CAS 480-40-0|chrysin|5,7-dihydroxy-2-phenyl-4H-chromen-4-one|Chrysin|5,7-Dihydroxyflavone|CHRYSINE|5,7-二羟黄酮|柯因|Chrysin|5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-one|5,7-Dihydroxy-2-phenylchrome...

基本信息

化学结构

分子式

C₁₅H₁₀O₄

分子量

254.2375

精确质量

254.0579088

电荷

InChI

InChI=1S/C15H10O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-8,16-17H

InChIKey

RTIXKCRFFJGDFG-UHFFFAOYSA-N

Canonic Smiles

Oc1cc(O)c2c(c1)oc(cc2=O)c1ccccc1

Isomeric Smiles

c12c(=O)cc(oc1cc(cc2O)O)c1ccccc1

计算属性

JChem

Acid pKa

6.577777

质子受体

质子供体

LogD (pH = 5.5)

2.9755785

LogD (pH = 7.4)

2.0891845

Log P

3.0102544

摩尔折射率

70.933

极化性

26.480106

极化表面积

66.76

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

IUPAC传统名

chrysin 5,7-dihydroxy-2-phenyl-4H-chromen-4-one

别名

Chrysin5,7-DihydroxyflavoneCHRYSINE5,7-二羟黄酮Chrysin柯因5,7-Dihydroxy-2-phenyl-4H-1-benzopyran-4-oneNSC 407436Crysin5,7-Dihydroxy-2-phenylchromen-4-oneChrysinic acid5,7-二羟基黄酮5,7-DihydroxyflavoneChrysinNP-005901Galangin flavanone5,7-Dihydroxy-2-phenyl-4H-chromen-4-one

IUPAC标准名

5,7-dihydroxy-2-phenyl-4H-chromen-4-one

名称和标识

数据登录号

CAS号

480-40-0

EC号

207-549-7

PubChem SID

2485645516206450924893009

Beilstein号

默克索引号

MDL号

PubChem CID

CHEMBL

Chemspider ID

KEGG ID

美国药典/FDA物质标识码

维基百科标题

数据登录号

化合物性质

药理学性质

相关基因信息

human ... CDC2(983), CDK5(1020), CDK6(1021), CYP19A1(1588), CYP1A2(1544), GSK3A(2931)mouse ... Hexa(15211), Ptgs2(19225)rat ... Gabra2(29706)

生物活性机理

Lipid peroxidation inhibitor in rat liver microsomes

化合物性质

分子相关蛋白质

暂无数据

点击上传数据

分子图谱

暂无数据

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描述信息

Selleck Chemicals

S2281

Research Area: Inflammation
Biological Activity:
Chrysin is a naturally occurring flavone chemically extracted from the blue passion flower (Passiflora caerulea). [1] It has been shown to induce an anti-inflammatory effect, most likely by inhibition of COX-2 expression and via IL-6 signaling.[2] In rodent in vivo studies, chrysin was found anxiolytic. However asbestos was not known to cause cancer because it did not cause cancer in non-human animals

MP Biomedicals

02154985

(5,7-Dihydroxyflavone) Crystalline

05210927

MP Biomedicals Rare Chemical collection

Wikipedia

Chrysin

Sigma Aldrich

C80105

包装
25 g in glass bottle

TRC

C432730

Chrysin is a flavanoid with anti-inflammatory effect and potential protective effects against cancer and cardiovascular disease. Studies show that Chrysin is central benzodiazepine receptor ligand with possible anxiolytic effects. Chrysin was initially be

描述信息

参考文献

PubChem文献

数据源提供

• Woo KJ et al. FEBS Lett. 2005 Jan 31;579(3):705-11.

• O’Leary, K.A. et al.: Mutat. Res., 551, 245 (2004)

• Saarinen, N. et al.: J. Steroid Biochem. Mol. Biol., 78, 231 (2004)

• Wolfman, C. et al.: Pharmacol. Biochem. Behav., 47, 1 (2004)

• Katyal, M. et al., Talanta, 1968, 15, 95, (detn, U)

• Batterham, T.J. et al., Aust. J. Chem., 1964, 17, 428, (pmr)

• Marsh, C.A., Biochem. J., 1955, 59, 58, (isol, deriv)

• Nevskaya, E.M. et al., Zh. Anal. Khim., 1972, 27, 1699, (reactions)

• Wagner, H. et al., Tet. Lett., 1976, 1799, (cmr)

• Rashad, M.A. et al., Phytomedicine, 1998, 5, 375-381, (isol, activity)

• Kingston, D.G.I. et al., Tetrahedron, 1973, 29, 4083, (ms)

• Bowie, J.H. et al., J.C.S.(B), 1969, 89, (ms)

• Wollenweber, E. et al., Planta Med., 1985, 50, 459, (isol)

• Nadkarni, D.R. et al., J.C.S., 1938, 1320, (synth)

• Katyal, M. et al., Proc. - Indian Acad. Sci., Sect. A, 1962, 56, 125; CA, 58, 3884c, (detn, Th)

• Jung, J.H. et al., Phytochemistry, 1990, 29, 1271, (pmr, cmr)

• Litkei, G. et al., Annalen, 1995, 1711, (synth, pmr)

• Hounghton, P.J. et al., Pharm. Pharmacol. Lett., 1997, 7, 96-98, (activity)

• Gaydon, E.M. et al., Bull. Soc. Chim. Fr., Part II, 1978, 43, (synth, uv, cmr)

• Saxena, S. et al., Synthesis, 1985, 697, (synth)

• Jaipetch, T. et al., Phytochemistry, 1983, 22, 625, (isol)

• Asakawa, Y., Bull. Chem. Soc. Jpn., 1971, 44, 2761, (isol)

• Davoust, D. et al., Org. Magn. Reson., 1978, 11, 547, (pmr)

• Le Floc'h, Y. et al., Tet. Lett., 1986, 27, 5503, (synth)

• Dev, B. et al., Fresenius' Z. Anal. Chem., 1963, 196, 178, (synth, use, deriv)

• Agrawal, P.K. et al., Tet. Lett., 1983, 177, (cmr)

• Lee, J.-M. et al., Synthesis, 2001, 2247-2254, (synth, pmr, cmr)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 95C, (ir)

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 918C, (nmr)

• The Flavonoids: Advances in Research since 1980, (Ed. Harborne, J.B.), Chapman and Hall, London, 1988

• Shen, C.-C. et al., Phytochemistry, 1993, 34, 843, (pmr, cmr)

参考文献

生物活性

PubChem BioAssay

生物活性

名称和标识

IUPAC传统名

chrysin 5,7-dihydroxy-2-phenyl-4H-chromen-4-one

别名

IUPAC标准名

5,7-dihydroxy-2-phenyl-4H-chromen-4-one

数据登录号

CAS号

480-40-0

EC号

207-549-7

PubChem SID

2485645516206450924893009

Beilstein号

默克索引号

MDL号

PubChem CID

CHEMBL

Chemspider ID

KEGG ID

美国药典/FDA物质标识码

维基百科标题

描述信息

S2281

(5,7-Dihydroxyflavone) Crystalline

05210927

MP Biomedicals Rare Chemical collection

Wikipedia

Chrysin

Sigma Aldrich

C80105

包装
25 g in glass bottle

TRC

C432730

参考文献

PubChem文献

数据源提供

• Woo KJ et al. FEBS Lett. 2005 Jan 31;579(3):705-11.

• O’Leary, K.A. et al.: Mutat. Res., 551, 245 (2004)

• Saarinen, N. et al.: J. Steroid Biochem. Mol. Biol., 78, 231 (2004)

• Wolfman, C. et al.: Pharmacol. Biochem. Behav., 47, 1 (2004)

• Katyal, M. et al., Talanta, 1968, 15, 95, (detn, U)

• Batterham, T.J. et al., Aust. J. Chem., 1964, 17, 428, (pmr)

• Marsh, C.A., Biochem. J., 1955, 59, 58, (isol, deriv)

• Nevskaya, E.M. et al., Zh. Anal. Khim., 1972, 27, 1699, (reactions)

• Wagner, H. et al., Tet. Lett., 1976, 1799, (cmr)

• Rashad, M.A. et al., Phytomedicine, 1998, 5, 375-381, (isol, activity)

• Kingston, D.G.I. et al., Tetrahedron, 1973, 29, 4083, (ms)

• Bowie, J.H. et al., J.C.S.(B), 1969, 89, (ms)

• Wollenweber, E. et al., Planta Med., 1985, 50, 459, (isol)

• Nadkarni, D.R. et al., J.C.S., 1938, 1320, (synth)

• Katyal, M. et al., Proc. - Indian Acad. Sci., Sect. A, 1962, 56, 125; CA, 58, 3884c, (detn, Th)

• Jung, J.H. et al., Phytochemistry, 1990, 29, 1271, (pmr, cmr)

• Litkei, G. et al., Annalen, 1995, 1711, (synth, pmr)

• Hounghton, P.J. et al., Pharm. Pharmacol. Lett., 1997, 7, 96-98, (activity)

• Gaydon, E.M. et al., Bull. Soc. Chim. Fr., Part II, 1978, 43, (synth, uv, cmr)

• Saxena, S. et al., Synthesis, 1985, 697, (synth)

• Jaipetch, T. et al., Phytochemistry, 1983, 22, 625, (isol)

• Asakawa, Y., Bull. Chem. Soc. Jpn., 1971, 44, 2761, (isol)

• Davoust, D. et al., Org. Magn. Reson., 1978, 11, 547, (pmr)

• Le Floc'h, Y. et al., Tet. Lett., 1986, 27, 5503, (synth)

• Dev, B. et al., Fresenius' Z. Anal. Chem., 1963, 196, 178, (synth, use, deriv)

• Agrawal, P.K. et al., Tet. Lett., 1983, 177, (cmr)

• Lee, J.-M. et al., Synthesis, 2001, 2247-2254, (synth, pmr, cmr)

• Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 95C, (ir)

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 918C, (nmr)

• The Flavonoids: Advances in Research since 1980, (Ed. Harborne, J.B.), Chapman and Hall, London, 1988

• Shen, C.-C. et al., Phytochemistry, 1993, 34, 843, (pmr, cmr)

生物活性

PubChem BioAssay

化合物性质

药理学性质

化合物信息

ID:59746