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78281-02-4 | 2,5-Cyclohexadien-1-one, 2,4-di-β-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-
CAS No: 78281-02-4 Catalog No: AG001DO1 MDL No:MFCD08435942
Product Description
Catalog Number:
AG001DO1
Chemical Name:
2,5-Cyclohexadien-1-one, 2,4-di-β-D-glucopyranosyl-3,4,5-trihydroxy-6-[(2E)-3-(4-hydroxyphenyl)-1-oxo-2-propen-1-yl]-
CAS Number:
78281-02-4
Molecular Formula:
C27H32O16
Molecular Weight:
612.5334
MDL Number:
MFCD08435942
IUPAC Name:
(6E)-2,5-dihydroxy-6-[(E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-enylidene]-2,4-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]cyclohex-4-ene-1,3-dione
InChI:
InChI=1S/C27H32O16/c28-7-12-16(32)19(35)21(37)23(42-12)15-18(34)14(11(31)6-3-9-1-4-10(30)5-2-9)24(39)27(41,25(15)40)26-22(38)20(36)17(33)13(8-29)43-26/h1-6,12-13,16-17,19-23,26,28-38,41H,7-8H2/b6-3+,14-11+/t12-,13-,16-,17-,19+,20+,21-,22-,23+,26-,27?/m1/s1
InChI Key:
IAVUBSCVWHLRGE-UXEKTNMQSA-N
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)C1=C(O)C(C(=C(C1=O)C(=O)/C=C/c1ccc(cc1)O)O)(O)[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
Properties
Complexity:
1160
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
10
Defined Bond Stereocenter Count:
2
Exact Mass:
612.169g/mol
Formal Charge:
0
Heavy Atom Count:
43
Hydrogen Bond Acceptor Count:
16
Hydrogen Bond Donor Count:
12
Isotope Atom Count:
0
Molecular Weight:
612.537g/mol
Monoisotopic Mass:
612.169g/mol
Rotatable Bond Count:
6
Topological Polar Surface Area:
295A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
-3.5
Literature
| Title | Journal |
|---|---|
| Hydroxysafflor yellow A of Carthamus tinctorius attenuates lung injury of aged rats exposed to gasoline engine exhaust by down-regulating platelet activation. | Phytomedicine : international journal of phytotherapy and phytopharmacology 20140215 |
| Neuroprotection of hydroxysafflor yellow A in the transient focal ischemia: inhibition of protein oxidation/nitration, 12/15-lipoxygenase and blood-brain barrier disruption. | Brain research 20120914 |
| Hydroxysafflor yellow A induces apoptosis in activated hepatic stellate cells through ERK1/2 pathway in vitro. | European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20120815 |
| Effects of hydroxy safflower yellow-A on tumor capillary angiogenesis in transplanted human gastric adenocarcinoma BGC-823 tumors in nude mice. | Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan 20120601 |
| The effects of hydroxysafflor yellow A on blood pressure and cardiac function. | Journal of ethnopharmacology 20120215 |
| Taoren-Honghua herb pair and its main components promoting blood circulation through influencing on hemorheology, plasma coagulation and platelet aggregation. | Journal of ethnopharmacology 20120131 |
| Hydroxysafflor yellow A alleviates early inflammatory response of bleomycin-induced mice lung injury. | Biological & pharmaceutical bulletin 20120101 |
| Hydroxysafflor yellow A attenuates carbon tetrachloride-induced hepatic fibrosis in rats by inhibiting ERK5 signaling. | The American journal of Chinese medicine 20120101 |
| Inhibitory effects of hydroxysafflor yellow A on the formation of advanced glycation end products in vitro. | Biological & pharmaceutical bulletin 20120101 |
| Hydroxysafflor yellow A protects PC12 cells against the apoptosis induced by oxygen and glucose deprivation. | Cellular and molecular neurobiology 20111101 |
| [Studies on pharmacokinetics of hydroxysafflor yellow A in Carthamus tinctorius and its compound preparation in rat]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110801 |
| Hydroxysafflor yellow A protects against chronic carbon tetrachloride-induced liver fibrosis. | European journal of pharmacology 20110625 |
| Identification and mapping of a novel hydroxysafflor yellow A (HSYA) biosynthetic gene in Carthamus tinctorius. | Biochemical genetics 20110601 |
| [Protective effect of hydroxysafflor yellow A on endothelial cell injury induced by lipopolysaccharide]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110601 |
| [HPLC determination of four components in Tibetan medicine Dangzuo of different Tibetan regions]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20110401 |
| [Inhibitory effect of hydroxysafflor yellow A against PMN activation induced by LPS]. | Yao xue xue bao = Acta pharmaceutica Sinica 20110201 |
| A strategy for detecting optimal ratio of cardioprotection-dependent three compounds as quality control of guan-xin-er-hao formula. | Journal of ethnopharmacology 20110127 |
| Identification of the major constituents in Xuebijing injection by HPLC-ESI-MS. | Phytochemical analysis : PCA 20110101 |
| Enhanced effect and mechanism of water-in-oil microemulsion as an oral delivery system of hydroxysafflor yellow A. | International journal of nanomedicine 20110101 |
| The ability of hydroxysafflor yellow a to attenuate lipopolysaccharide-induced pulmonary inflammatory injury in mice. | Phytotherapy research : PTR 20101201 |
| Neuroprotective effects of hydroxysafflor yellow A against excitotoxic neuronal death partially through down-regulation of NR2B-containing NMDA receptors. | Neurochemical research 20100901 |
| [Simultaneous determination of multicomponent in Xuefuzhuyu granule with different UV-wavelength by HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100801 |
| Hydroxysafflor Yellow A suppresses thrombin generation and inflammatory responses following focal cerebral ischemia-reperfusion in rats. | Bioorganic & medicinal chemistry letters 20100715 |
| [Protective effect of hydroxysafflor yellow A against acute lung injury induced by oleic acid and lipopolysaccharide in rats]. | Yao xue xue bao = Acta pharmaceutica Sinica 20100701 |
| Pharmacokinetic comparisons of hydroxysafflower yellow A in normal and blood stasis syndrome rats. | Journal of ethnopharmacology 20100504 |
| The mechanisms for enhanced oral absorption of hydroxysafflor yellow A by chuanxiong volatile oil. | Planta medica 20100501 |
| Effects of hydroxysafflor yellow A on the experimental traumatic brain injury in rats. | Journal of Asian natural products research 20100301 |
| Effects of hydroxysafflor yellow A in the attenuation of MPTP neurotoxicity in mice. | Neurochemical research 20100101 |
| Hydroxysafflor Yellow A protects spinal cords from ischemia/reperfusion injury in rabbits. | BMC neuroscience 20100101 |
| [Research on technological process of two-pot countercurrent extraction of hydroxysafflor yellow A]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20091101 |
| Pharmacokinetic properties of hydroxysafflor yellow A in healthy Chinese female volunteers. | Journal of ethnopharmacology 20090730 |
| [Effects of hydroxy safflor yellow A on blood vessel and mRNA expression with VEGF and bFGF of transplantation tumor with gastric adenocarcinoma cell line BGC-823 in nude mice]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090301 |
| Effect of Guanxin No.2 decoction on gene expression in different areas of the myocardial infarcted heart of rats using microarray technology. | The Journal of pharmacy and pharmacology 20090201 |
| Effect of Hydroxysafflor yellow A on human umbilical vein endothelial cells under hypoxia. | Vascular pharmacology 20090101 |
| A rapid and sensitive liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the determination of hydroxysafflor yellow A in human plasma: application to a pharmacokinetic study. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20081201 |
| [Quality evaluation of Flos Carthami]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081101 |
| Cardioprotective effects of hydroxysafflor yellow A on diabetic cardiac insufficiency attributed to up-regulation of the expression of intracellular calcium handling proteins of sarcoplasmic reticulum in rats. | Phytotherapy research : PTR 20080801 |
| Hydroxysafflor yellow A enhances survival of vascular endothelial cells under hypoxia via upregulation of the HIF-1 alpha-VEGF pathway and regulation of Bcl-2/Bax. | Journal of cardiovascular pharmacology 20080801 |
| Hydroxysafflor yellow A protects neuron against hypoxia injury and suppresses inflammatory responses following focal ischemia reperfusion in rats. | Archives of pharmacal research 20080801 |
| Enhancing effect of Labrafac Lipophile WL 1349 on oral bioavailability of hydroxysafflor yellow A in rats. | International journal of pharmaceutics 20080624 |
| [Inhibitory action of hydroxysafflor yellow A on inflammatory signal transduction pathway related factors in rats with cerebral cortex ischemia]. | Yao xue xue bao = Acta pharmaceutica Sinica 20080601 |
| [Hydroxysafflor yellow A up-regulates HIF-1alpha via inhibition of VHL and p53 in Eahy 926 cell line exposed to hypoxia]. | Yao xue xue bao = Acta pharmaceutica Sinica 20080501 |
| Characterization of C-glycosyl quinochalcones in Carthamus tinctorius L. by ultraperformance liquid chromatography coupled with quadrupole-time-of-flight mass spectrometry. | Rapid communications in mass spectrometry : RCM 20080401 |
| Evidence that hydroxysafflor yellow A protects the heart against ischaemia-reperfusion injury by inhibiting mitochondrial permeability transition pore opening. | Clinical and experimental pharmacology & physiology 20080201 |
| Protective effects of hydroxysafflor yellow A on acute and chronic congestive cardiac failure mediated by reducing ET-1, NOS and oxidative stress in rats. | The Journal of pharmacy and pharmacology 20080101 |
| Hydroxysafflor yellow A inhibits rat brain mitochondrial permeability transition pores by a free radical scavenging action. | Pharmacology 20080101 |
| Simultaneous determination of hydroxysafflor yellow A and ferulic acid in rat plasma after oral administration of the co-extractum of Rhizoma chuanxiong and Flos Carthami by HPLC-diode array detector. | Biomedical chromatography : BMC 20070801 |
| Preparation of the traditional Chinese medicine compound recipe Shuxiong sustained-release capsules by multiparticulate time-controlled explosion technology. | Die Pharmazie 20070501 |
| Determination of hydroxysafflor yellow A in rat plasma and tissues by high-performance liquid chromatography after oral administration of safflower extract or safflor yellow. | Biomedical chromatography : BMC 20070301 |
| [Determination of safflor yellow A by RP-HPLC and resources quality comparison in Carthamus tinctorius]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060801 |
| [Preparation of Shuxiong micropellets by centrifugal granulation technology]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060701 |
| Pharmacokinetics and excretion of hydroxysafflor yellow A, a potent neuroprotective agent from safflower, in rats and dogs. | Planta medica 20060401 |
| Simultaneous determination of components in preparation Naodesheng injection by high performance liquid chromatograph-atmospheric pressure chemical ionization mass spectrometry (HPLC-MS/APCI). | Chemical & pharmaceutical bulletin 20060401 |
| [Protective effect of hydroxysafflor yellow A on experimental cerebral ischemia in rats]. | Yao xue xue bao = Acta pharmaceutica Sinica 20051201 |
| Hydroxysafflor yellow A protects rat brains against ischemia-reperfusion injury by antioxidant action. | Neuroscience letters 20050923 |
| Therapeutic effects of hydroxysafflor yellow A on focal cerebral ischemic injury in rats and its primary mechanisms. | Journal of Asian natural products research 20050801 |
| The subchronic toxicity of hydroxysafflor yellow A of 90 days repeatedly intraperitoneal injections in rats. | Toxicology 20041015 |
| [Protective effect of hydroxysafflor yellow A against rat cortex mitochondrial injuries induced by cerebral ischemia]. | Yao xue xue bao = Acta pharmaceutica Sinica 20041001 |
| [Establishment of chromatographic fingerprint and quality assessment of Carthamus tinctorius L. by high performance liquid chromatography]. | Yao xue xue bao = Acta pharmaceutica Sinica 20040301 |
| [Study on distribution of safflor yellow A in tissues of mice]. | Yao xue xue bao = Acta pharmaceutica Sinica 20040301 |
| Neuroprotective effects of hydroxysafflor yellow A: in vivo and in vitro studies. | Planta medica 20030501 |
| [Antagonistic effect of hydroxysafflor yellow A on the platelet activating factor receptor]. | Yao xue xue bao = Acta pharmaceutica Sinica 20020901 |
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