找化学品上960化工网!
960化工网

鼠李素 | 90-19-7

鼠李素
7-O-Methyl Quercetin
90-19-7
C16H12O7
316.262285232544
如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击:鼠李素结构式
329751568
简介
Rhamnetin 是芫荽中的一种槲皮素衍生物,可抑制分泌型磷脂酶 A2 (phospholipase A2) 的活性,具有抗氧化、抗炎的活性。
名称和标识符
MDL MFCD00016931
InChIKey JGUZGNYPMHHYRK-UHFFFAOYSA-N
Inchi 1S/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3
SMILES O=C1C2C(=CC(=CC=2O)OC)OC(C2C=C(O)C(O)=CC=2)=C1O
BRN 0047741
别名信息
- 中文别名 -
  • 鼠李素
  • 3,5,3',4'-四羟基-7-甲氧基黄酮
  • beta-鼠李素
  • 鼠李醚
  • 鼠李亭
- 英文别名 -
  • Rhamnetin
  • 3,5,3',4'-Tetrahydroxy-7-methoxyflavone
  • 7-O-Methyl Quercetin
  • beta-Rhamnocitrin
  • 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxychromen-4-one
  • RHAMNETIN(SH)
  • 7-O-Methylquercetin
  • 7-Methoxyquercetin
  • Quercetin 7-methyl ether
  • 7-Methylquercetin
  • 3,3',4',5-Tetrahydroxy-7-methoxyflavone
  • C.I. 75690
  • 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-chromen-4-one
  • .beta.-Rhamnocitrin
  • NSC19802
  • 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one
  • CHEMBL312163
  • Q288988
  • HY-N7036
  • E87178
  • J8G
  • KBio3_002345
  • SCHEMBL555118
  • Spectrum5_000464
  • CCRIS 3792
  • NSC-19802
  • 4H-1-Benzopyran-4-one,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-
  • 3,5,3',4'-Tetrahydroxy-7-methoxyflaone
  • NCGC00178254-01
  • SR-05000002269
  • MFCD00016931
  • KBio2_001665
  • SPECTRUM310031
  • RHAMNETIN [MI]
  • W-100338
  • SR-05000002269-2
  • SpecPlus_000463
  • Spectrum4_001872
  • Rhamnetin - Tech grade ca 50%
  • 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-chromen-4-one
  • NCGC00095624-02
  • UNII-71803L5F4S
  • SPBio_000643
  • Flavone, 3,3',4',5-tetrahydroxy-7-methoxy-
  • NCGC00095624-03
  • NSC 19802
  • Rhamnetin, analytical standard
  • CHEBI:74992
  • Spectrum2_000642
  • BDBM23410
  • AS-78315
  • EINECS 201-974-1
  • LMPK12112624
  • FT-0672192
  • Spectrum_001185
  • KBioGR_002367
  • DivK1c_006559
  • NCI60_001648
  • BRN 0047741
  • DTXSID40237979
  • AKOS027320587
  • BRD-K37206356-001-01-3
  • KBio1_001503
  • LS-69024
  • BSPBio_003125
  • KBioSS_001665
  • CS-W014522
  • 5-18-05-00495 (Beilstein Handbook Reference)
  • Flavone,3',4',5-tetrahydroxy-7-methoxy-
  • JGUZGNYPMHHYRK-UHFFFAOYSA-N
  • SDCCGMLS-0066624.P001
  • FLAVONE, 7-METHOXY-3,3',4',5-TETRAHYDROXY-
  • KBio2_006801
  • KBio2_004233
  • CCG-38555
  • 3,4',5-Tetrahydroxy-7-methoxyflavone
  • 90-19-7
  • 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-
  • Spectrum3_001343
  • NCGC00095624-01
  • 71803L5F4S
  • 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one (ACI)
  • Flavone, 3,3′,4′,5-tetrahydroxy-7-methoxy- (7CI, 8CI)
  • Rhamnetin (6CI)
  • 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-7-methoxychromen-4-one
  • 3,3′,4′,5-Tetrahydroxy-7-methoxyflavone
  • 3,5,3′,4′-Tetrahydroxy-7-methoxyflavone
  • LY 805921
  • β-Rhamnocitrin
  • NS00015848
  • 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1- benzopyran-4-one
  • ?-Rhamnocitrin
  • 3,3',4',5-Tetrahydroxy 7-methoxyflavone
物化性质
实验特性
LogP 2.29100
PSA 120.36000
折射率 1.4790 (estimate)
沸点 375.7°C (rough estimate)
熔点 293-296°C (dec.)
蒸气压 0.0±1.9 mmHg at 25°C
闪点 238.9°C
颜色与性状 Yellow powder
密度 1.3347 (rough estimate)
计算特性
精确分子量 316.05800
氢键供体数量 4
氢键受体数量 7
可旋转化学键数量 2
同位素质量 316.058
重原子数量 23
复杂度 503
同位素原子数量 0
确定原子立构中心数量 0
不确定原子立构中心数量 0
确定化学键立构中心数量 0
不确定化学键立构中心数量 0
共价键单元数量 1
疏水参数计算参考值(XlogP) 1.9
互变异构体数量 183
表面电荷 0
拓扑分子极性表面积 116
分子量 316.26
国际标准相关数据
EINECS 3792
合成路线

合成路线:1 步

反应条件:
参考文献:
Optimization of rhamnetin production in Escherichia coli
Sung, Su Hyun; Kim, Bong-Gyu; Ahn, Joong-Hoon, Journal of Microbiology and Biotechnology, 2011, 21(8), 854-857

合成路线:1 步

反应条件:
参考文献:
Synthesized quercetin derivatives stimulate melanogenesis in B16 melanoma cells by influencing the expression of melanin biosynthesis proteins MITF and p38 MAPK
Yamauchi, Kosei; Mitsunaga, Tohru; Inagaki, Mizuho; Suzuki, Tohru, Bioorganic & Medicinal Chemistry, 2014, 22(13), 3331-3340

合成路线:1 步

反应条件:
参考文献:
Efficient Preparation of Various O-Methylquercetins by Selective Demethylation
Kimura, Yuki; Kato, Ryo; Oyama, Kin-ichi; Kondo, Tadao; Yoshida, Kumi, Natural Product Communications, 2016, 11(7),

合成路线:1 步

反应条件:
参考文献:
Regioselectivity of 7-O-methyltransferase of poplar to flavones
Kim, Bong-Gyu; Kim, Hojung; Hur, Hor-Gil; Lim, Yoongho; Ahn, Joong-Hoon, Journal of Biotechnology, 2006, 126(2), 241-247

合成路线:1 步

反应条件:
参考文献:
Biological Evaluation and SAR Analysis of O-Methylated Analogs of Quercetin as Inhibitors of Cancer Cell Proliferation
Shi, Zhi-Hao; Li, Nian-Guang; Tang, Yu-Ping; Shi, Qian-Ping; Tang, Hao; et al, Drug Development Research, 2014, 75(7), 455-462

合成路线:1 步

反应条件:
参考文献:
Metabolism-based synthesis, biologic evaluation and SARs analysis of O-methylated analogs of quercetin as thrombin inhibitors
Shi, Zhi-Hao; Li, Nian-Guang; Tang, Yu-Ping; Li, Wei; Yin, Lian; et al, European Journal of Medicinal Chemistry, 2012, 54, 210-222

合成路线:1 步

反应条件:
参考文献:
Selective monomethylation of quercetin
Zhou, Zhong-hua; Fang, Zhuan; Jin, Hui; Chen, Yue; He, Ling, Synthesis, 2010, (23), 3980-3986

合成路线:1 步

反应条件:
参考文献:
A planar conformation and the hydroxyl groups in the B and C rings play a pivotal role in the antioxidant capacity of quercetin and quercetin derivatives
Moalin, Mohamed; van Strijdonck, Gino P. F.; Beckers, Maud; Hagemen, Geja J.; Borm, Paul J.; et al, Molecules, 2011, 16, 9636-9650

合成路线:1 步

反应条件:
参考文献:
Regioselective O-derivatization of quercetin via formation of ester intermediates. An improved synthesis of rhamnetin and development of a new mitochondriotropic derivative
Mattarei, Andrea; Biasutto, Lucia; Rastrelli, Federico; Garbisa, Spiridione; Marotta, Ester; et al, Molecules, 2010, 15, 4722-4736

合成路线:1 步

反应条件:
参考文献:
Regiospecific Flavonoid 7-O-Methylation with Streptomyces avermitilis O-Methyltransferase Expressed in Escherichia coli
Kim, Bong-Gyu; Jung, Bo-Ra; Lee, Youngshim; Hur, Hor-Gil; Lim, Yoongho; et al, Journal of Agricultural and Food Chemistry, 2006, 54(3), 823-828

合成路线:1 步

反应条件:
参考文献:
Synthetic studies on the construction of 7-O-methylquercetin through regioselective protection and alkylation of quercetin
Li, Nian Guang; Shi, Zhi Hao; Tang, Yu Ping; Yang, Jian Ping; Lu, Tu Lin; et al, Chinese Chemical Letters, 2011, 22(1), 5-8

合成路线:1 步

反应条件:
参考文献:
Chemical synthesis of flavonoid conjugates
Barron, Denis; Cren-Olive, Cecile; Needs, Paul W., Methods in Polyphenol Analysis, 2003, 187, 187-213

合成路线:1 步

反应条件:
参考文献:
Hemisynthesis of all the O-monomethylated analogues of quercetin including the major metabolites, through selective protection of phenolic functions
Bouktaib, Mohamed; Lebrun, Stephane; Atmani, Aziz; Rolando, Christian, Tetrahedron, 2002, 58(50), 10001-10009

合成路线:1 步

反应条件:
参考文献:
Quercetin analogs with high fetal hemoglobin-inducing activity
Pabuprapap, Wachirachai; Wassanatip, Yanisa; Khetkam, Pichit; Chaichompoo, Waraluck; Kunkaewom, Sukanya; et al, Medicinal Chemistry Research, 2019, 28(10), 1755-1765

合成路线:1 步

反应条件:
参考文献:
Structural requirements of flavonoids and related compounds for aldose reductase inhibitory activity
Matsuda, Hisashi; Morikawa, Toshio; Toguchida, Iwao; Yoshikawa, Masayuki, Chemical & Pharmaceutical Bulletin, 2002, 50(6), 788-795
相关文献
专业数据库参考
PubChemId 329751568
参考资料
Reaxys RN
Beilstein 47741
鼠李素推荐生产厂家
960化工网为您提供鼠李素专业化合物百科信息,包括中文名,英文名,分子式,分子量,以及该化合物的CasNo.:90-19-7,和相关理化性质;并提供了优质生产厂家信息包括厂家名称和联系方式等;| WAP 版:90-19-7
平台客服
平台客服

平台在线客服