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Hydroxysafflor yellow A (Standard)

CAT: 0804-HY-N0567R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0567R-01Size:5 mg
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Description
Hydroxysafflor yellow A (Standard) is the analytical standard of Hydroxysafflor yellow A. This product is intended for research and analytical applications. Hydroxysafflor yellow A (Safflomin A) is a natural product of flavonoids isolated from safflower. Hydroxysafflor yellow A can inhibit cell proliferation and promote apoptosis through the autophagy pathway. Hydroxysafflor yellow A has anti-inflammatory, antioxidant and antitumor effects. Hydroxysafflor yellow A can be used in the study of cardiovascular disease[1][2][3][4][5][6].
CAS Number
78281-02-4
Product Name Alternative
Safflomin A (Standard) ; HSYA (Standard)
UNSPSC
12352005
Target
Apoptosis; Autophagy; Reference Standards
Type
Reference Standards
Related Pathways
Apoptosis; Autophagy; Others
Field of Research
Cancer; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/hydroxysafflor-yellow-a-standard.html
Smiles
OC(C(O)=C1C(/C=C/C2=CC=C(O)C=C2)=O)([C@]([C@@H]([C@@H](O)[C@@H]3O)O)([H])O[C@@H]3CO)C(O)=C([C@@H]([C@@H]([C@@H](O)[C@@H]4O)O)O[C@@H]4CO)C1=O
Molecular Formula
C27H32O16
Molecular Weight
612.53
References & Citations
[1]Yang G, et al. Hydroxysafflor yellow A inhibits lipopolysaccharide-induced proliferation and migration of vascular smooth muscle cells via Toll-like receptor-4 pathway. Int J Clin Exp Med. 2015 Apr 15;8 (4) :5295-302.|[2]Zhu HJ, et al. Hydroxysafflor yellow A (HYSA) inhibited the proliferation and differentiation of 3T3-L1 preadipocytes. Cytotechnology. 2015 Oct;67 (5) :885-92.|[3] Jin M, et al. Hydroxysafflor yellow A attenuate lipopolysaccharide-induced endothelium inflammatory injury. Chin J Integr Med. 2016 Jan;22 (1) :36-41.|[4]He Y, et al. Protective effects of hydroxysafflor yellow A (HSYA) on alcohol-induced liver injury in rats. J Physiol Biochem. 2015 Mar;71 (1) :69-78.|[5]Jin M, Xue et al. Protective Effect of Hydroxysafflor Yellow A on Inflammatory Injury in Chronic Obstructive Pulmonary Disease Rats. Chin J Integr Med. 2019 Oct;25 (10) :750-756.|[6]Wu N, et al. Hydroxysafflor yellow A promotes apoptosis via blocking autophagic flux in liver cancer. Biomed Pharmacother. 2021 Apr;136:111227.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Npc79316

Hydroxysafflor yellow A is a C-glycosyl compound that is 3,4,5-trihydroxycyclohexa-2,5-dien-1-one which is substituted by beta-D-glucosyl groups at positions 2 and 4, and by a p-hydroxycinnamoyl group at position 6. It is the main bioactive compound of a traditional Chinese medicine obtained from safflower (Carthamus tinctorius). It has a role as an antioxidant, an antineoplastic agent, a radical scavenger, a platelet aggregation inhibitor, a neuroprotective agent, an anti-inflammatory agent, an EC 3.2.1.48 (sucrose alpha-glucosidase) inhibitor and a plant metabolite. It is a C-glycosyl compound, an enol, a member of phenols and an enone.

CAS Number78281-02-4
PubChem CID6443665
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
Molecular FormulaC27H32O16
Molecular Weight612.5
XLogP-3.5
Topological Polar Surface Area295
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count16
Rotatable Bond Count6
Heavy Atom Count43
Formal Charge0
Complexity1160
SMILES
C1=CC(=CC=C1/C=C/C(=C\2/C(=C(C(=O)C(C2=O)([C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)/O)O
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
InChIKey
IAVUBSCVWHLRGE-UXEKTNMQSA-N
Chemical Structure
2D Structure
2D structure of Npc79316
CAS: 78281-02-4
CID: 6443665
Formula: C27H32O16
MW: 612.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight612.5
XLogP3-3.5
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count16
Rotatable Bond Count6
Exact Mass612.16903493
Monoisotopic Mass612.16903493
Topological Polar Surface Area295 Ų
Heavy Atom Count43
Formal Charge0
Complexity1160
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes