Harpagoside

Name: Harpagoside
Brand: BOC Sciences
Price: 197 USD
Availability: MadeToOrder

Inquiry

For Research Use Only.

Category

Iridoids

Cat.No.

NP3892

CAS

19210-12-9

Product Name

Harpagoside

Structure

Product Details

Description

Harpagoside, isolated from the Harpagophytum procumbens (Devil's Claw) root or Crophularia ningpoensis Hemsl (Figwort), inhibited lipopolysaccharide-induced mRNA levels. Harpagoside also inhibited protein expression of cyclooxygenase-2 and inducible nitric oxide in HepG2 cells, which involves suppression of NF-kappaB activation, thereby inhibiting downstream inflammation and subsequent pain events.

Synonyms

[1S-[1alpha,4aalpha,5alpha,7alpha(E),7aalpha]]-1,4a,5,6,7,7a-hexahydro-4a,5-dihydroxy-7-methyl-7-[(allyl-1-oxo-3-phenyl)oxy]cyclopenta[c]pyran-1-yl-beta-D-glucopyranoside; Harpogoside; [(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

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 Weight

494.50

Molecular Formula

C24H30O11

Canonical SMILES

CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC(=O)C=CC4=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

Melting Point

218-220°C

Purity

>98%

Appearance

White Solid

Application

Anti-inflammatory

Packaging

50 mg