苯基色烯-4-酮	7-hexylamino-2-phenyl-chromen-4-one	920287-00-9	C₂₁H₂₃NO₂	321.419
——	7-[4-[4-(4-Methylphenyl)piperazin-1-yl]butoxy]-2-phenylchromen-4-one	1245609-32-8	C₃₀H₃₂N₂O₃	468.596
——	2-(2-methoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one	1119807-79-2	C₃₁H₂₀O₆	488.496
——	8-allyl-7-hydroxy-2-phenyl-chromen-4-one	63455-98-1	C₁₈H₁₄O₃	278.307
——	7-<2-hydroxy-3-amino>propoxy>flavone	117096-66-9	C₂₉H₂₉NO₆	487.552
——	7-Hydroxy-8-dimethylaminomethyl-flavon	27500-39-6	C₁₈H₁₇NO₃	295.338
——	7-(2-((1-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451741-48-2	C₃₉H₃₃N₃O₈	671.706
——	Butyl-carbamic acid 3-({methyl-[3-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-propyl]-amino}-methyl)-phenyl ester	745778-73-8	C₃₁H₃₄N₂O₅	514.621
——	7-(2-((1-(2-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451741-50-6	C₄₁H₃₇N₃O₉	715.759
——	7-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451741-26-6	C₄₀H₃₅N₃O₇	669.734
——	2-(2,4-dimethoxyphenyl)-6-(4-oxo-2-phenyl-4H-chromen-7-yloxy)-4H-chromen-4-one	1119807-65-6	C₃₂H₂₂O₇	518.522
——	7-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451741-28-8	C₄₂H₃₉N₃O₈	713.787
——	7-hydroxy-2-phenyl-8-sulfooxy-chromen-4-one	——	C₁₅H₁₀O₇S	334.306
——	7-(2-((1-(2-(2-(4-(4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451741-30-2	C₃₉H₃₃N₃O₈	671.706
——	7-(3-(1-(2-(2-(4-(4-oxo-4H-chromen-2-yl)-phenoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)propoxy)-2-phenyl-4H-chromen-4-one	1451740-55-8	C₃₉H₃₃N₃O₇	655.707
——	6",6"-dimethylpyrano<2",3":7,6>flavone	78045-74-6	C₂₀H₁₆O₃	304.345
——	4-oxo-2-phenyl-4H-chromene-7,8-diyl diacetate	109688-08-6	C₁₉H₁₄O₆	338.317
——	7-(2-((1-(2-(2-(2-(4-(4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)-2-phenyl-4H-chromen-4-one	1451741-32-4	C₄₁H₃₇N₃O₉	715.759
——	7-(4-(1-(2-(2-(4-(4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butoxy)-2-phenyl-4H-chromen-4-one	1451741-08-4	C₄₀H₃₅N₃O₇	669.734
——	7-(4-(1-(2-(2-(2-(4-(4-oxo-4H-chromen-2-yl)phenoxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butoxy)-2-phenyl-4H-chromen-4-one	1451741-10-8	C₄₂H₃₉N₃O₈	713.787
——	7-hydroxy-8-nitro-2-phenyl-chromen-4-one	107572-69-0	C₁₅H₉NO₅	283.24
——	2-phenyl-8H-pyrano[2,3-h]chromen-4-one	1431847-44-7	C₁₈H₁₂O₃	276.291
——	7,7'-(((4,4'-((benzylazanediyl)bis(methylene))bis(1H-1,2,3-triazole-4,1-diyl))bis(ethane-2,1-diyl))bis(oxy))bis(2-phenyl-4H-chromen-4-one)	1451741-70-0	C₄₇H₃₉N₇O₆	797.87
——	7-Glucosyloxy-flavon	71802-05-6	C₂₁H₂₀O₈	400.385
2-苯基-7-[(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基-苯并吡喃-4-酮	7-hydroxyflavone O-β-D-glucoside	71802-05-6	C₂₁H₂₀O₈	400.385
——	7,7'-(((((4,4'-((benzylazanediyl)bis(methylene))bis(1H-1,2,3-triazole-4,1-diyl))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(2-phenyl-4H-chromen-4-one)	1451741-66-4	C₅₁H₄₇N₇O₈	885.976
——	6-fluoro-2-(4-(2-(2-(4-((2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one	1451741-40-4	C₃₉H₃₂FN₃O₈	689.697
——	7,7'-(((((((4,4'-((benzylazanediyl)bis(methylene))bis(1H-1,2,3-triazole-4,1-diyl))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl))bis(oxy))bis(2-phenyl-4H-chromen-4-one)	1451741-68-6	C₅₅H₅₅N₇O₁₀	974.083
——	6-methyl-2-(4-(2-(2-(2-(4-((2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one	1451741-34-6	C₄₂H₃₉N₃O₉	729.786
——	6-fluoro-2-(4-(2-(2-(2-(4-((2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)methyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one	1451741-36-8	C₄₁H₃₆FN₃O₉	733.75
——	6-fluoro-2-(4-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)phenyl)-4H-chromen-4-one	1451741-18-6	C₄₀H₃₄FN₃O₇	687.724
——	6-methyl-2-(4-(4-(1-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butoxy)phenyl)-4H-chromen-4-one	1451740-87-6	C₄₁H₃₇N₃O₇	683.761
——	6-methyl-2-(4-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one	1451741-12-0	C₄₃H₄₁N₃O₈	727.814
——	6-methyl-2-(4-(4-(1-(2-(2-(2-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)butoxy)phenyl)-4H-chromen-4-one	1451740-89-8	C₄₃H₄₁N₃O₈	727.814
——	6-fluoro-2-(4-(2-(2-(2-(4-(4-((4-oxo-2-phenyl-4H-chromen-7-yl)oxy)butyl)-1H-1,2,3-triazol-1-yl)ethoxy)ethoxy)ethoxy)phenyl)-4H-chromen-4-one	1451741-14-2	C₄₂H₃₈FN₃O₈	731.777

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反应信息

作为反应物：

描述：

7-羟基黄酮在 Ru(CF3CO2)2(p-cymene)(H2O) 、 [双(三氟乙酰氧基)碘]苯作用下，以三氟乙酸、三氟乙酸酐为溶剂，反应 20.0h，以70%的产率得到白杨素

参考文献：

名称：

Ru（II）催化的黄酮和色酮衍生物的位点选择性羟基化：5-羟基序抑制极光激酶的重要性。

摘要：

开发了一种有效的规程，用于Ru（II）催化的各种黄酮和色酮底物的直接CH–H氧合。这种方便而强大的合成工具可将羟基快速安装到黄酮，色酮和其他相关支架中，并为强效Aurora激酶抑制剂的模拟合成开辟了道路。分子对接模拟表明，在5-羟基类黄酮与Ala213之间的铰链区域中，双齿H键结构的形成是显着的结合力，这与实验和计算结果是一致的。

DOI：

10.1021/acs.orglett.5b01138
作为产物：

描述：

丹皮酚在碘、三溴化硼、 potassium hydroxide 作用下，以甲醇、二氯甲烷、二甲基亚砜为溶剂，反应 16.0h，生成 7-羟基黄酮

参考文献：

名称：

黄酮衍生物在电子激发态下的单分子和双分子内质子转移†

摘要：

为了创建能够参与激发态分子内双质子转移（ESIDPT）的黄酮衍生物，我们合成了3,7-二羟基黄酮的两个羰基衍生物，它们都包含两个不同的质子转移位点以及相关的3-羟基黄酮和7-羟基黄酮。发现所有检查的羟基黄酮均参与兴奋态分子内质子转移（ESIPT）。与涉及7-羟基和6 / 8-羰基片段的ESIPT相比，涉及3-羟基和4-羰基的ESIPT具有更高的阻隔性。根据提供的数据，3,7-二羟基-2-苯基-6-（3-苯基丙酰基）-4 H-chromen-4-one经历两阶段的ESIDPT，形成中间互变异构体。这种ESIDPT会导致互变异构形式，其激发态的辐射失活速率异常低，从而限制了低荧光量子产率。3,7-二羟基-4-氧代-2-苯基-4 H-亚甲基-8-甲醛在电子激发态下的行为类似于3-羟基黄酮衍生物，因此我们推断该化合物中存在单个ESIPT 。

DOI：

10.1039/c5ra13912k

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文献信息

Steroid Sulfatase Inhibitors Based on Phosphate and Thiophosphate Flavone Analogs

作者：Witold Kozak、Mateusz Daśko、Maciej Masłyk、Konrad Kubiński、Janusz Rachon、Sebastian Demkowicz

DOI：10.1002/ddr.21281

日期：2015.12

Preclinical Research

临床前研究
Accurate Prediction of Glucuronidation of Structurally Diverse Phenolics by Human UGT1A9 Using Combined Experimental and In Silico Approaches

作者：Baojian Wu、Xiaoqiang Wang、Shuxing Zhang、Ming Hu

DOI：10.1007/s11095-012-0666-z

日期：2012.6

Catalytic selectivity of human UGT1A9, an important membrane-bound enzyme catalyzing glucuronidation of xenobiotics, was determined experimentally using 145 phenolics and analyzed by 3D-QSAR methods. Catalytic efficiency of UGT1A9 was determined by kinetic profiling. Quantitative structure activity relationships were analyzed using CoMFA and CoMSIA techniques. Molecular alignment of substrate structures was made by superimposing the glucuronidation site and its adjacent aromatic ring to achieve maximal steric overlap. For a substrate with multiple active glucuronidation sites, each site was considered a separate substrate. 3D-QSAR analyses produced statistically reliable models with good predictive power (CoMFA: q2 = 0.548, r2 = 0.949, r pred 2 = 0.775; CoMSIA: q2 = 0.579, r2 = 0.876, r pred 2 = 0.700). Contour coefficient maps were applied to elucidate structural features among substrates that are responsible for selectivity differences. Contour coefficient maps were overlaid in the catalytic pocket of a homology model of UGT1A9, enabling identification of the UGT1A9 catalytic pocket with a high degree of confidence. CoMFA/CoMSIA models can predict substrate selectivity and in vitro clearance of UGT1A9. Our findings also provide a possible molecular basis for understanding UGT1A9 functions and substrate selectivity.

通过实验使用145种酚类化合物，并通过3D-QSAR方法分析，确定了人UGT1A9的催化选择性。UGT1A9是一种重要的膜结合酶，催化外源性物质的葡糖醛酸化反应。通过动力学分析确定了UGT1A9的催化效率。使用CoMFA和CoMSIA技术分析了定量结构活性关系。通过将葡糖醛酸化位点及其相邻的芳香环重叠，实现了底物结构的最大立体重叠。对于具有多个活性葡糖醛酸化位点的底物，每个位点被视为单独的底物。3D-QSAR分析产生了统计上可靠的模型，具有良好的预测能力（CoMFA：q2=0.548，r2=0.949，r pred 2=0.775；CoMSIA：q2=0.579，r2=0.876，r pred 2=0.700）。通过轮廓系数图阐明了底物中负责选择性差异的结构特征。将轮廓系数图叠加在UGT1A9的同源模型的催化口袋中，能够高度自信地识别UGT1A9的催化口袋。CoMFA/CoMSIA模型可以预测底物的选择性和UGT1A9的体外清除率。我们的发现还提供了理解UGT1A9功能和底物选择性的可能分子基础。
Design, synthesis of novel azolyl flavonoids and their protein tyrosine Phosphatase-1B inhibitory activities

作者：Ling Zhang、Yu Ge、Hao Ming Song、Qing Ming Wang、Cheng-He Zhou

DOI：10.1016/j.bioorg.2018.06.008

日期：2018.10

A series of azolyl flavonoids were synthesized and characterized by NMR, IR, MS and HRMS spectra. All the newly prepared compounds were screened for their potential protein tyrosine phosphatase inhibitory activities. Bioactive assay manifested that most of the azolyl flavonoids exhibited good protein phosphatase 1B (PTP1B) inhibitory activities. Especially, triazolyl flavonoid 6a displayed the best

合成了一系列偶氮基黄酮，并通过NMR，IR，MS和HRMS光谱进行了表征。筛选所有新制备的化合物潜在的蛋白酪氨酸磷酸酶抑制活性。生物活性测定表明，大多数偶氮基黄酮类化合物均具有良好的蛋白磷酸酶1B（PTP1B）抑制活性。特别是，三唑基黄酮6a表现出最好的抑制活性（IC 50  = 1.6μM），对PTP1B的选择性是与密切相关的T细胞蛋白酪氨酸磷酸酶（TCPTP）的9.9倍。细胞活力测定表明6a具有较低的细胞毒性。分子建模和动力学研究揭示了PTP1B相对于TCPTP选择性的原因。对这些化合物进行了量子化学研究，以了解活性必不可少的结构特征。
Microwave-Assisted Synthesis of Novel Bis-Flavone Dimers as New Anticancer Agents

作者：Andrew McGown、Abby Ragazzon-Smith、John A. Hadfield、Herman Potgetier、Patricia A. Ragazzon

DOI：10.2174/1570178615666180621094529

日期：2018.12.4

<p>In this study, we describe a microwave-based click chemistry method used to prepare a family of novel bis-flavone dimers. The substituted 7-hydroxy and 4’-hydroxy flavonoids were linked through a triazole ring. The compounds were easily synthesized and purified in high yields. The bisflavonoids were tested on different cell lines including HCT116, HepG2, MCF7 and MOLT-4. Several analogues showed to have anticancer activity with IC50 values in the range of 20-60 μM. Flavonoids are known for their anticancer properties and this method provides the basis for new medicinal structures.</p> </sec></div> <div class="value-text ch">在这项研究中，我们描述了一种基于微波的点击<a href=https://www.molaid.com/fenzi/4464 target="_blank">化学</a>方法，用于制备一系列新型的双<a href=https://www.molaid.com/MS_355 target="_blank">黄酮</a>二聚体。取代的7-羟基和4'-羟基<a href=https://www.molaid.com/MS_355 target="_blank">黄酮</a>通过三唑环连接在一起。这些化合物易于合成，并且收率高。双<a href=https://www.molaid.com/MS_355 target="_blank">黄酮</a>在包括HCT116、HepG2、MCF7和MOLT-4在内的不同<a href=https://www.molaid.com/fenzi/4556 target="_blank">细胞系</a>上进行了测试。几种类似物显示出抗癌活性，IC50值在20-60μM范围内。<a href=https://www.molaid.com/MS_355 target="_blank">黄酮</a>以其抗癌特性而闻名，这种方法为新的药用结构奠定了基础。</div> </div> </li> <li class="feature-list-item"> <div class="content-title">[EN] ALKYNE-, AZIDE- AND TRIAZOLE-CONTAINING FLAVONOIDS AS MODULATORS FOR MULTIDRUG RESISTANCE IN CANCERS<br/>[FR] FLAVONOÏDES CONTENANT DE L'ALCYNE, DE L'AZIDE ET DU TRIAZOLE UTILISÉS COMME MODULATEURS DE RÉSISTANCE MULTIPLE AUX MÉDICAMENTS DANS LES CANCERS</div> <div class="value"> <div class="value-text"> <span>申请人：</span>UNIV HONG KONG POLYTECHNIC </div> <div class="value-text"> <span>公开号：</span>WO2013127361A1 </div> <div class="value-text"> <span>公开（公告）日：</span>2013-09-06 </div> <div class="value-text en">A triazole bridged flavonoid dimer compound library was efficiently constructed via the cycloaddition reaction of a series of flavonoid-containing azides (Az 1-15) and alkynes (Ac 1-17). These triazole bridged flavonoid dimers and their precursor alkyne- and azide-continaing flavonoids were screened for their ability to modulate multidrug resistance (MDR) in P-gp-overexpressed cell line (LCC6MDR), MRPl-overexpressed cell line (2008/MRPl) and BCRP-overexpressed cell line (HEK293/R2 and MCF7-MX100). Generally, they displayed very promising MDR reversal activity against P-gp-, MRPl- and BCRP-mediated drug resistance. Moreover, they showed different levels of selectivity for various transporters. Overall, they can be divided into mono-selective, dual-selective and multi-selective modulators for the P-gp, MRPl and BCRP transporters. The EC50 values for reversing paclitaxel resistance (141 - 340 nM) of LCC6MDR cells, DOX (78 - 590 nM) and vincristine (82 - 550 nM) resistance of 2008/MRPl cells and topotecan resistance (0.9 - 135 nM) of HEK293/R2 and MCF7-MX100 cells were at nanomolar range. Importantly, a number of compounds displayed EC50 at or below 10 nM in BCRP-overexpressed cell lines, indicating that these bivalent triazoles more selectively inhibit BCRP transporter than the P-gp and MRPl transporters. Most of the dimers are notably safe MDR chemosensitizers as indicated by their high therapeutic index values.</div> <div class="value-text ch">通过对一系列含有三唑基的<a href=https://www.molaid.com/fenzi/4252 target="_blank">黄酮类化合物</a>（Az 1-15）和<a href=https://www.molaid.com/fenzi/4385 target="_blank">炔烃</a>（Ac 1-17）进行环加成反应，高效构建了一个三唑桥联的<a href=https://www.molaid.com/MS_355 target="_blank">黄酮</a>二聚体化合物库。对这些三唑桥联的<a href=https://www.molaid.com/MS_355 target="_blank">黄酮</a>二聚体及其前体<a href=https://www.molaid.com/fenzi/4385 target="_blank">炔烃</a>和三唑基的<a href=https://www.molaid.com/fenzi/4252 target="_blank">黄酮类化合物</a>进行了筛选，以评估它们对P-gp过表达<a href=https://www.molaid.com/fenzi/4556 target="_blank">细胞系</a>（LCC6MDR）、MRP1过表达<a href=https://www.molaid.com/fenzi/4556 target="_blank">细胞系</a>（2008/MRP1）和BCRP过表达<a href=https://www.molaid.com/fenzi/4556 target="_blank">细胞系</a>（HEK293/R2和MCF7-MX100）调节多药耐药性（MDR）的能力。总体而言，它们显示出对P-gp、MRP1和BCRP介导的药物耐药性具有非常有前景的MDR逆转活性。此外，它们对各种转运蛋白显示出不同程度的选择性。总体而言，它们可以分为对P-gp、MRP1和BCRP转运蛋白具有单选择性、双选择性和多选择性调节剂。逆转LCC6MDR细胞对<a href=https://www.molaid.com/MS_18785 target="_blank">紫杉醇</a>耐药性（141-340 nM）、2008/MRP1细胞对<a href=https://www.molaid.com/MS_2715 target="_blank">阿霉素</a>（78-590 nM）和<a href=https://www.molaid.com/MS_3803 target="_blank">长春碱</a>（82-550 nM）耐药性以及HEK293/R2和MCF7-MX100细胞对托泊替康耐药性（0.9-135 nM）的<a href=https://www.molaid.com/MS_8376 target="_blank">EC</a>50值在纳摩尔范围内。重要的是，许多化合物在BCRP过表达的<a href=https://www.molaid.com/fenzi/4556 target="_blank">细胞系</a>中显示出<a href=https://www.molaid.com/MS_8376 target="_blank">EC</a>50在或低于10 nM，表明这些双价三唑更具选择性地抑制BCRP转运蛋白而不是P-gp和MRP1转运蛋白。大多数二聚体根据其高治疗指数值显示出明显安全的MDR化疗敏感化剂特性。</div> </div> </li> </ul> <a href="https://chem.molaid.com/material/detail?source=UserSourcePortal&id=30fd5e6re39b5a8f51N0&inchikey=MQGPSCMMNJKMHQ-UHFFFAOYSA-N" target="_blank" rel="nofollow" class="view-more">查看更多</a> </div> <div class="module" id="tongleihuahewu"> <h3 class="module-title"><i class="iconfont icon-tongleihuahewu"></i>同类化合物</h3> <div class="compounds-list"> <a target="_blank" href="https://www.molaid.com/MS_16" class="compound-item" title="（[2-（萘-2-基）-4-氧代-4H-色烯-8-基]乙酸）">（[2-（萘-2-基）-4-氧代-4H-色烯-8-基]乙酸）</a> <a target="_blank" href="https://www.molaid.com/MS_222" class="compound-item" title="龙血树脂红血树脂">龙血树脂红血树脂</a> <a target="_blank" href="https://www.molaid.com/MS_301" class="compound-item" title="鼠李素">鼠李素</a> <a target="_blank" href="https://www.molaid.com/MS_303" class="compound-item" title="鼠李柠檬素3-O-beta-D-鼠李三糖苷">鼠李柠檬素3-O-beta-D-鼠李三糖苷</a> <a target="_blank" href="https://www.molaid.com/MS_304" class="compound-item" title="鼠李柠檬素">鼠李柠檬素</a> <a target="_blank" href="https://www.molaid.com/MS_305" class="compound-item" title="鼠李亭3-O-beta-吡喃葡萄糖苷">鼠李亭3-O-beta-吡喃葡萄糖苷</a> <a target="_blank" href="https://www.molaid.com/MS_348" class="compound-item" title="黄酮醇-2-磺酸钠盐">黄酮醇-2-磺酸钠盐</a> <a target="_blank" href="https://www.molaid.com/MS_349" class="compound-item" title="黄酮胺">黄酮胺</a> <a target="_blank" href="https://www.molaid.com/MS_350" class="compound-item" title="黄酮榕碱">黄酮榕碱</a> <a target="_blank" href="https://www.molaid.com/MS_351" class="compound-item" title="黄酮地洛">黄酮地洛</a> <a target="_blank" href="https://www.molaid.com/MS_352" class="compound-item" title="黄酮哌酯">黄酮哌酯</a> <a target="_blank" href="https://www.molaid.com/MS_355" class="compound-item" title="黄酮">黄酮</a> <a target="_blank" href="https://www.molaid.com/MS_365" class="compound-item" title="黄诺马甙">黄诺马甙</a> <a target="_blank" href="https://www.molaid.com/MS_382" class="compound-item" title="黄苏木素">黄苏木素</a> <a target="_blank" href="https://www.molaid.com/MS_384" class="compound-item" title="黄花夹竹桃黄酮">黄花夹竹桃黄酮</a> <a target="_blank" href="https://www.molaid.com/MS_391" class="compound-item" title="黄芪总皂甙">黄芪总皂甙</a> <a target="_blank" href="https://www.molaid.com/MS_394" class="compound-item" title="黄芩黄酮II">黄芩黄酮II</a> <a target="_blank" href="https://www.molaid.com/MS_395" class="compound-item" title="黄芩黄酮I">黄芩黄酮I</a> <a target="_blank" href="https://www.molaid.com/MS_396" class="compound-item" title="黄芩黄酮">黄芩黄酮</a> <a target="_blank" href="https://www.molaid.com/MS_398" class="compound-item" title="黄芩苷甲酯">黄芩苷甲酯</a> <a target="_blank" href="https://www.molaid.com/MS_399" class="compound-item" title="黄芩苷">黄芩苷</a> <a target="_blank" href="https://www.molaid.com/MS_400" class="compound-item" title="黄芩素磷酸酯">黄芩素磷酸酯</a> <a target="_blank" href="https://www.molaid.com/MS_401" class="compound-item" title="黄芩素一水合物">黄芩素一水合物</a> <a target="_blank" href="https://www.molaid.com/MS_402" class="compound-item" title="黄芩素-7-甲醚">黄芩素-7-甲醚</a> <a target="_blank" href="https://www.molaid.com/MS_403" class="compound-item" title="黄芩素 6-O-beta-D-吡喃葡萄糖苷">黄芩素 6-O-beta-D-吡喃葡萄糖苷</a> <a target="_blank" href="https://www.molaid.com/MS_404" class="compound-item" title="黄芩素">黄芩素</a> <a target="_blank" href="https://www.molaid.com/MS_427" class="compound-item" title="黄烷酮腙">黄烷酮腙</a> <a target="_blank" href="https://www.molaid.com/MS_428" class="compound-item" title="黄烷酮-d5">黄烷酮-d5</a> <a target="_blank" href="https://www.molaid.com/MS_429" class="compound-item" title="黄烷酮">黄烷酮</a> <a target="_blank" href="https://www.molaid.com/MS_443" class="compound-item" title="黄杞苷">黄杞苷</a> <a target="_blank" href="https://www.molaid.com/MS_475" class="compound-item" title="黄宝石羽扇豆素">黄宝石羽扇豆素</a> <a target="_blank" href="https://www.molaid.com/MS_635" class="compound-item" title="麗春花青苷">麗春花青苷</a> <a target="_blank" href="https://www.molaid.com/MS_730" class="compound-item" title="鳞叶甘草素B">鳞叶甘草素B</a> <a target="_blank" href="https://www.molaid.com/MS_822" class="compound-item" title="高车前苷">高车前苷</a> <a target="_blank" href="https://www.molaid.com/MS_23307104" class="compound-item" title="高车前素-4'-O-Β-D-葡萄糖苷">高车前素-4'-O-Β-D-葡萄糖苷</a> <a target="_blank" href="https://www.molaid.com/MS_823" class="compound-item" title="高车前素">高车前素</a> <a target="_blank" href="https://www.molaid.com/MS_830" class="compound-item" title="高良姜素-5-甲基醚">高良姜素-5-甲基醚</a> <a target="_blank" href="https://www.molaid.com/MS_831" class="compound-item" title="高良姜素-3-甲基醚">高良姜素-3-甲基醚</a> <a target="_blank" href="https://www.molaid.com/MS_832" class="compound-item" title="高良姜素">高良姜素</a> <a target="_blank" href="https://www.molaid.com/MS_936" class="compound-item" title="高圣草酚-7-O-(6''-O-乙酰基)吡喃葡萄糖苷">高圣草酚-7-O-(6''-O-乙酰基)吡喃葡萄糖苷</a> <a target="_blank" href="https://www.molaid.com/MS_937" class="compound-item" title="高圣草酚">高圣草酚</a> <a target="_blank" href="https://www.molaid.com/MS_938" class="compound-item" title="高圣草素-7-O-Β-D-葡萄糖苷">高圣草素-7-O-Β-D-葡萄糖苷</a> <a target="_blank" href="https://www.molaid.com/MS_939" class="compound-item" title="高圣草素">高圣草素</a> <a target="_blank" href="https://www.molaid.com/MS_963" class="compound-item" title="骨碎补素">骨碎补素</a> <a target="_blank" href="https://www.molaid.com/MS_987" class="compound-item" title="马里甙">马里甙</a> <a target="_blank" href="https://www.molaid.com/MS_989" class="compound-item" title="马醉木素">马醉木素</a> <a target="_blank" href="https://www.molaid.com/MS_1010" class="compound-item" title="马缨丹黄酮苷">马缨丹黄酮苷</a> <a target="_blank" href="https://www.molaid.com/MS_18716743" class="compound-item" title="马来酸2-乙酰基-10-[2-(二甲基氨)丙基]-10H-苯并噻嗪正离子">马来酸2-乙酰基-10-[2-(二甲基氨)丙基]-10H-苯并噻嗪正离子</a> <a target="_blank" href="https://www.molaid.com/MS_1210" class="compound-item" title="香风草甙">香风草甙</a> <a target="_blank" href="https://www.molaid.com/MS_1262" class="compound-item" title="香蒲新苷">香蒲新苷</a> </div> </div> <div class="module" id="xiangguangongnengfenlei"> <h3 class="module-title"><i class="iconfont icon-xiangguangongnengfenlei"></i>相关功能分类</h3> <div class="compounds-list"> <a href="https://www.molaid.com/fenzi/4220" class="compound-item" title="生化试剂">生化试剂</a> <a href="https://www.molaid.com/fenzi/4221" class="compound-item" title="抑制剂">抑制剂</a> <a href="https://www.molaid.com/fenzi/4222" class="compound-item" title="提取物">提取物</a> <a href="https://www.molaid.com/fenzi/4223" class="compound-item" title="氨基酸及其衍生物">氨基酸及其衍生物</a> <a href="https://www.molaid.com/fenzi/4224" class="compound-item" title="糖类化合物">糖类化合物</a> <a href="https://www.molaid.com/fenzi/4225" class="compound-item" title="核苷类药物">核苷类药物</a> <a href="https://www.molaid.com/fenzi/4227" class="compound-item" title="酶及辅酶类">酶及辅酶类</a> <a href="https://www.molaid.com/fenzi/4228" class="compound-item" title="缩合剂">缩合剂</a> <a href="https://www.molaid.com/fenzi/4229" class="compound-item" title="常见氨基酸及蛋白质类">常见氨基酸及蛋白质类</a> <a href="https://www.molaid.com/fenzi/4230" class="compound-item" title="多肽">多肽</a> <a href="https://www.molaid.com/fenzi/4231" class="compound-item" title="生物反应调节剂">生物反应调节剂</a> <a href="https://www.molaid.com/fenzi/4232" class="compound-item" title="抗体">抗体</a> <a href="https://www.molaid.com/fenzi/4233" class="compound-item" title="中草药成分">中草药成分</a> <a href="https://www.molaid.com/fenzi/4235" class="compound-item" title="蛋白质研究">蛋白质研究</a> <a href="https://www.molaid.com/fenzi/4236" class="compound-item" title="核酸类">核酸类</a> <a href="https://www.molaid.com/fenzi/4237" class="compound-item" title="脂肪类">脂肪类</a> <a href="https://www.molaid.com/fenzi/4238" class="compound-item" title="植物多糖">植物多糖</a> </div> </div> <div class="module" id="xiangguanjiegoufenlei"> <h3 class="module-title"><i class="iconfont icon-xiangguanjiegoufenlei"></i>相关结构分类</h3> <div class="compounds-list"> <a href="https://www.molaid.com/fenzi/10" class="compound-item" title="有机杂环化合物">有机杂环化合物</a> <a href="https://www.molaid.com/fenzi/11" class="compound-item" title="苯类化合物">苯类化合物</a> <a href="https://www.molaid.com/fenzi/12" class="compound-item" title="木脂素、新木脂素和相关化合物">木脂素、新木脂素和相关化合物</a> <a href="https://www.molaid.com/fenzi/13" class="compound-item" title="苯丙烷和聚酮">苯丙烷和聚酮</a> <a href="https://www.molaid.com/fenzi/14" class="compound-item" title="脂质和类脂质分子">脂质和类脂质分子</a> <a href="https://www.molaid.com/fenzi/15" class="compound-item" title="有机酸及其衍生物">有机酸及其衍生物</a> <a href="https://www.molaid.com/fenzi/16" class="compound-item" title="有机氧化合物">有机氧化合物</a> <a href="https://www.molaid.com/fenzi/17" class="compound-item" title="生物碱及其衍生物">生物碱及其衍生物</a> <a href="https://www.molaid.com/fenzi/18" class="compound-item" title="有机硫化合物">有机硫化合物</a> <a href="https://www.molaid.com/fenzi/19" class="compound-item" title="核苷、核苷酸和类似物">核苷、核苷酸和类似物</a> <a href="https://www.molaid.com/fenzi/20" class="compound-item" title="碳氢化合物衍生物">碳氢化合物衍生物</a> <a href="https://www.molaid.com/fenzi/21" class="compound-item" title="有机氮化合物">有机氮化合物</a> <a href="https://www.molaid.com/fenzi/22" class="compound-item" title="碳氢化合物">碳氢化合物</a> <a href="https://www.molaid.com/fenzi/23" class="compound-item" title="有机卤素化合物">有机卤素化合物</a> <a href="https://www.molaid.com/fenzi/24" class="compound-item" title="有机聚合物">有机聚合物</a> <a href="https://www.molaid.com/fenzi/25" class="compound-item" 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" 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