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Harpagoside

CAT: 0013-GTR19167556-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19167556-01Size:5 mg
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Description
Harpagoside is a bioactive small molecule with demonstrated anti-inflammatory properties, including the inhibition of cyclooxygenase-2 and inducible nitric oxide synthase in LPS-stimulated HepG2 cells. It is utilized in inflammation research and has shown moderate inhibitory effects on seed germination at millimolar concentrations.
CAS Number
19210-12-9
Product Name Alternative
Nitric oxide synthases, NO Synthase, inhibit, NOS, NOSynthase, Harpagoside, Inhibitor, COX, Cyclooxygenase
Field of Research
Immunology & Inflammation, Neuroscience
Purity
≥95% (May vary between batches)
Solubility
Ethanol:Soluble; DMSO:90 mg/mL (182.01 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:5 mg/mL (10.11 mM) ; Pyridine, Methanol, etc.:Soluble
Smiles
C[C@@]1 (C[C@@H] (O) [C@]2 (O) C=CO[C@@H] (O[C@@H]3O[C@H] (CO) [C@@H] (O) [C@H] (O) [C@H]3O) [C@H]12) OC (=O) \C=C\c1ccccc1
Molecular Formula
C24H30O11
Molecular Weight
494.49
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Harpagoside

Harpagoside is a terpene glycoside.

CAS Number19210-12-9
PubChem CID5281542
IUPAC Name[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate
Molecular FormulaC24H30O11
Molecular Weight494.5
XLogP-0.6
Topological Polar Surface Area175
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Heavy Atom Count35
Formal Charge0
Complexity811
SMILES
C[C@@]1(C[C@H]([C@]2([C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)OC(=O)/C=C/C4=CC=CC=C4
InChI
InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
InChIKey
KVRQGMOSZKPBNS-FMHLWDFHSA-N
Chemical Structure
2D Structure
2D structure of Harpagoside
CAS: 19210-12-9
CID: 5281542
Formula: C24H30O11
MW: 494.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight494.5
XLogP3-0.6
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Exact Mass494.17881177
Monoisotopic Mass494.17881177
Topological Polar Surface Area175 Ų
Heavy Atom Count35
Formal Charge0
Complexity811
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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