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Orientin

CAT: 0804-HY-N0405-03Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0405-03Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Orientin is a neuroprotective agentinhibits which has anti-inflammation, anti-oxidative, anti-tumor, and cardio protection properties. Orientin inhibits the levels of IL-6, IL-1β and TNF-α. Orientin increases IL-10 level. Orientin exhibits neuroprotective effect by inhibits TLR4 and NF-kappa B signaling pathway. Orientin can used in study neuropathic pain[1][2].
CAS Number
28608-75-5
UNSPSC
12352005
Hazard Statement
H302, H312, H332
Target
Interleukin Related; TNF Receptor
Type
Natural Products
Related Pathways
Apoptosis; Immunology/Inflammation
Applications
Cancer-programmed cell death
Field of Research
Cancer; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/orientin.html
Purity
99.73
Solubility
DMSO : 31.25 mg/mL (ultrasonic)
Smiles
O[C@@H]1[C@@H](O)[C@H](C2=C(O)C=C(O)C3=C2OC(C4=CC=C(O)C(O)=C4)=CC3=O)O[C@H](CO)[C@H]1O
Molecular Formula
C21H20O11
Molecular Weight
448.38
Precautions
H302, H312, H332
References & Citations
[1]Dhakal H, et al. Inhibitory effects of orientin in mast cell-mediated allergic inflammation. Pharmacol Rep. 2020 Jan 24.|[2]Guo D, et al. Orientin and neuropathic pain in rats with spinal nerve ligation. 61Int Immunopharmacol. 2018 May;58:72-79.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Orientin

Orientin is a C-glycosyl compound that is luteolin substituted by a beta-D-glucopyranosyl moiety at position 8. It has a role as an antioxidant and a metabolite. It is a C-glycosyl compound, a 3'-hydroxyflavonoid and a tetrahydroxyflavone. It is functionally related to a luteolin.

CAS Number28608-75-5
PubChem CID5281675
IUPAC Name2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Molecular FormulaC21H20O11
Molecular Weight448.4
XLogP-0.2
Topological Polar Surface Area197
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count3
Heavy Atom Count32
Formal Charge0
Complexity729
SMILES
C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI
InChI=1S/C21H20O11/c22-6-14-17(28)18(29)19(30)21(32-14)16-11(26)4-10(25)15-12(27)5-13(31-20(15)16)7-1-2-8(23)9(24)3-7/h1-5,14,17-19,21-26,28-30H,6H2/t14-,17-,18+,19-,21+/m1/s1
InChIKey
PLAPMLGJVGLZOV-VPRICQMDSA-N
Chemical Structure
2D Structure
2D structure of Orientin
CAS: 28608-75-5
CID: 5281675
Formula: C21H20O11
MW: 448.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight448.4
XLogP3-0.2
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count11
Rotatable Bond Count3
Exact Mass448.10056145
Monoisotopic Mass448.10056145
Topological Polar Surface Area197 Ų
Heavy Atom Count32
Formal Charge0
Complexity729
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
018802Orientin

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